Search Cottages in Lower Sugarloaf Key

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in Lower Sugarloaf Key and around

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (197)
"Our space was nice and the woman was nice and friendly. There were many deer walking through. We didn't spend a lot of time at the property as we were out exploring Key West and other beaches."
The price is €245
includes taxes & fees
16 Mar - 17 Mar
Old Wooden Bridge Resort and Marina

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

8.6 out of 10, Excellent, (108)
"Enjoyed the serenity of your place "
The price is €388
includes taxes & fees
14 Mar - 15 Mar
Charming cottages, dockage, pool, just minutes to Key West

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (119)
"This cottage was amazing for so many different reasons. Location, quiet, and detail to guests needs. Marcela was a great communicator. No need to communicate too much, everything worked great! We are returning next year!"
Heart of Downtown Key West Cottage With Off-Street Parking

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay."
The price is €447
includes taxes & fees
15 Mar - 16 Mar
Cottage with Pool and Dockage, just minutes to Key West

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

8.8 out of 10, Excellent, (150)
"This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally. "
The price is €358
includes taxes & fees
29 Mar - 30 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (152)
"We enjoyed our stay. Everything was perfect, thanks"
Conch Republic Consul General's Cottage.-Historic District

Waterfront Home

8.8 out of 10, Excellent, (156)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
Waterfront Home

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

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.4 out of 10, Exceptional, (8)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is €525
includes taxes & fees
14 Mar - 15 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

10.0 out of 10, Exceptional, (6)
"We had a lovely time. Our neighbors were nice. It was quiet. The walls are thick because my husband listens to the tv very loudly and the neighbors said they couldn't hear a thing. The washer and dryers worked great! It was wonderful! Even with the quaint little bar across the street playing music, you couldn't hear it once we were in our room. The little market next door had everything we needed. It was a relaxing, enjoyable stay. We would definitely stay again. "
The price is €532
includes taxes & fees
25 Mar - 26 Mar
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

SEA SHELL COTTAGE UNIT #2 Sleeps 2

9.4 out of 10, Exceptional, (19)
"We stayed in the sea shell cottage, perfect for two. The unit was clean and the grounds were beautiful. There is a grill and a flattop griddle you can use. We went out for most meals so we didn’t use them. Close to a ton a restaurants, good recommendations in the book Had a great time! Will be back"
SEA SHELL COTTAGE UNIT #2 Sleeps 2

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

8.8 out of 10, Excellent, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is €415
includes taxes & fees
23 Mar - 24 Mar
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

8.6 out of 10, Excellent, (41)
"A great value"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is €388
includes taxes & fees
28 Mar - 29 Mar
Direct Oceanfront Cottage-Sunrise View- #2,

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

10.0 out of 10, Exceptional, (4)
"We’ve stayed there 4 of the last times we were in KW. Great location a bit pricey but it’s always a nice stay"
The price is €524
includes taxes & fees
13 Mar - 14 Mar
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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

9.2 out of 10, Wonderful, (68)
"Beach towels!! The cottage is very cute. Very basic kitchen supplies and bathroom supplies. No extra comfort amenities...travel mugs, beach chairs, hot pads for kitchen, toilet paper, beach towels. And if you plan to wash anything bring coins. 1.50 per wash "
The price is €344
includes taxes & fees
26 Mar - 27 Mar
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

8.0 out of 10, Very good, (36)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is €345
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
The price is €420
includes taxes & fees
15 Mar - 16 Mar
Quaint cottage, pool, dockage just minutes to Key West!

PALM COTTAGE Sleeps 4

10.0 out of 10, Exceptional, (38)
"Loved our stay at Palm Cottage!"
PALM COTTAGE Sleeps 4

FLAMINGO COTTAGE UNIT #1 Sleeps 4

9.8 out of 10, Exceptional, (36)
"Great place to stay! We spent a week and were on the go the whole time. Centrally located with great things to do all over the Keys it worked great for us! "
FLAMINGO COTTAGE UNIT #1 Sleeps 4
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.
Don't see what you're looking for?
See all available properties in Lower Sugarloaf Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (197)
"Our space was nice and the woman was nice and friendly. There were many deer walking through. We didn't spend a lot of time at the property as we were out exploring Key West and other beaches."
The price is €245
includes taxes & fees
16 Mar - 17 Mar
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (122)
"We enjoyed the small deck that allowed us to watch the boat activity. The shower was so slick it was dangerous to use. It was a little inconvenient to either walk on the short gravel path or walk on the decking and step over all the hoses that were used by the fishing boats. Overall, it was about what we expected from the web site description."
The price is €394
includes taxes & fees
1 Apr - 2 Apr
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Thank you"
Steps from Duval, Pool on Site & Bikes Included!
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.