Search Cottages in Sugarloaf Key

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

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Cottages in Sugarloaf Key

Exterior
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (260)
"I love this place!!!"
Greg
The price is AED 339
AED 898 total
includes taxes & fees
19 Oct - 20 Oct
Old Wooden Bridge Resort and Marina
Exterior
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
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!"
Michele S.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (155)
"Stayed 13 days perfect location and this was our second stay at Cudjoe Cottages. Was able to dock boat here but had to put in at Cudjoe Gardens marina, just 5 minutes away. Basic old school Florida key’s cottages,clean and inexpensive. Nice community pool also. Definitely will stay again."
Anonymous traveler
The price is AED 551
AED 1,162 total
includes taxes & fees
26 Oct - 27 Oct
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Canal front, dockage, 2 bedroom, 2 bath
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."
Jennifer D.
The price is AED 643
AED 1,439 total
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath
Exterior
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
8.2 out of 10, Very Good, (47)
"Was such a great stay clean and everything we needed "
TIFFANY H.
The price is AED 588
AED 1,283 total
includes taxes & fees
31 Oct - 1 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay here with our kids. Can’t beat the location."
Julia P.
The price is AED 507
AED 1,409 total
includes taxes & fees
20 Oct - 21 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Property grounds
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
Patrick M.
The price is AED 1,392
AED 2,664 total
includes taxes & fees
19 Oct - 20 Oct
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (128)
"Great time. Would stay again. "
Matthew C.
The price is AED 1,120
AED 2,119 total
includes taxes & fees
29 Oct - 30 Oct
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Marina
Living Life Dockside
Living Life Dockside
The price is AED 1,543
AED 1,956 total
includes taxes & fees
16 Nov - 17 Nov
Living Life Dockside
Exterior
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
9.8 out of 10, Exceptional, (8)
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior
HIDDEN OASIS 3 blocks from Duval
HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (94)
"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!"
Kathryn W.
HIDDEN OASIS 3 blocks from Duval
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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"
David K.
The price is AED 507
AED 1,409 total
includes taxes & fees
23 Oct - 24 Oct
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (22)
"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."
Rebecca K.
The price is AED 507
AED 1,428 total
includes taxes & fees
19 Oct - 20 Oct
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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."
Jessie T.
The price is AED 544
AED 1,487 total
includes taxes & fees
28 Oct - 29 Oct
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (23)
"Will stay here again "
Matt O.
The price is AED 569
AED 1,519 total
includes taxes & fees
17 Nov - 18 Nov
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (29)
"Amazing place and location to everything. Will definitely book this property again."
Kristie W.
The price is AED 485
AED 1,401 total
includes taxes & fees
18 Nov - 19 Nov
Egret Suite | Bright Retreat, 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.
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

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"."
Leslie 3-night trip
Posted 19 hours ago
La Concha Key West, Autograph Collection

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.