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!
55 properties available
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
Casa Mar on Siesta Key Beach offers a relaxing coastal escape just steps from the soft, white sands of world-famous Siesta Key Beach. Enjoy comfortable accommodations, a laid-back beach atmosphere, and easy access to the island’s restaurants, shops, and attractions. It’s the perfect home base for a sunny Florida getaway.
Beautiful 2bed/2bath condo at Crescent Arms sleeps up to 6. Located on the 3rd floor of the South Tower, this fully furnished unit offers partial Gulf views, spacious living and dining areas, and a screened lanai accessible from the living room and both bedrooms. Enjoy direct access to Crescent Beach, a heated pool, clubhouse, and easy access to th
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
Experience breathtaking 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, chefs kitchen, comfortable living areas, and a large private balcony for relaxing outdoors. Guests enjoy access to two heated pools, and a
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.
This comfortable retreat features an outdoor heated pool, onsite laundry and an unbeatable location. Guests can easily walk to Siesta Key Village for shops and restaurants, while complimentary beach gear, Wi-Fi, bicycle rentals, and partner-property amenities make your stay even more convenient. Perfect for couples or small families seeking a relax
Just steps from Siesta Key’s world-famous powder-white sand and the crystal-clear Gulf waters, this beautiful 2-bedroom, 2-bath condo is the perfect island escape. Enjoy a fully equipped kitchen, spacious private balcony, pool, grilling stations, beach chairs, and private beach access. Centrally located in Tower 1, you're just minutes from Siesta K
Just 300 feet from Siesta Key’s world-famous powder-white sand and crystal-clear Gulf waters, this newly renovated 2-bedroom, 2-bath condo is the perfect beach retreat. Enjoy a chef’s kitchen with an open layout, spacious private balcony, pool, grilling stations, beach chairs, and private beach access. Centrally located, you're just minutes from Si
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