Search Vacation Homes in Florida Keys

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Vacation Homes in Florida Keys

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo
9.6 out of 10, Exceptional, (43)
"This is the second time we stay in this property in less than a year and we couldn’t been happier. It is clean, spacious; it has all you need and location is great!. Host is very responsive and accomodaring. We cannot wait to come back hopefully before the end of the year. "
United States
MAIDELIS F.
$269 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

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

Sands
$509 nightly
The price is $565
Nov 11 - Nov 12
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Poolside Cottage #412

Key West
9.2 out of 10, Wonderful, (26)
"very nice bungalow right in front of the pool. Well maintained and comfortable. Was a great place to stay."
United States
DONALD H.
$275 nightly
The price is $305
Nov 11 - Nov 12
Total with taxes and fees
Poolside Cottage #412

Charming Home in Key Largo

Key Largo
9.8 out of 10, Exceptional, (26)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
$410 nightly
The price is $455
Nov 9 - Nov 10
Total with taxes and fees
Charming Home in Key Largo

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
$275 nightly
The price is $305
Nov 10 - Nov 11
Total with taxes and fees
Poolside Cottage #411

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo
9.4 out of 10, Exceptional, (80)
"Very cozy tiny home"
United States
Kristen H.
$328 nightly
The price is $364
Nov 11 - Nov 12
Total with taxes and fees
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
$393 nightly
The price is $436
Nov 9 - Nov 10
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

Old Town Key West
9.4 out of 10, Exceptional, (23)
"The location was amazing and the cleanliness of the room was great! Definitely recommend "
United States
N G.
$290 nightly
The price is $319
Nov 16 - Nov 17
Total with taxes and fees
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
$536 nightly
The price is $595
Nov 9 - Nov 10
Total with taxes and fees
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Stock Island
9.8 out of 10, Exceptional, (114)
"Great location, close to everything family had a great time."
United States
rafael m.
$483 nightly
The price is $536
Nov 11 - Nov 12
Total with taxes and fees
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

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

Duck Key
9.6 out of 10, Exceptional, (45)
"We had a good stay. Nice place"
United States
Nicholas H.
$502 nightly
The price is $557
Nov 11 - Nov 12
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Greta property, really enjoyed the water view and the bbq grill "
United States
William B.
$558 nightly
The price is $619
Nov 12 - Nov 13
Total with taxes and fees
Island Time #110 Ocean Views - Cudjoe Key

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (119)
"Great location for some much needed time away."
United States
Brad R.
$516 nightly
The price is $573
Nov 20 - Nov 21
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage

Sunrise Escape - Ocean Front Villa - Sleeps 10

Key Largo
9.8 out of 10, Exceptional, (65)
"Our stay at the Sunrise Escape was amazing! The villa was beautifully decorated, super clean and very accommodating for our party of 9. Melanie was a great host who communicated and was a great help. We'll be back for another visit!"
United States
Casey A.
$692 nightly
The price is $769
Dec 1 - Dec 2
Total with taxes and fees
Sunrise Escape - Ocean Front Villa - Sleeps 10

Beach House Getaway - Kayaks & 2-2.5 Villa

Duck Key
9.8 out of 10, Exceptional, (28)
"Great location for day trips and very clean, well stocked apartment. "
United States
Phil V.
$470 nightly
The price is $522
Nov 24 - Nov 25
Total with taxes and fees
Beach House Getaway - Kayaks & 2-2.5 Villa

Paradise found

Stock Island
9.8 out of 10, Exceptional, (31)
"Nice stay and budget friendly. Hard to find a place to house 5 guys but this an accomplished that easily. Conveniently located to the airport and the restaurants in the area were great. If your trip in Key West involves the marina, the marina is just behind the hogfish grill. "
United States
Mike Q.
$646 nightly
The price is $719
Nov 18 - Nov 19
Total with taxes and fees
Paradise found

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"Great property, owners were very helpful and we really enjoyed our stay!"
United States
Lee J.
$473 nightly
The price is $525
Nov 9 - Nov 10
Total with taxes and fees
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon
10.0 out of 10, Exceptional, (11)
"Comfortable beds, clean, well equipment kitchen, quiet ocean front location, easy check in, responsive owner"
United States
Karen B.
$481 nightly
The price is $508
Nov 24 - Nov 25
Total with taxes and fees
Oceanfront Tiny Villa in the Heart of the FL Keys

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (117)
"Deer in the front yard, perfect location, clean and friendly "
United States
Sara H.
$483 nightly
The price is $536
Nov 10 - Nov 11
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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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