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STAYCATION PROMO
Escape, retreat, and indulge with Siesta Key Luxury Rental Properties. Take advantage of our exclusive offer for locals and save 10% off your dream getaway. Book now by calling 941-349-1125! *Offer valid for residents of Manatee, Sarasota, Pinellas, and Hillsborough counties.

Celebrate the holiday season with our deal of the year! Book any new Siesta Key Luxury Rental Properties reservation with an arrival date now through December 31, 2024 and save 15% off the rental rate. Minimum night stay will vary by property and date of stay. Book now with promo code: BLACKFRIDAY2023
Offer ends at MIDNIGHT, November 26, 2023. Book your vacation directly on our website or call us now at 941-349-1125 to receive this promotion.

*Subject to availability. Blackout dates may apply. This promotion cannot be applied to an existing reservation or combined with any other offers.

Showing 12 of 53 properties



House

Talk To The Sand

Talk To The Sand

Talk To The Sand by Siesta Key Luxury Rental Properties 5219 Calle Menorca Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Your dream vacation awaits at Talk To The Sand, a spectacular home with a fabulous backyard, a hot tub, pool, a waterslide, and a rooftop deck where you can have private sunset Gulf viewings! With seven bedrooms and seven and a half bathrooms, this pet-friendly rental is the ultimate getaway for friends and family and is just a quick stroll to the Gulf of Mexico beaches and Siesta Key Village. As you arrive at your piece of paradise, take the elevator or stairs to the main living floor, where you’ll find a large great room with a fully equipped kitchen and island seating, a bright seating area with sofas and a TV, a chic dining room table, and a balcony that overlooks the pool. Just down the hall is a half bathroom, and for your convenience, there is a washer and dryer to keep your beach towels and clothes clean. On the third floor is a second living room with a TV and five bedrooms. The primary bedroom offers a peaceful retreat with a private balcony, an ensuite bathroom with a double vanity, and a walk-in shower with unique tiles. Three upstairs bedrooms have King beds, TVs, and adorable ensuite bathrooms with walk-in showers. The fifth bedroom is designed for the kiddos with a bunk bed and an ensuite bathroom with a shower and tub combination, and this room has a balcony. On the lower level are the remaining two bedrooms featuring King beds, plenty of closet space, and ensuite bathrooms with walk-in showers. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with double vanity and walk-in shower -Second Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 3rd floor: Full over full bunk bed, balcony, and ensuite bathroom with shower and tub combination -Sixth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower After spending hours at the Gulf of Mexico beaches, head back to your private oasis, where you and your guests can splash in the pool, relax in the hot tub, and have a blast going down the waterslide! In the evenings, delight in delicious food made on the grill and then catch the breathtaking sunset from the rooftop deck. Guests that crave extra activity can indulge in a game of ping pong and foosball. Head to Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. Investigate the island with a Siesta Key tour, kayak, or paddleboard the calm intercoastal waterway and beautiful Tampa Bay, where you might encounter a dolphin or manatee or charter a fishing trip to see who brings in the biggest catch. Book Talk To The Sand today! - This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. 5 cars maximum are able to park at this home, 3 Car Garage, and 2 cars in the driveway. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. At A Glance • 5-minute walk from the beach • Rooftop deck • Pool with spa and waterslide • Foosball and Ping Pong • BBQ Grill

