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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 24 of 53 properties



House

Southern Exposure (SKLRP)

Southern Exposure (SKLRP)

This gorgeous five-bedroom, four-bath home on Siesta Key is a must-see! Ideally located steps from the Siesta Key Village with all of the best shopping, dining, and entertainment. It is only minutes from the soft sands at the World-Famous Siesta Key Beach! This Beach Home is filled with Modern Personality! You will be amazed when you walk inside this home away from home. The fresh white interior feels extremely spacious. The living room is filled with an abundance of natural light and also boasts an incredible white brick faux fireplace! The open floor plan flows into the cozy dining area and then into the spacious kitchen with granite countertops and all stainless steel appliances. There is additional counter seating for three. Just off the kitchen is the laundry room equipped with large front loading washer and dryer. Every inch of this home has been meticulously maintained and expertly updated! Home Layout: • Bedroom #1 - King Bed w/ ensuite bathroom • Bedroom #2 - King Bed w/ ensuite bathroom and sitting area • Bedroom #3 - King Bed • Bedroom #4 - Queen Bed • Bedroom #5 - 2 Twin Beds Step outside into your private backyard oasis that features a soft turf yard and inground pool complete with an in water sundeck for relaxing. There are additional loungers for a quick cat nap in the sun! Finally, there is a grill and outdoor table with umbrella to enjoy an island bar-b-que! Come enjoy some island time at Southern Exposure! You may never want to leave this paradise! This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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.

5 4 10
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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

Brisas Del Mar

Brisas Del Mar

Brisas Del Mar by Siesta Key Luxury Rental Properties 3515 La Paloma Ave Sarasota FL 34242 Vacation Rental License #VR22-00121 Minimum stay duration of 7 days/nights Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Brisas Del Mar, a beautiful modern home just minutes from the world-renowned Siesta Key Beaches and a quick bike ride or trolley ride to Siesta Key Village, where you will find all the shopping, dining, ice cream, coffee, and entertainment you and your guest desire. This home has four bedrooms and three bathrooms between the main and guest houses. Perfect for multi-generational families or groups of friends traveling together. Pack your bags for the ultimate holiday! As you enter your new annual tradition, you’ll feel all your stress disappear. Guests can relax on the large sectional and watch a movie in the living room or head to the den to practice their pool skills. The kitchen has high-end stainless steel appliances, cooking essentials, including pots, pans, and utensils, and sweeping granite countertops with bar seating, and off to the right is a dining table. There is an additional living area with a sleeper sofa and a TV, with plenty of room for games. The main house has three bedrooms and two bathrooms, and the guest house is apartment-like, with one bedroom and one bathroom. The primary bedroom has chic furnishings with seating, a desk, and private doors leading to the pool. The primary ensuite bathroom has a double vanity and a walk-in shower with floor-to-ceiling unique tiling. The second and third bathrooms have built-in storage, making it easy to see every vacation outfit for the trip, and TVs for late-night entertainment. The second bathroom has access from the hallway and the pool area. The guest house is accessed from the screened-in pool area. It has two queen beds and an ensuite bathroom with a walk-in shower. Room Details Primary Bedroom: King bed and ensuite bathroom with double vanity and a walk-in shower Second Bedroom: King Bed Third Bedroom: Queen Bed Fourth Bedroom, Guest House: Two Queen Beds and ensuite bathroom with walk-in shower Living space: Sleeper Sofa Designed for entertaining and relaxing, you and your guests will love the pool with its waterfall feature, in-ground spa, and loungers perfect for reading a book or afternoon siesta. There is a covered patio with an outdoor TV and a complete outdoor dining table perfect for enjoying meals cooked in the outdoor kitchen! Start planning your trip today! - No Pets Allowed 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 in your stay. These are professionally laundered at a commercial facility for every guest. 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 a 10-minute walk to the beach • Guest House • Private Pool and Hot Tub • Pool Table and Bicycles • Outdoor Kitchen

