Siesta Key Vacation Rentals
44 properties available
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
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
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
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
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
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
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
Knot A Basic Beach House by Lido Key Vacations #VR23-00003 Minimum stay duration of 7 days/nights Welcome to Knot A Basic Beach House, an elevated coastal retreat where modern design meets effortless island living. This beautifully appointed six-bedroom, six-bathroom home with two additional half baths is just a short walk from Lido Beach and withi
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
Sea The Light by Lido Key Vacations #VR22-00131 Minimum stay duration of 7 nights Welcome to Sea The Light, a luxurious seven bedroom, seven and a half bathroom coastal home perfectly situated for unforgettable Lido Key vacation rentals. Just a three-minute walk to Lido Beach and a pleasant stroll to St. Armands Circle, this upscale retreat offers
Blue Paradise by Siesta Key Luxury Rental Properties Experience the epitome of Siesta Key luxury at Blue Paradise, a stunning six-bedroom, six and a half-bath retreat perfectly situated just half a block from Siesta Key Beach and across the street from Siesta Key Village. With breathtaking tropical views, this resort-style home is designed to prov
