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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 46 Cottages in Florida Keys with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (191)
"Everything about it was great"
The price is AED 511
AED 942 total
includes taxes & fees
24 Feb - 25 Feb
Old Wooden Bridge Resort and Marina
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very Good, (781)
"The tropical cottages was a spectacular place to stay. Online check in did not work well and the lady i dealt with when i arrived spoke zero English, although she did get me checked in and showed me to my cottage. The scenery outside the cottage was beautiful, and the cottage itself was inviting and comfortable. I would stay again in a heartbeat. "
The price is AED 731
AED 822 total
includes taxes & fees
25 Feb - 26 Feb
Tropical Cottages
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, (42)
"My 17 year old son and I stayed in the cottage (#14) for a 5 day visit. While there we hit some nice snorkeling locations. We loved the location as it's 22 miles out of Key West and we could avoid the crowds. It has very close proximity to the ocean with docks. Fine dining was available within an 11 mile radius. We cannot wait to return and would stay with this property again. An older but clean cottage with a nice kitchen, nice shower, cable TV and cold A/C. The screened in front porch was...
The price is AED 863
AED 1,630 total
includes taxes & fees
3 Mar - 4 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
Exterior detail

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

8.8 out of 10, Excellent, (61)
"Somewhat threadbare but clean and stocked kitchen"
The price is AED 643
AED 1,353 total
includes taxes & fees
27 Feb - 28 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Boat Dockage just minutes to Key West!
Pool

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!
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, (132)
"It is what it is, only wish the furniture was not worn out. "
The price is AED 918
AED 1,630 total
includes taxes & fees
4 Mar - 5 Mar
Quaint cottage, pool, 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

9.2 out of 10, Wonderful, (67)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
The price is AED 918
AED 1,699 total
includes taxes & fees
5 Mar - 6 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Property grounds

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (20)
"Our stay was very pleasant. Enjoyed the pool and paddle board courts. The unit was clean and comfortable. Jessica was super easy to reach and extremely responsive. "
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Waterfront Cozy Cottage with Boat Ramp & Dock!
Cozy Cottage dock for fishing, snorkeling, and relaxing.

Waterfront Cozy Cottage with Boat Ramp & Dock!

10.0 out of 10, Exceptional, (54)
"Brother-in-law and I stayed for 3 nights for a quick fishing getaway. The property was perfect for our needs. The property manager was proactive and communicative. He even reached out the day of check-in to let us know an early check-in was available. The property was in a nice quiet area, but just close enough to Kiki's to hear the evening live music from the fantastic pier. Also, within walking distance to Kiki's for a quick bite and a drink after fishing.The property was extremely clean...
Waterfront Cozy Cottage with Boat Ramp & Dock!
Waterfront Home
View from the porch

Waterfront Home

8.8 out of 10, Excellent, (155)
"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
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Aerial view

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

10.0 out of 10, Exceptional, (11)
"Super cute bungalow surrounded by a beautiful lake. The location was perfect for us and super convenient to Key West! The staff was very friendly and very helpful. After hours check-in was very smooth. We will stay there again when we are in the area!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Drive to cottages

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

8.6 out of 10, Excellent, (38)
"Nice place. "
The price is AED 863
AED 1,630 total
includes taxes & fees
8 Mar - 9 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
Exterior

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (76)
"Cute house with wonderful features. Covered deck was a nice place to enjoy a book and meal. The open design of the living room and kitchen made the cottage feel big. The Venture Out community is welcoming. It was an excellent atmosphere to walk and bike in a safe space."
Canal front, dockage, 2 bedroom, 2 bath
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Living area

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

9.0 out of 10, Wonderful, (28)
"Nice facilities. Wish we had better weather. Always enjoy our home away from home. KEYS LIFE FOR ME!!!!"
The price is AED 627
AED 1,462 total
includes taxes & fees
24 Feb - 25 Feb
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Direct Oceanfront Cottage-Sunrise View- #2,
Wouldn't you love to start your morning with a beautiful sunrise like this?

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (170)
"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 AED 826
AED 1,505 total
includes taxes & fees
23 Mar - 24 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
Cottage with swimming pool and dockage, just minutes to Key West!
Property grounds

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (139)
"It was a very cute and small place to stay. My husband and I are very tall and felt a little cramped in the bathroom otherwise our stay was great. Check in and out was simple. "
The price is AED 735
AED 1,250 total
includes taxes & fees
25 Mar - 26 Mar
Cottage with swimming pool and dockage, just minutes to Key West!
Beautiful Modern House in Key Largo
Front house

Beautiful Modern House in Key Largo

10.0 out of 10, Exceptional, (36)
"Very nice and clean"
The price is AED 1,102
AED 2,222 total
includes taxes & fees
24 Feb - 25 Feb
Beautiful Modern House in Key Largo
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, (133)
"We enjoyed our stay, would stay again. Communication was excellent. Property is just as pictured. Great location, great value for the price. Could use a little freshening up, light bulb in laundry room, etc."
The price is AED 1,010
AED 1,748 total
includes taxes & fees
2 Mar - 3 Mar
Cottage with Pool and Dockage, just minutes to Key West
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Exterior

Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)

9.8 out of 10, Exceptional, (12)
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior detail

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

8.0 out of 10, Very Good, (33)
"This property is clean and adequate. Close to the lower keys, and easy to get to the upper keys and back. The listing indicates that there is a washer and dryer; however, these are coin-operated and in a different part of the compound, not in the unit. There has been road work done in the area, so the driveway was not easy to find by using the directions listed. All-in-all, not bad!"
The price is AED 643
AED 1,353 total
includes taxes & fees
24 Feb - 25 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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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Other property types in Florida Keys

Skipjack Resort & Marina
Pool

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1156)
"We had a great trip. The staff were great, food was good although a limited menu and no inside dining for dinner. The pool was great but several busy days not enough pool chairs. The rooms are not the ones depicted on the website but sufficient and clean. Would definately stay again. "
The price is AED 1,432
AED 1,744 total
includes taxes & fees
2 Mar - 3 Mar
Skipjack Resort & Marina
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (413)
"Wonderful experience - highly recommend!! From check in to check out was great. All staff were very helpful, property was well kept, relaxing, quiet & very easy location to site’s & restaurants. "
The price is AED 651
AED 923 total
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort
Yacht Haven Marina
Exterior

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (114)
"Great experiance"
The price is AED 1,208
AED 1,819 total
includes taxes & fees
24 Feb - 25 Feb
Yacht Haven Marina
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.

Frequently asked questions

How much do cottages in Florida Keys cost?
Cottages in Florida Keys range between AED 511 and AED 1,102 per night. These properties offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Florida Keys?
Take a peek at our 46 cottages in Florida Keys and then reserve your favorite. Whether you’re embarking on a vacation with the fam or a break with friends, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in Florida Keys with Expedia?
Reserving a cottage in Florida Keys is as simple as clicking on your travel dates and picking an ideal place for outdoor relaxation and recreation. From upscale retreats to inexpensive properties and cottages that have conveniences like a kitchen, Expedia has something for all styles and tastes. As for the best offers around? We’ve got them too!
How can I find cheap cottages in Florida Keys?
With Expedia’s convenient filter tool, getting your hands on cheap cottages in Florida Keys is easy. To find accommodations that’ll make your wallet happy, refine your search by budget, amenities and star rating.