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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Sugarloaf Key cottages

Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (314 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
The price is SAR 632
SAR 1,238 total
includes taxes & fees
1 Apr - 2 Apr
Old Wooden Bridge Resort and Marina
Exterior

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
Cudjoe Key
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is SAR 760
SAR 1,486 total
includes taxes & fees
3 Apr - 4 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Canada
Jennifer
Cottage with swimming pool and dockage, just minutes to Key West!
Property grounds

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"The owners were fantastic to deal with and the house was great. "
United States
Anonymous traveler
The price is SAR 525
SAR 1,374 total
includes taxes & fees
8 Apr - 9 Apr
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is SAR 844
SAR 1,700 total
includes taxes & fees
29 Mar - 30 Mar
Waterfront Home
Exterior

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is SAR 1,162
SAR 2,784 total
includes taxes & fees
5 Apr - 6 Apr
Beautiful Cottage & Amenities in Gated Community
Exterior

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
Cudjoe Key
8.8 out of 10, Excellent, (93 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is SAR 929
SAR 1,718 total
includes taxes & fees
4 Apr - 5 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Outdoor dining

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay. "
United States
Chris S.
The price is SAR 1,576
SAR 2,318 total
includes taxes & fees
29 Mar - 30 Mar
Living Life Dockside
Property grounds

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (28 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Terrace/patio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (56 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
OSPREY STUDIO @ The Colony-Sleeps up to 4
Exterior

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (140 reviews)
"Great place to stay"
United States
JEFFREY Z.
The price is SAR 1,501
SAR 2,618 total
includes taxes & fees
22 Apr - 23 Apr
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Parking was easy. This was we a great place for me and my pup!"
United States
Tiffany H.
The price is SAR 1,243
SAR 2,885 total
includes taxes & fees
19 Apr - 20 Apr
HIDDEN OASIS 3 blocks from Duval
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.0 out of 10, Wonderful, (15 reviews)
"Great place to stay! "
United States
sarah R.
The price is SAR 1,979
SAR 3,806 total
includes taxes & fees
2 Apr - 3 Apr
Find your zen at HIDDEN TREASURE
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

Pier House Resort & Spa

6/10 Okay
"Beach was small, overcrowded, no beds available around pool but resort fees still charged although we didn't use any of them"
Haley 3-night trip
Posted 3 hours ago
Pier House Resort & Spa

Frequently asked questions

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