Siesta Key Pet Friendly Rentals
Leaving your pet at home while you take a vacation can be stressful, but when you book one of our Siesta Key pet-friendly rentals, you can bring your furry friend along on the adventure! Instead of paying a pet sitter or boarding your pet while you’re gone, you can bring your pet along to explore Siesta Key with you. Once you arrive and get settled in, take advantage of our Siesta Key rentals and luxurious amenities.
40 properties available
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 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
The Shore House by Lido Key Vacations Vacation Rental License #VR22-00033 Minimum stay duration of 7 days/nights The Shore House by Lido Key Vacations is a refined seven bedroom, four and a half bath private retreat designed for families and groups seeking elegant beach living near Sarasota’s most desirable destinations. Located in the heart of
Sunshine on Siesta – by Siesta Key Luxury Rental PropertiesWelcome to Sunshine on Siesta, a recently refreshed four-bedroom, two-bath Super Unit designed for families and groups who want to vacation together while enjoying space, comfort, and an unbeatable Siesta Key location. By combining both the Sunrise and Sunset residences, this home offers a
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
Sunset by Siesta Key Luxury Rental PropertiesWelcome to Sunset, a recently refreshed two-bedroom, one-bath vacation rental located on the west side of the Sunshine on Siesta property, just steps from private beach access. This relaxed Siesta Key beach rental is ideal for couples, small families, and guests seeking a laid-back coastal getaway near t
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
Sunset Cove by Siesta Key Luxury Rental Properties Welcome to Sunset Cove, a stunning four-bedroom, three and a half-bath oasis overlooking the tranquil Heron Lagoon! This luxurious retreat features a private dock for exploring the lagoon, a spacious screened-in patio with a private pool, and direct access to nature’s beauty. Perfectly situated ju
Beach Side Babe by Lido Key Vacations #VR22-00026 Minimum stay duration of 7 days/nights Beach Side Babe by Lido Key Vacations is a charming three bedroom, two bath coastal retreat designed for relaxed Sarasota beach living. Tucked away in a quiet Lido Key neighborhood, this inviting home is just a 5-minute walk to Lido Beach and within easy wal
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
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
The Big Top by Lido Key Vacations #VR22-00043 Minimum stay duration of 7 days/nights Welcome to The Big Top, an impressive three-level coastal retreat offering refined comfort, generous gathering spaces, and elevator access to all floors. Located just a short walk from St. Armands Circle and within easy reach of Lido Beach, this six bedroom, fi
