Featured Rentals in Siesta Key
Welcome to Siesta Key Luxury Rental Properties, your premier source for the finest Siesta Key vacation rentals. Our team is dedicated to providing you with exceptional service and a wide selection of Siesta Key luxury rentals. This page is regularly updated with special properties that have upcoming availability and amazing prices. Whether you’re planning a family getaway, a romantic escape, or a group retreat, you’ll find your perfect Siesta Key vacation home with us.
12 properties available
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
Sunset Splash by Siesta Key Luxury Rental Properties Welcome to Sunset Splash, a legendary eight bedroom, seven and a half bathroom ground-level vacation home. Just a 2-minute walk to Siesta Key Beach and steps from Siesta Key Village, this private pool home is designed for unforgettable group getaways. The true WOW factor is the resort style back
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
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
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
The Shaded Sanctuary by Siesta Key Luxury Rental PropertiesVacation Rental License #VR25-00105Minimum stay duration of 7 days/nightsWelcome to The Shaded Sanctuary, a serene private retreat nestled among lush trees, offering a peaceful, secluded vibe perfect for relaxation. This ground-level three-bedroom home is ideal for families or groups seekin
Summer Lovin by Lido Key Vacations Vacation Rental License #VR23-00015 Summer Lovin by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat designed for couples or small families seeking an easygoing beach escape. Located just three homes from Lido Key Beach, this boutique Lido Key vacation rental places guests within a two-mi
Dos Casitas Retreat by Siesta Key Luxury Rental PropertiesWelcome to Dos Casitas Retreat, a charming four-bedroom, two-bath duplex tucked along beautiful Siesta Key. Ideal for families or friends traveling together, this coastal hideaway offers the perfect balance of comfort and convenience with two side by side homes. With Casita East and Casita W
Island Hopping by Lido Key Vacations Minimum stay duration of 7 days/nights #VR23-00009 Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for fa
Beach Views by Lido Key Vacations #VR22-00034 Minimum Stay Duration 7 days/nights Welcome to Beach Views, an exceptional three-level coastal retreat located just steps from Lido Beach. Designed for upscale group getaways and unforgettable family vacations, this seven bedroom, seven and a half bath home offers refined comfort, expansive gathe
Ringling Cottage by Lido key VacationsMinimum stay duration of 7 days/nights Ringling Cottage by Lido Key Vacations is a charming two-bedroom, two-bath historic retreat designed for couples seeking a relaxed yet refined island escape. Originally built in the 1930s by John Ringling, this thoughtfully updated cottage blends classic character with mo
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