7 7.5 14
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Condo

Southern Comfort

Southern Comfort

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! This cozy cottage has just finished an interior remodel that brought this condo to life! It is located in the Village West complex in the heart of Siesta Key Village. This 2nd floor condo is one of only a handful of townhomes and condos in this complex, and you'll have access to it's heated community pool and 1 Reserved Parking Space. You'll love the relaxed coastal vibe of this unit, and it is just steps from the beach, the pool, Siesta Key Village and so much fun! This vacation home features 2 bedrooms and 2 baths, and comfortably sleeps 8 in beds. On the ground level you will find a storage closet for your beach equipment, access to the community pool, and the staircase to the condo unit. The condo is elevated and does require a few stairs to enter the home. There is no elevator on site. Upon entering the home, you'll find the Great Room and Balcony access to your left, and both Bedrooms and Bathrooms down the hallway to your right. The great room contains the Kitchen, Dining Room, Living Room and a Balcony. The fully stocked kitchen opens directly to the dining and living area so the chef of the family won't feel excluded. The dining area has seating for 6-8 people, with a 4 top outdoor table on the balcony as well. The living room is the perfect size with plenty of seating. You can enjoy the TV with HDTV Comcast service, as well as WiFi throughout the home. Down the hallway, you'll find the condo's 2 bedrooms and 2 full bathrooms. The master bedroom features a King Bed, closet, and an en-suite bathroom with a walk-in shower. The 2nd Bedroom features a 2 - Twin over Full Bunk Beds (sleeps 6) with a bathroom just outside of this room with a shower/tub combination. This bath also doubles as the living area bathroom. Just a short one-minute walk to the beach, via Siesta Key Beach Access 4, and you'll be enjoying the #1 Beach in the USA and #3 Beach in the World according to Trip Advisor. 2 Beach chairs are provided to guests to use at the beach at no cost. No need to carry your chairs to the beach here, this home also has a beach wagon and a beach cooler. The condo is literally located one street off of Ocean Boulevard, and it is just steps to Siesta Key Village where you can find top notch restaurants, shopping, and nightlife. There is a free trolley to this area, or we can help you catch a "Free Ride" on one of the "tip only" golf cart shuttles on the island. No pets are allowed in this home. This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. We provide starter package of laundry detergent and dish washer liquid. Toilet paper, paper towels and hand soap in all the bathrooms are also provided. At A Glance • Adorable 2 Bedroom 2 Bathroom condo in Village West • Sleeps 8 in beds - 1 King Bed, 2 Twin over Full Bunk Beds • Part of our Professional Linen Program • Steps to a Siesta Key Beach • Steps to Siesta Key Village • Community Heated Pool • 1 Reserved Parking Space • Free WiFi and HDTV

2 2 8
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House

Sugar Sand Cottage

Sugar Sand Cottage

Sugar Sand Cottage by Siesta Key Luxury Rental Properties 105 Beach Rd Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Sugar Sand Cottage! This five-bedroom, three-and-a-half-bathroom Siesta Key home is located directly across the street from the Gulf of Mexico. This bright and sunny getaway boasts a serene backyard with a sparkling pool, and an incredible wraparound patio with deluxe seating and non-stop Gulf views. Inside is a fantastic open living space with a cozy seating area with a sofa, side chairs, and a TV. Get ready to cook up a storm in the dreamy kitchen, complete with sleek stainless steel appliances, beautiful tiling, and ample storage space. The dining area is truly the heart of the home, offering a combination of bar-top seating and a large dining table, making it the ideal place to gather with loved ones and entertain guests. This home has spacious bedrooms and a variety of sleeping options in a split floor plan. One side features the primary bedroom, which offers a comfortable night's sleep and an ensuite bathroom with a walk-in shower. The other two rooms have soothing blue tones and easy access to a beautifully detailed hall bathroom with a walk-in shower. Further down the hall is a second living space with an additional living room, a king bedroom, a bunk bedroom, and the third bathroom with a shower and tub combo. Each of the sofas can easily convert to sleeper sofas, providing even more sleeping options for guests. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Full over Full bunk with Twin trundle -Fourth Bedroom: King bed and jack-n-jill bathroom with shower and tub combo -Fifth Bedroom: Full over Full bunk and jack-n-jill bathroom with shower and tub combo While being right across the street from the beach, this home is also only moments away from the vibrant Siesta Key Village. Discover a plethora of dining options, shopping destinations, and entertainment venues that will make your vacation unforgettable. We can't wait for your stay at Sugar Sand Cottage! - Professional Linen Program: We ensure high quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans and Linen Exchange is available for an additional cost. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. At A Glance • 2-minute walk to the beach • Private Pool • Gulf views • Near restaurants and shops • Washer and dryer

