Key West Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Key West Vacation 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 CA $140
CA $471 total
includes taxes & fees
Aug 26 - Aug 27
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 CA $230
CA $424 total
includes taxes & fees
Aug 26 - Aug 27
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 CA $230
CA $424 total
includes taxes & fees
Aug 26 - Aug 27
Poolside Cottage #412
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 CA $442
CA $649 total
includes taxes & fees
Aug 26 - Aug 27
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
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, (17)
"Perfect location for enjoying Duval Street. "
The price is CA $163
CA $553 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $253
CA $628 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $311
CA $745 total
includes taxes & fees
Aug 26 - Aug 27
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Sweet Caroline by Brightwild Pool Parking
House

Sweet Caroline by Brightwild Pool Parking

2.0 star property
The price is CA $499
CA $982 total
includes taxes & fees
Aug 26 - Aug 27
Sweet Caroline by Brightwild Pool Parking
Docked in Paradise
Terrace/patio

Docked in Paradise

The price is CA $404
CA $600 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $270
CA $824 total
includes taxes & fees
Sep 2 - Sep 3
Luxury two floor apartment in prime location of famous Duval Street
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!
3 bedrooms, WiFi

Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!

10.0 out of 10, Exceptional, (6)
"Great location and very nice place."
The price is CA $274
CA $1,092 total
includes taxes & fees
Aug 26 - Aug 27
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
1 bedroom, WiFi, bed sheets

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

9.4 out of 10, Exceptional, (20)
"Little condo across from Cuban coffee queen. A little bit of a distance from main bars and shopping, but still nice for what it’s needed for. "
The price is CA $123
CA $390 total
includes taxes & fees
Aug 26 - Aug 27
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
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, (16)
"Small place, but clean and everything needed for 2 people to stay I "
The price is CA $116
CA $362 total
includes taxes & fees
Aug 26 - Aug 27
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 CA $393
CA $1,226 total
includes taxes & fees
Aug 26 - Aug 27
Harbor Walk Hideaways | Group Compound In Old Town!
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 CA $1,160
CA $2,229 total
includes taxes & fees
Sep 2 - Sep 3
Capmar House by Brightwild Huge Home Pool
Waterfront Luxury Home - Tidelands House
House

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is CA $2,555
CA $4,219 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront Luxury Home - Tidelands House
Atlantis House Suites
Outdoor dining

Atlantis House Suites

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is CA $491
CA $1,060 total
includes taxes & fees
Sep 3 - Sep 4
Atlantis House Suites
Palmgale House in Key West
House

Palmgale House in Key West

2.0 star property
The price is CA $1,627
CA $3,091 total
includes taxes & fees
Aug 26 - Aug 27
Palmgale House in Key West
Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location
Fridge, microwave, coffee/tea maker, toaster

Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location

9.0 out of 10, Wonderful, (180)
"Comfortable no frills 3 bedroom home. Close to great bars and restaurants. Would recommend for the location "
The price is CA $312
CA $743 total
includes taxes & fees
Aug 26 - Aug 27
Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location
Waterlane House by Brightwild Pool Boat Dock
House

Waterlane House by Brightwild Pool Boat Dock

2.0 star property
The price is CA $1,552
CA $2,670 total
includes taxes & fees
Aug 28 - Aug 29
Waterlane House by Brightwild Pool Boat Dock
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
Sign in
Sign up, it's free

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This hotel has been renovated, super clean. The staff is super nice."
Elsye 1-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West