Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United States
Trip Boards
List your property
Help
My trips
Sign in
Vrbo just got better
Earn rewards across our family of brands with One Keyâ„¢
Sign in
Sign in as an owner
Learn about One Key
Feedback
Going to
Going to
Dates
Travelers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am traveling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
257 properties
How our sort order works
Opens in a new window
Search results showing properties in Key West, Florida, United States of America. September 26, 2023 through September 28, 2023
Google map showing 304 properties
Key West is popular!
Only 13% of properties are available on our site for your dates.
Photo gallery for Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
For those who enjoy the pool over the beach, come relax poolside.
Show previous image for Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
Show next image for Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
Guesthouse · 4 min drive to the beach
Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
8.0
8.0 out of 10
Very Good
very good
21 reviews
(21 reviews)
View details for price
More information about Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,, opens in a new tab
Photo gallery for GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Your outdoor oasis
Show previous image for GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Show next image for GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Premier Host
Condo · 10 min walk to Florida Keys Beaches
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
10
10 out of 10
Exceptional
exceptional
53 reviews
(53 reviews)
View details for price
More information about GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!, opens in a new tab
Photo gallery for You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!
Relax by the hammock!
Show previous image for You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!
Show next image for You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!
Guesthouse · 3 min walk to South Beach
You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
9.4
9.4 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
View details for price
More information about You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!, opens in a new tab
Condo · 13 min walk to Florida Keys Beaches
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
9.4
9.4 out of 10
Exceptional
exceptional
87 reviews
(87 reviews)
View details for price
More information about ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!, opens in a new tab
Condo · 13 min walk to Florida Keys Beaches
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
9.4
9.4 out of 10
Exceptional
exceptional
98 reviews
(98 reviews)
View details for price
More information about HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!, opens in a new tab
Condo · 10 min walk to Florida Keys Beaches
SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
9.8
9.8 out of 10
Exceptional
exceptional
51 reviews
(51 reviews)
View details for price
More information about SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!, opens in a new tab
Apartment · 3 min walk to Florida Keys Beaches
Coral Cove | Bahama Village Studio w/ Pool & Grill
Sleeps 2 · 1+ bathroom
May 21 - May 23
9.0
9.0 out of 10
Wonderful
wonderful
26 reviews
(26 reviews)
View details for price
More information about Coral Cove | Bahama Village Studio w/ Pool & Grill, opens in a new tab
Condo · 3 min drive to the beach
The Caroline #2 | 2 Bed, 1 Bath
Sleeps 4 · 2 bedrooms · 1 bathroom
May 21 - May 23
9.2
9.2 out of 10
Wonderful
wonderful
5 reviews
(5 reviews)
View details for price
More information about The Caroline #2 | 2 Bed, 1 Bath, opens in a new tab
Guesthouse · 3 min walk to South Beach
Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
7.8
7.8 out of 10
Good
good
6 reviews
(6 reviews)
View details for price
More information about Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!, opens in a new tab
Apartment · 8 min walk to Florida Keys Beaches
Traveler's Palm by Brightwild |Recently Updated!
Sleeps 6 · 1 bedroom · 1 bathroom
May 21 - May 23
8.6
8.6 out of 10
Excellent
excellent
9 reviews
(9 reviews)
View details for price
More information about Traveler's Palm by Brightwild |Recently Updated!, opens in a new tab
Apartment · 5 min walk to Florida Keys Beaches
Classic King Balcony - at the James House
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
9.6
9.6 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
View details for price
More information about Classic King Balcony - at the James House, opens in a new tab
Guesthouse · 4 min drive to the beach
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
5.6
5.6 out of 10
4 reviews
(4 reviews)
View details for price
More information about Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool, opens in a new tab
Guesthouse · 3 min walk to South Beach
Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!
Sleeps 4 · 1 bedroom · 1 bathroom
May 21 - May 23
8.0
8.0 out of 10
Very Good
very good
7 reviews
(7 reviews)
View details for price
More information about Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!, opens in a new tab
Apartment · 3 min walk to Florida Keys Beaches
Andy's Attic by Brightwild | Budget-Friendly!
Sleeps 2 · 1 bathroom
May 21 - May 23
7.6
7.6 out of 10
Good
good
14 reviews
(14 reviews)
View details for price
More information about Andy's Attic by Brightwild | Budget-Friendly!, opens in a new tab
Guesthouse · 4 min drive to the beach
Standard Two Queen Beds at The Gates Hotel Key West, Onsite Pool, Bike Rental!
Sleeps 4 · 1 bedroom · 1 bathroom
May 21 - May 23
10
10 out of 10
Exceptional
exceptional
1 review
(1 review)
View details for price
More information about Standard Two Queen Beds at The Gates Hotel Key West, Onsite Pool, Bike Rental!, opens in a new tab
Guesthouse · 3 min walk to South Beach
Experience Florida Like Never Before! Oceanfront Pool, Nightlife, Beach Bar!
Sleeps 2 · 1 bedroom · 1 bathroom
May 21 - May 23
8.0
8.0 out of 10
Very Good
very good
1 review
(1 review)
View details for price
More information about Experience Florida Like Never Before! Oceanfront Pool, Nightlife, Beach Bar!, opens in a new tab
House · 8 min walk to South Beach
Tortugas Harbor Suite | 1 Bed, 1 Bath
Sleeps 4 · 1 bedroom · 1 bathroom
May 21 - May 23
View details for price
More information about Tortugas Harbor Suite | 1 Bed, 1 Bath, opens in a new tab
Tell us how we can improve our site
Share feedback
