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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 spa, 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. Highlights • 5-minute walk from the beach • Rooftop deck • Beach views • Pool with spa and waterslide • Foosball table • Ping pong table • Elevator • BBQ Grill • Washer and dryer 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 Guests who 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.

7 7.5 14
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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. 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. Highlights • 2-minute walk to the beach • Pool with waterslide and in-ground spa • Tiki Hut • BBQ grill • Near restaurants and shops • Dog friendly 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. 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 with Trundle -Eighth Bedroom: Full over Full bunk bed with Trundle -Bonus, Living Room: Queen sleeper sofa 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.

8 7.5 23
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House

Ocean Overlook

Ocean Overlook

Ocean Overlook by Siesta Key Luxury Rental Properties 316 Beach Rd Sarasota, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Your dream beach vacation awaits at Ocean Overlook! This four-story home (with an elevator to all levels) is just one house from the sparkling Gulf of Mexico beach! With eight bedrooms and eight full baths, two half baths, and an amazing backyard filled with entertainment, this is the perfect beach home for large groups. Whether it’s soaking up the beach views, enjoying the home’s amenities, or exploring nearby shops and restaurants – this is the place to be! Highlights • One house from the beach • Private pool with in-ground spa • Balconies with Gulf views • Game room • Outdoor entertainment space The main living floor features wide open Gulf views, a fully equipped luxury kitchen with high-end appliances and bar top seating, a formal dining room table, and a seating area with a Smart TV. The balcony is where you’ll want to be! It exudes breathtaking beach views and two outdoor dining tables for ultimate al fresco dining. The club room on the third floor has a wet bar and bar top seating, a living area, a TV, a Foosball Table, Gaming Systems (Nintendo and PS4), and balcony access with views of the Gulf. Ocean Overlook offers six spacious bedrooms, each suitable as a primary suite, featuring plush King beds, ample closet space, and luxurious ensuite bathrooms. Some even boast private balconies for a serene retreat. The Queen and Bunk bedrooms feature adorable ensuite bathrooms with shower and tub combos. Additionally, two half baths and laundry facilities ensure convenience and comfort throughout your stay. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower -Second Bedroom, 3rd floor: King bed and ensuite bathroom with double vanity and walk-in shower and soaking tub -Third Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower -Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Seventh Bedroom, 2nd floor: Queen bed and ensuite bathroom with shower and tub combo -Eighth Bedroom, 2nd floor: Full over Full bunk and ensuite bathroom with shower and tub combo Craft timeless memories in the backyard oasis, with a pool equipped with lush landscaping, tranquil water features, and a spa. On the opposite end, an impressive outdoor BBQ setup with a grill and island, complete with a built-in fridge, awaits culinary delights. Adjacent are two dining tables for al fresco feasts, alongside provided beach chairs and an outdoor shower. At Ocean Overlook, we ensure every moment is spent in luxury and comfort. - 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. 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.

8 9 18
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Townhouse

Dry Dock

Dry Dock

Dry Dock by Siesta Key Luxury Rental 515 Canal B Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Dry Dock, a desirable canal-front townhouse with a shared dock only a block from the white sands of Siesta Key Beach. Your guests will love boating, kayaking, paddle boarding, and fishing from the backyard in modern coastal comfort. The elevator makes move-in a breeze. Enjoy refreshments and watch a stunning sunset over the Gulf on the rooftop deck before relaxing in the private pool and hot tub. Restaurants, boutiques, coffee shops, and ice cream are three blocks away at Siesta Key Village. Because you are centrally located near all the major island attractions in a home with such desirable amenities, hosting a fantastic stay will be a breeze. Highlights • Canal Front Home with Dock Access • 2-minute walk from the beach • Private Pool and Hot Tub • Dog Friendly • Ping Pong Table • Elevator • Professional Linen Program Dry Dock has two levels of living space over the garage, easily accessed with the elevator. It accommodates up to eighteen guests with six bedrooms and six and a half baths for eighteen guests. The living room features an oversized sectional for guests to gather and connect over a conversation, a movie, or relax after a day of island adventures. It also provides access to the second-level balcony, where guests can sit at the bistro table and read or sip coffee while overlooking the canal. The kitchen offers generous counter space for preparing delicious island meals and snacks in an updated, fully equipped kitchen with stainless steel appliances that will delight your family chef. The kitchen island seats six for quick snacks and breakfasts. The adjacent banquette-style dining table seats 12 comfortably for your guests to enjoy home-cooked meals, take-out, or board games. The seating co-location allows all eighteen guests to dine together in a shared space. The primary bedroom offers peace and relaxation with spa hues, featuring generous closet space and an ensuite bathroom with a shower/tub combination. Guests in the second bedroom will enjoy relaxing on their private balcony after freshening up in the ensuite bathroom. The third and fourth bedrooms each have ensuite bathrooms with walk-in showers and share access to a balcony overlooking the canal, which has access to the rooftop deck. The fifth bedroom’s nautical hues will delight younger guests. It has an ensuite bathroom, a shower/tub combination, and a closet for storage. Finally, the sixth bedroom is excellent for teens or singles to relax and unwind, and it has a convenient ensuite bathroom with a shower/tub combination. This fantastic offering has a little something for everyone. Host refreshments and enjoy endless ocean views from the rooftop deck. The covered patio has an outdoor bar with seating for five, a conversational seating area where guests can watch a movie on the outdoor TV, and ping-pong for the more competitive friends. Cool off, relax in the backyard pool and hot tub, and rest in the surrounding lounge chairs while watching boats and wildlife on the canal. A paddleboard and kayak are included with the rental, just sign the waiver, and you are ready to explore. To double your party, consider renting the unit next door that shares a common wall and has a mirrored layout. Sleeping Arrangement (Sleeps 18) Primary Bedroom, Second Level – King Bed, ensuite bathroom with shower/tub combination Second Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, private balcony Third Bedroom, Third Level – King Bed, bathroom with walk-in shower, shared balcony Fourth Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, shared balcony Fifth Bedroom, Third Level – Two Sets of Twin Bunk Beds, ensuite w bathroom with shower/tub combination Sixth Bedroom, Second Level – Full over Full Bunk Beds, ensuite w/ bathroom with shower/tub combination - Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. *Please note that an additional non-refundable pet fee will be 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 are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. This property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment. 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. 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.

6 6.5 18
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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. Highlights • 2-minute walk to the beach • Private Pool • Gulf views • Near restaurants and shops • Washer and dryer 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. 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 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. 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.

5 3.5 19
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House

Bimini Breeze (SKLRP)

Bimini Breeze (SKLRP)

Bimini Breeze by Siesta Key Luxury Rental Properties 5259 Calle Menorca Siesta Key, Florida Welcome to Bimini Breeze, a completely remodeled home in the heart of Siesta Key, less than a block away from Siesta Key Village and Siesta Key Beach! This vacation rental has a resort-style pool that is inviting and perfect for relaxing while enjoying the warm sun. Walk less than five minutes to the shimmery white sands of the best Gulf beach on Siesta Key and enjoy a warm swim in the turquoise waters. Guests can walk to Siesta Key Village for refreshments and shopping, giving them so many options to personalize their perfect stay. Highlights • 5-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool • Dog Friendly • Part of our Professional Linen Program • Beach Chairs and Beach Towels Included Bimini Breeze is a gorgeous two-bedroom, two-bathroom home with stunning blue hues that sleeps up to eight people. The living room provides a calming atmosphere that will put all your guests at ease. Sit back and relax on the comfortable couches, watch a family favorite on the large tv, or enjoy an intriguing conversation with your guests while they gaze upon the beautiful backyard through the sliding glass door. The fully equipped kitchen has lovely coastal décor and stainless-steel appliances, ready to whip up delicious meals and beach refreshments for hungry guests. The generous island makes preparation a breeze and has seating for four guests to enjoy casual breakfasts and snacks. Relax outside at the seating of six guests at the outdoor dining table to enjoy fresh-cooked island treats or delicious local takeout. The primary bedroom has plenty of space in the closet to keep your vacation attire fresh, a tv for late-night movies, and a comfortable setting allowing you to listen to the lush landscaping sway as you drift off to sleep. Take a rejuvenating shower in the primary ensuite bathroom before a day of adventures and relaxation. The second bedroom is perfect for younger guests and has a tv for Saturday morning cartoons. The second bathroom features a shower and tub combination. The sleeper sofa offers additional space for a restful night’s sleep. Your guests will love the options this home, and its location provides. The private pool allows guests to swim or lounge on generous sun shelves lining two sides. Beach lovers can grab the property’s chairs and walk to the fine white sandy beach for a swim in the famous clear waters of the Gulf. Snorkel, paddle board, or kayak to see the sea life up close and explore the waters. Bike rentals or the free island trolley will help you explore the key. Siesta Key Village is steps from your doorstep, with local shops, cafés, restaurants, and nightclubs for live music and drinks. Whatever your vacation speed is, this home makes island living a breeze. Sleeping Arrangements (Sleeps 6) Primary Bedroom: Kind bed and ensuite bathroom with walk-in shower Second Bedroom: Full over full bunk bed Living room: Queen sleeper sofa 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 are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. -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. 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 6
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House

