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Our top choices for Key West vacation homes

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (54 reviews)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is ¥52,293
¥81,308 total
includes taxes & fees
Jan 24 - Jan 25
Poolside Cottage #411

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (28 reviews)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
The price is ¥35,809
¥57,871 total
includes taxes & fees
Jan 15 - Jan 16
Poolside Cottage #412

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is ¥245,630
¥438,330 total
includes taxes & fees
Jan 14 - Jan 15
Waterfront Luxury Home - Tidelands House

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (181 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is ¥40,535
¥75,471 total
includes taxes & fees
Jan 24 - Jan 25
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Road’s End | Prime Old Town Location! Modern Updates, Shared Pool!

Road’s End | Prime Old Town Location! Modern Updates, Shared Pool!
2.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
The price is ¥42,157
¥89,952 total
includes taxes & fees
Jan 19 - Jan 20
Road’s End | Prime Old Town Location! Modern Updates, Shared Pool!

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (14 reviews)
"Very clean."
United States
Wendy R.
The price is ¥26,707
¥62,937 total
includes taxes & fees
Jan 26 - Jan 27
Shared Pool & Near Duval - Curry House Room 9

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is ¥220,888
¥435,915 total
includes taxes & fees
Jan 14 - Jan 15
The Shellstone House at Solaire Lunara Bay

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West
2.0 star property
Stock Island
The price is ¥43,199
¥62,691 total
includes taxes & fees
Jan 14 - Jan 15
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

Crestwood House at Lunara Bay

Crestwood House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again."
United States
Vicki L.
The price is ¥141,943
¥325,116 total
includes taxes & fees
Jan 19 - Jan 20
Crestwood House at Lunara Bay

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
2.0 star property
Stock Island
The price is ¥37,801
¥83,159 total
includes taxes & fees
Jan 27 - Jan 28
Spacious 3-bedroom townhome on Stock Island with resort style pool.

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

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Stock Island
9.8 out of 10, Exceptional, (117 reviews)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is ¥49,735
¥103,162 total
includes taxes & fees
Jan 19 - Jan 20
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
The price is ¥205,099
¥416,100 total
includes taxes & fees
Jan 14 - Jan 15
Tidelands House at Lunara Bay

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is ¥245,630
¥438,330 total
includes taxes & fees
Jan 14 - Jan 15
New Waterfront Home - Dreamside House

Gone Coastal

Gone Coastal
Stock Island
9.8 out of 10, Exceptional, (20 reviews)
"Great little place with covered parking and comfortable beds. Very clean! "
United States
Sean
The price is ¥47,209
¥96,865 total
includes taxes & fees
Jan 19 - Jan 20
Gone Coastal

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
Old Town Key West
9.4 out of 10, Exceptional, (25 reviews)
"The location was amazing and the cleanliness of the room was great! Definitely recommend "
United States
N G.
The price is ¥61,893
¥110,694 total
includes taxes & fees
Jan 19 - Jan 20
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"This was a great house for a holiday getaway. The kitchen was well equipped with plenty of dishes as well as extra accessories that we don't always see like the crock pot, the beverage cooler and the extra kerig upstairs. Lots of pool towels and the ice machines upstairs and down made a huge difference. Although we came as a family, the extra room and the fact that each bedroom had its own bathroom makes this house fantastic for any group. The only thing we could think of to make it better would...
United States
Darlene M.
The price is ¥220,888
¥435,915 total
includes taxes & fees
Jan 14 - Jan 15
The Starboard House at Solaire Lunara Bay

Another Day in Paradise

Another Day in Paradise
Stock Island
Another Day in Paradise

Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (8 reviews)
"well maintained, clean, easy to access"
United States
Raj P.
The price is ¥205,099
¥395,219 total
includes taxes & fees
Jan 14 - Jan 15
Larkshine House at Lunara Bay

The Dreamside House at Lunara Bay

The Dreamside House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful property and was everything I expected. Staff took great care making sure it was ready for us."
United States
Tony H.
The price is ¥205,099
¥416,100 total
includes taxes & fees
Jan 14 - Jan 15
The Dreamside House at Lunara Bay

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (12 reviews)
"Great house. Large space, everything you need is there. "
United States
CRIMSON A.
The price is ¥141,943
¥326,853 total
includes taxes & fees
Jan 14 - Jan 15
Altair 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
364
Accommodation
1058 Vacation Homes
Lowest Price
¥57,871
Highest Price
¥438,330

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