Condos and Villas


Properties Available 582 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
Gulf and Bay Club- D203
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Midnight Cove II 633F! Location, location, location! Just steps away from the #1 beach in the USA, this beautifully updated third-floor condo offers stunning views of the pool and boat basin. Enjoy your morning coffee or evening cocktails from the balcony while soaking in the coastal charm and colors of the sea.Highlights • Private Beach
Midnight Cove II 633F
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (1)
Jamaica Royale 302 by Tropical Sands Accommodations Welcome to Jamaica Royale 302! This stunning 2-bedroom, 2-bathroom condo in Tower II is the ideal retreat for families seeking a blissful beach getaway. Just steps from the TripAdvisor #1 rated beach in the U.S., this unit boasts breathtaking views from both an enclosed lanai and two spacious balc
Jamaica Royale 302
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Home Away from Home -Ram Sea 106 is a SILVER rated two-bedroom, two-bath Gulf Front vacation rental located in N. Redington Beach. This spacious 1st-floor (Not Ground Level) vacation rental has delightful décor and includes a private Gulf Front balcony with a view of our beautiful white sugar sand beaches. 106 offers a full size, fully-equipped kit
Ram Sea 106
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (19)
Sand and Sea 109 A by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 A, a charming two-bedroom, one-bath ground-level condo located just two houses from the beach. With the beach only a one-minute walk away and Pine Avenue’s shops and restaurants. This coastal retreat offers the perfect mix of comfort, convenience, and rel
Sand And Sea 109 A
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (21)
Harbor Towers Unit 501 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 501, a beautifully positioned fifth-floor one-bedroom, one-bath condo offering breathtaking water views in one of Siesta Key’s premier gated waterfront communities. Perfect for couples, seasonal guests, and extended stays with a 13-night minimum requirement, this l
Harbor Towers 501
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Midnight Cove II – 122F! This stylish Siesta Key condo, with two bedrooms and one and a half baths, is perfect for a tranquil retreat. Enjoy private beach access and a breathtaking view of the intercoastal waterway. For a leisurely day, hop on the Siesta Key Breeze Trolley to Siesta Key Village, where you’ll discover charming shops, deli
Midnight Cove II 122F
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (6)
A Twist of Lime by AMI Locals TPL22-000045, CND5105493Welcome to A Twist of Lime by AMI Locals, a vibrant three bedroom, two and a half bath coastal retreat located just steps from the Gulf beaches and the Bay in beautiful Bradenton Beach. This colorful condo is perfect for families and friends seeking a relaxing yet lively island getaway. With eas
A Twist of Lime
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 9 guests
Rating 5 (22)
Jamaica Royale Unit 098 by Tropical Sands Accommodations Welcome to Jamaica Royale Unit 098, a beautifully designed two-bedroom, two-bath villa in the heart of Siesta Key. Located within the sought-after Jamaica Royale community, this updated retreat is just a five-minute stroll from Siesta Beach, consistently ranked among the best beaches in the U
Jamaica Royale 098
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Harbor Towers 628 by Tropical Sands AccommodationsWelcome to Harbor Towers 628, a beautifully appointed three-bedroom, three-bathroom Siesta Key vacation rental located on Midnight Pass Road. Perfect for extended stay guests with a 13-night minimum, this spacious condo offers comfortable coastal living just minutes from world famous Siesta Key Beac
Harbor Towers 628
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Sea Oats 501 -Home away from home- Vacation Rental -(Silver Tier) is a two bedroom and two bath vacation rental with a Gulf Front Balcony overlooking our beautiful, white sugar sand beach. This TOP FLOOR CORNER vacation rental is spacious with a comfortable Living room/ dining room combo. Full size, fully equipped kitchen complete with everything n
Sea Oats 501
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (36)
Beach Cottage 131418400 Gulf Blvd, Unit 1314, Indian Shores, FL 33785 Welcome to Beach Cottage 1314, a beautifully maintained two-bedroom, two-bath beachfront vacation rental in Indian Shores, Florida. Located directly on the Gulf of Mexico, this inviting coastal condo offers private beach access, a beachfront pool, and sweeping Gulf views from yo
Beach Cottage 1314
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree