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House

Sunset Gulf

Sunset Gulf

Sunset Gulf by Siesta Key Luxury Rental Properties 551 Beach Rd Siesta Key, Florida **Please Note - While this home is guest ready, there are interior doors missing in the foyer that do not impact privacy or safety.** 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. Highlights • 2-minute walk to the beach • Beach views • Private pool with in-ground spa • Balconies • Ping Pong table • Indoor bar • Poolside bar and TV • BBQ grill • Outdoor seating 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. 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 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! 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.

8 5.5 25
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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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House

High Tide (SKLRP)

High Tide (SKLRP)

High Tide by Siesta Key Luxury Rental Properties 141 Avenida Veneccia Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to High Tide, a spectacular home with six bedrooms and six-and-a-half bathrooms just a two-minute walk from the Gulf of Mexico beaches! Nothing will beat the attention to detail and incredible amenities in this home, and best of all, this home has a rooftop deck with mesmerizing water views and a backyard oasis with a top-notch pool. Highlights • 2-minute walk from the beach • Heated private pool with spa and waterslide • Rooftop deck • Game room • BBQ grill The main living floor features a comfortable seating area with premium sofas, a TV, and wooden accents that enhance the beach atmosphere. You will find a fully equipped kitchen with top-of-the-line stainless steel appliances, cookware, utensils, and a breakfast bar with six chairs. The spacious dining room table is perfect for indoor meals, while the large deck, furnished with a dining table and rocking chairs, invites you to enjoy al fresco. The primary bedroom offers a serene and calming vibe, complete with gorgeous blue hues, a personal balcony, and a chic ensuite bathroom featuring two vanities and a walk-in shower. You will love the tropical vibes that every room exudes, not to mention the ample storage space and TV in each one. The four King-sized bedrooms come with their own ensuite bathrooms that boast walk-in showers, while the sixth bedroom is perfect with two bunk beds, a cozy sitting area, and a lovely ensuite bathroom that features a shower and tub combo. For your convenience, a washer and dryer are available for guest use. Room Details -Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower and two vanities -Second Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: Two full over full bunk beds and ensuite bathroom with shower and tub combo This home offers a variety of amenities suitable for all ages! You can enjoy a stunning heated pool, an in-ground spa, and a thrilling slide that leads into the pool. There's also an excellent island bar where you can make delicious drinks, a grill to cook tasty meals, a cozy sitting area with a TV, and a ping pong table for some fun. If you head upstairs to the game room, you'll find a poker table along with a wet bar, wine fridge, and a mini fridge! Explore the island and enjoy boutiques, coffee shops, fresh ice cream, and restaurants at Siesta Key Village. Soak in the beautiful waters at Siesta Key Beach and make the perfect vacation happen at High Tide! - 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. 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.

6 6.5 18
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House

Casa Siesta

Casa Siesta

Casa Siesta by Siesta Key Luxury Rental Properties 95 Columbus Blvd Siesta Key, Florida Welcome to Casa Siesta! This gorgeous three-bedroom, three-bath mission-styled vacation home is ideally located just steps from stunning Siesta Key Beach and the vibrant Siesta Key Village. Perfect for friends and family getaways, this elegant retreat ensures comfort and privacy, as each bedroom functions as a complete suite. Highlights • 1-minute walk from the beach • 3-minute walk to shopping and dining • Private pool with in-ground spa • Rooftop deck with breathtaking beach views • Professional linen program • BBQ grill and outdoor seating Casa Siesta features a stunning front courtyard with a sparkling pool and an in-ground spa surrounded by lounge chairs. In the backyard, you'll find a secluded grass area with additional seating. The rooftop deck, accessible from the second-floor bedroom, offers incredible views—perfect for enjoying sunset cocktails! Inside, the vibrant, great room exudes coastal charm, featuring an oversized sofa and loveseat that invite cozy movie nights and shared laughter. The fully equipped chef’s kitchen dazzles with stainless steel appliances and ample counter space, making meal prep a breeze. Gather around the modern dining table or enjoy al fresco dining on the covered patio, complete with an outdoor TV for game day. Retreat to the primary bedroom after sun-soaked days, where you'll find a luxurious king bed, a private balcony, and a spacious walk-in closet. The exquisite ensuite bathroom features a double vanity and beautifully tiled walk-in shower. The additional two bedrooms are equally adorned with charming beach decor, ample storage, and their own ensuite bathrooms with walk-in showers. For added comfort, there's a cozy loft area with a twin trundle bed, equipped with a TV and work desk for extra relaxation. Room Details: Primary Bedroom, 2nd floor: King bed, private balcony, ensuite with walk-in shower Second Bedroom, 2nd floor: King bed, private balcony, ensuite with walk-in shower Third Bedroom, 1st floor: Queen bed, ensuite with walk-in shower Loft, 2nd floor: Twin trundle bed A complete laundry room is conveniently located off the garage, making it easy to refresh your beach attire during your stay. Book your stay at Casa Siesta today and step into a world of luxury and relaxation—the beach is calling, and your unforgettable island adventure awaits just steps from your door! - This home is managed by Siesta Key Luxury Rental Properties 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. This property does not allow pets of any kind. 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. 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. 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 8
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House

