Siesta Key Luxury Rentals
Experience ultimate luxury in our Siesta Key premium properties. Our premium properties offer guests the ideal place to gather and create unforgettable memories together. Choose from Siesta Key vacation rentals with private pools, ocean views, and other incredible amenities for a one-of-a-kind vacation.
Browse our premium properties below and find the perfect home for your Siesta Key vacation!
26 properties available
Step into tranquility at this charming private home, nestled in the heart of Siesta Key. Just a short walk from the famous powder-soft sands of Siesta Beach, this home offers the perfect blend of convenience and relaxation. Featuring a private kitchen, living room, and an onsite private pool, this cottage is perfect for winding down after a day in
Welcome to Las Palmas! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 16 guests in this 7-bedroom, 7.5-bathroom home, complete with a private pool and spa area, fenced in yard, large full kitchen, dining room, two living spaces with a game room, and much more! Spend time outside by the pool, featuring a kid’s
This must-see home on Siesta Key offers a much sought after modern and contemporary design. With plenty of space for the entire family. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 10 guests. Complete with a full kitchen, living, and dining space, make this place your home away from home and
This must-see home on Siesta Key offers a much sought after modern and contemporary design. With plenty of space for the entire family. This unit, located on the 1nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 10 guests. Complete with a full kitchen, living, and dining space, make this place your home away from home and
Spend your vacation relaxing in this lovely 3-bedroom, 2.5-bathroom townhome. On the ground level, you will find covered parking for up to 2 cars, and storage. The second level hosts an open concept for the living room, dining, and kitchen areas. The spacious living room features rattan ceiling panels for a casual coastal vibe. The kitchen offers p
Spend your vacation relaxing in this lovely 3-bedroom, 2-bathroom townhome. On the ground level, you will find parking for up to 2 cars. The second level hosts a spacious living room, dining, and kitchen areas. The kitchen offers plenty of storage and stainless countertops. The living room offers space for the entire family to relax with large wind
Peace and Relaxation! Enjoy your vacation in a spacious 5 bedroom 3.5 bathroom home on Siesta Key with a private pool and a fenced in yard. This home features 3 livings rooms, a full kitchen, and plenty of space for the whole family. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home
Beach that offers the whitest and softest sand in the World that is always cool to the touch. Relaxing and making your memories is all that’s required but located just minutes is down town’s rich art and cultural community. In the village of Siesta, you’ll be welcomed to enjoy a cool beverage under the palm trees while listening to live music, take
Enjoy the island life from this spacious 3-bedroom, 2-bath Siesta Key condo. Featuring an open floor plan and a private balcony, this inviting retreat is perfect for relaxing and taking in the tropical scenery. Guests also have access to a fitness room, outdoor pools, and beach access. Located near Siesta Key’s beautiful beaches, shops, restaurants
Spend your island paradise vacation in this 2 bedroom, 2.5 bath condo on Siesta Key! This beautiful home offers an open floorplan with room for up to 5 guests. Enjoy beautiful views of the gulf from the open-air balcony, or relax on the beach and enjoy the peaceful tropic breeze. This complex also offers a small workout-room for your use. With 13 p
Experience unforgettable Siesta Key sunsets just steps from the Gulf. Located only 300 feet from Crescent Beach’s powder-soft sand and turquoise waters, this inviting 2-bedroom, 2-bath condo features a spacious, open-concept kitchen, comfortable living areas, and a large private balcony for relaxing outdoors. Guests enjoy access to two heated pools
Stay in paradise with stunning views of the Gulf! This 2-bed, 2-bath condo located in the Crystal Sands tower features a spacious, chef’s kitchen, comfortable living areas, and a large private balcony for relaxing outdoors Guests have direct access to Crescent Beach, a quieter stretch of Siesta Key known for its soft white sand and clear blue water
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