Holiday Homes in Key West

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Our top choices for Key West holiday homes

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (62 reviews)
"This was a beautiful property, great location and awesome amenities. We loved it and will highly recommend it! "
United States
Kim H.
The price is AU$643
includes taxes & fees
17 Apr - 18 Apr
Poolside Cottage #411

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 AU$485
includes taxes & fees
22 Apr - 23 Apr
Shared Pool & Near Duval - Curry House Room 9

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 AU$457
includes taxes & fees
3 May - 4 May
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
9.8 out of 10, Exceptional, (10 reviews)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
The price is AU$806
includes taxes & fees
6 May - 7 May
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 AU$891
includes taxes & fees
24 Apr - 25 Apr
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, (15 reviews)
"Very relaxing and tropical sitting on front porch "
United States
Dotti B.
The price is AU$947
includes taxes & fees
6 May - 7 May
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

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)
"We stayed for a week and the condo was perfect. Beautifully decorated & very clean. The balconies were an added plus. It’s a perfect location for access to the pool. Roostica is a great Italian restaurant in walking distance. And a delicious French bakery nearby too."
United States
Joan Z.
The price is AU$1,417
includes taxes & fees
6 May - 7 May
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, (98 reviews)
"Excellent apartment in a great location. "
United States
Jennifer K.
The price is AU$1,192
includes taxes & fees
20 Apr - 21 Apr
Luxury two floor apartment in prime location of famous Duval Street

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 AU$2,426
includes taxes & fees
6 May - 7 May
Capmar House by Brightwild Huge Home Pool

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 traveller
The price is AU$2,388
includes taxes & fees
20 Apr - 21 Apr
Capmar House at Lunara Bay

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!
Old Town Key West
9.8 out of 10, Exceptional, (60 reviews)
"The amenities and location were great. "
United States
Tricia B.
The price is AU$1,165
includes taxes & fees
15 Apr - 16 Apr
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
The price is AU$568
includes taxes & fees
28 Apr - 29 Apr
One Bedroom Suite | Beachside Resort

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, (24 reviews)
"Great apartments, very clean and easy comms with the host. Perfect location, will likely be back!"
United States
Steve
The price is AU$1,681
includes taxes & fees
15 Apr - 16 Apr
Southernmost Retreat | On Duval! With Hot Tub, Patio

Slice of Paradise

Slice of Paradise
Stock Island
The price is AU$855
includes taxes & fees
19 Apr - 20 Apr
Slice of Paradise

Shared Pool & Parking - The Cottage at James House

Shared Pool & Parking - The Cottage at James House
Key West Historic District
8.8 out of 10, Excellent, (9 reviews)
"Very convenient to Duval Street and everything in Old Town Key West."
United States
David P.
The price is AU$689
includes taxes & fees
15 Apr - 16 Apr
Shared Pool & Parking - The Cottage at James House

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 AU$2,348
includes taxes & fees
22 Apr - 23 Apr
The Seagate Estate at Lunara Bay

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is AU$3,142
includes taxes & fees
15 Apr - 16 Apr
The Shellstone House at Solaire Lunara Bay

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 AU$1,553
includes taxes & fees
27 Apr - 28 Apr
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Key West Lighthouse Suite

Key West Lighthouse Suite
Old Town Key West
9.8 out of 10, Exceptional, (61 reviews)
"We stayed at this location for a four day weekend. We will definitely be back."
United States
Keith D.
The price is AU$1,425
includes taxes & fees
21 Apr - 22 Apr
Key West Lighthouse Suite

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 AU$1,300
includes taxes & fees
6 May - 7 May
Sea Esta Suite | Located On Iconic Duval w/ 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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Top Key West Hotel Reviews

Find out more about Key West

Key West Holiday Homes information

Number of reviews
808
Accommodation
890 Holiday Homes
Lowest Price
AU$457
Highest Price
AU$3,142

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