Siesta Key Florida Vacation Rentals

The Vacation Rentals listed below are represented by Professional Management Companies who know the Siesta Key area and have access to several properties. They will assist you in finding the perfect rental for your vacation.



Showing 1-27 of 337 Rentals

Siesta Beach House #306
Condo in Siesta Key Florida

Our House at the Beach C-10...
House in Siesta Key Florida

Tivoli by the Sea-Unit 306
Condo in Siesta Key Florida

1012 Point of Rocks
Duplex in Siesta Key Florida
FR-1012 Point of Rocks-Saratosa-Florida-01

Our House at the Beach E-20...
Condo in Siesta Key Florida

Bimini Breeze
House in Siesta Key Florida
Gorgeous Pergula Awning form an Amazing Patio Area
$215/night

Siesta Beach House #304
Condo in Siesta Key Florida

657 is a 3BR/2BA
House in Siesta Key Florida

The Mahi
Duplex in Siesta Key Florida
Huge Private Back Yard
$159/night

Crab Trap
Condo in Siesta Key Florida
Front enterance to 132
$179/night

Tivoli by the Sea-Unit 701
Condo in Siesta Key Florida
FR-Tivoli by the Sea-Unit 701-Siesta Key-Florida-01

Our House at the Beach E-50...
House in Siesta Key Florida

Aloha Kai - Unit 34
Villa in Siesta Key Florida
FR-Aloha Kai - Unit 34-Saratosa-Florida-01

Sunset Royale - 304
Condo in Siesta Key Florida

Aloha Kai - Unit 33
Cottage in Siesta Key Florida
FR-Aloha Kai - Unit 33-Saratosa-Florida-01

Sunset Royale - 212
Condo in Siesta Key Florida
FR-Sunset Royale - 212-Siesta Key-Florida-01

Aloha Kai - Unit 40
Villa in Siesta Key Florida

Siesta Beach House #101
House in Siesta Key Florida

Tivoli by the Sea-Unit 601
Condo in Siesta Key Florida
FR-Tivoli by the Sea-Unit 601-Siesta Key-Florida-01

5547 Avenida del Mare
House in Siesta Key Florida

Our House at the Beach C-11...
House in Siesta Key Florida

Grand Heron
Resort in Siesta Key Florida

Aloha Kai - Unit 35
Cottage in Siesta Key Florida
FR-Aloha Kai - Unit 35-Saratosa-Florida-01

Siesta Beach House #311
Condo in Siesta Key Florida

Aloha Kai - Unit 31
Cottage in Siesta Key Florida
FR-Aloha Kai - Unit 31-Saratosa-Florida-01

Castel del Mare 108
Condo in Sarasota Florida
Community Pool By The Waterway Sarasota 2 bedroom vacation rental
$1,795/month

Siesta Beach House #301
Condo in Siesta Key Florida

Siesta Key Resources

Sarasota Area Destinations


Where to stay around Siesta Key Florida

Our November 2018 property listings offer a selection of 338 vacation rentals near Siesta Key. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Siesta Key for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Siesta Key?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Siesta Key:


For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Siesta Key.


What are some fun things to do in Siesta Key?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Siesta Key. Some of the most popular places to visit while you're traveling in Siesta Key while on vacation are:

There are many other points of interest around Siesta Key listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Siesta Key Florida?


Can I rent condos in Siesta Key?

Yes. Find Rentals has 103 condos available for rent in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

But you can also enjoy a great stay in one of our other vacation rentals including duplexes and more.


Can I rent fishing rentals in Siesta Key?

Absolutely, Find Rentals has 231 fishing rentals in Siesta Key. You have also many other possibilities in Siesta Key area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Siesta Key?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.