5 3.5 19
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House

Summer House

Summer House

Summer House by Siesta Key Luxury Rental Properties 99 Avenida Messina Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Summer House! This amazing, ground-level vacation home has six bedrooms and six bathrooms and is sure to become your friends and family's go-to vacation spot. The outdoor entertainment area is truly exceptional, with a magnificent pool and three seating areas that are ideal for hosting gatherings and creating unforgettable memories. Upon entering, you will be greeted by a stylish and spacious living area with cozy seating, a beautiful dining space, and a fully equipped kitchen. You'll have everything you need to feel comfortable and at ease. You can relax and watch your favorite TV shows on the large screen, grab a quick bite at the kitchen island, and cook delicious meals, as the kitchen is equipped with stainless steel appliances and essential cooking tools. The indoor dining area features a comfortable breakfast nook-style dining table and a bar-top seating area for your pleasure. Wake up refreshed in one of the six dreamy bedrooms, each with an ensuite bathroom, ready to explore Siesta Key and the surrounding barrier islands. The primary bedroom radiates a delightful beach theme and offers the largest ensuite bathroom, complete with a double vanity and walk-in shower. We have three additional rooms designed with the adults in mind, as well as two bedrooms with bunk beds, perfect for the kids to unwind and play. Every room has a television and ample storage space, ensuring comfort and convenience. And to make your stay even easier, the home has a washer and dryer. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and double vanity -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower and double vanity -Fourth Bedroom: King bed, porch access, and ensuite bathroom with walk-in shower -Fifth Bedroom: Two Full over Full bunk beds and ensuite bathroom with walk-in shower -Sixth Bedroom: Full over Full bunk and ensuite bathroom with a shower and tub combo Let's kick off this vacation! Summer House boasts a spectacular pool with a breathtaking grotto, a rock waterslide for the kids (and the young at heart), and a spa where you can relax and soothe your muscles after exciting days of exploring. The backyard has two seating areas: a covered porch with plush wicker seats and the second offers a fantastic atmosphere with unique swings, outdoor television, and bartop seating. Break out the cards and some drinks, and let the good times and reminiscing begin. Within a short walk, you will discover the vibrant collection of shops and restaurants in Siesta Key Village. You'll also find the beach, which has been voted the best beach in the USA several times. We can't wait for you to experience the beauty and relaxation of Summer House! - This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell and additional video surveillance on the pool equipment. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. At A Glance • 2-minute walk to the beach • 2-minute walk to Siesta Key Village • Pool with spa and waterslide • Outdoor living space • BBQ grill

6 6 22
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Duplex

Summer Salt (SKLRP)

Summer Salt (SKLRP)

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! What a GREAT LOCATION in SIESTA KEY VILLAGE for this Ground Level Duplex Unit w/ a HEATED POOL! 2 Beds/2Baths Duplex Unit - Sleeps 8. Huge Pool Patio with 2 BBQ's, 2 Outdoor Dining Tables for 4 People, and multiple chaise loungers and Adirondack chairs to use for sunning and relaxing. Walk to Beach, Dining, Shops. This property is walking distance to everything! And, just 2-3 short blocks (less than 5 min walk) to the beach depending on which beach access you choose. There are also free shuttles and a trolley available in case you do not want to walk. What an amazing property at an amazing value! Siesta Key Village is literally in your front yard. This vacation unit is located in the heart of Siesta Key, yet just far enough away that you still have your privacy on your private lanai or shared pool area. The home also has a large pool patio and a shared heated pool. The pool is only shared with the other 2-bedroom unit in this duplex, and there is so much room and seating, plus 2 BBQ Grills and 2 Patio dining options you won't feel crowded at all. If you rent both units, you'll have a 4 Bedroom, 4 Bathroom Home with 2 Kitchens and a Private Heated Pool! The home itself has a spacious great room, with a living, dining, and kitchen space that is joined. The kitchen has stainless steel appliances, solid wood cabinets, and granite countertops. The dining area has a 4 person dining table and 4 more dining spots at the countertop bar for a total of 8 indoor dining seats. The living room has plenty of seating as well, along with HDTV & XBOX, and there is Free WiFi throughout the home and exterior spaces. The 2 bedrooms and 2 bathrooms offer your group or family privacy and the perfect place to take a siesta after a long day at the beach. The Master Bedroom features a King bed and it has an en suite bathroom. The bunk room has a Queen bed and a Full over Full Bunk Bed (sleeps 6 total people in this room) and a bath just outside it's door that doubles as the living space bathroom as well. The private covered patio space has seating for two and there is additional outdoor dining seating on the pool patio for 4 persons. But who wants to be indoors when you're vacationing in Siesta Key Beach! Hang out on the patio or just soak away in the pool as you listen to the sounds of music and fun from Siesta Key Village. When you're rested and ready to enjoy Siesta Key, the beach and the Village are both just a short walk away. Feel free to take a night off from eating out at one of the fantastic restaurants within walking distance and walk across the street to Morton's Market and get some groceries for a home cooked meal or BBQ. If you need more space for your family and friends, feel free to rent the unit upstairs as well and double your occupancy to 16. This will also gain you access to the private pool so you'll have a private heated pool, 2 kitchens, 2 master suites, 2 Bunk rooms, and plenty of space for everyone. Inquire today for information about renting both properties. This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has active video surveillance on the pool equipment. At A Glance • 2 Bedroom, 2 Bathroom Home - Ground Level Duplex Unit • Heated Pool (Shared), Patio Seating and BBQ Grill • Literally Steps to Siesta Village and 2-3 Blocks to Siesta Beach • Beach Chairs and Beach Towels Included - Inquire for More Details • Sleeps 8 - 1 King Bed and 1 Full over Full Bunk Bed and 1 Queen Bed • Part of our Professional Linen Program • Full Kitchen with Supplies and Private Washer/Dryer • Parking, Free WiFi, and HDTV Included • Property Manager Program - Let us help you Vacation the Right Way

