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

Search Florida Keys Cottage Rentals from CA $140

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (366 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 1 - Sep 2
Old Wooden Bridge Resort and Marina
Exterior

2. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (997 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
The price is CA $125
CA $140 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Cottages
Property grounds

3. 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 CA $323
CA $652 total
includes taxes & fees
Sep 16 - Sep 17
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

4. 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 $305
CA $905 total
includes taxes & fees
Sep 14 - Sep 15
Find your zen at HIDDEN TREASURE
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 $817 total
includes taxes & fees
Sep 23 - Sep 24
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

6. 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 $86
CA $203 total
includes taxes & fees
Aug 27 - Aug 28
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

7. 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 2 - Sep 3
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Exterior

8. 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 $230 total
includes taxes & fees
Sep 8 - Sep 9
Walk to Restaurants and Shops + Free parking
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 $55
CA $188 total
includes taxes & fees
Aug 27 - Aug 28
Private Studio with Free Parking
Exterior

10. 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 $98
CA $217 total
includes taxes & fees
Aug 30 - Aug 31
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

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
The price is CA $280
CA $317 total
includes taxes & fees
Aug 28 - Aug 29
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

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

8/10 Good
"Extremely helpful staff, really nice people! Everything was nearby and convenient. You can swim, snorkel, and fish right here! Ice maker was very close too. My only issue was is that I wanted a kitchenette. There were two burners but no stove and the refrigerator didn't work. Staff was very helpful by bringing over a mini frig yet I still got charged for the kitchenette price. I would totally stay here again, but I would check out the unit before completing transaction."
Julie 3-night trip
Posted less than an hour ago
The Pelican Key Largo Cottages

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
468
Accommodation
61 Cottages
Lowest Price
CA $140
Highest Price
CA $905

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between CA $140 and CA $905 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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