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Featured Cottages in Sugarloaf Key and around

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is €196
includes taxes & fees
22 Sept - 23 Sept
Old Wooden Bridge Resort and Marina

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (86)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
The price is €325
includes taxes & fees
22 Sept - 23 Sept
Canal front, dockage, 2 bedroom, 2 bath

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is €379
includes taxes & fees
22 Oct - 23 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (162)
"Very nice cottage. Good location, clean and quiet. "
Conch Republic Consul General's Cottage.-Historic District

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

8.6 out of 10, Excellent, (119)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
Charming cottages, dockage, pool, just minutes to Key West

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

9.0 out of 10, Wonderful, (141)
"We had an excellent time , property was an excellent place for our vacation.We hope to come back next year"
Quaint cottage, pool, dockage just minutes to Key West!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (136)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (6)
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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

9.0 out of 10, Wonderful, (87)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
The price is €305
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

10.0 out of 10, Exceptional, (123)
"Great time. Would stay again. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (24)
"Amazing place and location to everything. Will definitely book this property again."
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

9.8 out of 10, Exceptional, (20)
"Will stay here again "
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Waterfront Home

8.6 out of 10, Excellent, (171)
"Venture out resort is a great vaca spot"
Waterfront Home

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (152)
"Good Fishing, Good local eateries. "
The price is €277
includes taxes & fees
22 Sept - 23 Sept
Cottage with Pool and Dockage, just minutes to Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

9.8 out of 10, Exceptional, (23)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

9.8 out of 10, Exceptional, (19)
"Place was a perfect location and was so cute."
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

9.0 out of 10, Wonderful, (155)
"Clean and comfortable."
Cottage with swimming pool and dockage, just minutes to Key West!

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

9.6 out of 10, Exceptional, (19)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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

9.6 out of 10, Exceptional, (29)
"Perfect little place. "
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

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

8.8 out of 10, Excellent, (162)
"We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year! "
Private Oceanfront Cottage with dockage, pool just minutes to 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.
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Top Sugarloaf Key Hotel Reviews

Find out more about Sugarloaf Key

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
1,865
Accommodation
115 Cottages
Lowest Price
€196
Highest Price
€379

Frequently asked questions

Why book your cottage in Sugarloaf Key with Expedia?
Expedia has some excellent cottages in Sugarloaf Key, so start planning for a memorable holiday close to nature. If you have a set budget, click on how much you want to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or free WiFi. We'll help you find the perfect place whatever your style of travel or plans.
How can I find cheap cottages in Sugarloaf Key?
A great way to find cheap cottages in Sugarloaf Key is with Expedia's convenient filter tool. Narrow your search by budget, star rating and amenities to grab awesome rates in just a few clicks.
What is there to do in Sugarloaf Key near my cottage?
After you've unpacked your things and settled in, set out and explore the wonderful things Sugarloaf Key has to offer. Florida Keys Beaches is a great attraction to add to your must-do list.

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Explore a world of travel with Expedia