2 2 8
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House

Sunset Gulf

Sunset Gulf

Sunset Gulf by Siesta Key Luxury Rental Properties 551 Beach Rd Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Your dream beach vacation awaits at Sunset Gulf! This four-story luxury home boasts eight bedrooms and five-and-a-half baths and is just three houses away from the nearest beach access. From an indoor game room with a ping pong table and gulf views from just about every room to a sparkling pool, you and your guests will love the amenities this home has to offer! On the second floor, you will find the primary living space of the house. It includes a spacious kitchen with stainless steel appliances, ample cookware, a bar with seating, and a dining table. The area is furnished with a large sectional sofa, a loveseat, and a TV for guests to enjoy their favorite shows. To reach the third floor, you can take the elevator and find a great seating area along with a complete bar that has a wine fridge. Here, friends and family can practice their mixology skills and enjoy their drinks while taking in the incredible Gulf views from the deck. There are two stunning primary bedrooms, complete with walk-in closets, private balconies, and ensuite bathrooms with double vanities, walk-in showers, and soaking tubs to pamper yourself. There are four more king bedrooms and two bunk bedrooms - two of which have ensuite bathrooms. Furthermore, there is a hall bathroom with a convenient walk-in shower, a half bath, and laundry rooms on both floors. Room Details -Primary Bedroom, 4th floor: King bed, balcony, and ensuite bathroom with walk-in shower and tub plus a rollaway twin bed -Second Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower and tub -Third Bedroom, 4th floor: King bed and ensuite bathroom with walk-in shower and tub -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with double vanity and walk-in shower - Fifth Bedroom, 3rd floor: King bed -Sixth Bedroom, 3rd floor: King bed and queen futon -Seventh Bedroom, 3rd floor: Twin over Full Bunk Bed with Twin Trundle -Eighth Bedroom, 4th floor: Twin over Twin Bunk Bed and Twin with Twin Trundle This backyard is the perfect place for both fun and relaxation! It features a pool with an in-ground spa and ample lounge chairs for each guest to soak up the sunshine. The covered patio provides an outdoor dining table, a BBQ grill, a seating area, and a bar equipped with a sink, fridge, television, and bar stools. Additionally, the game room can be accessed through the sliding glass door. We are confident that you will enjoy your stay at Sunset Gulf! - Elevator available to all floors except fourth floor. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high quality linens and towels are always included for your stay. These are professionally laundered at a commercial facility for every guest. This property does not allow pets. 6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. At A Glance • 2-minute walk to the beach • Private pool with in-ground spa • Balconies with Gulf views • Ping Pong table • Indoor and Outdoor bar

