Airbnb, Vacation Rentals in Saddlebunch Keys, FL

Compare 3,426 available, short term beachfront holiday vacation home properties, starts from $32

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 73%

Airbnb, Vacation rentals and hotel deals in Saddlebunch Keys, FL

The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
8.4 (11 reviews)
The Grand Turk by Brightwild | Sunset View & Pool
Condo · 2 Guests · 1 Bedroom
$662 /night*
View deal
Sugarloaf Lodge
Sugarloaf Lodge
Sugarloaf Lodge
Sugarloaf Lodge
8.3 (224 reviews)
Sugarloaf Lodge
Lodge · 2 Guests · 1 Bedroom
$249 /night
View deal
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Beautiful Houseboat in Key West
Boat · 2 Guests · 1 Bedroom
$450 /night
View deal
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
9.0 (110 reviews)
Quaint cottage, pool, dockage just minutes to Key West!
Cottage · 2 Guests · 1 Bedroom
$275 /night*
View deal
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.4 (41 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage · 2 Guests · 1 Bedroom
$275 /night*
View deal
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
9.6 (17 reviews)
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
Cottage · 2 Guests · 1 Bedroom
$699 /night*
View deal
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
9.4 (7 reviews)
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Holiday home · 2 Guests · 1 Bedroom
$1,832 /night*
View deal
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
9.6 (9 reviews)
ATLANTIS...Ocean Front Cottage Retreat!
Holiday home · 2 Guests · 1 Bedroom
$849 /night*
View deal
Seascape Vacation!!!
Seascape Vacation!!!
Seascape Vacation!!!
Seascape Vacation!!!
6.2 (7 reviews)
Seascape Vacation!!!
Holiday home · 2 Guests · 1 Bedroom
$195 /night*
View deal
The Samana Cay by Brightwild | Private Balcony
The Samana Cay by Brightwild | Private Balcony
The Samana Cay by Brightwild | Private Balcony
The Samana Cay by Brightwild | Private Balcony
9.0 (6 reviews)
The Samana Cay by Brightwild | Private Balcony
Condo · 2 Guests · 1 Bedroom
$650 /night*
View deal
The Gates Hotel Key West
The Gates Hotel Key West
The Gates Hotel Key West
The Gates Hotel Key West
7.7 (1032 reviews)
The Gates Hotel Key West
Hotel · 2 Guests · 1 Bedroom
$338 /night
View deal
Key West Luxury Houseboat
Key West Luxury Houseboat
Key West Luxury Houseboat
Key West Luxury Houseboat
9.4 (7 reviews)
Key West Luxury Houseboat
House boat · 2 Guests · 1 Bedroom
$799 /night*
View deal
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
9.2 (1013 reviews)
The Perry Hotel & Marina Key West
Resort · 2 Guests · 1 Bedroom
$383 /night
View deal
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort · 2 Guests · 1 Bedroom
$391 /night
View deal
24 North Hotel Key West
24 North Hotel Key West
24 North Hotel Key West
24 North Hotel Key West
7.5 (1482 reviews)
24 North Hotel Key West
Hotel · 2 Guests · 1 Bedroom
$346 /night
View deal
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
9.0 (19 reviews)
The Trinidad by Brightwild | Pool View & Parking
Condo · 2 Guests · 1 Bedroom
$643 /night*
View deal
Hampton Inn Key West FL
Hampton Inn Key West FL
Hampton Inn Key West FL
Hampton Inn Key West FL
Hampton Inn Key West FL
Hotel · 2 Guests · 1 Bedroom
$434 /night
View deal
Key West Marriott Beachside Hotel
Key West Marriott Beachside Hotel
Key West Marriott Beachside Hotel
Key West Marriott Beachside Hotel
7.8 (180 reviews)
Key West Marriott Beachside Hotel
Resort · 2 Guests · 1 Bedroom
$435 /night
View deal
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
9.4 (184 reviews)
Peaceful 2 BR Condo with All Amenities
Condo · 2 Guests · 1 Bedroom
$471 /night*
View deal
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
Villa · 2 Guests · 1 Bedroom
$908 /night
View deal
Search all

Vacation Destinations Near Saddlebunch Keys, FL

Airbnb, Holiday Beachfront House with Air Conditioning in Saddlebunch Keys, FL

Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Air Conditioning
Sun Outdoors Sugarloaf Key
Holiday home · 2 Guests · 1 Bedroom
$399 /night
View deal
Search all
How Does The Amenity Info Looks Like at Saddlebunch Keys, FL?
Amenity Info in Saddlebunch Keys, FL
+
Above shows the popular amenities in Saddlebunch Keys and the number of the rental properties associated with each amenity. In Saddlebunch Keys, 1653 rentals offer Internet or Wifi, 1653 rentals offer Air Conditioning, 1636 rentals offer TV. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Fireplace, Garden or Backyard.
How Does The Vacation Home Rental Price Look Like in Saddlebunch Keys, FL?
Vacation House & Condo Rental Price Information in Saddlebunch Keys, FL
+
The graph shows the percentages of vacation homes in each price bucket. Saddlebunch Keys has the largest percentage (18.69%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Popular Property Types in Saddlebunch Keys, FL?
Top Rental Accommodations in Saddlebunch Keys, FL
+
Before visiting Saddlebunch Keys, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Condo, Townhome, Cottage, Studio, Apartment, Boat, Mobile Home, Resort, Yacht, Villa, Cabin, Estate, House Boat, Hotel, Bungalow, Guest House, Recreational Vehicle, Bed And Breakfast. House is the most-liked rental type, with the largest percentage of 50.20%. The biggest home in this area available for rent is around 24354 square feet.The least popular accommodation in Saddlebunch Keys is Recreational Vehicle rentals
How Many Accommodations Are Not Pets Friendly in Saddlebunch Keys, FL?
Pets Allowed vs Not Allowed in Saddlebunch Keys, FL
+
34.27% of vacation homes in Saddlebunch Keys are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Best Tourist Attractions in Saddlebunch Keys, FL?
Must Visit Places In Saddlebunch Keys, FL
+
What are the Airports in Saddlebunch Keys, FL?
Top Airports in Saddlebunch Keys, FL
+

Airbnb, Holiday Beachfront House with Pool in Saddlebunch Keys, FL

BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Pool
9.4 (7 reviews)
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Holiday home · 2 Guests · 1 Bedroom
$1,832 /night*
View deal
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Pool
9.0 (110 reviews)
Quaint cottage, pool, dockage just minutes to Key West!
Cottage · 2 Guests · 1 Bedroom
$275 /night*
View deal
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
8.4 (41 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage · 2 Guests · 1 Bedroom
$275 /night*
View deal
Search all

Airbnb, Vacation Condo with Full Kitchen, and Other Rental Options in Saddlebunch Keys, FL

Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Peaceful 2 BR Condo with All Amenities
Full Kitchen
9.4 (184 reviews)
Peaceful 2 BR Condo with All Amenities
Condo · 2 Guests · 1 Bedroom
$471 /night*
View deal
The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
The Grand Turk by Brightwild | Sunset View & Pool
Full Kitchen
8.4 (11 reviews)
The Grand Turk by Brightwild | Sunset View & Pool
Condo · 2 Guests · 1 Bedroom
$662 /night*
View deal
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
The Trinidad by Brightwild | Pool View & Parking
Full Kitchen
9.0 (19 reviews)
The Trinidad by Brightwild | Pool View & Parking
Condo · 2 Guests · 1 Bedroom
$643 /night*
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers