Vacation Rentals in Siesta Key Florida

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

SIESTA KEY


Number of Guests

Bedrooms

Bathrooms
more filters

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

TRENDING IN SIESTA KEY

The Crystal Classic

The Crystal Classic
by Anthony Vaarwerk

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Siesta Key area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.


Tower 0304 Siesta Key Florida  Crystal Sands on Siesta Key
$315/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

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

Siesta Key 2 bedroom villa rental steps to Crescent Beach and Siesta Village
$168/night
Villa in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Crystal Sands on Siesta Key

Sea Shell 202 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Beautiful Furnishings and Large Open Floorplan
$249/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Siesta Key Village 2 bedroom vacation rental with patio, pools and pet friendly short walk to beach
$179/night
Cottage in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Tropical Breeze Resort

Turtle Beach Bungalow Siesta Key Florida Tropical Breeze Resort
$119/night
Bungalow in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

The Plantation Key Siesta Key Florida Tropical Breeze Resort
$189/night
Resort in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 8
Tropical Breeze Resort

Crab Shack Siesta Key Florida Tropical Breeze Resort 2 bedrooms pet friendly sleeps 9
$299/night
Suite in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 9
Tropical Breeze Resort

Tower 0305 Siesta Key Florida  Crystal Sands on Siesta Key
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Palm Tree Paradise Siesta Key Florida Tropical Breeze Resort
$119/night
Resort in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Sea Shell 508 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Front of House close view
$550/night
Siesta Key Florida
7 Beds • 7 Full Baths • Sleeps 21
Siesta Key Luxury Rental Properties

Example Pool
$600/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Siesta Key pet friendly family vacation home with 5 bedrooms walk to village and beach sleeps 14
$450/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Sea Shell 203 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Sea Shell Condos

Ocean view condo on the beach with 2 bedrooms in Siesta Key, FL
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Crystal Sands on Siesta Key

Parrot Perch Siesta Key Florida Tropical Breeze Resort
$119/night
Resort in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Sea Shell 210 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Sea Shell Condos

The Longboat Key Siesta Key Florida Tropical Breeze Resort
$179/night
Bungalow in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Tropical Breeze Resort

Sea Shell 108 Siesta Key Florida Sea Shell Condos
$250/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Luxury Siesta Key Home Rental with heated pool next to village and beach 6 bedrooms
$550/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Mainsail Siesta Key Florida Siesta Key Luxury Rental Properties
$425/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Sea Shell 404 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Sea Shell 402 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Siesta Key 6 bedroom vacation home rental with large pool and patio area pet friendly sleeps 18
$550/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Siesta Key 3 bedroom pool home for rent perfect for families sleeps 12
$249/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties


IDEA DRIVEN VACATIONS

Where to stay around Siesta Key Florida

Our November 2020 property listings offer a selection of 152 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: 2,210 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,548 vacation rentals
  • Florida Keys: 614 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 and a few more.

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: 0 vacation rental properties
  • Tropical Beach Resorts: 0 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.





  • luxury vacation rentals sarasota area
  • siesta key vacation rentals
  • vacation rentals by owner in siesta key
  • pet friendly vacation rentals sarasota area
  • cheap vacation rentals in siesta key