Siesta Key Vacation Rentals
42 properties available
Ocean Overlook by Siesta Key Luxury Rental Properties Ocean Overlook by Siesta Key Luxury Rental Properties is an exceptional eight bedroom, eight bathroom coastal retreat with two additional half baths, thoughtfully designed for large families and large group getaways seeking luxury coastal living. Located just a three-minute walk to Siesta Key B
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
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
Private Beach House by Siesta Key Luxury Rental Properties Welcome to Private Beach House, a two-bedroom, two and a half bath coastal townhome designed for effortless island living. Located along Midnight Pass Road, this beautifully appointed retreat offers private beach access just a short walk from Siesta Key Beach and is moments from the dining
The Hideaway by Siesta Key Luxury Rental Properties Welcome to The Hideaway, a luxurious private gated retreat featuring four bedrooms and five bathrooms, located less than a 5-minute walk to Siesta Key Beach. This beautifully designed home offers the perfect blend of upscale comfort and relaxed island living, complete with a screened in pool, spac
Casa Playa by Siesta Key Luxury Rental Properties Vacation Rental License #VR23-00001 Welcome to Casa Playa, a Mediterranean inspired coastal retreat featuring five beautifully designed bedrooms and three bathrooms, located 1.5 miles from Siesta Key Beach. Surrounded by lush tropical landscaping and offering a private pool, tiki style outdoor kitch
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
Summer Nights by Lido Key Vacations Vacation Rental License #VR23-00017 Minimum stay duration of 7 days/nights Summer Nights by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat ideally located just three homes from Lido Key Beach. Designed for couples or small families, this Lido Key vacation rental offers relaxed island l
High Tide by Siesta Key Luxury Rental Properties Welcome to High Tide, a stunning six bedroom, six and a half bath luxury retreat designed for unforgettable coastal living just a two-minute walk to Siesta Key Beach. Ideally located near Siesta Key Village, this expansive home is perfect for large families or group getaways seeking elevated comfort
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
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
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