Seashell Esta

Seashell Esta

Seashell Esta by Siesta Key Luxury Rental Properties 89 Avenida Messina Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Seashell Esta, a luxurious new home located in Siesta Key. With seven bedrooms, seven and a half bathrooms, and three stories of top-notch amenities, you are in for a truly remarkable stay. From private balconies to the rooftop deck, you will be treated to unparalleled views of the Gulf, breathtaking sunsets and an impressive resort-style backyard. There is no doubt that you and your loved ones will be blown away by the sheer magnificence of this house. Highlights • 2-minute walk to the beach • Pool with Spa and Waterslide • Rooftop Deck • Elevator • Near restaurants and boutiques This lovely home is perfect for hosting guests, with its spacious great room that flows seamlessly from the living room to the gourmet kitchen and dining area. You can relax on the plush sofa while streaming your favorite shows as the family chef crafts a meal from the fully equipped kitchen. The kitchen is designed with state-of-the-art appliances, ample counter space for meal prep, and a kitchen island where guests can grab a bar stool for a quick bite. And when it's time for a formal meal, you can gather around the dining table and open the doors to the balcony, where you'll find an outdoor table. Wake up refreshed in one of the seven dreamy bedrooms, ready to explore Siesta Key and the surrounding barrier islands. Make way to the third floor, where you have the primary bedroom styled with serene hues, a king bed, and a private deck to relax with your favorite book. Other highlights include an ensuite bathroom with a double vanity, a glass-enclosed step-in shower, and a walk-in closet. Throughout the two living floors, are five guest bedrooms, all featuring king beds with ensuite bathrooms, where the step-in showers are sure to provide a spa-like experience. While your last bedroom boasts a full over full bunk with an ensuite bathroom with a shower and tub combo perfect for the younger crew in tow! Plus, there are two sleeper sofas to ensure every guest has a restful night's sleep. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with shower and standalone tub -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed, balcony, 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 walk-in shower -Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Seventh Bedroom, 3rd floor: Full over Full bunk and ensuite bathroom with shower and tub combo -Living Room: Queen Sofa sleeper -Club Room: Queen Sofa sleeper Spend countless hours creating unforgettable memories in the secluded backyard oasis. Take a dip in the beautiful heated lagoon-style pool, relax your muscles in the jetted spa, and let the group's grill masters whip up a delicious feast on the grill. There is plenty of lounge space surrounding the pool, and under the covered patio, you can even watch your favorite TV shows or movies on the outdoor TV. The location of Seashell Esta is absolutely incredible! You can reach the beautiful Gulf beaches in just a minute's walk, and the vibrant shopping and dining district at Siesta Key Village is also close by. With all of these amazing features, Seashell Esta is the perfect vacation home that will make you want to come back again and again! - 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.

