Siesta Key Vacation Rentals
43 properties available
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
The Midnight Turtle by Siesta Key Luxury Rental PropertiesWelcome to The Midnight Turtle, a beautifully refreshed four-bedroom, three-bath vacation rental tucked inside the exclusive Tortoise Estates community on South Siesta Key. This spacious coastal retreat offers private deeded beach access, a sparkling private pool, screened balconies, and ple
Sun N Sea #1 by Siesta Key Luxury Rental PropertiesWelcome to Sun N Sea #1 by Siesta Key Luxury Rental Properties, a beautifully updated two-bedroom, one-bath duplex located just steps from the world famous white sands of Siesta Key Beach. Perfectly positioned in the heart of South Siesta Key Village, this charming coastal retreat offers private ga
Penthouse Paradise by Siesta Key Luxury Rental Properties Penthouse Paradise is a spacious three-bedroom, three-and-a-half-bathroom penthouse condo perched on the 6th floor of a premier building in the heart of Siesta Key. Located just a short walk from the world-renowned white sands of Siesta Key Beach, this upscale residence offers panoramic balc
Siesta Dreamin’ by Tropical Sands AccommodationsWelcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops,
Reel Me In by Lido Key VacationsVR23-00014 Minimum stay duration of 7 days/nights Welcome to Reel Me In, your perfect beach getaway in the heart of Lido Key! This fantastic two-bedroom, two-bath vacation home is ideally situated on a corner lot within one of the best neighborhoods on the Suncoast. Enjoy a leisurely stroll to St. Armands Circle, a
Blue Palm by Lido Key Vacations Minimum stay duration of 7 days/nights #VR22-00132 Blue Palm by Lido Key Vacations is a stylish, single-level coastal retreat offering the perfect blend of walkable convenience and private relaxation. Ideally located just two blocks from Lido Beach and steps from the boutiques, restaurants, and nightlife of St. Arma
Manatee Cove by Lido Key Vacations VR24-00003 Minimum Stay Duration 7 days/nights Welcome to Manatee Cove, your ultimate Lido Key beach getaway! This stunning canal front home features four spacious bedrooms and five luxurious bathrooms, providing the perfect space for relaxation after a sun-soaked day at the beach. Ideally located just around the
Surf View by Siesta Key Luxury Rental PropertiesSurf View is a spacious eight bedroom, eight and a half bath Siesta Key luxury rental designed for large families and group gatherings seeking relaxed coastal living. Ideally located just a three-minute walk to Siesta Key Beach and steps from Siesta Key Village, this inviting retreat places guests nea
Siesta Sun by Siesta Key Luxury Rental Properties Siesta Sun by Siesta Key Luxury Rental Properties is a stunning 3 bedroom, 3. and a half bath Siesta Key luxury rental located just a 1-minute walk to Siesta Key Beach. This elevated duplex offers beach views, a private rooftop deck with sweeping Gulf scenery, and a bright coastal interior perfect f
All Decked Out by Lido Key Vacations VR22-00028 Welcome to All Decked Out, a luxurious 7-bedroom, 7.5-bath Lido Key vacation rental just one block from Lido Beach and minutes from St. Armands Circle. This upscale home features a private heated pool with a 360° spillover spa, rooftop deck with Gulf peeks, game tables, an elevator, and ensuite bathro
Sun N Sea #2 by Siesta Key Luxury Rental PropertiesWelcome to Sun N Sea #2 by Siesta Key Luxury Rental Properties, a beautifully refreshed two-bedroom, one-bath duplex located just steps from the powder soft quartz sands of world-famous Siesta Key Beach. Nestled in the heart of South Siesta Key Village, this charming coastal retreat offers private
