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

Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Florida Keys vacation homes

Outdoor pool, pool umbrellas, sun loungers

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 CA $318
CA $398 total
includes taxes & fees
Jul 20 - Jul 21
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Interior

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Old Town Key West
9.0 out of 10, Wonderful, (196 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
The price is CA $197
CA $465 total
includes taxes & fees
Aug 1 - Aug 2
Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Dining

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 CA $464
CA $1,219 total
includes taxes & fees
Jul 19 - Jul 20
Sunrise Escape - Ocean Front Villa - Sleeps 10
Beach

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 CA $525
CA $1,014 total
includes taxes & fees
Aug 3 - Aug 4
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Shower, hair dryer, towels, soap

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (38 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is CA $205
CA $579 total
includes taxes & fees
Aug 5 - Aug 6
Charming Home in Key Largo
Beach towels

Luxury two floor apartment in prime location of famous Duval Street

Luxury two floor apartment in prime location of famous Duval Street
Old Town Key West
9.6 out of 10, Exceptional, (102 reviews)
"Great stay at a great location. Apartment was very clean. Enjoyed the balcony overlooking Duval St. "
United States
Gregory L.
The price is CA $419
CA $1,013 total
includes taxes & fees
Jul 8 - Jul 9
Luxury two floor apartment in prime location of famous Duval Street
Property grounds

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 CA $368
CA $871 total
includes taxes & fees
Aug 3 - Aug 4
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (60 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
The price is CA $409
CA $875 total
includes taxes & fees
Jul 20 - Jul 21
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Fridge, microwave, oven, stovetop

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)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is CA $288
CA $731 total
includes taxes & fees
Jul 12 - Jul 13
Kelly's Kabin - Adorable Private Summerland Key Cottage
House

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is CA $428
CA $983 total
includes taxes & fees
Jul 8 - Jul 9
Starlight Serenity - Hideaway w Stunning Views
Dining

Keys Cottage with Beach and Dockage! Bayfront Property!

Keys Cottage with Beach and Dockage! Bayfront Property!
Key Largo
9.4 out of 10, Exceptional, (36 reviews)
"We had such a wonderful time here! The house was perfect and the grounds were beautiful! We will definitely come again! "
United States
Julia W.
The price is CA $426
CA $840 total
includes taxes & fees
Jul 13 - Jul 14
Keys Cottage with Beach and Dockage! Bayfront Property!
Exterior

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (173 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Smart TV

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks
Key Largo
9.6 out of 10, Exceptional, (86 reviews)
"Great little home to stay at!"
United States
Dave B.
The price is CA $260
CA $639 total
includes taxes & fees
Jul 8 - Jul 9
Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks
Exterior

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

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is CA $283
CA $709 total
includes taxes & fees
Jul 15 - Jul 16
SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Outdoor dining

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (67 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 CA $263
CA $467 total
includes taxes & fees
Jul 29 - Jul 30
Poolside Cottage #411
Beach nearby

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is CA $577
CA $1,082 total
includes taxes & fees
Jul 12 - Jul 13
Key largo Kawama Villa N2
Terrace/patio

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 CA $263
CA $727 total
includes taxes & fees
Jul 16 - Jul 17
Road's End | Prime Old Town Location! Updated Home w/ Pool
Property grounds

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (23 reviews)
"Great place nice and clean easy access to the pool short drive to the beach"
United States
Nathan W.
The price is CA $462
CA $1,402 total
includes taxes & fees
Jul 8 - Jul 9
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Exterior detail

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, (5 reviews)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is CA $366
CA $960 total
includes taxes & fees
Aug 2 - Aug 3
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Fridge, microwave, oven, stovetop

Luxurious Island Pearl-Private Pool - 2BD/2Bath

Luxurious Island Pearl-Private Pool - 2BD/2Bath
Key West Historic District
10.0 out of 10, Exceptional, (56 reviews)
"Amazing stay five star!! "
United States
Erica S.
The price is CA $966
CA $1,818 total
includes taxes & fees
Jul 11 - Jul 12
Luxurious Island Pearl-Private Pool - 2BD/2Bath
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
"The room and property are clean and the staff is friendly and helpful."
Brenna 1-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Vacation Homes information

Number of reviews
1,627
Accommodation
1075 Vacation Homes
Lowest Price
CA $398
Highest Price
CA $1,818

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