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

Search Florida Keys Cottage Rentals from CA $148

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Check prices for these dates

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

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 CA $125
CA $335 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $132
CA $148 total
includes taxes & fees
Sep 2 - Sep 3
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 CA $229
CA $523 total
includes taxes & fees
Sep 10 - Sep 11
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 CA $257
CA $828 total
includes taxes & fees
Sep 30 - Oct 1
HIDDEN OASIS 3 blocks from Duval
Exterior

5. 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 CA $443
CA $823 total
includes taxes & fees
Sep 23 - Sep 24
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

6. 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.
The price is CA $263
CA $858 total
includes taxes & fees
Sep 14 - Sep 15
Find your zen at HIDDEN TREASURE
Exterior

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 CA $92
CA $210 total
includes taxes & fees
Sep 2 - Sep 3
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

8. 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 CA $189
CA $230 total
includes taxes & fees
Sep 7 - Sep 8
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Outdoor dining

9. 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 CA $58
CA $192 total
includes taxes & fees
Sep 2 - Sep 3
Private Studio with Free Parking
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 CA $59
CA $231 total
includes taxes & fees
Sep 2 - Sep 3
Walk to Restaurants and Shops + Free parking
Exterior

11. 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 CA $92
CA $210 total
includes taxes & fees
Sep 13 - Sep 14
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

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 CA $280
CA $318 total
includes taxes & fees
Sep 2 - Sep 3
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

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"this is the 2nd time I have stayed here, and the staff is incredibly helpful and friendly."
Gary L 2-night trip
Posted 2 hours ago
Bayside Inn Key Largo

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
727
Accommodation
61 Cottages
Lowest Price
CA $148
Highest Price
CA $858

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between CA $148 and CA $858 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 61 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 vacation 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 favorite 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 vacay in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbor Marina are among the best sights in this city.

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