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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
9.2 out of 10, Wonderful, (140 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 ¥31,843
¥40,368 total
includes taxes & fees
Jul 1 - Jul 2
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)
"Loved our stay here!"
United States
Kristin E.
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, (38 reviews)
"The condo is extremely clean and has everything you need for your stay. "
United States
hillary w.
The price is ¥23,227
¥65,568 total
includes taxes & fees
Jul 1 - Jul 2
Charming Home in Key Largo

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 ¥37,078
¥103,329 total
includes taxes & fees
Jun 29 - Jun 30
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (49 reviews)
"We had a great time. Loved the kayaks!!"
United States
Laurie S.
The price is ¥16,453
¥55,568 total
includes taxes & fees
Jun 24 - Jun 25
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"Host was very responsive, location safe and wuiet."
United States
Tracey C.
The price is ¥62,538
¥146,570 total
includes taxes & fees
Jul 21 - Jul 22
Sunrise Escape - Ocean Front Villa - Sleeps 10

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (124 reviews)
"House was very clean and in close proximity to Key West, Marathon, and Big Pine Key."
United States
Sharon L.
The price is ¥36,351
¥86,233 total
includes taxes & fees
Jul 12 - Jul 13
Kelly's Kabin - Adorable Private Summerland Key Cottage

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 ¥26,682
¥78,260 total
includes taxes & fees
Jul 24 - Jul 25
Road's End | Prime Old Town Location! Updated Home w/ Pool

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.
The price is ¥38,389
¥64,057 total
includes taxes & fees
Jul 10 - Jul 11
Poolside Cottage #412

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (53 reviews)
"Very nice villa "
United States
Grace L.
The price is ¥48,306
¥105,741 total
includes taxes & fees
Jun 28 - Jun 29
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Cozy Waterfront Apartment in Key Largo!

Cozy Waterfront Apartment in Key Largo!
Key Largo
9.8 out of 10, Exceptional, (12 reviews)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
United States
Brittany M.
The price is ¥30,212
¥62,262 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Waterfront Apartment in Key Largo!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (159 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is ¥43,621
¥96,249 total
includes taxes & fees
Jun 28 - Jun 29
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (66 reviews)
"We had a wonderful stay. The house was very clean, the area was quiet and peaceful, and the pool was incredibly relaxing. We enjoyed it so much that we have already booked another stay."
United States
Tiara B.
The price is ¥38,389
¥64,057 total
includes taxes & fees
Jul 10 - Jul 11
Poolside Cottage #411

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

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (91 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is ¥36,997
¥86,434 total
includes taxes & fees
Jun 26 - Jun 27
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (15 reviews)
"Everything was perfect. Great place to stay"
United States
Kirk r.
The price is ¥42,753
¥99,571 total
includes taxes & fees
Jun 24 - Jun 25
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

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 ¥33,879
¥75,435 total
includes taxes & fees
Jul 6 - Jul 7
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat 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 ¥30,486
¥95,916 total
includes taxes & fees
Jun 24 - Jun 25
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

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

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is ¥36,997
¥86,434 total
includes taxes & fees
Jun 28 - Jun 29
SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (28 reviews)
"Left to go to key west decided to stay here on our drive back up because we enjoyed it so much!"
United States
Regan C.
The price is ¥29,081
¥87,041 total
includes taxes & fees
Jun 26 - Jun 27
Charming 3-bedroom house featuring a heated private pool.

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 ¥48,306
¥99,117 total
includes taxes & fees
Jul 1 - Jul 2
Paradise found
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

Find out more about Florida Keys

Florida Keys Vacation Homes information

Number of reviews
1,072
Accommodation
1076 Vacation Homes
Lowest Price
¥40,368
Highest Price
¥146,570