Condos and Villas


Properties Available 587 properties available
The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf beaches, this oceanfront residence offers a per
The Twins Hideaway at Sun Plaza West
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (12)
Jamaica Royale Unit 016 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 016, a newly refreshed one-bedroom getaway with one and a half baths, located in the peaceful garden area of the highly desired Jamaica Royale community on Siesta Key. With updated interiors, a king bedroom, a queen sleeper sofa, and easy access to the world-famo
Jamaica Royale 016
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (4)
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 112
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.2 (5)
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 409
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (26)
Harbor Towers Unit 326 by Tropical Sands AccommodationsHarbor Towers Unit 326 is a two-bedroom, two-bath condominium offering west facing partial water views and thoughtful upgrades throughout within the Harbor Towers Yacht and Racquet Club. With comfortable sleeping accommodations for up to six guests and sunset views to enjoy each evening, this r
Harbor Towers 326
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Tropical Terrace 3 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000286 Welcome to Tropical Terrace 3, a beautifully updated two-bedroom, two-bath condo located just a two-minute stroll from the pristine beaches of Anna Maria Island! This coastal haven features stylish decor, balcony access, and all the comforts needed for a memorab
Tropical Terrace 3
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (21)
Gulf and Bay Club Unit C607 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit C607, a beautiful two-bedroom, two-bath condo nestled within one of Siesta Key’s most desirable gated communities. Perfect for extended stays, this vacation retreat is just a five-minute walk from the world-renowned Siesta Beach, where powdery white sand a
New Property New Property
New Property
New Property
Gulf and Bay Club- C607
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Midnight Cove II – Unit 128 Fantastic Bay View1900 Cove II Place #128, Siesta Key FL 34242Discover the perfect escape at Midnight Cove II 128F, a spectacular bayside condominium complex featuring a beautifully refreshed 1-bedroom, 1.5 bathroom condo. Ideal for families or couples, this bright and clean unit on the second floor offers magnificent vi
Midnight Cove II 128F
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 2 guests
Seabreeze A by Anna Maria Island Accommodations VRC16-000112 Welcome to Seabreeze A, the perfect family-friendly condo just a three-minute walk from Manatee Beach in Holmes Beach! This cozy two-bedroom, two-bath home is ideal for creating lifelong memories with loved ones. Enjoy your own private balcony, grill area, and easy access to sandy beach
Seabreeze A
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (31)
Sea Breeze 207 by JC Resorts Welcome to Sea Breeze 207, a recently updated beachfront vacation rental in Madeira Beach with direct views of the Gulf of Mexico and white sand beach. This spacious second floor condo features two bedrooms, two full bathrooms, a private Gulf front balcony, and accommodations for up to six guests. Located within walking
Featured Property Featured Property
Featured Property
Featured Property
Sea Breeze 207
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (11)
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 W-503
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (7)
Three Sandy Sisters by Siesta Key Luxury Rental Properties is a charming two bedroom, two bath villa offering the perfect balance of relaxed coastal living and resort style amenities. Located along scenic Midnight Pass Road, this Siesta Key vacation rental provides easy access to Siesta Key Beach entry through the Aloha Kai community, along with ba
Three Sandy Sisters
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests