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Our top choices for Florida Keys cottages

1. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,013 reviews)
"The family running the food truck and tiki hut were great. Felt like we were guests in their home."
United States
Douglas
The price is £91
includes taxes & fees
5 Nov - 6 Nov
Tropical Cottages

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, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is £202
includes taxes & fees
5 Nov - 6 Nov
Old Wooden Bridge Resort and Marina

3. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.8 out of 10, Excellent, (190 reviews)
"Porsche Berry Duty"
United States
Rafael G.
The price is £272
includes taxes & fees
26 Nov - 27 Nov
Canal Front home with easy Ocean access

4. Breezy Point - Venture Out Unit 199

Breezy Point - Venture Out Unit 199
Cudjoe Key
Breezy Point - Venture Out Unit 199

5. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
Old Town Key West
9.8 out of 10, Exceptional, (154 reviews)
"Perfect for what we needed. Close to Duval and all the action."
United States
Jonnye W.
The price is £644
includes taxes & fees
12 Nov - 13 Nov
The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

6. Cozy Blue Door Duplex, Central in Cutler Bay

Cozy Blue Door Duplex, Central in Cutler Bay
3.0 star property
Cutler Bay
The price is £252
includes taxes & fees
14 Nov - 15 Nov
Cozy Blue Door Duplex, Central in Cutler Bay

7. 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 £113
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

8. 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 £164
includes taxes & fees
17 Nov - 18 Nov
Unique Coral Gables cottage

9. 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 £106
includes taxes & fees
12 Nov - 13 Nov
Private Studio with Free Parking

10. 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 £133
includes taxes & fees
12 Nov - 13 Nov
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida

11. 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)
"I can not say enough about my whole experience there. Sergio and family are fantastic hosts, and hit 5 stars on every aspect, from communication, cleanliness, not to mention location. The privacy and quaintness of the courtyard is truly so special. I feel is was staying in a Tuscan village. Look no further and book now"
United States
Loren G.
The price is £134
includes taxes & fees
8 Nov - 9 Nov
Walk to Restaurants and Shops + Free parking

12. 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 £181
includes taxes & fees
12 Nov - 13 Nov
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

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
1,807
Accommodation
49 Cottages
Lowest Price
£91
Highest Price
£644

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between £91 and £644 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 49 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.