Search Sugarloaf Key Cottage Accommodations

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured Cottages in Sugarloaf Key

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 AU$334
includes taxes & fees
5 Oct - 6 Oct
Old Wooden Bridge Resort and Marina
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, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
The price is AU$536
includes taxes & fees
23 Oct - 24 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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 AU$485
includes taxes & fees
4 Oct - 5 Oct
Cottage with Pool and Dockage, just minutes to Key West
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

8.2 out of 10, Very good, (47)
"Was such a great stay clean and everything we needed "
The price is AU$514
includes taxes & fees
5 Oct - 6 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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 AU$503
includes taxes & fees
5 Oct - 6 Oct
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Property grounds

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

9.8 out of 10, Exceptional, (26)
"This was the perfect place to rent for a boat It was clean and had everything we needed"
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
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 AU$534
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Living Life Dockside
Marina

Living Life Dockside

The price is AU$720
includes taxes & fees
6 Oct - 7 Oct
Living Life Dockside
Get your ISLAND STLYE on!
Exterior

Get your ISLAND STLYE on!

2.0 star property
9.8 out of 10, Exceptional, (81)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
The price is AU$1,170
includes taxes & fees
17 Oct - 18 Oct
Get your ISLAND STLYE on!
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, (7)
The price is AU$874
includes taxes & fees
15 Oct - 16 Oct
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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, (24)
"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 AU$503
includes taxes & fees
5 Oct - 6 Oct
Osprey Suite | Charming Hideaway, 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, (26)
"Amazing place and location to everything. Will definitely book this property again."
The price is AU$503
includes taxes & fees
5 Oct - 6 Oct
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, (20)
"Place was a perfect location and was so cute."
The price is AU$503
includes taxes & fees
5 Oct - 6 Oct
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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

10.0 out of 10, Exceptional, (21)
"Will stay here again "
The price is AU$503
includes taxes & fees
5 Oct - 6 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
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 AU$504
includes taxes & fees
8 Oct - 9 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
HIDDEN OASIS 3 blocks from Duval
Exterior

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.6 out of 10, Exceptional, (92)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
HIDDEN OASIS 3 blocks 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"I appreciate the room change after our first night. "
Graydon 3-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Find out more about Sugarloaf Key

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Frequently asked questions

What is there to do in Sugarloaf Key near my cottage?
Once you've settled into your hotel, head out and explore the fun things Sugarloaf Key has to offer. Florida Keys Beaches is a top attraction to add to your to-do list.

Explore a world of travel with Expedia

Explore a world of travel with Expedia