Between the Waves

Between the Waves

Between the Waves by Siesta Key Luxury Rental Properties 135 Avenida Veneccia, Siesta Key, FL 34242 Welcome to Between the Waves, a beautifully designed new construction vacation rental perfect for larger families or groups seeking a memorable getaway. With eight spacious bedrooms and 8.5 bathrooms, this upscale home is located just steps from the pristine beaches of Siesta Key and Siesta Key Village, which offers fun dining and shopping for all ages. Highlights • 2-minute walk to the beach • 2-minute walk to Siesta Key Village • Brand new construction home • Rooftop deck with beach views • Private pool with in-ground spa • Waterslide • Foosball Table • Beach chairs and cart • Washer and dryer • Dog friendly with approval and additional fee Step outside to your private oasis, featuring a heated pool and an in-ground spa that offers relaxation, a waterslide for the kids, and a custom outdoor shower to rinse off after a day of beach adventures. Follow the stairs up to the rooftop deck for breathtaking beach views, perfect for sunset gatherings. Inside, the spacious living room welcomes you with modern furnishings with nautical touches. The gourmet kitchen boasts stainless steel appliances, a wine fridge, and a bar seating at the kitchen island. Enjoy formal meal at the indoor dining table or take it outside onto the balcony table overlooking the pool. Between the Waves' primary bedroom is a relaxing oasis with a gorgeous King suite and an ensuite bathroom with a walk-in shower and soaking tub. The additional 6 bedrooms are also appointed with King beds and ensuite bathrooms, and the 7th bedroom has a twin bunk bed with a total of 3 twin beds as well as an ensuite bathroom. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom: King bed and ensuite bathroom with walk-in shower -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: King bed and ensuite bathroom with walk-in shower -Eighth Bedroom: Twin over Twin over Twin bunk bed and ensuite bathroom with walk-in shower Don't miss out on your chance to stay at Between the Waves! Book your dream getaway today and make unforgettable memories on Siesta Key! - This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, please see iesta 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. 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.

8 8.5 17
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House

Bahama Mama

Bahama Mama

Bahama Mama by Siesta Key Luxury Rental Properties 5227 Calle Menorca Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Bahama Mama, a stunning vacation home boasting five bedrooms and five bathrooms, located just a five-minute walk away from the picturesque Gulf of Mexico beaches! The backyard of this home is a true tropical paradise, featuring a sparkling pool with a spa, comfortable loungers, and a charming covered patio that includes an outdoor dining table, a television, and a BBQ grill. We can't wait to welcome you to this unforgettable retreat! Highlights • 5-minute walk to the beach • Near restaurants and boutiques • Pool with in-ground spa • BBQ • Outdoor shower As you step inside your dream beach vacation home, you will be greeted with a modern living space adorned with coastal touches that create a relaxing ambiance. The cozy seating area boasts a large TV, perfect for streaming your favorite shows. The fully equipped kitchen has stainless steel appliances, a spacious kitchen island that serves as an ideal spot for preparing large meals, seating for six guests to keep the cook company, and a unique banquette-style table that adds character to the dining area. What makes this home's bedrooms so delightful and unique is that each one has an ensuite bathroom! You'll appreciate the thoughtful design that prioritizes both comfort and elegance, along with convenient amenities like televisions and plenty of storage space. The King and Queen rooms boast walk-in showers, while the bunk room features a shower and tub combo. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Fourth Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fifth Bedroom: Full over full bunk bed and ensuite bathroom with shower and tub combo -Bonus: Queen sleeper sofa This lovely home is situated in the heart of Siesta Key Village, merely one block away from Ocean Boulevard's fabulous boutiques and restaurants. You can enjoy a peaceful outing at Siesta Key Beach, famous for its shimmering white sand and warm waters. Whether you want to rest, relax, or embark on an adventure, this place has everything you need for the perfect vacation! - 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. 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. 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.

