Vacation Rentals in Siesta Key Florida

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Management Company & Enjoy the Best Rates and Services.

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 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 & Enjoy the Best Rates and Services.


3 Bed. 3 Bath. Sleeps 9 in Beds. 1 Block to Village & Beach
$199/night
Bungalow in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Full view of downstairs
$129/night
Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Siesta Key Luxury Rental Properties

Lovely Fountain and Water View
$167/night
Condo in Sarasota Florida
2 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi

Ocean view 2 bedroom condo on Crescent Beach in Siesta Key with pool
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

The Destination Siesta Key Florida
Condo in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 1

Quaint Cottage. Sleeps 6. Private Heated Pool
$229/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Gulf Front vacation rental on Siesta Key with 2 bedroom and heated pool
$200/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Crystal Sands on Siesta Key

Gulf Front condo on Crescent Beach in Siesta Key with 2 bedrooms and pool
$210/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

Sarasota Sarasota Florida
$700/week
Condo in Sarasota Florida
2 Beds • 2 Full Baths • Sleeps 4

Siesta Key family vacation rental pet friendly close to the beach with 2 bedrooms
$189/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Siesta Key Luxury Rental Properties

8 Bedrooms - Sleeps 25 - Steps to Beach - Private Pool
$500/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Lido Key Vacations

Amazing game room!
$189/night
Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Tropical Breeze Resort

2 bedroom beachfront condos for rent in Siesta Key on Crescent Beach
$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 101 Siesta Key Florida Sea Shell Condos
$330/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Sea Shell Condos

Sea Shell 307 Siesta Key Florida Sea Shell Condos
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
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

Heated pool with spa !
$600/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Lido Key Vacations

Waterfront Home with Oversized Heated Pool and Spa
$400/night
Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Tropical Breeze Resort

Front of Home. Fence to Pool Area
$159/night
Condo in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Tropical Breeze Resort

Amazing game room!
$189/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Lido Key Vacations

Gulf Front condo with 2 bedroom in Siesta Key on World Famous Crescent Beach
$229/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

You can't beat this view!
$425/night
Siesta Key Florida
5 Beds • 3 Full Baths • Sleeps 19
Tropical Breeze Resort

Huge Private Back Yard
$129/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Tropical Breeze Resort

Amazing Pool and Back Yard Area - Waterfront Dock
$500/night
Townhouse in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Lido Key Vacations

Tower 0205 Siesta Key Florida  Crystal Sands on Siesta Key
$214/night
Condo in Siesta Key Florida
1 Bed • 2 Full Baths • Sleeps 6
Crystal Sands on Siesta Key

1/2 Block to the Beach, 1/2 - 1 Block to Siesta Village
$169/night
Condo in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Tropical Breeze Resort


IDEA DRIVEN VACATIONS

Where to stay around Siesta Key Florida

Our October 2020 property listings offer a selection of 183 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: 2,259 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,512 vacation rentals
  • Florida Keys: 618 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: 14 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