A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Florida Keys cottages

Two small, single-story buildings with a red and yellow exterior, each with a door and windows, and surrounded by greenery and trees.

1. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,005 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is €79
includes taxes & fees
18 Oct - 19 Oct
Tropical Cottages
A floating houseboat with a covered deck and seating area, docked at a marina.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (373 reviews)
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
United States
Daisybel
The price is €214
includes taxes & fees
28 Oct - 29 Oct
Old Wooden Bridge Resort and Marina
A building with a white exterior, a brick pathway, and lush greenery including palm trees and flowering plants.

3. Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
The price is €515
includes taxes & fees
13 Oct - 14 Oct
Get your ISLAND STLYE on!
A two-story building with balconies, surrounded by lush greenery and palm trees.

4. The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (151 reviews)
"Perfect for what we needed. Close to Duval and all the action."
United States
Jonnye W.
The price is €730
includes taxes & fees
20 Oct - 21 Oct
The Dancing Rooster: 2 Blocks from Duval in Old Town.
A residential area with houses, a sidewalk, and a small lawn.

5. Cozy Blue Door Duplex, Modern 2BR in Cutler Bay

Cozy Blue Door Duplex, Modern 2BR in Cutler Bay
3.0 star property
Cutler Bay
Cozy Blue Door Duplex, Modern 2BR in Cutler Bay
A multi-story hotel with a central courtyard, palm trees, and outdoor seating areas.

6. Unique Coral Gables cottage

Unique Coral Gables cottage
Flagami
9.2 out of 10, Wonderful, (29 reviews)
"Shops close by, very quiet neighborhood."
United States
Walter
The price is €209
includes taxes & fees
10 Nov - 11 Nov
Unique Coral Gables cottage
An outdoor dining area with tables and chairs, overlooking a body of water with buildings in the background.

7. Private Studio with Free Parking

Private Studio with Free Parking
Little Havana
7.6 out of 10, Good, (11 reviews)
"Great location "
United States
Jeffrey
The price is €127
includes taxes & fees
15 Oct - 16 Oct
Private Studio with Free Parking
A house with a white exterior, surrounded by lush greenery and a hammock in the yard.

8. Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Coral Way
9.8 out of 10, Exceptional, (7 reviews)
"Great location and easy check in and checkout. "
United States
Raymond Y.
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

9. Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida

Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Homestead
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
A theater with a marquee reading 'TOURER' and a sign for 'Corona' on the right.

10. Walk to Restaurants and Shops + Free parking

Walk to Restaurants and Shops + Free parking
Coral Way
8.0 out of 10, Very good, (5 reviews)
"Everything was absolutely perfect. Exactly what you would want with a VRBO. So quaint, clean just everything, not to mention the location. What is special is is in the residential side of little Havana."
United States
Loren G.
The price is €153
includes taxes & fees
11 Oct - 12 Oct
Walk to Restaurants and Shops + Free parking
Room

11. Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida

Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
Homestead
Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
Interior

12. La Vie Boheme 2, Cozy, Near Coconut Grove

La Vie Boheme 2, Cozy, Near Coconut Grove
3.0 star property
Coral Way
La Vie Boheme 2, Cozy, Near Coconut Grove
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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Top Florida Keys Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We loved this resort. The view is amazing, especially at sunset! They have numerous paddleboards, kayaks and bikes available to use and a lovely pool. Highly recommend this place!!"
Shawn 3-night trip
Posted 4 hours ago
Lime Tree Bay Resort

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
660
Accommodation
60 Cottages
Lowest Price
€79
Highest Price
€730

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between €79 and €730 per night for cottages in Florida Keys. No matter your budget, an awesome stay is only a click or two away on Expedia. 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?
Florida Keys has 60 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
Are there any family-friendly cottages in Florida Keys?
There are family-friendly cottages in locations around Florida Keys, including Key West. Casa Manana Key West Monthly: 2 Br is one option that'll meet your needs in this vibrant city. It has a 3-star rating and amenities such as an oven and a barbecue grill. Also consider Simonton Court Cottages. With housekeeping services and WiFi, this 3-star cottage in Key West will make you and your travel buddies feel nice and relaxed. Key West has tons of family-friendly attractions when you're ready to see the sights. Smathers Beach and South Beach promise fun for the entire crew.
Why book your cottage in Florida Keys with Expedia?
We think that a holiday should be stress-free, so if you're searching for cottages in Florida Keys at an affordable price, Expedia has got you covered. Keep the budget in check and stay in a cheap option far away from the city rush, or splurge on an upmarket cottage to really pamper your favourite people.
How can I find cheap cottages in Florida Keys?
With Expedia's useful filter tool, getting your hands on cheap cottages in Florida Keys has never been easier. To find stays that'll make your hip pocket happy, refine your search results by star rating, budget and amenities.
What is there to do in Florida Keys near my cottage?
You'll discover countless things to keep you on the go in Florida Keys. If you're visiting Key West, swing by Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden. Spending your holiday in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbour Marina are among the best sights in this city.