Sugarloaf Key Luxury Vacation Rentals
-
Best-rated
Key West Villas
512 Angela Street
27.2 km (16.9 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
-
Car park
US$ 15 per day
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
9.7
270 reviews
~
US$314
/ night
Key West Villas
27.2 km (16.9 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
-
Car park
US$ 15 per day
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Key West Villas
9.7
270 reviews
From
US$ 314
/ night
-
Guest favorite
Sugarloaf Key Rv Resort & Cottages
3000 Johnson Road
4.4 km (2.7 mi) from Sugarloaf Key
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Bar/ Lounge area
- Outdoor swimming pool
9.1
617 reviews
~
US$359
/ night
Sugarloaf Key Rv Resort & Cottages
4.4 km (2.7 mi) from Sugarloaf Key
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Bar/ Lounge area
- Outdoor swimming pool
Sugarloaf Key Rv Resort & Cottages
9.1
617 reviews
From
US$ 359
/ night
-
Great deal
Tropical Cottages
243 61St Street Gulf
48.9 km (30.4 mi) from Sugarloaf Key
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
7.9
406 reviews
~
US$83
/ night
Tropical Cottages
48.9 km (30.4 mi) from Sugarloaf Key
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
Tropical Cottages
7.9
406 reviews
From
US$ 83
/ night
Cheap Vacation Rentals in Sugarloaf Key Florida
Seashells Getaway - Boat Slip, Ramp, Pool
105 Avenue D
54.9 km (34.1 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Pool with view
9.9
12 reviews
~
US$205
/ night
Seashells Getaway - Boat Slip, Ramp, Pool
54.9 km (34.1 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Pool with view
Seashells Getaway - Boat Slip, Ramp, Pool
9.9
12 reviews
From
US$ 205
/ night
Aqua Lodges At 47Th Street
1 47Th Street Gulf
47.7 km (29.6 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
8.6
253 reviews
~
US$218
/ night
Aqua Lodges At 47Th Street
47.7 km (29.6 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
Aqua Lodges At 47Th Street
8.6
253 reviews
From
US$ 218
/ night
Old Wooden Bridge Resort & Marina
1791 Bogie Drive
21.3 km (13.2 mi) from Sugarloaf Key
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
7.9
330 reviews
~
US$149
/ night
Old Wooden Bridge Resort & Marina
21.3 km (13.2 mi) from Sugarloaf Key
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Old Wooden Bridge Resort & Marina
7.9
330 reviews
From
US$ 149
/ night
Pet Friendly Vacation Rentals Sugarloaf Key Florida
Vacation Rental Florida Keys
11202 3Rd Avenue Ocean
52.7 km (32.7 mi) from Sugarloaf Key
85
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
10
7 reviews
~
US$213
/ night
Vacation Rental Florida Keys
52.7 km (32.7 mi) from Sugarloaf Key
85
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Vacation Rental Florida Keys
10
7 reviews
From
US$ 213
/ night
-
Private beach
Your Happy Place On The Beach!
201 East Ocean Drive, 3-103
54.6 km (33.9 mi) from Sugarloaf Key
92
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Golf course
- Heated swimming pool
10
7 reviews
~
US$218
/ night
Your Happy Place On The Beach!
54.6 km (33.9 mi) from Sugarloaf Key
92
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Golf course
- Heated swimming pool
Your Happy Place On The Beach!
