Onsite Grills and BBQ Areas
353 properties available
Jamaica Royale 072 by Tropical Sands AccommodationsWelcome to Jamaica Royale 072! A newly renovated two-bedroom, two-bath garden-view condo in the desirable pool #2 area of the Jamaica Royale complex. This beautiful retreat features modern updates, coastal decor, and a relaxing patio surrounded by lush landscaping. Guests will love the easy access
Jamaica Royale 072
Condo
2
bedrooms
2
baths
5
guests
5
(3)
Harbor Towers Unit 525 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 525, a spacious two-bedroom, two-bathroom condo in one of Siesta Key’s most desirable gated waterfront communities. Ideal for extended stays with a 13-night minimum requirement, this inviting retreat offers tropical garden views, comfortable living spaces, and acce
Harbor Towers 525
Condo
2
bedrooms
2
baths
6
guests
4.6
(5)
Harbor Towers Unit 614 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 614, a beautifully positioned sixth-floor two-bedroom, two-bathroom condo in one of Siesta Key’s most desirable gated waterfront communities. Perfect for extended stays with a 13-night minimum requirement, this spacious retreat offers peaceful water views, comforta
Harbor Towers 614
Condo
1
bedrooms
1
baths
2
guests
5
(3)
Jamaica Royale Unit 206 by Tropical Sands AccommodationsWelcome to the updated Jamaica Royale Unit 206, a bright and inviting two bedroom, two bathroom condo with a partially enclosed private balcony overlooking the pool and glimpses of the Gulf. Recently refreshed and designed for comfort, this coastal retreat offers modern convenience, easy acces
Jamaica Royale 206
Condo
2
bedrooms
2
baths
4
guests
Midnight Cove II – Unit 910- Bayside Marina View1100 Cove II Place 910 Siesta Key FL 34242Welcome to Midnight Cove II Unit 910, a beautifully appointed 2-bedroom, 2 bathroom condo on Siesta Key offering a walkway to Crescent Beach Public Access 12 and peaceful marina views. Designed for couples, small families, or extended stay guests, this coasta
Midnight Cove II 910B
Condo
2
bedrooms
2
baths
6
guests
Midnight Cove II – Unit 414 - Look at that lush view!1600 Cove II Place 414 Siesta Key FL 34242Welcome to Midnight Cove II 414F! This beautiful and comfortable 2-bedroom, 1.5-bathroom ground floor condo with a washer and dryer is the perfect escape for families or friends looking to unwind on Crescent Beach on Siesta Key. Enjoy the convenient walkw
Midnight Cove II 414F
Condo
2
bedrooms
1
baths
1
Half baths
5
guests
Experience coastal living at Our House at the Beach C-111, a beautifully furnished two-bedroom, two-bath condo just steps from the stunning Siesta Key Beach, Florida. This renovated unit received an update in 2024/25 featuring brighter colors, new furnishings, fans and lighting, and all HDTV's. Furnishing updates include all new mattresses with p
Our House at the Beach C-111
Townhouse
2
bedrooms
2
baths
6
guests
5
(15)
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)
Gorgeous updated unit with fabulous sunset views of the Gulf right from the lanai. Walk down the stairs and step right out onto beautiful Siesta Key beach. New furnishings and remodeled kitchen. Colorful, beachy decor that will please all. Hardwood floors in the living/dining area with carpeting in the bedrooms. You also have a beautiful view of th
Gulf and Bay Club- A302
Condo
2
bedrooms
2
baths
6
guests
Just across the street from the acclaimed #1 Beach in the US. This beautiful two 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
Our House at the Beach E-704
Condo
2
bedrooms
2
baths
4
guests
5
(9)
Midnight Cove II – Unit 134 Can't stop looking at the view!1900 Cove II Place #134, Siesta Key FL 34242Discover Midnight Cove II 134F, a stunning 2-bedroom, 1.5-bath Firethorn unit located in a spectacular bayside condominium complex that offers a walkway to gain access to Public Access #12 on Crescent Beach on Siesta Key Beach, renowned for its wo
Midnight Cove II 134F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
5
(5)
Harbor Towers Unit 128 by Tropical Sands AccommodationsHarbor Towers Unit 128 is a fully renovated first-floor two-bedroom, two-bath condominium with a bonus den, ideally positioned within the gated Harbor Towers Yacht and Racquet Club on Siesta Key. This corner residence offers multiple outdoor living spaces, modern finishes throughout, and a loca
Harbor Towers 128
Condo
2
bedrooms
2
baths
5
guests
5
(1)
Copyright © 2026 • Siesta Key
All Rights Reserved.