Search Cottages in Sugarloaf Key

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In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Our top choices for Sugarloaf Key cottages

Old Wooden Bridge Resort and Marina
Exterior

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 HK$604
HK$1,774 total
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
Canal front, dockage, 2 bedroom, 2 bath
Exterior

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 HK$1,245
HK$2,900 total
includes taxes & fees
28 Sept - 29 Sept
Canal front, dockage, 2 bedroom, 2 bath
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Exterior

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 HK$669
HK$2,465 total
includes taxes & fees
28 Sept - 29 Sept
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Conch Republic Consul General's Cottage.-Historic District
Property grounds

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
Exterior

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!
Exterior

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

9.0 out of 10, Wonderful, (142)
"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
Exterior

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
Exterior

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

10.0 out of 10, Exceptional, (6)
The price is HK$2,333
HK$4,434 total
includes taxes & fees
15 Oct - 16 Oct
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
Exterior

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

9.0 out of 10, Wonderful, (88)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
The price is HK$1,244
HK$2,717 total
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.
Exterior

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

10.0 out of 10, Exceptional, (124)
"Great time. Would stay again. "
The price is HK$1,944
HK$3,872 total
includes taxes & fees
1 Oct - 2 Oct
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio

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

9.6 out of 10, Exceptional, (26)
"Amazing place and location to everything. Will definitely book this property again."
The price is HK$669
HK$2,465 total
includes taxes & fees
26 Sept - 27 Sept
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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

9.8 out of 10, Exceptional, (20)
"Will stay here again "
The price is HK$684
HK$2,422 total
includes taxes & fees
30 Sept - 1 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Waterfront Home
Outdoor dining

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
Exterior

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (154)
"Good Fishing, Good local eateries. "
The price is HK$1,166
HK$2,467 total
includes taxes & fees
26 Sept - 27 Sept
Cottage with Pool and Dockage, just minutes to Key West
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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"
The price is HK$669
HK$2,465 total
includes taxes & fees
27 Sept - 28 Sept
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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

9.8 out of 10, Exceptional, (20)
"Place was a perfect location and was so cute."
The price is HK$669
HK$2,465 total
includes taxes & fees
26 Sept - 27 Sept
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

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!
Terrace/patio

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."
The price is HK$669
HK$2,465 total
includes taxes & fees
28 Sept - 29 Sept
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Beach

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!
Exterior

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

8.8 out of 10, Excellent, (162)
"The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive."
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

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Everything was good, good location, private beach good food at marlins good service with the waiter filip "
Ivan 2-night trip
Posted 3 days ago
The Reach Key West, Curio Collection by Hilton

Find out more about Sugarloaf Key

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
1,868
Accommodation
117 Cottages
Lowest Price
HK$1,774
Highest Price
HK$4,434

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia