Siesta Key Condo Rentals

Discover our Siesta Key condo rentals in the resort communities of Tivoli by the Sea, Bianco Sands, Gulf & Bay Club, Beach Residences on Siesta (the Hyatt), and more! Our Siesta Key condos range from 1 to 4 bedrooms and sleep 4 to 10 guests, with many of our condo complexes just a few steps from Siesta Key's white sand beaches. Many of our Siesta Key condo rentals give vacationers access to top-notch amenities, including pool and hot tub access, beach views, and fully furnished living areas. You'll be minutes from Siesta Key's best restaurants, shopping, and activities as well. 

Browse our Siesta Key condo rentals below, or search our full inventory of Siesta Key vacation accommodations, which also includes homes, villas, and townhomes. Book directly on our website and save!


Properties Available 59 properties available
Beach House Residence – a luxurious place to unwind for your unforgettable vacation! This stunning home offers an open floorplan, 4 Bedrooms, 3 bathrooms, with room for 10 guests. Enjoy beautiful views of the gulf and take in those gorgeous sunsets from the large, wrapping balcony. Venture on a stroll to the communities beach access or relax at the
Hot HOT 128
Beach House Residence - 301
Condo
$449 - $1,299 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (12)
Beach House Residence – a luxurious place to unwind for your unforgettable vacation! This stunning penthouse offers an open floorplan, 2 bedrooms, 2 bathrooms, with room for 4 guests. Enjoy beautiful views of the gulf and take in those gorgeous sunsets from the large top floor balcony. Venture on a stroll to the communities beach access or relax at
Hot HOT 30
Beach House Residence - Penthouse
Condo
$349 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
Siesta Key’s only luxury hotel. Sitting directly on Siesta’s Quartz 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&rsqu
Beach Residences On Siesta aka The Hyatt - 2 Units
$349 - $1,099 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (22)
Walk out your door to enjoy all the Siesta Key white sands have to offer. This 1-bedroom, 1.5-bath unit is ready for your immediate enjoyment. Enjoy vaulted beamed ceilings throughout, and a fully equipped kitchen conveniently, open to the dining nook and living room areas. The living room features a new pull-out queen sofa bed and closed in lanai
Hot HOT 22
Casa Mar - 08
Condo
$159 - $429 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Half Bathrooms 1 half baths
Guests 4 guests
Rating 5 (12)
Walk out your door to enjoy all the Siesta Key white sands have to offer. This 1-bedroom, 1-bath unit is ready for your immediate enjoyment. Enjoy vaulted beamed ceilings throughout, and a fully equipped kitchen conveniently, open to the dining nook and living room areas. The living room features a new pull-out queen sofa bed and sliding glass door
Hot HOT 37
Casa Mar - 56
Condo
$159 - $429 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (19)
This lovely 2 bedroom - 2 bath, Crescent Arms condo, sleeps up to 6. Positioned on the north side, on the third floor in the south tower, it has a partial view of the powder white sands and the azure waters of the Gulf. Fully furnished and decorated, this condo features a large living room, dining area and two large bedrooms. The beautiful screened
Hot HOT 40
Crescent Arms
Condo
$229 - $459 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
Enjoy stunning views from this 3 bedroom, 2 bath condo on Siesta Key! This beautiful home offers an open floorplan with room for up to six 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 public beach a
Hot HOT 28
Crescent Condos - 303
Condo
$249 - $749 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
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
Hot HOT 12
Crescent Condos - 405
Condo
$249 - $699 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 5 guests
Rating 5 (1)
Experience the best Siesta Key Sunsets! Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 7. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your pr
Hot HOT 45
Crystal Sands - 701
Condo
$299 - $799 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (1)
Stay in paradise with views of the Gulf in this 2-bedroom, 2-bathroom condo located in the Crystal Sands tower. The unit sleeps up to six and features a full chef’s kitchen with plenty of counter space and an open layout perfect for spending time with family. Relax on your private balcony, or head down to the world famous beaches of Siesta Key. Gue
Hot HOT 17
Crystal Sands - 702
Condo
$329 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 4. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your private outdoor balconies or sit on the be
Hot HOT 77
Crystal Sands - 803
Condo
$329 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (6)
Looking for that home away from home? Gulf & Bay Club is a beautifully landscaped property on Siesta Key, perfect for those long beach getaways! Featuring 3 pools, 6 tennis courts, a fitness center, dry saunas, and private beach access. 
Gulf & Bay Club - 1 Units
$179 - $459 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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