Search Florida Keys Cottage Rentals from CA $175

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Florida Keys cottages

Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (320 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
The price is CA $188
CA $406 total
includes taxes & fees
May 10 - May 11
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (955 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is CA $179
CA $201 total
includes taxes & fees
May 4 - May 5
Tropical Cottages
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (162 reviews)
"Stayed one night, conveniently located. "
United States
Wendy H.
The price is CA $206
CA $392 total
includes taxes & fees
Apr 14 - Apr 15
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (167 reviews)
"Great place "
United States
David
The price is CA $280
CA $531 total
includes taxes & fees
Apr 23 - Apr 24
Cottage with Pool and Dockage, just minutes to Key West
Terrace/patio

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, (57 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is CA $395
CA $989 total
includes taxes & fees
Apr 14 - Apr 15
OSPREY STUDIO @ The Colony-Sleeps up to 4
Property grounds

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
8.6 out of 10, Excellent, (199 reviews)
"Excellent location for staying in the Lower Keys. Sunrise view. Nice neighborhood setting. Close to real good places to eat, listen to music and chill. Would come back. "
United States
Ihor C.
Direct Oceanfront Cottage-Sunrise View- #2,
House (1 Bedroom) | Interior

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is CA $678
CA $1,253 total
includes taxes & fees
Apr 15 - Apr 16
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Exterior

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

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (141 reviews)
"Great place to stay"
United States
JEFFREY Z.
The price is CA $558
CA $970 total
includes taxes & fees
Apr 13 - Apr 14
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Property grounds

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, (29 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is CA $435
CA $900 total
includes taxes & fees
Apr 19 - Apr 20
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Parking was easy. This was we a great place for me and my pup!"
United States
Tiffany H.
The price is CA $465
CA $1,077 total
includes taxes & fees
Apr 19 - Apr 20
HIDDEN OASIS 3 blocks from Duval
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.0 out of 10, Wonderful, (16 reviews)
"Great place to stay! "
United States
sarah R.
The price is CA $988
CA $1,744 total
includes taxes & fees
May 3 - May 4
Find your zen at HIDDEN TREASURE
Exterior

Private Studio in Shenandoah

Private Studio in Shenandoah
Coral Way
9.6 out of 10, Exceptional, (5 reviews)
"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 CA $80
CA $236 total
includes taxes & fees
Apr 19 - Apr 20
Private Studio in Shenandoah
Exterior

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, (4 reviews)
"Great location and easy check in and checkout. "
United States
Raymond Y.
The price is CA $136
CA $261 total
includes taxes & fees
Apr 15 - Apr 16
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Iron/ironing board, free WiFi, bed sheets

Privacy and Comfort Steps from Marlins Stadium

Privacy and Comfort Steps from Marlins Stadium
Little Havana
8.4 out of 10, Very good, (7 reviews)
"Great location "
United States
Jeffrey
The price is CA $54
CA $175 total
includes taxes & fees
Apr 15 - Apr 16
Privacy and Comfort Steps from Marlins Stadium
Free WiFi, bed sheets

New York Loft in the Heart of Miami

New York Loft in the Heart of Miami
Coral Way
10.0 out of 10, Exceptional, (3 reviews)
"I loved everything about this place!"
United States
Rebecca L.
The price is CA $80
CA $236 total
includes taxes & fees
Apr 21 - Apr 22
New York Loft in the Heart of Miami
Desk, iron/ironing board, free WiFi, bed sheets

Studio close to Everything

Studio close to Everything
Coral Way
9.0 out of 10, Wonderful, (8 reviews)
"The place is unique and comfy "
United States
Samuel
The price is CA $52
CA $203 total
includes taxes & fees
Apr 14 - Apr 15
Studio close to Everything
Property grounds

Boho Studio in Little Havana

Boho Studio in Little Havana
Coral Way
10.0 out of 10, Exceptional, (1 review)
"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 CA $60
CA $213 total
includes taxes & fees
Apr 14 - Apr 15
Boho Studio in Little Havana
Exterior

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, (13 reviews)
"Fabulous ambiance and location! Would definitely stay here again "
United States
Sherise Y.
The price is CA $137
CA $261 total
includes taxes & fees
May 4 - May 5
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Iron/ironing board, free WiFi, bed sheets

Walk to Restaurants and Shops

Walk to Restaurants and Shops
Coral Way
7.4 out of 10, Good, (3 reviews)
"This place was so cute, clean, and comfortable and in a beautiful neighborhood. We loved that we could walk all around Little Havana from this place. (Tip…Walk to the right, through the neighborhood and then turn left after a few blocks to get to the best part of Little Havana). It was easy to communicate with the host and easy to get in. He was able to accommodate our need to leave luggage there longer and replied to messages very quickly. Highly recommend and we would gladly stay here again...
United States
Lori R.
The price is CA $52
CA $203 total
includes taxes & fees
Apr 19 - Apr 20
Walk to Restaurants and Shops
Property grounds

Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami

Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami
Little Havana
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage, very clean with all the amenities. Nice little patio in the rear. Super markets, restaurants close by. 10 minutes from a Casino. The owner, Alberto, is a Gentleman. I'd book this again!"
United States
John S.
The price is CA $374
CA $828 total
includes taxes & fees
Apr 14 - Apr 15
Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami
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

10/10 Excellent
"Very clean property with beach access and super comfortable beds!!"
Anthony 1-night trip
Posted 5 hours ago
The Pelican Key Largo Cottages

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,190
Accommodation
52 Cottages
Lowest Price
CA $175
Highest Price
CA $1,744

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between CA $175 and CA $1,744 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 52 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.