Holiday Homes in Key West

Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in Key West

Our top choices for Key West holiday homes

Kingfish Keep | Lively Escape on Duval! Balcony!
Living area

Kingfish Keep | Lively Escape on Duval! Balcony!

10.0 out of 10, Exceptional, (18)
"Awesome location with excellent communication. "
The price is AU$561
includes taxes & fees
8 Sept - 9 Sept
Kingfish Keep | Lively Escape on Duval! Balcony!
Poolside Cottage #411
Outdoor dining

Poolside Cottage #411

9.8 out of 10, Exceptional, (52)
"Lovely home to stay in for a couple of nights on Key West"
The price is AU$458
includes taxes & fees
1 Sept - 2 Sept
Poolside Cottage #411
Poolside Cottage #412
Outdoor dining

Poolside Cottage #412

9.2 out of 10, Wonderful, (25)
"The property and our place was really nice. Would definitely stay again. "
The price is AU$477
includes taxes & fees
10 Sept - 11 Sept
Poolside Cottage #412
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location
Terrace/patio

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

9.6 out of 10, Exceptional, (18)
"Perfect location for enjoying Duval Street. "
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Outdoor pool

Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

The price is AU$705
includes taxes & fees
10 Sept - 11 Sept
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Property grounds

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

9.8 out of 10, Exceptional, (112)
"Very comfortable house in a great location. "
The price is AU$850
includes taxes & fees
2 Sept - 3 Sept
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Balcony, Pool, & Near Duval - Curry House Room 9
Terrace/patio

Balcony, Pool, & Near Duval - Curry House Room 9

7.4 out of 10, Good, (13)
"Perfect spot to plop down while bar hopping and seeing key west. Would return again for quick trip. Owners sent email and day of, text with access codes making it very easy. Happy we could drop our luggage prior to check-in"
Balcony, Pool, & Near Duval - Curry House Room 9
Poolside Suite with Direct Pool Access
Beach nearby

Poolside Suite with Direct Pool Access

10.0 out of 10, Exceptional, (1)
"amazing spot close to everything "
The price is AU$591
includes taxes & fees
10 Sept - 11 Sept
Poolside Suite with Direct Pool Access
Docked in Paradise
Terrace/patio

Docked in Paradise

The price is AU$660
includes taxes & fees
4 Sept - 5 Sept
Docked in Paradise
Luxury two floor apartment in prime location of famous Duval Street
Beach towels

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (82)
"Perfect place to stay. Great location. "
The price is AU$926
includes taxes & fees
10 Sept - 11 Sept
Luxury two floor apartment in prime location of famous Duval Street
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (3)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
The price is AU$739
includes taxes & fees
10 Sept - 11 Sept
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Wahoo Way | Charming Hideaway On Duval Street!
1 bedroom, free WiFi, bed sheets

Wahoo Way | Charming Hideaway On Duval Street!

9.0 out of 10, Wonderful, (17)
"Small place, but clean and everything needed for 2 people to stay I "
The price is AU$431
includes taxes & fees
10 Sept - 11 Sept
Wahoo Way | Charming Hideaway On Duval Street!
Harbor Walk Hideaways | Group Compound In Old Town!
Outdoor dining

Harbor Walk Hideaways | Group Compound In Old Town!

9.8 out of 10, Exceptional, (6)
"I come to Key West often. This is the best location and property I’ve stayed in. Everything was wonderful. I will book this every single time I come. it is perfect for big families, couples or a group of friends. "
The price is AU$1,364
includes taxes & fees
10 Sept - 11 Sept
Harbor Walk Hideaways | Group Compound In Old Town!
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Interior

Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.

The price is AU$729
includes taxes & fees
10 Sept - 11 Sept
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Capmar House by Brightwild Huge Home Pool
House

Capmar House by Brightwild Huge Home Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
The price is AU$2,967
includes taxes & fees
7 Sept - 8 Sept
Capmar House by Brightwild Huge Home Pool
FREE TIME 50’ 2 Cabin Yacht Key West
Property grounds

FREE TIME 50’ 2 Cabin Yacht Key West

The price is AU$852
includes taxes & fees
10 Sept - 11 Sept
FREE TIME 50’ 2 Cabin Yacht Key West
Atlantis House Suites
Outdoor dining

Atlantis House Suites

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$1,191
includes taxes & fees
10 Sept - 11 Sept
Atlantis House Suites
Sweet Caroline by Brightwild Pool Parking
House

Sweet Caroline by Brightwild Pool Parking

2.0 star property
Sweet Caroline by Brightwild Pool Parking
Parking, Pet Friendly, Pool - Crestwood House
Fridge, microwave, oven, stovetop

Parking, Pet Friendly, Pool - Crestwood House

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."
The price is AU$3,870
includes taxes & fees
10 Sept - 11 Sept
Parking, Pet Friendly, Pool - Crestwood House
Palmgale House in Key West
House

Palmgale House in Key West

2.0 star property
The price is AU$3,938
includes taxes & fees
7 Sept - 8 Sept
Palmgale House in Key West
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

Find out more about Key West

Key West Holiday Homes information

Number of reviews
49
Accommodation
1050 Holiday Homes
Lowest Price
AU$561
Highest Price
AU$2,691

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