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.


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

Ocean view condo rental in Siesta Key on the Beach with 2 bedrooms
$214/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Gulf Front condo on Crescent Beach in Siesta Key with 2 bedrooms and pool
$214/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Gorgeous Pergula Awning form an Amazing Patio Area
$179/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

$214/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Peaceful Days Await You with Serene Surroundings
$2,900/month
Home in Sarasota Florida
3 Beds • 3 Full Baths • Sleeps 7
BeachRentals.mobi

Ocean View vacation rental condo with 2 bedrooms on the beach in Siesta Key
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

2 bedroom villa rental on Crescent Beach in Siesta Key
$236/night
Villa in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Crystal Sands on Siesta Key

$330/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Sea Shell Condos

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

Large Open Living Space
$249/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Tropical Breeze Resort

$225/night
Condo in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 5
Sea Shell Condos

Living Room
$110/night
Condo in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 2
Tropical Sands Accommodations

Pool Area
$179/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

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

Front entrance
$149/night
Townhouse in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Condo in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 1
Tropical Beach Resorts

2 Bedroom. Private Balcony with Pool and Courtyard View
$185/night
Resort in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Tropical Breeze Resort

Gorgeous Remodel - Sleeps 4 in 3 Beds
$109/night
Resort in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Tropical Breeze Resort

Private Balcony with Courtyard and Pool Views
$185/night
Resort in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Tropical Breeze Resort

$214/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Crystal Sands on Siesta Key

Family Room
$100/night
Condo in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 2
Tropical Sands Accommodations

Tropical Breeze Resort - The Crab Shack - Sleeps 8
$219/night
Condo in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 9
Tropical Breeze Resort

1009 View
$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

Inn in Venice Florida
1 Bed • 1 Full Bath • Sleeps 4
Inn at the Beach

Lanai View
$169/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key


Where to stay around Siesta Key Florida

Our December 2019 property listings offer a selection of 201 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: 2,339 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,582 vacation rentals
  • Florida Keys: 559 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: 55 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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