4 3 10
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Duplex

Casita East

Casita East

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Casita East by Siesta Key Luxury Rental Properties 1139 Sun and Sea Dr, East Unit Sarasota, Florida Welcome to Casita East! This beach bungalow offers two bedrooms and one bathroom, along with fantastic amenities like private beach access and access to the community pool and hot tub. If you need more space, Casita West, the neighboring property, is also available for rent. With two bedrooms and one bath, renting both Casita East and Casita West would give you a total of four bedrooms and two baths. So pack your beach bags and get ready for an amazing vacation on Siesta Key's beautiful beaches! Upon entering, you’re welcomed into the cozy living area with two sofas and a tv, perfect for unwinding after a day at the beach. The kitchen has been updated with modern touches and stainless-steel appliances, it’s also equipped with cookware essentials, and has a nautical-theme dining area and table for up to four guests. Outside is a lovely, shared patio with bright landscaping, and an outdoor dining area with a grill. Experience ultimate comfort and relaxation in the primary bedroom, complete with a cozy Queen bed, two nightstands, and a spacious closet to safely store your belongings. The guest bedroom has two twin beds with nautical bedding and a TV. The main bathroom has a large vanity, perfect for storing all your vacation essentials, and a refreshing shower and bath combination. As an added convenience, guests have access to a shared washer and dryer. Room Details -Primary Bedroom: Queen bed -Second Bedroom: Two twin beds The association's pool and hot tub are available; lounge chairs surround the deck area. The association also has private beach access for guests to enjoy one of the world's best beaches. Get out and venture out to the restaurants, ice cream parlors, boutiques, and the stunning Gulf of Mexico beaches just seconds away from this apartment. Rent a bike, kayak, or paddleboard and explore everything that beautiful Siesta Key offers! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. 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 • Private beach access • Shared patio • Access to community pool and hot tub • Close to restaurants • Part of Professional Linen Program

2 1 4
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Townhouse

Changing Channels

Changing Channels

Changing Channels by Siesta Key Luxury Rental Properties 441 Beach Rd, #F Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Experience fun and relaxation at Changing Channels! This beautiful multi-level home features four bedrooms and four bathrooms. You and your loved ones will be amazed by the breathtaking views from the rooftop deck. Moreover, you will have access to a shared backyard with a stunning pool and an in-ground spa, along with plenty of lounge space for unwinding and soaking up the Florida sunshine! The main living floor has a modern and inviting atmosphere with a comfortable seating area, TV, and a gorgeous dining room table. The fully equipped kitchen, with its full suite of top-of-the-line appliances, a large island, and essential cooking tools, is a chef's paradise. And don't forget about the private deck with a dining table, the perfect spot to enjoy meals with a view! Upon entering the primary bedroom, you will feel the calming tropical atmosphere created by warm, neutral tones. The room has a premium bed, a comfortable seating area, and a walk-in closet. The ensuite bathroom is a spa-like retreat with two vanities, a walk-in shower, and a separate soaking tub. The three guest bedrooms have a queen-sized bed, ample closet space, a TV, and an ensuite bathroom for privacy and convenience. One guest room even has access to the rooftop deck, complete with a wet bar and wine fridge. Room Details -Primary Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom: Queen bed and ensuite bathroom with walk-in shower -Third Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fourth Bedroom: Two Queen beds, rooftop access, and ensuite bathroom with shower and tub The location is fantastic, it is just a short walk to the incredible Siesta Key Gulf Beaches. You can walk everywhere, rent a bike, or even a golf cart. Explore Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. We can’t wait to have you as our guest at Changing Channels! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell surveilling the exterior public approach areas. This property does not allow pets 2 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 • Shared Pool • Rooftop deck • Near Siesta Key Village • Washer and dryer

