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Compare 814 Vacation Homes in Sugarloaf Key with updated reviews, rates, and availability.

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
9.2 out of 10, Wonderful, (193)

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
9.8 out of 10, Exceptional, (98)

May Spec 159.+ 5-19-23 & 5-26-29 NEWLY Redone. Not shown in current pics I
May Spec 159.+ 5-19-23 & 5-26-29 NEWLY Redone. Not shown in current pics I
9.0 out of 10, Wonderful, (164)

Spec.@159.+ 5-14 to 16 and 5-19 to 21 + extras Close to beach plus kitchen
Spec.@159.+ 5-14 to 16 and 5-19 to 21 + extras Close to beach plus kitchen
9.6 out of 10, Exceptional, (216)

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, (46)

Captain's Daughter: Oversized home for the whole family w/private pool & dock
Captain's Daughter: Oversized home for the whole family w/private pool & dock
9.8 out of 10, Exceptional, (127)

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
9.6 out of 10, Exceptional, (76)

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
9.8 out of 10, Exceptional, (180)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
8.6 out of 10, Excellent, (230)
The price is AED 511
AED 942 total
includes taxes & fees
11 May - 12 May

Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
9.0 out of 10, Wonderful, (137)
The price is AED 526
AED 1,207 total
includes taxes & fees
22 May - 23 May

Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
8.4 out of 10, Very Good, (295)
The price is AED 1,090
AED 1,329 total
includes taxes & fees
7 Jun - 8 Jun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Sugarloaf Key hotels
Recent reviews of Sugarloaf Key hotels

The Gates Hotel Key West Newly Renovated
5/5 Excellent
"Had a little issue with check in. The manager stepped up and corrected it . Stay was enjoyable. Will definitely go back"
A verified traveler stayed at The Gates Hotel Key West Newly Renovated
Posted 21 hours ago
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