5 5 12
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House

On The Rocks (SKLRP)

On The Rocks (SKLRP)

On The Rocks by Siesta Key Luxury Rental Properties 309 Calle Miramar Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Let the fun begin at On The Rocks! This spectacular five-bedroom and five-bathroom home is just minutes from the world-renowned Siesta Key Beach and is a short block from Siesta Key Village, offering guests a wide selection of restaurants, bars, and shops! The getaway offers amazing amenities, including a private pool with a waterslide, a putting green, and a private balcony. So, pack your bags and head to On The Rocks for an unforgettable vacation experience! Highlights • Private Pool with Waterslide and In-Ground Spa • Less than a 5-minute walk to the beach • Putting Green • Dog Friendly • Near restaurants and boutiques As you step into the living area, you'll immediately be greeted by the coastal atmosphere with its dynamic shades of blue and beach-inspired decor. The kitchen has stainless steel appliances, custom cabinetry with ample storage space for your groceries and a gorgeous dining table right in the center that can comfortably seat all your guests. Right beyond the seating area, equipped with a sofa, side chairs, and TV, lies the deck which offers a high-top table and overlooks the pool area. The luxurious primary bedroom has bright decor, access to the inviting upstairs deck, and a stunning ensuite bathroom complete a walk-in shower. Your guests will love the three guest rooms, each equipped with a luxurious King bed and its own ensuite bathroom featuring a walk-in shower. The fifth bedroom is a whimsical dream for kids, adorned with Sea Life artwork and equipped a bunk bed and a TV. Conveniently located nearby is the hall bathroom, featuring a shower and tub combination. The laundry room down the hallway includes a washer and dryer for your convenience. Room Details -Primary Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: King bed an ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed an ensuite bathroom with walk-in shower -Fourth Bedroom, 2nd floor: King bed an ensuite bathroom with walk-in shower -Fifth Bedroom, 2nd floor: Full over Full bunk bed with Twin trundle -Bonus, Living Room: Queen Sleeper Sofa The backyard of this house is truly amazing. It features a premier pool with a sunshelf, a waterslide, and an in-ground spa. On the side of the house, you'll find a grassy area where kids and dogs can play, as well as a putting green. The covered patio is perfect for relaxing, with a cozy seating area, a TV, a BBQ grill, and an outdoor dining table. Siesta Key Beach Complex is located just South of the house. It has concessions, volleyball courts, bathrooms, showers, and a playground for kids. Plan your dream escape to On The Rocks 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 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. 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 5 15
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Townhouse

Island Time East

Island Time East

Island Time East by Siesta Key Luxury Rental Properties 355 Calle Miramar Sarasota, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Get ready for an exciting vacation at Island Time East, a beautiful coastal home with an amazing backyard that includes a sparkling pool with a stunning waterfall and an in-ground spa! This three-bedroom and three-and-a-half bathroom getaway is conveniently located just a short walk from Florida's most stunning beach and the vibrant Siesta Key village, where you can explore a variety of restaurants and shops! Highlights • Private Pool and In-Ground Spa • Less than a 5-minute walk to the beach • Game Room • Dog Friendly • Covered Patio Follow the stairs up to the main living area, where you'll be met with a breathtaking beach-themed living room fully equipped with a cozy sofa, two comfortable side chairs, and an HDTV. You'll love preparing your favorite meals in the stunning kitchen with stainless steel appliances and all the necessary cookware. Enjoy family meals inside at the bar top dining area or the chic dining table. In the primary bedroom, you'll find a king-size bed adorned with plush luxury bedding and a balcony with comfortable seating, where you can take in the island breeze. The ensuite bathroom has a walk-in shower. The second bedroom features vibrant colors that are sure to put a smile on your guest's faces, and its ensuite bathroom also has a walk-in shower. For the little ones, the third bedroom has a fun nautical theme, and an ensuite bathroom with a shower and tub combination. Room Details -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 On the covered patio by the pool, you'll find a picnic-style table, a bar with an outdoor TV, and a BBQ grill, perfect for hosting gatherings! Just inside the garage is an awesome game room with a Ping Pong table and a Foosball table, and it is appointed with beach chairs and a beach wagon to ensure your beach days are unforgettable! Island Time East has a neighboring property called Island Time West, which is also available for rent. Island Time West features three bedrooms and three and a half bathrooms, making a total of six bedrooms and eight bathrooms between the two properties. You have the option to rent these homes separately or as one unit, which you can find under the "Village Time" section on our properties search page. We can't wait for you to start planning your stay with us! - 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. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This property has active video surveillance on the exterior public approach areas and the pool equipment. 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.