4 4 10
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Duplex

Casita West

Casita West

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Casita West by Siesta Key Luxury Rental Properties 1139 Sun and Sea Dr, West Unit Sarasota, Florida Relax and hang out with friends and family at "Casita West" on Siesta Key! This inviting two-bedroom and one-bath beach bungalow has terrific amenities, including private beach access and access to the community pool and hot tub! Casita West's neighbor Casita East is also available for rent and has two bedrooms and one bath, totaling four bedrooms and two baths. Upon arrival, you will notice the lovely foliage and shared patio that features an outdoor dining area and grill. In the living area are two sofas and tv, perfect for unwinding after a day spent at the beach. The kitchen has been updated with modern touches and stainless steel appliances, is equipped with cookware essentials, and has a nautical-theme dining area and table for up to four guests. For a restful night's sleep, the primary bedroom offers a Queen size bed and plenty of space to lay out your luggage. In the guest bedroom are two twin beds and a tv. A shared washer and dryer are available for guest use. Room Details -Primary Bedroom: Queen bed -Second Bedroom: Two twin beds The association's pool and hot tub are available; lounge chairs surround the deck area in the chairs and catch some rays. The association also has private beach access for guests to enjoy one of the world's best beaches. Get out and venture out to the restaurants, ice cream parlors, boutiques, and the stunning Gulf of Mexico beaches just seconds away from this apartment. Rent a bike, kayak, or paddleboard and explore everything that beautiful Siesta Key offers! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. This property does not allow pets. 1 car 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 • Private beach access • Shared patio • Access to community pool and hot tub • Close to restaurants • Part of Professional Linen Program

2 1 4
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Condo

Siesta Beach House #301

Siesta Beach House #301

Welcome to Siesta Beach House #301 Delightful freshly updated 2 bed/2.5 bath townhome is perfect for 2 couples or a family of 4-5. There is a full bathroom for each bedroom with tasteful beachy decor throughout. This end unit home is just steps to the private gated beach entrance. No busy roads to cross-just load up the beach cart and take a quick stroll to the stunning soft crystal sands of Crescent Beach. Crescent beach is quieter and less congested than the public beach of Siesta Key, yet close enough if you want to be in the middle of the action. Close to Siesta Key Village as well as the restaurants and nightlife on the south end. Take the free Siesta Key Trolley up and down the key or use one of the many "free ride" services for all your island travel. Leave your car in the designated parking spot out front of the unit and never fight for the few spots available on the Key. Enjoy an easy, breezy vacation here and create lasting memories at this beautiful island oasis. Home Layout: Bedroom #1 - King Bedroom #2 - 2 Full size beds This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. 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.

2 2.5 6
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House

Casa Playa

Casa Playa

Casa Playa by Siesta Key Luxury Rental Properties 3508 La Paloma Ave Sarasota FL 34242 Vacation Rental License #VR23-00001 Minimum stay duration of 7 days/nights Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Casa Playa, a breathtaking Mediterranean-style vacation home. The house is surrounded by lush tropical landscaping, creating a private paradise. This magnificent abode has five exquisitely designed bedrooms and three deluxe bathrooms. The dreamy backyard features a pristine pool and a remarkable tiki hut-inspired outdoor kitchen, perfect for entertaining friends and family! Beautifully designed inside, this home away from home has stunning flooring and modern updates throughout. As you step inside, you'll be greeted by a spacious living area with a large sectional and two cozy chairs. To the right, a pool table awaits. The kitchen is a chef's dream, with custom cabinetry, molding, stainless steel appliances, and ample counter space. You can entertain guests at the contemporary dining table, and outside on the terrace, you'll find plush seating and a TV for the ultimate relaxation experience. The primary bedroom feels like a dream come true, with a large bed, a workspace, and access to a balcony, but the real treat is the luxurious primary ensuite bathroom! It boasts a soaking tub, a walk-in shower, two vanities, and intricate details such as custom molding and tiles. The four guest bedrooms have TV's and are decorated with a coastal touch and have soft and crisp linens. The property has two hallway bathrooms that are spacious and contain walk-in showers. The laundry room is located near the kitchen and contains a washer and dryer. The living area has a sleeper sofa, making it comfortable for all guests. On the second floor, you will find a wet bar! Room Details -Primary Bedroom: King bed, tv, balcony access, and ensuite bathroom with walk-in shower and tub -Second Bedroom: King bed and tv -Third Bedroom: King bed and tv -Fourth Bedroom: Queen bed, tv, and balcony access - Fifth Bedroom: Queen bed -Bonus, Living Room: Queen Sleeper Sofa Stroll 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. The possibilities are endless at Casa Playa! - No pets are allowed at this property. This property has an active Ring doorbell at the main entrance. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. At A Glance • Less than a 10-minute walk to the beach • Private Pool • Pool Table • Tiki-bar • 2 bikes included

