Siesta Key Retreat
14 guests
6 bedrooms
Siesta Key, Sarasota County
This Nearly Beachfront, Siesta Key luxury rental property features views of Siesta Key Beach and the Gulf of Mexico from Multiple Levels and the Roof Top Deck. Offering a unique combination of comfort and elegance, this vacation rental provides a dream escape for guests seeking relaxation and tranquility.
Siesta Dream
19 guests
8 bedrooms
Siesta Key, Sarasota County
This nearly beachfront, Siesta Key luxury rental home features views of Siesta Key Beach and the Gulf of Mexico from multiple levels and the rooftop deck. This Siesta Key luxury rental is just steps to Siesta Key Beach and only a 3-minute walk to Siesta Key Village.
Live in Paradise
12 guests
5 bedrooms
Siesta Key, Sarasota County
This stunning home is the perfect place to relax and enjoy your holiday in Siesta Key. With unmatched Gulf and Beach views from the approximately 4,200 square feet of interior living space and nearly 3,200 square feet of outdoor entertainment spaces via covered patios, balconies, and pool area, your family vacation has never looked this perfect!
Gulfview Oasis
14 guests
6 bedrooms
Siesta Key, Sarasota County
This Siesta Key luxury rental property, known as 'Sunset Haven', offers breathtaking views of Siesta Key Beach and the Gulf of Mexico from multiple levels and a rooftop deck. With its exquisite design and incredible location on Siesta Key, just steps away from the beach and Siesta Key Village, this vacation rental is truly a coastal escape.
Explore the 10 most perfect homes in our collection
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Siesta Key, Sarasota County, Florida, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Siesta Key Home to Rent with a Swimming Pool today, and set up a holiday to remember.