8 5.5 25
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House

Sunset Splash

Sunset Splash

Sunset Splash by Siesta Key Luxury Rental Properties 95 Avenida Messina Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Sunset Splash! This legendary ground-level eight-bedroom home with seven and a half bathrooms is just one block away from the beautiful Gulf of Mexico beaches and Siesta Key Village. The backyard is simply amazing, boasting a sparkling pool, exciting waterslide, relaxing spa, and even a tiki hut - perfect for creating unforgettable memories with loved ones! Upon entering your new home away from home, you will immediately notice the charming beach decor and the ample space inside. The living room has a variety of sofas and side chairs to accommodate all guests comfortably. Through the coral barn doors, you will find a stunning dining room that conveniently offers easy access to the deck and BBQ grill. In the kitchen, you will find stainless steel appliances and a variety of pots and pans to whip up a delicious meal. With two primary bedrooms that are beautifully decorated and include gorgeous ensuite bathrooms - one with a standalone tub and the other with a walk-in shower - you'll feel like royalty. Four additional king rooms and two bunk rooms mean that everyone in your group will have a comfortable place to rest their head. Each room is outfitted with lavish linens and a TV, and the king rooms even have their own ensuite bathrooms. The bunk rooms share a hall bath with a convenient walk-in shower. Room Details -Primary Bedroom: King bed and ensuite bathroom with double vanity and walk-in shower -Second Bedroom: King bed, patio access, and ensuite bathroom with double vanity and walk-in shower and tub -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom: Twin over Full bunk bed -Eighth Bedroom: Full over Full bed -Bonus, Living Room: Queen sleeper sofa Friends and family will undoubtedly love the backyard of this home! You can soak up the sun in one of the many lounge chairs, take a refreshing dip in the pool, or feel the rush of excitement as you slide down the water slide. And for those looking for a more relaxing experience, they can unwind in the spa or show off their mixology skills at the tiki hut bar. Sunset Splash is just a quick walk from the mesmerizing white sandy beaches and Siesta Key Village. Beach till you can't anymore, and then check out the variety of unique boutiques, locally owned restaurants, bars, coffee shops, and ice cream parlors. We can't wait to have you as our guest! - This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. At A Glance • 2-minute walk to the beach • Pool with waterslide and in-ground spa • BBQ grill • Near restaurants and shops • Dog friendly

8 7.5 23
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House

Surf View (SKLRP)

Surf View (SKLRP)

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! This incredible vacation home is an amazing value and one of the best on the Key. It is a bright and sunny 8 bedroom and 8.5 bathroom home, with 7 Master Suites, and it sleeps 22 in beds. It is located just a short walk away from the white sand beaches of Siesta Key, Florida; voted the best beach in America. It's also in Siesta Key Village, and just a short stroll to all of the restaurants, shops, entertainment venues, and more. When I say short walk to both, I mean between 1 minute to the Village and 3 minutes to the Beach. The Oversized Pool, 10 Person Spa, Huge Patio Space, and Game Room (pool table, ping pong, foosball) with a 1/2 bath and Pool Refrigerator are all guest favorites! This home also provides Free WiFi, parking for multiple cars in 2 garages and a large brick paver driveway, fully stocked kitchen, tropical landscaping and multiple balconies including a large rooftop patio space overlooking Siesta Key Village, and so many fantastic amenities for your island getaway. The pool is huge, and the 10-person spa is almost as big, and the pool patio features an oversized sun deck which is perfect for a chair and some relaxation in ankle deep water. As I said above, to make this pool area that much better, just off the pool is the pool/game room with a refrigerator, ping pong table, foosball, pool table, couches, and a 1/2 bath! This is a perfect area for entertainment when you're tired of the pool or want some fun entertainment for the family or kids. The home features spacious bedrooms and an assortment of sleeping arrangements including 7 King bedrooms ALL with en suite bathrooms for incredible privacy, a Twin over Full Bunk with Twin Pull out Trundle Bedroom, and a queen Sleeper sofa bed, sleeping a total of 22 people in beds. There are 6 bedrooms on the 1st level of living, and 2 bedrooms on the 2nd level of living (top floor). There are 2 living room spaces in this home, one on the 1st level of living, and the main living room, kitchen, and dining room great room on the 2nd level of living. The roof top balcony is located directly off of this living room space, and it is perfect for entertaining and provides great views of the Siesta Key area. This lovely beach home is closely located to the famous Siesta Key Beach area that offers on-site concession, volleyball courts, bathrooms, showers and even a playground for all the little ones. Check out the new Beach Complex that will surely wow you. The floor plan of this large home allows our guests the ability to enjoy this home in so many ways. This home offers it all, and like all of our rentals, the location in proximity to the beach and the village allows our guests the opportunity to pick the vacation that they want to have! This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home. Beach Towels and Beach Chairs are included. Don't forget to check out our Preferred Vendors for rentals, activities, tours, and more. Through our preferred vendors list, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Or, if you would like to wait, you can check out these services when you arrive. Most of our preferred vendors offer our guests discounted services and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today for more information and for instructions on how to add these packages to your stay. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • Huge 3 Story Pool Home w/ 8 Bedroom, 8.5 Bathroom - 7 Master Suites • Literally Steps to Siesta Village and Less than 1 Block to Siesta Beach • Large Private Heated Pool with Sun Shelf and Pool Patio Seating - Pool Bath • Oversized 8-10 Person Hot Tub • Game Room off Pool Area - Ping Pong, Pool Table, Foosball, 1/2 Bath and Fridge/Freezer • Beach Chairs and Beach Towels Included - Inquire for More Details • Sleeps 22-24 - Assortment of King Beds, Bunk Beds, and Queen/Twin Sleeper Sofas • Part of our Professional Linen Program • Full Kitchen with Supplies, 2 Washer/Dryers, BBQ Grill, Large Living and Dining Areas • Parking, Free WiFi, and HDTV Included • Multiple Balconies and Roof Top Deck w/ Siesta Village and Sunset Views

