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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Cottages in Sugarloaf Key

Our top choices for Sugarloaf Key cottages

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

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

8.6 out of 10, Excellent, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
The price is ￥18,368
￥37,323 total
includes taxes & fees
Aug 27 - Aug 28
Cottage with Pool and Boat Dockage just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
The price is ￥23,510
￥51,337 total
includes taxes & fees
Aug 26 - Aug 27
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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 ￥11,461
￥45,284 total
includes taxes & fees
Aug 26 - Aug 27
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Living Life Dockside
Marina

Living Life Dockside

The price is ￥55,543
￥70,421 total
includes taxes & fees
Aug 26 - Aug 27
Living Life Dockside
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, (3)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
The price is ￥33,062
￥69,926 total
includes taxes & fees
Sep 10 - Sep 11
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby

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

10.0 out of 10, Exceptional, (123)
"The property owner and staff do a great job of communicating. House is very clean and worked well for us"
The price is ￥36,735
￥74,499 total
includes taxes & fees
Aug 27 - Aug 28
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (19)
"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 ￥11,461
￥45,284 total
includes taxes & fees
Aug 27 - Aug 28
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥11,461
￥45,284 total
includes taxes & fees
Aug 26 - Aug 27
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
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, (24)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
The price is ￥11,461
￥45,284 total
includes taxes & fees
Aug 26 - Aug 27
Egret Suite | Bright Retreat, Hot Tubs, Steps from 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, (18)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
The price is ￥12,784
￥47,052 total
includes taxes & fees
Aug 31 - Sep 1
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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, (18)
"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 ￥13,225
￥47,738 total
includes taxes & fees
Sep 1 - Sep 2
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"We just got home from a week stay at the Hampton Inn resort. Our room was comfortable and received daily cleaning service. The frig and microwave was nice to have. Love the first two middle buildings that surround the pool. The pool was a good size and clean. The Cheekie Hut provided great service and good food, available to order until 7 or a little after in the evening. The breakfast provided was always good with a large variety. The team was pleasant to work with and assisted us with anything we needed. The shuttle to and from airport was super convenient and was a great option to get downtown, running every 45 minutes. We would definitely recommend this property. Keep in mind, you do need the shuttle or another form of transportation to get to the old town area and duval street."
Sherrie 7-night trip
Posted 1 day ago
Hampton Inn Key West FL

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 vacay 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.