5 3 10
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House

Courtyard Castle

Courtyard Castle

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Courtyard Castle By Siesta Key Luxury Rental Properties 147 Avenida Veneccia Sarasota, FL 34242 Welcome to Courtyard Castle, a stunning vacation home with six bedrooms each with their own ensuite bathroom, and two additional half baths. Watch the mesmerizing Siesta Key sunsets from the rooftop deck or from one of the other two decks, and relax in the private pool and hot tub. The nearest access to the pristine Gulf of Mexico beaches and Siesta Key Village are just a quick walk away from this serene getaway. On the third floor, you’ll find the main living area that offers a peaceful seating area and a large TV for movie nights after long days spent at the beach. The gourmet kitchen is packed with cooking essentials, stainless steel appliances, and has a vast kitchen island with island seating. Guests can choose to have dinner at the formal dining table or head out the sliding glass doors that lead to the outdoor dining table that overlooks the pool. On the second floor is an additional living space with a tv and a second patio with plush seating perfect for conversing and having a drink with friends and family. The primary bedroom offers a peaceful place with a private balcony and an ensuite bathroom with a shower and tub combination. Four of the six bedrooms are appointed with King beds, and each have an ensuite bathroom with a walk-in shower. The sixth bedroom has two bunk beds, the perfect place for a slumber party and has ensuite bathroom with a walk-in shower. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with shower and tub combination. -Second Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower. -Third Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower. - Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower. -Fifth Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower. -Sixth Bedroom, 2nd floor: Full over Full bunk bed + Twin XL over Twin XL bunk bed and ensuite bathroom with walk-in shower. The backyard oasis has a sparkling pool, hot tub, and plenty of lounge chairs for basking in the Florida sunshine. The covered patio has two TV’s and high top seating, perfect for enjoying BBQ favorites. Head to Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. Explore 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 Courtyard Castle today! This property has an active Ring doorbell. 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. This property does not allow pets. At A Glance • Less than a 5-minute walk to the beach • Rooftop Deck • Private Pool and Hot Tub • Less than a 5-minute walk from Siesta Key Village • Elevator

