Holiday Homes in Key West

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Key West and around

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.
The price is €270
includes taxes & fees
11 Nov - 12 Nov
Poolside Cottage #412

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
The price is €270
includes taxes & fees
10 Nov - 11 Nov
Poolside Cottage #411

Waterfront Luxury Home - Tidelands House

2.0 star property
Raccoon Key
The price is €2,620
includes taxes & fees
2 Dec - 3 Dec
Waterfront Luxury Home - Tidelands House

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.
The price is €283
includes taxes & fees
16 Nov - 17 Nov
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

The Seagate Estate at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (17)
"The perfect House , everything was good "
United States
CARLOS G.
The price is €1,406
includes taxes & fees
10 Nov - 11 Nov
The Seagate Estate at Lunara Bay

The Shellstone House at Solaire Lunara Bay

Raccoon Key
The price is €2,475
includes taxes & fees
9 Nov - 10 Nov
The Shellstone House at Solaire Lunara Bay

Tidelands House at Lunara Bay

Raccoon Key
The price is €2,363
includes taxes & fees
10 Nov - 11 Nov
Tidelands House at Lunara Bay

Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location

Old Town Key West
9.6 out of 10, Exceptional, (19)
"Great place!"
United States
Anonymous traveller
The price is €473
includes taxes & fees
19 Nov - 20 Nov
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location

Crestwood House at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (1)
"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 €1,969
includes taxes & fees
10 Nov - 11 Nov
Crestwood House at Lunara Bay

The Starboard House at Solaire Lunara Bay

Raccoon Key
The price is €2,475
includes taxes & fees
11 Nov - 12 Nov
The Starboard House at Solaire Lunara Bay

Capmar House at Lunara Bay

Raccoon Key
9.8 out of 10, Exceptional, (28)
"Beautiful property & great location! Well stocked with kitchen supplies, towels, etc. Property managers were readily available if we needed them, but everything was perfect. Check-in & check-out procedures were a breeze! Highly recommend."
United States
Summer W.
The price is €1,406
includes taxes & fees
10 Nov - 11 Nov
Capmar House at Lunara Bay

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.
Paradise found

New Waterfront Home - Dreamside House

2.0 star property
Raccoon Key
New Waterfront Home - Dreamside House

The Dreamside House at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (1)
"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 €2,363
includes taxes & fees
10 Nov - 11 Nov
The Dreamside House at Lunara Bay

Springtide House at Lunara Bay

Raccoon Key
9.8 out of 10, Exceptional, (43)
"We loved many things about the house, especially how spacious it was/all on 1 level, size of bedrooms & all en-suite baths. Pool was perfect and fishing of backyard pier a bonus. We had a great time. "
United States
louise s.
The price is €1,406
includes taxes & fees
10 Nov - 11 Nov
Springtide House at Lunara Bay

Larkshine House at Lunara Bay

2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (6)
"Great property and great management. Our trip could not have gone any better"
United States
William G.
The price is €2,306
includes taxes & fees
11 Nov - 12 Nov
Larkshine House at Lunara Bay

The Sunray Home at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (2)
"The house was perfect for my family. Lots a space and privacy with a large group of people.The property manager was amazing when requests were made. Never had to wait long for a reply and all requests were completed almost immediately. "
United States
Anonymous traveller
The price is €2,363
includes taxes & fees
10 Nov - 11 Nov
The Sunray Home at Lunara Bay

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.
The price is €476
includes taxes & fees
11 Nov - 12 Nov
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

The Fairhaven House at Solaire Lunara Bay

Raccoon Key
The price is €2,424
includes taxes & fees
9 Nov - 10 Nov
The Fairhaven House at Solaire Lunara Bay

Floralee House at Lunara Bay

2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (7)
"Claro, aquí tienes la traducción al inglés:⸻The property is truly beautiful, tastefully decorated with great attention to detail. It’s very spacious—perfect for comfortably accommodating up to six couples. The location is excellent, and everything feels brand new.The only thing I would mention is that the pool was very cold at first, and we had to call several times for a technician to come. However, aside from that, everything else was wonderful.I highly recommend this property with complete...
United States
Yinnie R.
The price is €1,969
includes taxes & fees
9 Nov - 10 Nov
Floralee 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Key West Hotel Reviews

Find out more about Key West

Key West Holiday Homes information

Number of reviews
273
Accommodation
1055 Holiday Homes
Lowest Price
€270
Highest Price
€2,620