8 8.5 22
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Townhouse

Tarpon Villa

Tarpon Villa

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! This amazing Private Pool Townhome has 4 Bedroom and 2.5 Bathrooms, and comfortably sleeps 12 persons in beds. This Amazing Home has a Beautiful Pool with Natural Landscaping that will have you relaxed in no time. The pool has plenty of Sun, so getting a tan won't be a problem. The yard is fenced and private, so you can relax with ease as the only one using your pool area will be you. The fantastic location will have you smiling as you're just 1.5 blocks - 4 Minute Walk (per Google Maps) - to either Siesta Key Beach Access 7, and just steps to the back entrance to Siesta Key Village and all of the shopping, dining, coffee shops, ice cream parlors, and entertainment that Downtown Siesta has to offer. When you're done exploring all there is to do in Siesta Key, you'll come back to an amazing vacation home that you can call your own. This home is also part of our Property Manager Program, so one of our dedicated Property Managers will assist you during the entire reservation and vacation process. We are here to help you vacation the right way and ensure you have everything you need, including any recommendations or advice to help improve your vacation! This updated TownHome has a split-level floor plan. The entire ground level features a large, open great room with a fully stocked kitchen with wood cabinets, granite countertops and stainless steel appliances, a dining room that seats 6 and a bar top that seats 5, and a living room with HDTV, FREE WiFi, and plenty of seating for everyone. There is also a large sliding glass door with direct pool views from the living room and plenty of windows for great natural light. The exterior covered patio features a dining table and plenty of lounge chairs to lay out and work on your tan! There is also a BBQ Grill for the grill master of the group. You'll love this outdoor space. There is plenty of covered seating, great sun on the pool area, and a rear courtyard that is perfect for some shade, quiet, and a nice book to relax with. All of the bedrooms are located on the upper split level. There is a Master Bedrooms that features a King Bed and an En Suite Bathroom with a garden bathtub and walk in shower. The 2nd bedroom features a King Bed. The 3rd bedroom features a Queen Bed, and the 4th Bedroom features a bunk bed that has full size bed over a full size bed (sleeps 4) and a day bed with a twin trundle. These bedrooms share a bathroom. This is perfect for multi-family or friends traveling together. The living space is very open, and the rear sliding glass doors that lead to the amazing new pool allow great natural light into the home. The outdoor area is gorgeous, highlighted with a very large pavered deck and heated pool. Most of our guests spend the majority of their time out here because it's such an awesome space for entertaining, relaxing, reading a book, or watching your children and/or friends swim and have fun. This home offers it all, and you're close enough to everything, 4 minute walk or less, that no one will have to decide who will be driving and where do you park - You can walk everywhere! Or, you can take our free shuttle to drive you around the Key if you want to venture further, or call an Uber to drive you to the many exciting activities, shows, concerts, restaurants, in the Downtown Sarasota area just 10 minutes away. This home is perfect for your next vacation, book it before someone else does. If you have any questions concerning our home, rates, amenities. or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon and showing you why a Siesta Key Luxury Rental Properties vacation is the best type of vacation! This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home. Beach Towels and Beach Chairs are included. Don't forget to check out our Preferred Vendors for rentals, activities, tours, and more. Through our preferred vendors list, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Or, if you would like to wait, you can check out these services when you arrive. Most of our preferred vendors offer our guests discounted services and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today for more information and for instructions on how to add these packages to your stay. At A Glance • Adorable 4 Bedroom 2.5 Bathroom Pool Home • Sleeps 12 in beds - 2 King Beds, 1 Queen Bed1, Full over Full Bunk Bed, Twin Daybed w/ Twin Trundle and 2.5 Baths • Part of our Professional Linen Program • 1.5 Blocks (4-min. walk) to Siesta Key Beach and 1/2 Block (2 min. walk)to Siesta Key Village • Private Heated Pool and Large Outdoor Patio Space for Entertaining • Beach Chairs and Beach Towels Included - Inquire for More Details • Full Kitchen with Supplies, Open Living Space, and Washer/Dryer • Parking for 2-4 Cars in Garages and Driveway • Free WiFi, and HDTV, BBQ Grill Included • Property Manager - Let us help you Vacation the Right Way

