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Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (269)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (897)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is HK$700
HK$787 total
includes taxes & fees
19 Nov - 20 Nov
Tropical Cottages

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is HK$816
HK$2,692 total
includes taxes & fees
18 Nov - 19 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (158)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is HK$1,166
HK$2,466 total
includes taxes & fees
13 Nov - 14 Nov
Cottage with Pool and Dockage, just minutes to Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is HK$1,166
HK$2,613 total
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
The price is HK$1,360
HK$3,045 total
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Renting was easy and hassle free."
United States
chuck s.
The price is HK$2,208
HK$4,745 total
includes taxes & fees
16 Nov - 17 Nov
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Living Life Dockside

Stock Island
The price is HK$2,939
HK$4,413 total
includes taxes & fees
13 Nov - 14 Nov
Living Life Dockside

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
The price is HK$956
HK$2,832 total
includes taxes & fees
30 Nov - 1 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Very nice "
United States
tyler s.
The price is HK$956
HK$2,778 total
includes taxes & fees
16 Nov - 17 Nov
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"11/10 stay and service, Marie was so amazing and allowed for early check in and late check out for my birthday weekend. Location was so perfect and had golf cart rental next door. Will definitely be staying here next time I come to the keys! "
United States
Julie G.
The price is HK$956
HK$2,778 total
includes taxes & fees
16 Nov - 17 Nov
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Town Key West
10.0 out of 10, Exceptional, (128)
"Great place to stay"
United States
JEFFREY Z.
The price is HK$2,565
HK$4,633 total
includes taxes & fees
10 Dec - 11 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (25)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is HK$863
HK$2,741 total
includes taxes & fees
23 Nov - 24 Nov
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Great location. Close to everything but very quiet. Easy access and the property manager was super helpful with parking and accommodations. Would stay here again 100%!"
United States
Katie B.
The price is HK$956
HK$2,879 total
includes taxes & fees
18 Nov - 19 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Walk to Restaurants and Shops - 5S

Coral Way
The price is HK$255
HK$1,102 total
includes taxes & fees
17 Nov - 18 Nov
Walk to Restaurants and Shops - 5S

Privacy and Comfort close to all - 7G

Little Havana
8.0 out of 10, Very good, (5)
"Great location "
United States
Jeffrey
The price is HK$292
HK$969 total
includes taxes & fees
23 Nov - 24 Nov
Privacy and Comfort close to all - 7G

Private Studio in Shenandoah - 4K

Coral Way
9.6 out of 10, Exceptional, (4)
"Perfect-sized space for 1 or 2 people who plan on doing lots of exploring while in Miami"
United States
Jacob P.
The price is HK$240
HK$1,085 total
includes taxes & fees
17 Nov - 18 Nov
Private Studio in Shenandoah - 4K

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

Coral Way
10.0 out of 10, Exceptional, (1)
"Fabulous ambiance and location! Would definitely stay here again "
United States
Sherise Y.
The price is HK$491
HK$1,150 total
includes taxes & fees
14 Nov - 15 Nov
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

New York Loft in the Heart of Miami - 4S

Coral Way
10.0 out of 10, Exceptional, (3)
"Comfortable"
Mexico
Jorge
The price is HK$247
HK$1,094 total
includes taxes & fees
13 Nov - 14 Nov
New York Loft in the Heart of Miami - 4S

Boho Studio in Little Havana - 5K

Coral Way
10.0 out of 10, Exceptional, (1)
"This was a nice room with a cute shared patio out back. There were lounge chairs and a ping pong table. It was quiet and clean. The best part is that it’s 3 blocks walk to Calle Ocho. We were able to walk and enjoy Little Havana so easily. Would stay again. "
United States
Sarah L.
The price is HK$292
HK$1,144 total
includes taxes & fees
17 Nov - 18 Nov
Boho Studio in Little Havana - 5K
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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Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between and 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 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 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.

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