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

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Siesta Key Luxury Rental Properties - Stay In Style on Siesta Key Florida!
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  Air Conditioning
  Dishwasher
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All Rentals from Siesta Key Luxury Rental Properties

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Pool & Back Elevation
$650/night
Siesta Palooza
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties
Sunset from the Master Suite Balcony
$700/night
Sunset View
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties
View from the Balcony
$590/night
Sunset Gulf
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
$770/night
Point Break
Home in Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties
Sun Deck in pool perfect for tanning or kids
$625/night
Sunset Splash
Home in Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 23
Siesta Key Luxury Rental Properties
Recently Remodeled and Absolutely Stunning
$645/night
Surf View
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
$625/night
Sea Spray
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
$725/night
Aloft on Canal
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties
Ocean Overlook - Amazing Home, Pool, and Views
$980/night
Ocean Overlook
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties
Beautiful Pool Area
$425/night
Island House
Home in Siesta Key Florida
7 Beds • 6 Full Baths • Sleeps 21
Siesta Key Luxury Rental Properties
Bathroom copy
$690/night
Talk To The Sand
Home in Siesta Key Florida
7 Beds • 7 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties
Heated pool with spa !
$525/night
Summer House
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties
Amazing Pool and Back Yard Area - Waterfront Dock
$425/night
Dry Dock
Townhouse in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties
This 6 Bedroom Home is Absolutely Stunning
$790/night
Blue Paradise
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties
Pool w/ Waterfall at Twilight
$625/night
High Tide
Home 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
$650/night
Salty Dog
Home in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 17
Siesta Key Luxury Rental Properties
rooftop sample
$590/night
Shell-Abrate Good Times
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties
Old Image-Relax in the heated pool
$525/night
Sugar Sand Cottage
Home 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
$700/night
The Pool House
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties
What a Backyard!
$500/night
On The Rocks
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 15
Siesta Key Luxury Rental Properties
Pool and Back Yard Area
$700/night
Bahama Mama
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties
Paradise Cove
$690/night
Paradise Cove
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties
Southern Exposure - Siesta Key Luxury Rental Properties
$390/night
Southern Exposure
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties
Backyard at Sunset
$740/night
Modern Marvel
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties
Lost Shaker of Salt - Siesta Key Luxury Rental Properties
$200/night
Lost Shaker of Salt
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 13
Siesta Key Luxury Rental Properties
Plenty of seating for all in the living room
$270/night
Tarpon Villa
Townhouse in Siesta Key Florida
4 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties
The Hideaway - Gated Private Residence with Heated Pool
$425/night
The Hideaway
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties
Changing Channels - Siesta Key Luxury Rental Properties
$295/night
Changing Channels
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties
Stunning Waterfront Home with Oversized Pool and Spa
$800/night
Mainsail
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties
Brisas Del Mar - Siesta Key Luxury Rental Properties
$270/night
Brisas Del Mar
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
$335/night
Island Time West
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)
$335/night
Island Time East
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
$470/night
Aruba
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties
Salt Break - Siesta Key Luxury Rental Properties
$240/night
Salt Break
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties
Expansive Living Room w/ Great Built In Entertainment Center
$345/night
Siesta Sun
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties
Great Room - Living, Dining, Kitchen
$335/night
Island Sun
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
$235/night
Fins Up
Duplex 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
$225/night
Blue Lagoon
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties
Sea La Vie- Siesta Key Luxury Rental Properties
$295/night
Sea La Vie
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties
Cute little house minutes from the beach
$300/night
Beach Retreat
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties
Catch some rays on the Rooftop Deck!
$500/night
Casa Siesta
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties
Dock at Blue Bayou
$300/night
Blue Bayou
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 6
Siesta Key Luxury Rental Properties
Living space
$215/night
Private Beach House
Townhouse in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties
Adorable Living Room
$260/night
The Mahi
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
$165/night
Salty Summer
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties
Large shared pool area
$175/night
Summer Salt
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
$260/night
Southern Comfort
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties
Gorgeous Pergula Awning form an Amazing Patio Area
$405/night
Bimini Breeze
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Siesta Key Luxury Rental Properties