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 333 Rentals

Sea Spray
House in Siesta Key Florida
Heated Pool and Spa, Slide, Gratto, and more
$500/night

Tivoli by the Sea-Unit 404
Condo in Siesta Key Florida

Grand Heron
Resort in Siesta Key Florida

The Wahoo
Resort in Siesta Key Florida
Great Room - Living, Dining, and Kitchen
$168/night

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

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

Siesta Beach House #301
Condo in Siesta Key Florida

Siesta Beach House #305
Condo in Siesta Key Florida

Our House at the Beach C-10...
Townhouse in Siesta Key Florida
FR-Our House at the Beach C-103-Siesta Key-Florida-01

Aloha Kai - Unit 52S
Cottage in Siesta Key Florida
FR-Aloha Kai - Unit 52S-Saratosa-Florida-01

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

Tower 0103
Condo in Siesta Key Florida
103 View
$229/night

Tivoli by the Sea-Unit 505
Condo in Siesta Key Florida
FR-Tivoli by the Sea-Unit 505-Siesta Key-Florida-01

5112 Village Condo-Walking...
Condo in Siesta Key Florida

Aloha Kai - Unit 20- Update...
Villa in Siesta Key Florida

Key Lime Cabana
Resort in Siesta Key Florida
Large Living Room and Dining Space
$218/night

1376 Gulf & Bay Bayside
House in Siesta Key Florida
FR-1376 Gulf & Bay Bayside-Siesta Key-Florida-01

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

Sandy Cove III- Unit 216
Condo in Siesta Key Florida

Sea Club II Unit 7B
Siesta Key Florida

The Mango Snapper
Resort in Siesta Key Florida
Gorgeous Remodel - Sleeps 4 in 3 Beds
$138/night

The Lido Key
Condo in Siesta Key Florida
The Lido Key Room
$118/night

Aloha Kai - Unit 24- Full G...
Condo in Siesta Key Florida

The Linesider
Bungalow in Siesta Key Florida
Private Patio for Your Resort Room w/ Great Courtyard Views
$138/night

Seagull Landing
House in Siesta Key Florida
Overview of the Great Room type of Space for this Unit
$168/night

Siesta Beach House #311
Condo in Siesta Key Florida

Captiva Beach Bungalow
Bungalow in Siesta Key Florida
Dining and Living Room combo
$168/night

Siesta Key Resources

Sarasota Area Destinations


Where to stay around Siesta Key Florida

Our September 2018 property listings offer a selection of 335 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.