Condos and Villas
595 properties available
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Important Notice: The Sand Dollar condominium building will be undergoing a roof replacement project from approximately November 30 through January 8. Guests may experience daytime construction noise during this time.Home Away from Home -
Sand Dollar 110
Condo
3
bedrooms
2
baths
8
guests
4.9
(20)
Siesta Beach House #304 by Tropical Sands Accommodations Welcome to Siesta Beach House #304, a beautifully remodeled 2-bedroom, 2-bathroom condo located just steps from the world famous white sands of Siesta Key Beach. Set within a quiet, friendly community on a private lane, this inviting retreat offers gated beach access with no roads to cross, m
Siesta Beach House #304
Condo
2
bedrooms
2
baths
8
guests
5
(8)
Jamaica Royale 804 by Tropical Sands Accommodations Experience the ultimate in beachfront living at Jamaica Royale 804, a beautifully designed condo that boasts breathtaking views of the Gulf of Mexico. With 2 spacious bedrooms and 2 bathrooms, this inviting retreat is ideal for families, couples, or friends looking to soak up the sun and enjoy t
Jamaica Royale 804
Condo
2
bedrooms
2
baths
4
guests
5
(3)
Jamaica Royale Unit 061 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 061, a newly refreshed one-bedroom retreat featuring two queen beds, a queen sleeper sofa, and stylish upgrades completed in June 2025. Located in the peaceful garden and pool area of the Jamaica Royale community, this spacious ground level condo offers a bright,
Jamaica Royale 061
Condo
1
bedrooms
1
baths
4
guests
Harbor Towers Unit 312 by Tropical Sands AccommodationsHarbor Towers Unit 312 is a freshly remodeled one-bedroom, one-bath condominium offering marina views and modern upgrades throughout within the Harbor Towers Yacht and Racquet Club. This bright residence features new furnishings, flexible sleeping accommodations, and a comfortable layout ideal
Harbor Towers 312
Condo
1
bedrooms
1
baths
4
guests
Midnight Cove II – Unit 127 We've been waiting for you!1900 Cove II Place #127, Siesta Key FL 34242Welcome to Midnight Cove II – 127F! This two-bedroom, one-and-a-half-bath condo is the perfect beach escape for families. Enjoy the stunning Gulf beaches and explore the charming shops, delicious dining, and vibrant entertainment along Siesta Key. Hig
Midnight Cove II 127F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
5
(2)
Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a hea
Our House at the Beach E-404
Condo
2
bedrooms
2
baths
6
guests
5
(6)
Midnight Cove II – Unit 431 - Bayside 3rd Floor Condo1600 Cove II Place 431 Siesta Key FL 34242Welcome to Midnight Cove II 431! Thank you for considering our charming 3rd-floor condo for your Crescent Beach getaway. This cozy 2-bedroom, 1.5-bathroom unit comfortably sleeps 4 and boasts a lovely balcony view of the canal. You’ll appreciate the short
Midnight Cove II 431F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
Gulf Holiday Unit 11 by Tropical Sands Accommodations Welcome to Gulf Holiday Unit 11, a newly renovated 1 bedroom, 1 bath second floor condo ideal for a romantic and friendly Siesta Key getaway. Just a 2-minute walk to Siesta Beach and steps from Siesta Key Village’s restaurants, shops, and nightlife, this charming retreat blends cozy comfort with
Gulf Holiday Unit 11
Condo
1
bedrooms
1
baths
2
guests
4.9
(28)
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Important Notice: The Sand Dollar condominium building will be undergoing a roof replacement project from approximately November 30 through January 8. Guests may experience daytime construction noise during this time.Home Away from Home -
Sand Dollar 404
Condo
2
bedrooms
2
baths
6
guests
4.9
(106)
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Important Notice: The Sand Dollar condominium building will be undergoing a roof replacement project from approximately November 30 through January 8. Guests may experience daytime construction noise during this time.Home Away from Home -
Sand Dollar 503
Condo
3
bedrooms
2
baths
8
guests
4.9
(27)
Jamaica Royale Unit 079 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 079, a beautifully renovated two-bedroom, two-bath with garden view vacation rental located on the lush, beachfront grounds of the Jamaica Royale community on Siesta Key. Updated in June 2025 with new tile, appliances, and furniture, this inviting condo offers a
Jamaica Royale 079
Condo
2
bedrooms
2
baths
6
guests
4
(1)
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