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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Florida Keys cottages

Exterior

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (367 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is £179
includes taxes & fees
7 Sept - 8 Sept
Old Wooden Bridge Resort and Marina
Exterior

2. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (998 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
The price is £79
includes taxes & fees
2 Sept - 3 Sept
Tropical Cottages
Outdoor dining

3. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.6 out of 10, Excellent, (188 reviews)
"Very nice property, as advertised. Great location for boating and fishing. "
United States
Lawrence L.
The price is £277
includes taxes & fees
9 Sept - 10 Sept
Canal Front home with easy Ocean access
Outdoor dining

4. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (102 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is £448
includes taxes & fees
30 Sept - 1 Oct
HIDDEN OASIS 3 blocks from Duval
Property grounds

5. 2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (32 reviews)
"This place was great! As advertised. It is located within a resort community, so it is safe with lots of amenities. "
United States
BRIAN S.
The price is £355
includes taxes & fees
16 Sept - 17 Sept
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

6. NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (34 reviews)
"Jolly Rooster cottage was a prefect and great location. Cottage was very clean. We had a great girls trip!We will definitely be back."
United States
Phyllis B.
The price is £438
includes taxes & fees
23 Sept - 24 Sept
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

7. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
Find your zen at HIDDEN TREASURE
Exterior

8. Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Coral Way
9.4 out of 10, Exceptional, (25 reviews)
"Lovely and cute place to stay!"
United States
Christopher P.
The price is £109
includes taxes & fees
2 Sept - 3 Sept
Charming 1-bedroom cottage 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
The price is £125
includes taxes & fees
7 Sept - 8 Sept
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Exterior

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 £126
includes taxes & fees
2 Sept - 3 Sept
Walk to Restaurants and Shops + Free parking
Outdoor dining

11. Private Studio with Free Parking

Private Studio with Free Parking
Little Havana
8.0 out of 10, Very good, (10 reviews)
"Great location "
United States
Jeffrey
The price is £105
includes taxes & fees
2 Sept - 3 Sept
Private Studio with Free Parking
Exterior

12. 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
10.0 out of 10, Exceptional, (6 reviews)
"Great location and easy check in and checkout. "
United States
Raymond Y.
The price is £115
includes taxes & fees
14 Sept - 15 Sept
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

13. 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
The price is £168
includes taxes & fees
14 Sept - 15 Sept
Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

8/10 Good
"Loved the overall Resort! The beach thenchair"
Julie Marie 4-night trip
Posted 3 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
759
Accommodation
60 Cottages
Lowest Price
£79
Highest Price
£448

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between £79 and £448 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?
You can find family-friendly cottages in locations around Florida Keys, including Key West. Casa Manana Key West Monthly: 2 Br is one property that'll meet your needs in this vibrant city. It has a 3-star rating and handy amenities like a barbecue grill and a king-sized bed. Also consider Simonton Court Cottages. With WiFi and housekeeping services, this 3-star cottage in Key West will make your family feel relaxed and at home. Once you've put your bags down and settled in, it's time to check out Key West. Look forward to memorable days out at family-friendly attractions such as Clarence S. Higgs Memorial Beach Park and Duval Street.
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.