3 3.5 14
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The Pool House

The Pool House

The Pool House Siesta Key Luxury Rental Properties 98 Avenida Messina Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! 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. Highlights • Less than 5-minute walk to Siesta Beach • Private heated pool with spa • Outdoor seating • Ping Pong table • Dog friendly with approval and additional fee • Near restaurants and shops 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 and furnished balcony. Living Room: 2 Queen Sleeper sofas 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. 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. - The fireplace is decorative only and not functional. This home is a standalone property at Tropical Breeze Resort, 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.

5 4 16
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Salty Dog (SKLRP)

Salty Dog (SKLRP)

Salty Dog by Siesta Key Luxury Rental Properties 123 Canal Rd, Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Salty Dog, an exceptional six-bedroom, four-bathroom canal-front home located just a short two-minute stroll from the world-famous Siesta Key Beach and only a seven-minute walk or a quick bike ride to vibrant Siesta Key Village. This stunning retreat offers the perfect blend of luxury, adventure, and relaxation for your family getaway. Highlights • Canal Front Home • Shared Dock • Rooftop Deck with Beach Views • 2-minute walk from the beach • Private Heated Pool with In-Ground Spa • Dog Friendly with approval and additional fee • Ping Pong Table • Kayak and Paddleboard with Life Vests • Elevator • Professional Linen Program Experience the joy of canal-front living with direct access to kayaking and fishing from your shared dock. Enjoy spectacular beach views from your rooftop deck, unwind by the heated pool and spa, and savor meals on your outdoor patio. Host family games in the expansive outdoor space—all while basking in the warm Florida sun. Upon entering, you'll find a spacious ground level featuring a large 2+ car garage, foyer, and an elevator providing access to all floors. The main level boasts an elegant great room with a gourmet kitchen featuring stainless steel appliances and a huge dining table for fourteen. Just beyond, unwind in the beach-themed contemporary seating area complete with a large HDTV and a balcony showcasing lovely views of the pool and canal. Perfect for large family gatherings, Salty Dog offers spacious bedrooms, each equipped with a TV and cozy bedding for everyone’s comfort. The primary bedroom serves as a peaceful retreat after a fun-filled day at the beach, featuring beautiful decor, access to a private balcony, and a stunning ensuite bathroom with a double vanity, soaking tub, and walk-in shower. Additionally, there are three more king suites and two cheerful kids' rooms that share a family-friendly bathroom with a shower and tub combination. Room Details - Primary Bedroom, 2nd floor: King bed with outdoor balcony access and an ensuite bathroom featuring a walk-in shower and standalone tub - Second Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower - Third Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower - Fourth Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower - Fifth Bedroom, 3rd floor: Full bed - Sixth Bedroom, 3rd floor: Twin over twin bunk Don’t miss your chance to stay at Salty Dog, the ultimate family vacation destination on Siesta Key. With its unbeatable location, luxurious amenities, and endless activities, you're just clicks away from an unforgettable Florida experience. For larger gatherings, consider renting the neighboring unit, Dry Dock, to accommodate up to 35 guests comfortably. Book your stay today and experience paradise! - 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. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated. Please 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. 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.

6 5.5 17
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