Vacation Rentals in Siesta Key Florida

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Management Company & Receive More Service, Savings and Safety.


Number of Guests

Bedrooms

Bathrooms
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Price Range

Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible

Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Disney
  Family Vacations
  Fishing
  Deep Sea Fishing
  Fly Fishing
  For Sale
  Golfing
  Group and Reunion
  Hang Gliding
  Hiking
  Honeymoon
  Horseback Riding
  Hunting
  Kayaking
  Lake
  LegoLand
  Mountain Biking
  Nightclub and Disco
  Over 55 Community
  Rental Exchange
  Sailing
  Scuba Diving
  Skiing
  State National Parks
  Cross Country Skiing
  Snowmobiling
  Spa
  Specials
  Surfing
  Theatre
  Ultra Luxury
  Wedding
  White Water Rafting
  Wind Surfing
  Wineries and Vineyards

Sarasota Area Destinations

Map of Siesta Key

Siesta Key Articles

The Vacation Rentals listed below are represented by Professional Property Management Companies who know the Siesta Key area and have access to several properties.

These property managers provide local hospitality, additional services, and the very best in rates and availability while managing properties that are safe for you and your family. They will assist you in finding the right vacation rental for your vacation.

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Management Company & Receive More Service, Savings and Safety.


Sea Shell 509 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Florida Gulf Coast beachfront vacation rental with 2 bedrooms in Siesta Key
$214/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Large Studio Suite with Full Kitchen and Dining
$139/night
Bungalow in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 2
Tropical Breeze Resort

Tivoli by the Sea-Unit 201- Nicely updated! Siesta Key Florida Tropical Sands Accommodations
$158/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Tropical Sands Accommodations

Sea Shell 204 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Sea Shell Condos

2 bedroom villa rental on Crescent Beach in Siesta Key
$243/night
Villa in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Crystal Sands on Siesta Key

Stunning 4 Bed with Large Loft. Huge Back Yard Pool Area
$500/night
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties

Beachfront condo rental in world famous Siesta Key
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

The Hummingbird Siesta Key Florida Tropical Beach Resorts
Resort in Siesta Key Florida
Studio • 1 Full Bath • Sleeps 2
Tropical Beach Resorts

Private Patio for Your Resort Room w/ Great Courtyard Views
$159/night
Bungalow in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Large Open Living Space
$279/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Tropical Breeze Resort

2 Bedroom. Private Balcony with Pool and Courtyard View
$239/night
Resort in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Tropical Breeze Resort

Tivoli by the Sea-Unit 206 - Gorgeous View Siesta Key Florida Tropical Sands Accommodations
$158/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Tropical Sands Accommodations

Sea Shell 107 Siesta Key Florida Sea Shell Condos
$250/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Sea Shell Condos

Tropical Breeze Resort - Heron Hideaway
$179/night
Home in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Pool and Seating Area
$550/night
Home in Siesta Key Florida
7 Beds • 6 Full Baths • Sleeps 23
Siesta Key Luxury Rental Properties

Heated Pool and Spa, Slide, Gratto, and more
$600/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Dining Room
$113/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Tropical Sands Accommodations

Exterior - Corner Unit Townhome - Steps to Village
$249/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Tivoli by the Sea-Unit 202- Nicely updated! Siesta Key Florida Tropical Sands Accommodations
$158/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Tropical Sands Accommodations

Tivoli by the Sea-Unit 601 - Modern & Beautifully updated Siesta Key Florida Tropical Sands Accommodations
$184/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Tropical Sands Accommodations

Spacious 1 Bedroom Suite - Sleeps 4
$179/night
Bungalow in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Beachfront property for rent on Siesta Key with 2 bedrooms and pool
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Pool Area and Balcony Area
$239/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Master Bedroom
$179/night
Bungalow in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Sea Shell 310 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Entrance & Private Patio. Courtyard Views w/ Lush Landscape
$159/night
Resort in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort


Where to stay around Siesta Key Florida

Our January 2020 property listings offer a selection of 196 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:

  • Florida Gulf Coast: 2,220 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,517 vacation rentals
  • Florida Keys: 555 vacation rentals

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:

  • South Lido County Park
  • Nora Patterson Bay Island Park
  • Boyd Park
  • Highland Park
  • Ted Sperling Nature Park at South Lido

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?

  • Tropical Sands Accommodations: 106 vacation rental properties
  • Tropical Beach Resorts: 12 vacation rental properties
  • Siesta 4 Rent: 0 vacation rental properties

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:

  • Houses : 49 rentals available
  • Villas : 34 rentals available
  • Cottages : 24 rentals available

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.





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