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


Siesta Key family vacation home with 8 bedrooms a elevator and heated pool
$1,000/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Ocean View Vacation Home in Siesta Key Florida with 8 bedrooms and private pool and hot tub
$900/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Gulf View vacation Home Sleeps 25 in Siesta Key steps to the beach with pool and 8 bedrooms
$850/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Pet Friendly Siesta Key large family reunion home rental with 8 bedrooms sleeps 24
$1,000/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Siesta Key family vacation home with 8 bedrooms sleeps 25 with large pool and patio area pet friendly
$1,200/night
Home in Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Large home rental close Beach and Siesta Village with pool and 8 bedrooms sleeps 22 pet friendly
$950/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Unique 8 bedroom luxury vacation home rental in Siesta Key Close to the beach with pool and hot tub
$975/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Group vacation home in Siesta Key with pool, jacuzzi and 8 bedrooms sleeps 22
$975/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Front of House close view
$1,000/night
Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 21
Siesta Key Luxury Rental Properties

Siesta Key group vacation home with pool close to beach and village 7 bedrooms sleeps 23
$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
$1,300/night
Home in Siesta Key Florida
7 Beds • 7 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Example Pool
$1,000/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

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

Siesta Key 6 bedroom vacation home rental with large pool and patio area pet friendly sleeps 18
$750/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Luxury Siesta Key Home Rental with heated pool next to village and beach 6 bedrooms
$1,000/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

The Rooftop Siesta Key Florida Siesta Key Luxury Rental Properties
$900/night
Townhouse in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Siesta Key 6 bedroom luxury vacation home on canal with boat dock and large pool and patio area
$875/night
Home in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 17
Siesta Key Luxury Rental Properties

You can't beat this view!
$1,000/night
Cottage in Siesta Key Florida
5 Beds • 3 Full Baths • Sleeps 19
Siesta Key Luxury Rental Properties

Siesta Key vacation home with large pool and patio 5 bedrooms and is pet friendly walk to the beach
$700/night
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties

Siesta Key luxury vacation home walk to village and beach 5 bedrooms with pool sleeps 15 pet friendly
$950/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 15
Siesta Key Luxury Rental Properties

Siesta Key pet friendly family vacation home with 5 bedrooms walk to village and beach sleeps 14
$800/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

4 Bedroom 2.5 Bathroom Townhome for Rent in Siesta Key Walk to Beach
$350/night
Townhouse in Siesta Key Florida
4 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

Siesta Key Village 4 bedroom gulf front vacation home with pool/spa and putting green
$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
$750/night
Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Penthouse rental in Siesta Key Florida 4 bedrooms with pool and 1 block to beach and village
$450/night
Penthouse in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Mainsail Siesta Key Florida Siesta Key Luxury Rental Properties
$800/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
$300/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)
$325/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Siesta Key 3 bedroom pool home for rent perfect for families sleeps 12
$400/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

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

Pet Friendly house rental steps to Siesta Key Village with 3 bedrooms short walk to the beach
$219/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Beautiful Furnishings and Large Open Floorplan
$400/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Siesta Key vacation home with pool and pet friendly 3 bedrooms sleeps 10 Steps to the Beach
$249/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Siesta Key Vacation home with 3 bedrooms close to the village and beach
$199/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

Quaint Cottage. Sleeps 6. Private Heated Pool
$350/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Siesta Key 2 bedroom vacation rental sleeps 9 close to the beach and village
$149/night
Townhouse in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Siesta Key cottage rental with large pool and patio area 2 bedrooms sleeps 8
$325/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Pet Friendly house rental Siesta Key Florida 2 bedrooms short walk to the beach
$179/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Pet Friendly Siesta Key family vacation rental steps to the beach and village
$179/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Siesta Key Family vacation rental with 2 bedrooms close to beach and village
$179/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