Search Cottages in Florida Keys

    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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

Tropical Cottages
Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (735)
"Awesome place right on the water. Very quiet."
The price is AED 331
AED 372 total
includes taxes & fees
18 Sep - 19 Sep
Tropical Cottages
Old Wooden Bridge Resort and Marina
Exterior
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (150)
"It was a great cabin. No view of anything and kind of nasty around the area but a great place to stay."
The price is AED 474
AED 900 total
includes taxes & fees
17 Sep - 18 Sep
Old Wooden Bridge Resort and Marina
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Living area
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
9.0 out of 10, Wonderful, (22)
"People are really nice super easy going perfect for a little weekend get away"
The price is AED 290
AED 994 total
includes taxes & fees
1 Oct - 2 Oct
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Waterfront Home
View from the porch
Waterfront Home
8.8 out of 10, Excellent, (149)
"Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good...
Waterfront Home
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
8.0 out of 10, Very Good, (28)
"This place was nice. The pool situation was a little awkward as it does appear to be mainly for the bigger house as other reviews stated. The gas grill which is beneath the main house by the pool is communal. The main reason I gave this a 4 was because the smoke alarms in the rental did not have any batteries. Everything else was as described."
Old Florida Style, Dockage, Swimming Pool (shared), just 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, (51)
"I really enjoyed it there we / my 12 year old and I . Took out charters everyday that we were there . They will pick you up from your dock ! We will be back .. Great experience!"
Waterfront Cozy Cottage with Boat Ramp & Dock!
SEA SHELL COTTAGE UNIT #2
Property grounds
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (11)
"We thoroughly enjoyed our stay here, the room we rented was perfect for us it definitely has an old school vibe. The pool was nice on the hot summer days but they were going through a bit of a crab invasion while we were there. But that was no big deal for us. Hope was super nice and have a bunch of suggestions for things to do and places to eat while down there. Ask in all we had a great time and will try to return in the future."
SEA SHELL COTTAGE UNIT #2
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
8.8 out of 10, Excellent, (53)
"The grounds are good. The pools were clean and plenty of deck and dock space. The cottage itself needs help. It needed general maintenance on it. It needs caulking in the bathroom. It needs weather strips around door as it is not tight. There was not enough hand towels and there are no oven mitts in the kitchen. The exhaust fan has been taken out. The ceiling fan in one room only works on high. The ac vents and exhaust fan in the bathroom needs cleaning. We were happy about the porch except the...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bath
9.2 out of 10, Wonderful, (71)
"OUR TRIP WAS AMAZING.THE HOUSE AND LOCATION WAS GREAT.EASY PEOPLE TO DEAL WITH AND RESPONSE VERY FAST.WOULD STAY AGAIN."
Canal front, dockage, 2 bedroom, 2 bath
HIDDEN HAMMOCK RESORT Palm cottage
Property grounds
HIDDEN HAMMOCK RESORT Palm cottage
10.0 out of 10, Exceptional, (27)
"Great place and pool! Great communication with the manager. Convenient to everything. I loved the cottage, a few other rentals on this property to choose from for bigger groups if needed."
HIDDEN HAMMOCK RESORT Palm cottage
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, (61)
"The house was nice. It does have a few flaws but the price reflects that. Could use a few more dishes. Kitchen amenities are minimal but the basics are there. We used the large pool by the coin laundry and it was evrything we needed. We would stay again."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beautiful Modern House in Key Largo
Front house
Beautiful Modern House in Key Largo
10.0 out of 10, Exceptional, (32)
"The house is very clean and well equipped. The host was quick to respond and very polite. Awesome place for two couples for a get away to the keys with the creature comforts of home. "
The price is AED 918
AED 1,994 total
includes taxes & fees
1 Oct - 2 Oct
Beautiful Modern House in Key Largo
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
Front of Cottage
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
10.0 out of 10, Exceptional, (192)
"Very well maintained,had everything we needed. Blue book was well prepared with rules and suggestions of places to eat and things to do. We would only suggest a griddle of some kind to cook pancakes or eggs. Overall it was great. "
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Exterior
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
10.0 out of 10, Exceptional, (15)
"awesome place"
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
Pool
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
9.4 out of 10, Exceptional, (14)
"The property was clean and nicely decorated. It was centrally located to all of the lower keys. We enjoyed our stay and all of the suggestions and ideas that Hope, the property manager, offered. Definitely family friendly!"
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Pool
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (40)
"The property was just as it was listed as, very clean and very inviting. We loved that it was so quiet! We will definitely go back again!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
FL Keys Cottage with Ocean Views - Venture Out Unit 395
FL Keys Cottage with Ocean Views - Venture Out Unit 395
8.0 out of 10, Very Good, (2)
"Great location and nice park amenities. Kids really liked the Venture Out pool."
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Luxury cottage in the heart of paradise
Property grounds
Luxury cottage in the heart of paradise
9.6 out of 10, Exceptional, (25)
"From check in, to check out all smooth. Beautifully decorated unit with attention to detail, highly recommended. Use of golf cart to get to hammocks and pool was wonderful. Thank you!"
Luxury cottage in the heart of paradise
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
9.8 out of 10, Exceptional, (8)
"Our stay was amazing. The property was immaculate. The amenities were great. We will be back next year. The location was perfect. Close to Key West and alot to do in the area. Thank you for making our stay wonderful. See you next year!"
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Property grounds
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
9.6 out of 10, Exceptional, (10)
"Our stay was wonderful! The room was perfect for our stay. "
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Don't see what you're looking for?
See all available properties in Florida Keys
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Florida Keys

Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (353)
"Everything was great ! Thank you. "
The price is AED 403
AED 512 total
includes taxes & fees
22 Sep - 23 Sep
Breezy Palms Resort
Skipjack Resort & Marina
Pool
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1118)
"Great affordable resort!"
The price is AED 547
AED 731 total
includes taxes & fees
17 Sep - 18 Sep
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
Exterior
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (117)
"Loves the location, the amenity options, and the very nice and friendly hostess. I am definitely going back here! "
The price is AED 460
AED 1,016 total
includes taxes & fees
17 Sep - 18 Sep
Aqua Lodge Rentals At Coconut Cay
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?
You’ll pay between and per night for cottages in Florida Keys. Whatever your budget, an excellent stay is a click away on Expedia. This price was 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.
What are the best cottages in Florida Keys?
There are multiple cottages in Florida Keys with a total average guest review rating of , so you’re sure to locate a place that suits your style. Basing yourself in Key West? Simonton Court Cottages is one property favored by guests. This 3.5-star cottage includes amenities such as a garden and free WiFi. Simonton Court Cottages is another popular escape where you can unwind close to nature. Free WiFi and concierge services are two of the conveniences waiting for you at this 3.5-star pick in Key West.
How many cottages are there in Florida Keys?
Choose from cottages in Florida Keys. Whether you’re traveling with the entire family, as a twosome or with a group of besties, Expedia will help you find the ideal space.
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 choosing your ideal place for a vacation in nature. From chic retreats to low-cost properties and cottages that offer perks like a pool, Expedia has something for all styles and tastes. As for unbeatable deals? We’ve have them as well!
How can I find cheap cottages in Florida Keys?
Expedia is here to help you easily track down cheap cottages in Florida Keys. To reserve the perfect stay in a few quick keystrokes, try out our convenient filter tool to refine your search by budget, amenities and star rating.