7 7.5 20
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House

Siesta Sun

Siesta Sun

Siesta Sun by Siesta Key Luxury Rental Properties 559 Beach Rd A Siesta Key, FL 34242 Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Live out your vacation dreams at Siesta Sun, a fantastic three bedroom and three-and-a-half bath home with a rooftop deck that boasts spectacular Gulf views, which is right across the street! This duplex has a shared backyard with a sparkling pool and lounge seating. Highlights • 2-minute walk to the beach • Beach views • Rooftop Deck • BBQ grill • Shared Pool • Dog Friendly Take the stairs up to your private side of the duplex and immediately feel the vacation vibes as you walk in. There is a beautiful nautical seating area with two sofas, side chairs, and a large TV. The kitchen boasts stainless steel appliances, counter seating, basic cookware, adjacent is the formal dining table set for eight guests. If you can’t get enough of the Florida weather, head out to the balcony and take advantage of the grill provided and the outdoor table. The primary bedroom has beautiful coastal décor, a TV, and access to the screened-in lanai that has cute outdoor seating. In the primary ensuite bathroom, you will find a double vanity, a walk-in shower with unique tile, and a spacious walk-in closet. Similar to the primary, the second bedroom has a comfy bed, balcony access, and an ensuite bathroom with a shower and tub combination. The third bedroom has a TV, closet space and access to the hall bath with a shower and tub combination. On your way to the rooftop deck is a den with a daybed. Room Details -Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with shower and tub combo -Third Bedroom, 2nd floor: King bed -Den, 3rd floor: Day bed with twin trundle pull-out and rooftop access Are you traveling with friends and family? Siesta Sun’s neighboring duplex is available for rent and has three bedrooms and three and one half bath, totaling six bedrooms and five-and-a-half bathrooms. Search for Island Sun on our Browse Rentals search page. - 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. Please 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. 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 10
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House

Sunset View

Sunset View

Sunset View by Siesta Key Luxury Rental Properties 547 Beach Rd Siesta Key, Florida **Please Note - While this home is guest ready, there are interior doors missing in the foyer that do not impact privacy or safety.** Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Sunset View, a spectacular four-story vacation home with eight bedrooms and five and a half baths. Nestled just four houses away from the nearest beach access, this stunning rental is perfect for your next family getaway. With modern amenities like a fun-filled game room, gorgeous tropical balconies and a refreshing pool, you're sure to have an unforgettable stay. Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Ping Pong table • Indoor Bar • Near Siesta Key Village This lovely home features two distinct living areas. The first space includes a delightful nautical-themed seating area complete with a TV and a modern kitchen equipped with Viking appliances and everything you need to prepare a delicious meal. In addition, there is ample seating at the kitchen island and at the stylish dining table for guests to gather. The third-floor living area is equally impressive, featuring a large sectional, dining table, and a wet bar with a wine fridge. The second and fourth floors boast the most spacious and luxurious rooms, complete with comfortable King size beds, walk-in closets, and private balconies. From the fourth floor balcony, you'll be able to soak in the stunning beach view. These primary rooms also feature ensuite bathrooms that are generously sized, with premier double vanities, walk-in showers, and soaking tubs to pamper yourself. In addition, there are four more king bedrooms - two of which come with their own ensuite bathrooms. And there are two bunk bedrooms that are perfect for the younger guests. Plus, there's a hall bathroom with a convenient walk-in shower, half bath, and laundry room 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 Your tropical oasis awaits! This home has an incredible pool with an in-ground spa that is certain to delight guests of all ages. You’ll find ample lounge chairs around the pool and the real star is the covered patio! It has an outdoor dining table, cozy seating area, and a bar with a sink, fridge, television, and a generous amount of bar stools - 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.

8 0 25
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House

Siesta Palooza

Siesta Palooza

Siesta Palooza by Siesta Key Luxury Rental Properties 332 Avenida De Mayo Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Resort island living awaits at Siesta Palooza! This eight-bedroom and eight-bath home is a true masterpiece with a picture-perfect backyard with a sparkling pool, large spa, and covered patio with high-end seating, dining table, grill, and a game room with a TV and ping pong table! Highlights • Less than a 10-minute walk to the beach • Private pool and in-ground spa • Rooftop deck • Ping Pong table Guests can unwind and enjoy their stay, whether lounging in the coastal indoor seating area with a large TV, sitting on the rooftop deck and soaking up the sun, or indulging their culinary passions in the fully-equipped kitchen with high-end appliances and essential amenities. With seating for up to six people, the kitchen island seamlessly connects to the main dining area and deck, featuring modern dining room tables. Siesta Palooza boasts five king rooms, including the primary suite, a queen room, and two bunk rooms, all of which are beautifully decorated to exude beach vibes. Each room is furnished with dressers and televisions, and has either an ensuite bathroom or easy access to a hall bath. Additionally, we have provided a washer and dryer for your convenience. On the fourth floor, you'll find an excellent hang-out spot with video games and a large sofa that can be easily converted into a sleeper sofa. There's also a sleeper sofa in the main living room. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower -Third Bedroom, 3rd floor: King bed, balcony, and jack-n-jill bathroom with shower and tub combo -Fourth Bedroom, 3rd floor: Queen bed and jack-n-jill bathroom with shower and tub -Fifth Bedroom, 4th floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Seventh Bedroom, 3rd floor: Full over Full bunk bed with Twin trundle and ensuite bathroom with walk-in shower -Eighth Bedroom, 2nd floor: Twin over Full bunk bed with Twin trundle -Bonus, 4th floor: Queen sleeper sofa -Bonus, 2nd floor: Queen sleeper sofa The location is unbeatable, just a few steps away from the grocery store, restaurants, shops, and vibrant nightlife. Plus, with the nearby Siesta Key Beach access points just a short walk or bike ride away, you'll be able to take in the stunning surroundings with ease. Book now and start planning your remarkable getaway! - This property has 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, 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 8 25
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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

