Search Vacation Homes in Florida Keys

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Florida Keys vacation homes

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.0 out of 10, Wonderful, (138 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is ¥31,224
¥39,136 total
includes taxes & fees
Jul 6 - Jul 7
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is ¥23,223
¥54,895 total
includes taxes & fees
Jul 2 - Jul 3
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (37 reviews)
"The condo is extremely clean and has everything you need for your stay. "
United States
hillary w.
The price is ¥22,377
¥64,395 total
includes taxes & fees
Jun 16 - Jun 17
Charming Home in Key Largo

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (125 reviews)
"House was very clean and in close proximity to Key West, Marathon, and Big Pine Key."
United States
Sharon L.
The price is ¥31,039
¥80,096 total
includes taxes & fees
Jun 13 - Jun 14
Kelly's Kabin - Adorable Private Summerland Key Cottage

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (64 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
United States
Jennifer W.
Poolside Cottage #411

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (16 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is ¥24,908
¥74,297 total
includes taxes & fees
Jun 14 - Jun 15
Road's End | Prime Old Town Location! Updated Home w/ Pool

Waterfront Retreat w/ Ocean Access, Key Largo!

Waterfront Retreat w/ Ocean Access, Key Largo!
Key Largo
10.0 out of 10, Exceptional, (16 reviews)
"A very clean and accommodating place. Will stay again."
United States
James G.
The price is ¥26,747
¥59,761 total
includes taxes & fees
Jun 18 - Jun 19
Waterfront Retreat w/ Ocean Access, Key Largo!

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
Poolside Cottage #412

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (90 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is ¥23,864
¥69,830 total
includes taxes & fees
Jun 16 - Jun 17
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
7.8 out of 10, Good, (20 reviews)
"Everything was perfect location house amenities Really enjoyed our time there"
United States
Matt S.
The price is ¥33,638
¥74,257 total
includes taxes & fees
Jun 22 - Jun 23
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West
Cudjoe Key
The price is ¥33,634
¥96,779 total
includes taxes & fees
Jun 15 - Jun 16
Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very Good, (12 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
United States
Robert C.
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (4 reviews)
"Very clean, charming home. Host was fast with responses."
United States
April W.
The price is ¥33,586
¥98,385 total
includes taxes & fees
Jun 16 - Jun 17
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is ¥68,709
¥124,565 total
includes taxes & fees
Jun 15 - Jun 16
Paradise found

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is ¥23,864
¥69,510 total
includes taxes & fees
Jun 15 - Jun 16
SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
8.8 out of 10, Excellent, (10 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
United States
Alisa M.
The price is ¥30,270
¥94,597 total
includes taxes & fees
Jun 18 - Jun 19
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is ¥87,447
¥105,710 total
includes taxes & fees
Jul 2 - Jul 3
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
9.4 out of 10, Exceptional, (14 reviews)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is ¥33,686
¥99,656 total
includes taxes & fees
Jun 21 - Jun 22
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Florida Keys Vacation Homes information

Number of reviews
847
Accommodation
1076 Vacation Homes
Lowest Price
¥39,136
Highest Price
¥124,565