A waterfront with a pier, calm water, and houses with palm trees in the background.

Search Lower Sugarloaf Key Cottage Rentals from CA $390

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Lower 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, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is CA $169
CA $390 total
includes taxes & fees
Jul 7 - Jul 8
Old Wooden Bridge Resort and Marina
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean and as described "
United States
Tim S.
The price is CA $256
CA $566 total
includes taxes & fees
Jul 5 - Jul 6
Waterfront Home
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (171 reviews)
"Great place "
United States
David
The price is CA $320
CA $586 total
includes taxes & fees
Jul 7 - Jul 8
Cottage with 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)
"All was excellent "
United States
Bryan M.
The price is CA $568
CA $991 total
includes taxes & fees
Jul 24 - Jul 25
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
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, (61 reviews)
"As ex Key west’s, we were very specific in the location that we wanted to bi in. This property was perfect for us. The compound was calm and quiet as well as extremely well kept. The communication with the management company was seamless."
United States
Donald
The price is CA $314
CA $889 total
includes taxes & fees
Jul 1 - Jul 2
OSPREY STUDIO @ The Colony-Sleeps up to 4
Exterior

OCEANIA... water front cottage retreat ~

OCEANIA... water front cottage retreat ~
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Super beautiful place and the decor was just on point."
United States
Josefina S.
The price is CA $1,134
CA $1,753 total
includes taxes & fees
Jul 12 - Jul 13
OCEANIA... water front cottage retreat ~
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, (148 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
The price is CA $333
CA $922 total
includes taxes & fees
Jul 23 - Jul 24
Get your ISLAND STLYE on!
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (101 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is CA $325
CA $911 total
includes taxes & fees
Jul 12 - Jul 13
HIDDEN OASIS 3 blocks from Duval
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (21 reviews)
"Location was great. "
United States
Karen B.
The price is CA $517
CA $1,148 total
includes taxes & fees
Jul 1 - Jul 2
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 Lower Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"First, let me say how amazing the staff was. Everyone we encountered was so friendly and helpful. The room and beds were updated and comfortable. It was nice to have 3 pool options, each with its own vibe. Unfortanitly, the sargassum was so bad, it made the beach inaccessible. The overwhelming smell was everywhere on the east side and couldn't be escaped. That's just nature and had nothing to do with the hotel; however, it would have been nice to know ahead of time. The front desk forgot to give us the free drink tickets, food credits, and a bottle of wine at check-in, so I had to go back to ask for them. The lady who assisted us with our bike and golf cart rental was a 6 out of 5. Truly the best! We would definitely come back, but would check for the sargassum before."
Casey 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

Find out more about Lower Sugarloaf Key

Lower Sugarloaf Key Cottages information

Number of reviews
349
Accommodation
99 Cottages
Lowest Price
CA $390
Highest Price
CA $390

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