10
7 reviews
From
US$ 218
/ night
The Bartlum-Luxurious Studio
533 Caroline Street
27.3 km (17.0 mi) from Sugarloaf Key
51
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
9
42 reviews
~
US$186
/ night
The Bartlum-Luxurious Studio
27.3 km (17.0 mi) from Sugarloaf Key
51
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
The Bartlum-Luxurious Studio
9
42 reviews
From
US$ 186
/ night
Sugarloaf Key Vacation Rentals Oceanfront
Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo
915 Eisenhower Drive
25.8 km (16.0 mi) from Sugarloaf Key
121
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
9.1
18 reviews
~
US$184
/ night
Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo
25.8 km (16.0 mi) from Sugarloaf Key
121
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo
9.1
18 reviews
From
US$ 184
/ night
Tree Top Paradise
701 Spanish Main Drive 179
7.6 km (4.7 mi) from Sugarloaf Key
78
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Billiard tables
- Saltwater pool
8.7
56 reviews
~
US$237
/ night
Tree Top Paradise
7.6 km (4.7 mi) from Sugarloaf Key
78
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Billiard tables
- Saltwater pool
Tree Top Paradise
8.7
56 reviews
From
US$ 237
/ night
Rose Lane Villas
511 Eaton Street (Check-In Location)
27.3 km (17.0 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
-
Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
8.6
272 reviews
~
US$709
/ night
Rose Lane Villas
27.3 km (17.0 mi) from Sugarloaf Key
- Cookware/ Kitchen utensils
-
Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Rose Lane Villas
8.6
272 reviews
From
US$ 709
/ night
Sugarloaf Key Vacation Rentals with Private Pool
Grand Marina Suite -Waterfront Condo
Peninsular Avenue 6000
19.5 km (12.1 mi) from Sugarloaf Key
166
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
8.6
127 reviews
~
US$325
/ night
Grand Marina Suite -Waterfront Condo
19.5 km (12.1 mi) from Sugarloaf Key
166
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Grand Marina Suite -Waterfront Condo
8.6
127 reviews
From
US$ 325
/ night
Yellowfin Ledge
1201 Duval Street 2
27.1 km (16.8 mi) from Sugarloaf Key
37
- Tea and coffee facilities
10
4 reviews
~
US$236
/ night
Yellowfin Ledge
27.1 km (16.8 mi) from Sugarloaf Key
37
- Tea and coffee facilities
Yellowfin Ledge
10
4 reviews
From
US$ 236
/ night
-
Top location
Sugarloaf Lodge
17001 Overseas Highway
3.3 km (2.1 mi) from Sugarloaf Key
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
7.9
400 reviews
~
US$299
/ night
Sugarloaf Lodge
3.3 km (2.1 mi) from Sugarloaf Key
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
Sugarloaf Lodge
7.9
400 reviews
From
US$ 299
/ night
-
Private beach
Nautilus...Ocean Front Cottage Retreat ~
701 Spanish Main Drive
7.9 km (4.9 mi) from Sugarloaf Key
79
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
9.4
20 reviews
~
US$426
/ night
Nautilus...Ocean Front Cottage Retreat ~
7.9 km (4.9 mi) from Sugarloaf Key
79
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Nautilus...Ocean Front Cottage Retreat ~
9.4
20 reviews
From
US$ 426
/ night
Sea Breeze -Great Location!
Whitehead Street 1025
27.2 km (16.9 mi) from Sugarloaf Key
74
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Patio
9.2
35 reviews
~
US$355
/ night
Sea Breeze -Great Location!
27.2 km (16.9 mi) from Sugarloaf Key
74
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Patio
Sea Breeze -Great Location!
9.2
35 reviews
From
US$ 355
/ night
Casa Blue Pelican.
11545 2Nd Avenue Ocean
52.9 km (32.9 mi) from Sugarloaf Key
111
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Billiard tables
- Sun terrace
9.8
18 reviews
~
US$510
/ night
Casa Blue Pelican.
52.9 km (32.9 mi) from Sugarloaf Key
111
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Billiard tables
- Sun terrace
Casa Blue Pelican.
9.8
18 reviews
From
US$ 510
/ night
Ocean Front Breeze In Paradise
10877 Overseas Highway 21
52.3 km (32.5 mi) from Sugarloaf Key
425
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Laundry
- Heating
10
3 reviews
~
US$195
/ night
Ocean Front Breeze In Paradise
52.3 km (32.5 mi) from Sugarloaf Key
425
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Laundry
- Heating
Ocean Front Breeze In Paradise
10
3 reviews
From
US$ 195
/ night
Ma159 Tarpon Breeze
10877 Overseas Hwy Unit 92
52.3 km (32.5 mi) from Sugarloaf Key
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Golf course
- Pool with view
9.6
8 reviews
~
US$178
/ night
Ma159 Tarpon Breeze
52.3 km (32.5 mi) from Sugarloaf Key
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Golf course
- Pool with view
Ma159 Tarpon Breeze
9.6
8 reviews
From
US$ 178
/ night
Are you in a hurry?
Here is a quick list of Vacation Rentals in Sugarloaf Key, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Key West Villas |
9.7 / 10 (270 Reviews) |
From 314$ | |
| Sugarloaf Key Rv Resort & Cottages |
9.1 / 10 (617 Reviews) |
From 359$ | |
| Tropical Cottages |
7.9 / 10 (406 Reviews) |
From 83$ | |
| Seashells Getaway - Boat Slip, Ramp, Pool |
9.9 / 10 (12 Reviews) |
From 205$ | |
| Aqua Lodges At 47Th Street |
8.6 / 10 (253 Reviews) |
From 218$ |