Aloft on Canal

Aloft on Canal

Aloft on Canal by Siesta Key Luxury Rental Properties 542 Canal Rd Siesta Key Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Aloft on Canal, a stunning home just one block away from beautiful Siesta Key Beach with canal and dock access! You can bring your boat, kayak, or paddleboard or rent from any nearby rental shop to pick up some fun toys to enjoy fun outings with your friends and family. The private backyard oasis has a fantastic pool area with a beautiful grotto, a waterfall, a spa, and a waterslide! This home is a three-level paradise that offers breathtaking Gulf views from just about every room and has a rooftop deck for watching the sunsets and sunrises. Highlights • 3-minute walk from the beach • Dock Access • Private Pool with Waterslide and Hot Tub • Rooftop Deck • Dog Friendly • Elevator • Professional Linen Program • Game Room Aloft on Canal is an eight-bedroom, six-and-a-half-bathroom luxury home, perfect for hosting large family get-togethers and can accommodate up to twenty-two guests! Take a ride on the elevator up to the main floor to find the open living space with comfortable sitting for all your guests and an enormous kitchen. The living space has calming coastal designs, a large tv for movie nights, and stunning views out of the sliding glass doors. Sit back and relax inside while viewing the Gulf or walk outside and grab a seat on the plush outdoor couch. The fully equipped kitchen is ideal for large friends and family get-togethers. It has top-notch appliances for serving up some delicious food and two island seating areas that can seat up to eight guests! For a more formal dining experience, guests can gather in the dining space at the table, or the dining room bench, or sit at the kitchen island. The primary bedroom is a spacious room with a private balcony with lounge seating and will make you feel like a proper head captain. The primary ensuite bathroom is light with modern touches, double vanity, a walk-in shower, and a stand-alone tub. The second bedroom will surely provide guests with a tranquil atmosphere with its delightful décor, balcony access, and ensuite bathroom with a walk-in shower. The third bedroom is spacious with coral color details and has an ensuite bathroom featuring a walk-in shower. The third bedroom opens into the fourth bedroom, with tv for late-night movies and storage space for vacation attire. The next four bedrooms are on the second floor. The fifth bedroom offers guests a relaxing spot where it will be easy to get a peaceful night's sleep and has an ensuite bathroom with an updated walk-in shower. The sixth bedroom will make guests feel right on the beach with its light flooring and lush landscaping outside the private balcony, and the seventh bedroom closet space will surely put a smile on someone's face. The sixth and seventh bedrooms share a jack-n-jill bathroom with ample counter space and a walk-in shower. Lastly, the eighth bedroom has beautiful tropical décor and colors that will have guests on island-time in no time. The private resort-style backyard is a heavenly dream for anyone's vacation fantasies with its heated pool, a rock waterslide, swim-up bar, sun shelf, and an inviting spa. Retreat inside the ground-level game room with a ping pong table, foosball, and a refrigerator for easy access to drinks while playing. Take a walk across the street to the Canal and take your group on a fun boat outing or head to a rental shop so everyone can have a kayak or paddleboard to explore the Canal. Afterward, head over to Siesta Key Village for a delicious island dinner and late-night treat. Tell everyone to pack their bags for the ultimate beach vacation at Aloft of Canal in Siesta Key. Sleeping Arrangement (Sleeps 22) Primary Bedroom, Third floor: King bed, private balcony, and an ensuite bathroom with walk-in shower and stand-alone tub. Second Bedroom, Third floor: King bed, balcony access, and an ensuite bathroom with a walk-in shower. Third Bedroom, Third floor: Kind bed and ensuite bathroom with walk-in shower. It opens to the fourth bedroom Fourth Bedroom, Third floor: Twin bunk bed and trundle bed Fifth Bedroom, Second floor: King bed, balcony access, and an ensuite bathroom with a walk-in shower. Sixth Bedroom, Second floor: King bed, balcony access, and jack-n-jill bathroom with walk-in shower. Seventh Bedroom: Second floor: King bed and jack-n-jill bathroom with walk-in shower. Eighth Bedroom: Two twin bunk beds 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 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.