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House

The Hideaway (SKLRP)

The Hideaway (SKLRP)

The Hideaway by Siesta Key Luxury Rental Properties 320 Calle Miramar Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to The Hideaway, a luxurious private gated home with four spacious bedrooms and four and a half baths. This home's stunning custom design and top-notch amenities will awe you and your guests. The screened-in pool patio will undoubtedly become your favorite spot to unwind and relax, whether you want to take a dip, lounge on the comfortable sunbeds, or whip up a delicious BBQ feast. The possibilities are endless at The Hideaway! Your loved ones will appreciate the modern feel of this home with an open layout that connect the living room, dining area, laundry room, half bath, and kitchen. The gourmet kitchen will not disappoint with its full suite of appliances, including a gas stove, wine fridge, and a Miele coffee machine. Gather for meals at the kitchen island or at the formal dining table. After fun-filled days, guests can unwind with a movie night on the comfy sofa or head upstairs to the game room, where you can play a game of pool or practice your mixology skills at the bar. Behind the bar are sliding glass doors that lead to a breathtaking deck with comfortable outdoor seating, providing a perfect spot to enjoy the refreshing island breeze. Just off the kitchen, you'll find the primary bedroom has a luxurious canopy bed with patio access and stunning pool views. The bedroom feels exceptionally spacious, with a privacy wall that separates it from the ensuite bathroom, which features a rain shower, a standalone bathtub, and an oversized walk-in closet. Moving to the second floor, you'll find two queen bedrooms with ensuite bathrooms and walk-in showers. On the third floor is the fourth bedroom. It is perfect for younger kids and features two bunk beds, a closet, a desk, and an ensuite bathroom with a walk-in shower. Room Details -Primary Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower and standalone tub -Second Bedroom, 2nd floor: Queen bed and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: Queen bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: Two Twin bunk beds and ensuite bathroom with walk-in showers When you're ready to explore the area, Siesta Key Village is just a block away. The village offers a wide variety of restaurants and shops, and the beach is only a few minutes' walk away. Our home's location is so convenient that you'll feel like a local in no time, and with all the incredible amenities we offer, we're confident you'll want to come back year after year. - This property participates in our Professional Linen Program. This ensures high quality linens and towels are always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property does not allow pets. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. At A Glance • Less than a 5-minute walk to the beach • Private pool • Pool table • Elevator • Balcony