6 7 16
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House

Siesta Tropical Villa

Siesta Tropical Villa

Siesta Tropical Villa By Siesta Key Luxury Rental Properties 601 Avenida De Mayo Sarasota, FL 34242 Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Siesta Tropical Villa! This stunning four-bedroom and three-bathroom vacation home comes with a private dock and a mesmerizing backyard, making it the perfect place to unwind with family and friends. Located just a short stroll away from the Gulf beaches and Siesta Key Village, a popular local destination for shopping, dining, and entertainment options. Whether you're looking for adventure or relaxation, this vacation home has everything you need for an unforgettable experience! The main floor has an updated kitchen with granite counters, stainless steel appliances including a wine fridge, basic cooking essentials, and a stunning modern formal dining room table. The spacious living room has a comfortable seating area, a TV and is adjacent to the main-floor balcony, which offers plush outdoor seating and canal views. Downstairs is an additional living space with a large sectional, access to the patio, and a wet bar! The primary bedroom boasts a deluxe feel with crisp white linens, a private balcony overlooking the canal, a walk-in closet, and a private office. Refresh in the primary ensuite bathroom with a tub, walk-in shower, and a custom vanity. The second bedroom is ideal for a family traveling with young kids with a King bed and a bunk bed. The third and fourth guest bedrooms have a tasteful nautical touch and have natural lighting that will make guests jump out of bed ready to start their day of vacation adventures. There are two guest bathrooms that both feature glass walk-in shower and a washer and dryer available. Room Details -Primary Bedroom: California King, private balcony, walk-in closet, office, and ensuite bathroom with walk-in shower and tub -Second Bedroom: One King bed and one extra-long twin over twin bunk bed -Third Bedroom: Queen bed -Fourth Bedroom: Full over Queen bed -Bonus, Primary Bedroom: Sleeper sofa Fall in love with this spectacular backyard! It has plenty of space for you and your guests to kick back and do your favorite things! Anglers of the group can fish off the dock or rent a kayak or paddleboard and explore the Grand Canal. There is a sparkling pool with a sunshelf and ample lounge chairs surrounding the pool area. In the screened-in patio you will find two seating options perfect for dining, playing games, and sharing drinks with friends and family. - These premises are monitored by video surveillance in select exterior areas. This rental requires a 14 night minimum 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. 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 • Canal front home with dock • Less than a 15-minute walk to the beach • Private pool • Less than a 10-minute walk to Siesta Key Village • Screened-in patio with grill

4 3 14
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Townhouse

Village Time

Village Time

Village Time by Siesta Key Luxury Rental Properties 355 Calle Miramar Sarasota, FL 34242 Welcome to Village Time, a terrific choice for multi-family groups booking accommodation together, as each can enjoy their own separate space while staying close. Offering a total of six bedrooms, six full baths, and two half baths in two unique living areas, this home is a quick walk to Florida's prettiest beach and near Siesta Key village, which offers a wide variety of restaurants and shops. On each unit's main living floor are coastal living rooms with plush sofas and fully equipped kitchens, including utensils, pots, and pans, and they have their own dining tables and bar-top seating. Additionally, each unit has a half bath and a washer and dryer. This beautiful duplex offers six bedrooms, six full baths, and two half baths. Island Time West unit has three bedrooms and three- and one-half baths, and Island Time East has three bedrooms and three- and one-half baths. Island Time West has a bright primary bedroom with a King bed, a balcony overlooking the sparkling pool, and an ensuite bathroom with a walk-in shower. The second guest bedroom has tasteful turquoise décor, a balcony, and an ensuite bathroom with a walk-in shower. Across the hall is the third bedroom which is appointed with two bunk beds, a tv, and an ensuite bathroom with a shower and tub combo. In the Island Time East primary bedroom, you'll find a King bed with plush luxury bedding, a balcony with seating, and an ensuite bathroom with a walk-in shower. The second bedroom's vibrant colors are sure to put a smile on your guest's faces, and it has an ensuite bathroom with a walk-in shower. The third bedroom has a fun nautical theme perfect for kiddos, and it's ensuite bathroom features a shower and tub combination. Room Details Island Time West -Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: Two Full over full bunk beds and ensuite bathroom with a shower and tub combo Island Time East -Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: Two Full over full bunk beds and ensuite bathroom with a shower and tub combo Enjoy the Florida sunshine in the comfort of either backyard that features a dazzling pool and hot tub and open the gates to create a sense of togetherness. Guests can sunbathe and read their favorite book on one of the loungers. Complete the evening with a freshly grilled BBQ meal and share it at the covered picnic table, then head to the ground-level game rooms for some friendly rounds of Ping Pong and Foosball. This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. 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 • Two pools and hot tubs • Pet friendly • Balconies • Less than a 5-minute walk to restaurants and shops on Siesta Key Village

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