Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Property Type

Location Type

Even More Filters

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Viewed 83 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1700 sq. ft.
avg/night
House #1115438vb
Viewed 12 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2100 sq. ft.
avg/night
House #923723vb
1
Viewed 20 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 954 sq. ft.
avg/night
House #645534vb
2
Viewed 233 times in the last 48 hours
Premier Partner
  • 5 BR
  • 3 BA
  • 1 HF BA
  • 2232 sq. ft.
Excellent! 4.3/5
(48 reviews)
avg/night
House #742748vb
48
Viewed 15 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #1185984vb
Viewed 51 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2100 sq. ft.
Excellent! 4.5/5
(11 reviews)
avg/night
House #194139vb
11
Viewed 23 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 2700 sq. ft.
avg/night
House #1093847vb
Viewed 81 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1975 sq. ft.
Exceptional! 5/5
(37 reviews)
avg/night
House #247141vb
37
Viewed 57 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
Exceptional! 5/5
(5 reviews)
avg/night
Condo #370684vb
5
Viewed 29 times in the last 48 hours
  • 3 BR
  • 3 BA
Wonderful! 4.9/5
(39 reviews)
avg/night
House #43380vb
39
Viewed 11 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1216 sq. ft.
avg/night
House #4055241
Viewed 10 times in the last 48 hours
  • 3 BR
  • 2 BA
Exceptional! 5/5
(5 reviews)
avg/night
House #489183vb
5
Viewed 8 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #398535
2
Viewed 17 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1450 sq. ft.
avg/night
House #994801vb
1
Viewed 171 times in the last 48 hours
Premier Partner
  • 5 BR
  • 3 BA
  • 3251 sq. ft.
avg/night
House #1208745vb
Viewed 32 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 1680 sq. ft.
avg/night
House #982347vb
2
Viewed 6 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2400 sq. ft.
avg/night
House #1210742vb
Viewed 67 times in the last 48 hours
  • 5 BR
  • 4 BA
avg/night
House #1188622vb
Viewed 26 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 2800 sq. ft.
avg/night
House #781611vb
2
Viewed 28 times in the last 48 hours
  • 3 BR
  • 2 BA
$99
avg/night
House #376170vb
2
Viewed 10 times in the last 48 hours
  • 2 BR
  • 3 BA
avg/night
House #1023956vb
2
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.7/5
(14 reviews)
avg/night
House #430548vb
14
Viewed 93 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2200 sq. ft.
Exceptional! 5/5
(11 reviews)
avg/night
House #386956
11
Viewed 16 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1800 sq. ft.
avg/night
House #563144vb
1
Viewed 19 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2400 sq. ft.
avg/night
Estate #785897vb
Viewed 9 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #430064vb
4
Viewed 13 times in the last 48 hours
  • 5 BR
  • 3 BA
avg/night
House #431470vb
3
Viewed 28 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2200 sq. ft.
avg/night
House #1219695vb
1
  • 4 BR
  • 4 BA
Exceptional! 5/5
(6 reviews)
avg/night
House #436830vb
6
  • 3 BR
  • 3 BA
  • 1 HF BA
  • 3100 sq. ft.
avg/night
House #906264vb
1
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1250 sq. ft.
avg/night
House #480802vb
1
Viewed 51 times in the last 48 hours
  • 2 BR
  • 2 BA
avg/night
House #1218316vb
Viewed 107 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 750 sq. ft.
Excellent! 4.5/5
(42 reviews)
avg/night
House #232722
42
Viewed 135 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
avg/night
Condo #1204639vb
2
Viewed 65 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 488 sq. ft.
Excellent! 4.6/5
(27 reviews)
avg/night
Mobile Home #608866vb
27
Viewed 148 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 950 sq. ft.
Exceptional! 5/5
(62 reviews)
avg/night
Mobile Home #241918vb
62
Viewed 60 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
Excellent! 4.7/5
(42 reviews)
avg/night
House #3499495
42
Viewed 143 times in the last 48 hours
  • 1 BR
  • 1 BA
Very Good! 4/5
(22 reviews)
avg/night
Cottage #791238vb
22
Viewed 59 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 800 sq. ft.
Wonderful! 4.8/5
(14 reviews)
avg/night
Mobile Home #778556vb
14
Viewed 219 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 672 sq. ft.
Excellent! 4.7/5
(30 reviews)
avg/night
Condo #293087
30
Viewed 48 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 840 sq. ft.
avg/night
Cottage #895860vb
3
Viewed 211 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 728 sq. ft.
Excellent! 4.5/5
(8 reviews)
avg/night
Cottage #1020341vb
8
Viewed 138 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 850 sq. ft.
Excellent! 4.6/5
(46 reviews)
avg/night
Bungalow #3579706
46
Viewed 11 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
  • 2300 sq. ft.
Wonderful! 4.9/5
(27 reviews)
avg/night
House #152144
27
Viewed 49 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 700 sq. ft.
Excellent! 4.4/5
(24 reviews)
avg/night
Bungalow #3567100
24
Viewed 313 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
Excellent! 4.4/5
(45 reviews)
avg/night
Condo #1204447vb
45
Viewed 183 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
Excellent! 4.6/5
(49 reviews)
avg/night
Condo #1204426vb
49
Viewed 305 times in the last 48 hours
  • 1 BR
  • 2 BA
avg/night
Boat #962127vb
1
Viewed 132 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(124 reviews)
avg/night
Townhome #499539vb
124
Viewed 209 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
Excellent! 4.4/5
(41 reviews)
avg/night
Condo #1204450vb
41

Sugarloaf Key: Houses, Condos & More (300+)

 

Recent Sugarloaf Key Reviews

The condo was very nice, considering the island was hit with such a bad hurricane.

4 of 5
The condo is right on the water and clean. There were small signs of water damage, but it was to be expected considering the recent hurricanes. Otherwise, the beds were comfortable, the kitchen was clean and worked great, and the location is perfect for either Key West or Marathon. Note: The community charges a 56.00 fee for registration that may not be known in advance.
  • Submitted: Jan 08, 2018
  • Stayed: Dec 2017

Incredible Home

5 of 5
Perfect location! Great layout! House like new and the lot and landscaping was tropical and fantastic. Awesome water front!
  • Submitted: Dec 23, 2017
  • Stayed: Dec 2017