8 6.5 22
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House

Courtyard Castle

Courtyard Castle

Courtyard Castle By Siesta Key Luxury Rental Properties 147 Avenida Veneccia Sarasota, FL 34242 Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! 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. Highlights • 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 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.

6 7 16
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House

Point Break

Point Break

Point Break by Siesta Key Luxury Rental Properties 336 Avenida De Mayo Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Point Break, a spectacular dog-friendly vacation home with a stunning backyard featuring a resort-style pool, in-ground spa, and a covered patio. Just steps to Siesta Key Village and Siesta Key Beach, known for having soft, powdery white sands, this luxury eight-bedroom and eight-and-a-half bathroom retreat is the ultimate friends and family vacation destination! Highlights • Rooftop Deck • Less than a 10-minute walk to the beach • Private Pool and In-ground Spa • Ping Pong and Foosball Table • Near restaurants and shops Take the stairs or the elevator to the main living floor, where you'll be blown away by the vibrant kitchen with high-end appliances, fully equipped with cookware and utensils, and a sweeping island with plenty of seating. To the right is a wet bar perfect for preparing fun drinks for formal meals, which you can host at the chic indoor dining area that has a mix of bench and chair seating, and if you have a large group, you can extend out to the outdoor dining table on the balcony that can seat an additional six guests. After sunny beach days, unwind in the living room's seating and TV area and complete the day with a breathtaking sunset viewing from the rooftop deck! The primary bedroom boasts coastal furnishings, an ensuite bathroom with a walk-in shower, and has balcony access, which is fantastic for listening to the lush palm trees sway. Five King guest bedrooms have tropical flare and premium mattresses; some have balcony access, ensuite bathrooms with walk-in showers or shower and tub combos, or easy access to a full hall bathroom. The two bunk bedrooms have a private balcony and a jack-n-jill bathroom with a walk-in shower. On the fourth floor is the bonus room with a sleeper sofa and a TV with gaming consoles to ensure each young guest has something to do between beach trips. Room Details -Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Second Bedroom, 4th floor: King bed, private balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: King bed and access to full hall bathroom with walk-in shower -Fifth Bedroom, 2nd floor: King bed, private balcony, and ensuite bathroom with shower and tub combo -Sixth Bedroom, 2nd floor: King bed, access to full hall bathroom with walk-in shower -Seventh Bedroom, 3rd floor: Full over Full bunk bed, balcony, and jack-n-jill bathroom with walk-in shower -Eighth Bedroom, 3rd floor: Full over Full bunk bed and jack-n-jill bathroom with walk-in shower -Bonus, 4th floor: Sleeper sofa Everyone will love the pool that features an oversized Sun Shelf for lounging, an oversized Spa for those cool nights, and an enormous, covered patio area with a great outdoor dining table to enjoy meals cooked on the BBQ, a plush lounge set, a TV, and the second game room is through the French doors - you'll find a Ping Pong and Foosball table and a refrigerator for pool beverages, deep freezer for ice and food storage, and beach chairs and a wagon! Located in Siesta Key Village, finding a home with a better location is challenging! It is steps to the grocery store, restaurants, shops, nightlife, and more, and only a quick walk or bike ride to nearby beach access points. Start planning your dream vacation today! - Parking includes a 1-2 Car Garage, and maximum 4 cars in the driveway; NO Parking in the County Right-of-Way between the street and the sidewalk- strictly enforced by Sarasota County. 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.

8 8.5 24
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