Vacation Rentals
Siesta Key Vacation Rentals
Tropical Sands Accommodations offers a premium selection of Siesta Key beach vacation rentals for weekly, monthly, or even shorter stays. Browse our full availability below!
413 properties available
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
Midnight Cove II – Unit 620- Just Sunning Around1400 Cove II Place 620 Siesta Key FL 34242This lovely 3-bedroom, 2.5 bath with washer and dryer condo boasts Tommy Bahama-style furnishings and stunning views overlooking the swimming pool and lush landscaping. The primary bedroom features a king bed, the guest bedroom includes a twin bed, and another
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
This beautiful 3-bedroom 2 bath end unit with a direct view of the Gulf of Mexico. This unit updated and very well furnished with a fully equipped kitchen. It also has an enclosed lanai with sliding windows for you to enjoy the gulf breeze while eating, lounging or just enjoying Florida’s beautiful sunsets. All bedrooms have TV’s and the condo
Harbor Towers Unit 304 by Tropical Sands AccommodationsHarbor Towers Unit 304 is a welcoming two-bedroom, two-bath condo located in the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Recently refreshed and thoughtfully furnished, this condo is ideal for couples, friends, or small families planning a relaxing extended
First floor townhouse, few steps inside and outside, no elevator. This corner Lake House offers a generous bi-level layout that includes on the main level the separate large living room and primary bedroom including en-suite bathroom with walk in shower. The kitchen, dining room, second bedroom and adjacent second full bathroom with a combination
Jamaica Royale 085 by Tropical Sands AccommodationsWelcome to Jamaica Royale 085, a newly renovated two-bedroom, two-bath garden-view villa in the popular Jamaica Royale beachfront complex on Siesta Key. Featuring a bright, open layout and fresh coastal design, this modern retreat offers updated finishes, stylish furnishings, and all the comforts o
Jamaica Royale 064 by Tropical Sands AccommodationsWelcome to Jamaica Royale 064, a beautifully updated one-bedroom, one-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. This inviting coastal retreat combines stylish modern updates with a comfortable open layout, all just a short stroll from the powdery white
Sunset Royale 114 by Tropical Sands Accommodations Welcome to Sunset Royale 114, a ground level Siesta Key vacation rental located directly across from the powder soft white sand of Siesta Beach. This two-bedroom, two-bath condo sleeps up to four guests and features a private patio, beach views, a fully equipped kitchen, and a convenient location w
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
Midnight Cove II – Unit 512 - Winner Winner!1500 Cove II Place 512 Siesta Key FL 34242Welcome to Midnight Cove II 512F! Discover your ideal beach getaway in this beautifully updated 1st-floor condo featuring 2 bedrooms and 2 bathrooms. Perfectly suited for families or friends, this spacious unit offers a serene view of the pool area and is just a s
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
