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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (372 reviews)
"Nice place"
United States
abhimanyu
The price is AED 331
AED 888 total
includes taxes & fees
27 Sep - 28 Sep
Old Wooden Bridge Resort and Marina
Exterior

2. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (999 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
The price is AED 290
AED 326 total
includes taxes & fees
28 Sep - 29 Sep
Tropical Cottages
Terrace/patio

3. OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (63 reviews)
"We had such a great time on our visit. The place was exactly like the only photos and we enjoyed the pool, the area and the other visiters. Beautiful Old Town feel!"
United States
Debra S.
The price is AED 480
AED 1,959 total
includes taxes & fees
22 Sep - 23 Sep
OSPREY STUDIO @ The Colony-Sleeps up to 4
Property grounds

4. 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, (33 reviews)
"Great property, well equipped with everything we needed. The outdoor fridge and freezer were especially helpful for storing our fishing bait! The dock was perfect and outdoor seating area had a great view of the water. The property has a great boat ramp making it very convenient. Overall 5 stars!"
United States
Marisa F.
The price is AED 932
AED 1,777 total
includes taxes & fees
2 Oct - 3 Oct
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Pool

5. 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 AED 546
AED 2,040 total
includes taxes & fees
22 Sep - 23 Sep
Get your ISLAND STLYE on!
Outdoor dining

6. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is AED 546
AED 2,040 total
includes taxes & fees
22 Sep - 23 Sep
HIDDEN OASIS 3 blocks from Duval
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.
The price is AED 760
AED 2,333 total
includes taxes & fees
22 Sep - 23 Sep
Find your zen at HIDDEN TREASURE
House (2 Bedrooms) | Front of property

8. Cozy Blue Door Duplex, Central in Cutler Bay

Cozy Blue Door Duplex, Central in Cutler Bay
3.0 star property
Cutler Bay
Cozy Blue Door Duplex, Central in Cutler Bay
Exterior

9. 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 AED 228
AED 539 total
includes taxes & fees
22 Sep - 23 Sep
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Outdoor dining

10. 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 AED 153
AED 508 total
includes taxes & fees
22 Sep - 23 Sep
Private Studio with Free Parking
Exterior

11. Unique Coral Gables cottage

Unique Coral Gables cottage
Flagami
9.0 out of 10, Wonderful, (28 reviews)
"Shops close by, very quiet neighborhood."
United States
Walter
The price is AED 281
AED 771 total
includes taxes & fees
27 Sep - 28 Sep
Unique Coral Gables cottage
Exterior

12. 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 AED 519
AED 633 total
includes taxes & fees
23 Sep - 24 Sep
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Exterior

13. 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 AED 157
AED 612 total
includes taxes & fees
12 Oct - 13 Oct
Walk to Restaurants and Shops + Free parking
Exterior

14. 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.
The price is AED 245
AED 557 total
includes taxes & fees
22 Sep - 23 Sep
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

15. 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 AED 770
AED 881 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
House (2 Bedrooms) | Front of property

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

La Vie Boheme 2, Cozy, Near Coconut Grove
3.0 star property
Coral Way
The price is AED 500
AED 1,340 total
includes taxes & fees
22 Sep - 23 Sep
La Vie Boheme 2, Cozy, Near Coconut Grove
House (3 Bedrooms) | Front of property

17. La Vie Boheme, Cozy, Minutues to Coconut Grove

La Vie Boheme, Cozy, Minutues to Coconut Grove
3.0 star property
Coral Way
The price is AED 551
AED 1,438 total
includes taxes & fees
22 Sep - 23 Sep
La Vie Boheme, Cozy, Minutues to 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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Chrisandra 6-night trip
Posted less than an hour ago
Cheeca Lodge & Spa

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between AED 326 and AED 888 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 63 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
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.