Vacation Rentals by Siesta Key Luxury Rental Properties - Stay In Style on Lido Key and Siesta Key Florida!

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


Pool & Back Elevation
$1,000/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Sunset from the Master Suite Balcony
$900/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

View from the Balcony
$850/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Tropical Pool Setting for Spacious 8 Bedroom Home
$1,000/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Sun Deck in pool perfect for tanning or kids
$1,100/night
Home in Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Recently Remodeled and Absolutely Stunning
$950/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Roof Top Deck - Awesome Sunset, Gulf, and Beach Views
$975/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Roof Top Deck - Amazing Sunset, Beach, and Gulf Views
$975/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Front of House close view
$1,100/night
Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 21
Siesta Key Luxury Rental Properties

Ocean Overlook - Amazing Home, Pool, and Views
$1,100/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Beautiful Pool Area
$750/night
Home in Siesta Key Florida
7 Beds • 6 Full Baths • Sleeps 23
Siesta Key Luxury Rental Properties

The Oasis-7 Beds 7.5 Baths - Sleeps 22 - Steps to Beach
$1,250/night
Home in Siesta Key Florida
7 Beds • 7 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Heated pool with spa !
$1,000/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Sunset Views from The Lookout
$900/night
Townhouse in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 20
Siesta Key Luxury Rental Properties

Amazing Pool and Back Yard Area - Waterfront Dock
$900/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

This 6 Bedroom Home is Absolutely Stunning
$1,000/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Pool Area and Waterfall at Sunset
$900/night
Townhouse in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Plenty of space for 4 or more vehicles, Access to Left side
$800/night
Home in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 17
Siesta Key Luxury Rental Properties

Old Image-Relax in the heated pool
$1,000/night
Cottage in Siesta Key Florida
5 Beds • 3 Full Baths • Sleeps 19
Siesta Key Luxury Rental Properties

Stunning 4 Bed with Large Loft. Huge Back Yard Pool Area
$850/night
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties

What a Backyard!
$900/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 15
Siesta Key Luxury Rental Properties

Pool and Back Yard Area
$750/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Plenty of seating for all in the living room
$250/night
Townhouse in Siesta Key Florida
4 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

Backyard at Sunset
$900/night
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 11
Siesta Key Luxury Rental Properties

The Hideaway - Gated Private Residence with Heated Pool
$650/night
Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Relax by a divine heated pool
$450/night
Penthouse in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Stunning Waterfront Home with Oversized Pool and Spa
$700/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Gorgeous Private Pool with Hot Tub/Waterfall Feature
$275/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Cute and Cozy 3 Bedroom Townhome (Right Side)
$300/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Amazing 3/2.5 Home w/ Private Heated Pool
$350/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

3 Bedroom 3 Bath Home w/ 12 Person Hot Tub or Heated Pool
$189/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Pool Area
$219/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Expansive Living Room w/ Great Built In Entertainment Center
$300/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Great Room - Living, Dining, Kitchen
$200/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Games, Bikes, Paddleboards, Kayaks, Jet Ski and Boat Rentals
$179/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

3 Bed. 3 Bath. Sleeps 9 in Beds. 1 Block to Village & Beach
$300/night
Bungalow in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Cute little house minutes from the beach
$350/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

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

Gorgeous Pergula Awning form an Amazing Patio Area
$325/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Adorable Living Room
$159/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Enjoy your morning coffee listening to birds in the trees
$169/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Large shared pool area
$169/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Full view of dining room and living room
$169/night
Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Full view of downstairs
$169/night
Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Siesta Key Luxury Rental Properties