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Our top choices for Sugarloaf Key cottages
Cottage in Punta Brisa
Old Wooden Bridge Resort and Marina8.6 out of 10, Excellent, (279)
"We loved it here. So beautiful and quiet."
Mark
$241 nightly
The price is $271
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cottage in Cudjoe Key
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West8.6 out of 10, Excellent, (52)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
Lauren R.
$312 nightly
The price is $346
Dec 21 - Dec 22
Total with taxes and fees
Cottage in Cudjoe Key
Private Oceanfront Cottage with dockage, pool just minutes to Key West!8.6 out of 10, Excellent, (164)
"Bad need of repair....rust....no boat ramp......shallow water....screened in porch was aweful with holes in the screens and lots of mosquitos and rusted grill."
Debra M.
$257 nightly
The price is $285
Dec 21 - Dec 22
Total with taxes and fees
Cottage in Cudjoe Key
Charming cottages, dockage, pool, just minutes to Key West8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
Randy G.
$297 nightly
The price is $330
Dec 21 - Dec 22
Total with taxes and fees
Cottage in Cudjoe Key
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!9.6 out of 10, Exceptional, (12)
"The owners were fantastic to deal with and the house was great. "
Anonymous traveler
$348 nightly
The price is $387
Dec 23 - Dec 24
Total with taxes and fees
Cottage in Cudjoe Key
Canal front, dockage, 2 bedroom, 2 bath9.0 out of 10, Wonderful, (89)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
Jennifer D.
$334 nightly
The price is $370
Dec 21 - Dec 22
Total with taxes and fees
Cottage in Old Town Key West
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
Charles I.
$539 nightly
The price is $593
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage in Cudjoe Key
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West8.8 out of 10, Excellent, (90)
"Nice place to vacation "
Kevin D.
$312 nightly
The price is $346
Dec 21 - Dec 22
Total with taxes and fees
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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Top Sugarloaf Key Hotel Reviews
Pier House Resort & Spa
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Cottages information
Number of reviews | 1,558 |
|---|---|
Accommodation | 109 Cottages |
Lowest Price | $271 |
Highest Price | $759 |
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