Search Cottages in Sugarloaf Key

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Check prices for these dates

Compare 98 Cottages in Sugarloaf Key with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (219)
"So good"
The price is SAR 521
SAR 962 total
includes taxes & fees
29 Apr - 30 Apr
Old Wooden Bridge Resort and Marina

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (120)
"Cute little cottage perfect for my wife and I. Location is ideal for those who want to be in the heart of old town , only a block from Duval and within a stone’s throw of several great places to get drinks or food. The home is older , but was clean and comfortable. We had to reach out to the owners for two small issues which were addressed very quickly. "
Heart of Downtown Key West Cottage With Off-Street Parking

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (134)
"2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!"
Cottage with Pool and Boat Dockage just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (155)
"As always, we had a great time. Nothing fancy but just a quiet get-away. "
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.2 out of 10, Wonderful, (12)
"This place was perfect for a getaway in Key West. The location was close to many great restaurants and attractions. The room was spacious and comfortable and had everything we needed. It was spotless. Communication was excellent. I highly recommend, I would definitely stay there again."
The price is SAR 392
SAR 1,151 total
includes taxes & fees
29 Apr - 30 Apr
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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

10.0 out of 10, Exceptional, (118)
"The house was perfect for our group of 3 couples- we loved sitting out on the front porch - got lucky and parked golf cart in front every evening- close to Duval St - quiet area "
The price is SAR 1,688
SAR 2,855 total
includes taxes & fees
12 May - 13 May
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (140)
"Loved it here! Caught lots of mangrove snappers on the dock we had an amazing time will be back again. Thank you"
The price is SAR 656
SAR 1,307 total
includes taxes & fees
1 May - 2 May
Cottage with Pool and Dockage, just minutes to Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (72)
"Scenic and convenient"
The price is SAR 656
SAR 1,351 total
includes taxes & fees
29 Apr - 30 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.4 out of 10, Exceptional, (23)
"Really cool little "resort". Room was clean, nicely laid out, and it was nice to have a pool and laundry facilities. Location was great for me to dive in Key West or Middle Keys. Only complaint was TV not working correctly 2 out of 5 days and I have to watch morning news/weather and in the evening wind down. Could just be Direct TV issue? Regardless I would recommend the stay."
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (173)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
Direct Oceanfront Cottage-Sunrise View- #2,

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (39)
"Was such a great stay clean and everything we needed "
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

8.8 out of 10, Excellent, (68)
"This property could have been amazing but it needed a lot of TLC. The cottage was mostly clean but there were a few issues for me. Some crumbs still on kitchen counter top, dirty front porch and you could tell light switches we not wiped down - they were dirty. The property grounds were disappointing as well. the rusty grill, the torn up lawn chairs.thrown around. Definitely needed work around the property."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

9.6 out of 10, Exceptional, (11)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is SAR 510
SAR 1,315 total
includes taxes & fees
5 May - 6 May
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (114)
"We enjoyed are stay. The customer service was great. The area was quiet and had access to the water for a boat. "
Charming cottages, dockage, pool, just minutes to Key West

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (135)
"Had issue with tv, but host resolved quickly. Close to many places to eat."
Quaint cottage, pool, dockage just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (81)
"Property was adorable! Had all that we needed. Good use of space for a smaller home but decorated beautifully. The only issue was overflow parking as we had two cars and a boat trailer. We decided to put the trailer in overflow recommended but that was three miles away further than security said quarter mile. Where we stored though, Mitch and Rich, were great. We would come back again but with one less vehicle "
Canal front, dockage, 2 bedroom, 2 bath

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.4 out of 10, Exceptional, (86)
"Great location, loved the pool and outdoor patio"
The price is SAR 1,052
SAR 2,982 total
includes taxes & fees
8 May - 9 May
HIDDEN OASIS 3 blocks from Duval

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (79)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
The price is SAR 1,178
SAR 3,139 total
includes taxes & fees
24 May - 25 May
Get your ISLAND STLYE on!

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

9.0 out of 10, Wonderful, (145)
"Wonderful stay with great property and pool. Very well maintained!"
Cottage with swimming pool and dockage, just minutes to Key West!

STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

9.6 out of 10, Exceptional, (51)
"Thank you for a wonderful stay Glen and Hope! We loved the location it was convenient to travel to the Key West, yet far enough from the noise and party. Summerland Key itself is gorgeous! Few great spots for breakfast and lunch/dinner. Also every place around had fresh seafood and live music in the evening. Pool on the property was very clean and heated, which I loved since we got a few cooler days.Overall wonderful atmosphere. If we will be back to Key West next year, we will be back to stay...
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
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

2.5 star property
8.6 out of 10, Excellent, (219)
"So good"
The price is SAR 521
SAR 962 total
includes taxes & fees
29 Apr - 30 Apr
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (133)
"Really enjoyed the stay. All our “neighbors” were respectful of each other The boat house was clean The manatees stole the show!"
The price is SAR 537
SAR 1,233 total
includes taxes & fees
5 May - 6 May
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (294)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is SAR 1,234
SAR 1,494 total
includes taxes & fees
4 May - 5 May
Hyatt Vacation Club at Sunset Harbor, Key West
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.