Rent Siesta Key Homes with Swimming Pools

We selected the 8 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights

Gulf Breeze Retreat

Gulf Breeze Retreat

  • 18 guests

  • 7 bedrooms

Siesta Key, Sarasota County

Vunique Vacations offers Seaside Serenity, a distinct vacation home for discerning travelers seeking an unforgettable experience. Just three houses from Siesta Key Beach, this luxury rental is truly one of the best available.

Siesta Retreat

Siesta Retreat

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Vunique Vacations presents a distinct getaway for the discerning traveler seeking an unforgettable vacation experience. Located just across the street from Siesta Key Beach in Florida, this luxury townhome offers a truly captivating stay.

Gulfview Oasis

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.

Siesta Key Retreat

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.


We selected the top 3% holiday homes in Siesta Key Homes with Swimming Pools

Explore the 8 most perfect homes in our collection

View on map

Most popular homes

Serene Seaside Villa

Serene Seaside Villa

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Dream

Siesta Dream

  • 19 guests

  • 8 bedrooms

Siesta Key, Sarasota County

Siesta Key Serenity

Siesta Key Serenity

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Live in Paradise

Live in Paradise

  • 12 guests

  • 5 bedrooms

Siesta Key, Sarasota County

Siesta Key Retreat

Siesta Key Retreat

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Ocean Vista

Ocean Vista

  • 16 guests

  • 6 bedrooms

Sarasota, Florida

Siesta Retreat

Siesta Retreat

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Key Hideaway

Siesta Key Hideaway

  • 14 guests

  • 5 bedrooms

Sarasota County, Florida

View all

Check upcoming rates & availability for Siesta Key Homes with Swimming Pools


Frequently asked questions

Similar destinations

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.

Search Our Collection