4 5 10
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Duplex

The Mahi

The Mahi

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The Mahi by Siesta Key Luxury Rental Properties 110 Avenida Veneccia, Unit 179 Siesta Key, Florida Your beach paradise awaits at The Mahi- A two-bedroom and two-bath ground-level vacation home with a private backyard, BBQ area, outdoor seating, and space for your pets to explore. This getaway is just a quick walk to Siesta Key Beach and is a block from Siesta Key Village, offering a fabulous variety of casual restaurants, tropical bars, and live entertainment. Inside is a stylish, great room with a modern kitchen with stainless steel appliances, wrap-around countertops with island seating, a bistro table, a living area with a comfy sofa, a TV, and sliding glass doors leading to the shared patio. Designed with a split floor plan, the primary bedroom has delightful blue décor with chic furnishings and has an ensuite bathroom with a walk-in shower. The second guest bedroom has European clothing racks and a TV, and the hall bathroom features a stunning walk-in shower Room Details -Primary Bedroom: Queen bed, TV, and ensuite bathroom with a walk-in shower -Second Bedroom: Two Queen beds and a tv Walk from your rear sliding glass door to your private backyard oasis with a large patio space. Unwind with friends and family at the outdoor table and have your group's grill master prepare a tasty cookout for everyone. This home's location offers it all! Pack the provided beach chairs and head to the once-voted #1 beach, Siesta Key Beach, and afterward, take a quick walk down to Ocean Blvd for some Ice cream. Just a short drive to downtown Sarasota, it offers a rich art culture, including the Ringling Museum, and has fabulous restaurants and bars. When you rent this home, you have access to SKLRP's: Professional Management Program: We are here to help you vacation the right way and ensure you have everything you need, including our in-house professional property managers and maintenance techs, and our professional housekeeping contractors. Professional Linen Program: we ensure high quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans and Linen Exchange is available for an additional cost. Preferred Vendor Program: Through this program, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Most of our preferred vendors offer our guests discounted services or gifts, and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today! Extended Stay Details: Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean, so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home. At A Glance • 2-minute walk to Siesta Key Beach • Backyard patio and BBQ grill • Pet friendly • 2-minute walk to Siesta Key Village • Washer and dryer

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House

The Pool House

The Pool House

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The Pool House Siesta Key Luxury Rental Properties 98 Avenida Messina Siesta Key, Florida Welcome to The Pool House, a gorgeous Sunset Pointe home where you can lounge by the sparkling pool in year-round sunshine, enjoy easy access to Siesta Beach, and dine in Siesta Village steps away. With five bedrooms and four bathrooms, there is plenty of space for your beach-loving crew to unwind and enjoy paradise. Pack your sunglasses and flip-flops and get ready for fun. When you enter the home, you'll notice the luxe coastal decor and open and airy spacious feel. Gather guests for a movie night and grab a seat on one of the serene-colored sofas. Cooking is a breeze in the chef's kitchen with stainless steel appliances, a large island with countertop seating, and an open layout to allow for multiple cooks in the kitchen, and there is a formal dining table with a custom distressed-look top and seashell chandelier. You and your guests will love the three primary bedrooms on the first floor, each with a king bed, and some have ensuite bathrooms with walk-in showers. The second-floor bedrooms are arranged for the ultimate slumber party or multiple families traveling with two bedrooms, a loft area, a private balcony, and a shared bathroom with a walk-in shower. Room Details: First bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower Second bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower Third bedroom, 1st floor: King bed Fourth bedroom, 2nd floor: Twin over full bunk bed with a twin trundle bed Fifth bedroom, 2nd floor: King bed, Twin bunk bed, and furnished balcony. This home's unique backyard gives unlimited outdoor living options to entertain guests. Loungers surround the inviting pool and hot tub, providing a resort ambiance in the lush tropical landscape. A tiki hut with ping pong and ring toss complete the outdoor theme, and the covered patio has conversational seating, a bistro table, and a television and is fenced for pool safety. This desirable location is within walking distance of all the best spots on Siesta Key. You are just a few houses from the beach and less than a five-minute walk to Siesta Village, where you will find boutique shops, fantastic local restaurants, and amazing dessert stands. The Pool House is your perfect getaway for a dream vacation with nightly sunsets on the beach and daily fun activities. *Please note- the fireplace is not a working fireplace and is for decorative purposes only. This home is located on property at the Tropical Breeze Resort, but it is a stand alone home, rented separately from the Resort. This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment and gate. Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home. Beach Towels and Beach Chairs are included. Don't forget to check out our Preferred Vendors for rentals, activities, tours, and more. Through our preferred vendors list, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Or, if you would like to wait, you can check out these services when you arrive. Most of our preferred vendors offer our guests discounted services and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today for more information and for instructions on how to add these packages to your stay. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • Less than 5-minute walk to Siesta Beach • Private heated pool and hot tub • Tiki hut with Ping-Pong table • Dog Friendly • Near restaurants and shops

5 4 16
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