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Our top choices for Key West vacation homes

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.2 out of 10, Good, (17 reviews)
"Very clean."
United States
Wendy R.
The price is ¥18,085
¥52,094 total
includes taxes & fees
Apr 22 - Apr 23
Shared Pool & Near Duval - Curry House Room 9

SONGWRITER Fest 4-29.to.5-2 Reduced Rates May is a good time to visit.

SONGWRITER Fest 4-29.to.5-2 Reduced Rates May is a good time to visit.
Old Town Key West
9.6 out of 10, Exceptional, (246 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is ¥29,348
¥62,464 total
includes taxes & fees
May 18 - May 19
SONGWRITER Fest 4-29.to.5-2 Reduced Rates May is a good time to visit.

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Everything you need for a great stay!!"
United States
Karen D.
The price is ¥29,348
¥52,113 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #412

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
10.0 out of 10, Exceptional, (11 reviews)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
The price is ¥37,894
¥90,064 total
includes taxes & fees
May 5 - May 6
Road's End | Prime Old Town Location! Updated Home w/ Pool

Nassau Suite just steps to Duval Tropical oasis quiet location Downtown

Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Old Town Key West
9.0 out of 10, Wonderful, (251 reviews)
"We enjoyed the property and it was clean and friendly "
United States
Rob P.
The price is ¥41,405
¥98,969 total
includes taxes & fees
Apr 24 - Apr 25
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Old Town Key West
8.8 out of 10, Excellent, (16 reviews)
"Very relaxing and tropical sitting on front porch "
United States
Dotti B.
The price is ¥45,680
¥107,174 total
includes taxes & fees
May 6 - May 7
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Slice of Paradise

Slice of Paradise
Stock Island
The price is ¥42,690
¥91,356 total
includes taxes & fees
May 6 - May 7
Slice of Paradise

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
The price is ¥35,059
¥57,329 total
includes taxes & fees
Apr 21 - Apr 22
One Bedroom Suite | Beachside Resort

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is ¥63,297
¥117,393 total
includes taxes & fees
May 18 - May 19
Paradise found

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
9.8 out of 10, Exceptional, (20 reviews)
"Loved the quiet, well equipped, easy ride to all the activity in Key West. Enjoyed the French bakery and Italian restaurants within walking distance. Would most definitely return to this private townhouse....Thank you!"
United States
David M.
The price is ¥55,524
¥163,856 total
includes taxes & fees
May 5 - May 6
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

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, (99 reviews)
"Excellent apartment in a great location. "
United States
Jennifer K.
The price is ¥62,663
¥134,805 total
includes taxes & fees
May 11 - May 12
Luxury two floor apartment in prime location of famous Duval Street

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveler
The price is ¥126,753
¥270,422 total
includes taxes & fees
Apr 21 - Apr 22
Capmar House at Lunara Bay

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ¥150,699
¥285,362 total
includes taxes & fees
May 5 - May 6
Capmar House by Brightwild Huge Home Pool

Southernmost Retreat | On Duval! With Hot Tub, Patio

Southernmost Retreat | On Duval! With Hot Tub, Patio
Old Town Key West
9.8 out of 10, Exceptional, (25 reviews)
"Great apartments, very clean and easy comms with the host. Perfect location, will likely be back!"
United States
Steve
The price is ¥74,527
¥184,396 total
includes taxes & fees
Apr 21 - Apr 22
Southernmost Retreat | On Duval! With Hot Tub, Patio

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (22 reviews)
"Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return."
United States
Austin S.
The price is ¥126,753
¥271,215 total
includes taxes & fees
May 4 - May 5
The Seagate Estate at Lunara Bay

Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (43 reviews)
"Great stay! "
United States
Colleen S.
The price is ¥52,223
¥145,732 total
includes taxes & fees
May 5 - May 6
Sea Esta Suite | Located On Iconic Duval w/ Pool

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Old Town Key West
9.4 out of 10, Exceptional, (50 reviews)
"Loved the location of this property. It is close to everything. It is a little confusing to find the property and the parking and where to load and unload our belongs but the stay was very enjoyable. I love walking downtown to Mallory Square and Duval Street. I would have liked it better if the front door had a shutter or blind on it. "
United States
Kathryn J.
The price is ¥76,956
¥177,796 total
includes taxes & fees
Apr 27 - Apr 28
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Private Parking, Heated Pool - Sweet Caroline

Private Parking, Heated Pool - Sweet Caroline
Key West Historic District
9.0 out of 10, Wonderful, (28 reviews)
"Great place for our party and great host!"
United States
Jenny R.
The price is ¥82,493
¥154,873 total
includes taxes & fees
May 18 - May 19
Private Parking, Heated Pool - Sweet Caroline

Casa De Cubana | New! Cuban-Style Home Near Duval

Casa De Cubana | New! Cuban-Style Home Near Duval
Old Town Key West
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful with great location"
United States
Thomas D.
The price is ¥78,132
¥192,329 total
includes taxes & fees
May 11 - May 12
Casa De Cubana | New! Cuban-Style Home Near Duval

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (45 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is ¥126,753
¥271,215 total
includes taxes & fees
May 6 - May 7
Springtide House at Lunara Bay
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 Key West Hotel Reviews

Find out more about Key West

Key West Vacation Homes information

Number of reviews
748
Accommodation
901 Vacation Homes
Lowest Price
¥52,094
Highest Price
¥285,362

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