We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
EUR
Sign in
Inbox
See all
Sign in
to get trip updates and message other travellers.
Key West
Key West Tourism
Key West Hotels
Key West Bed and Breakfast
Key West Holiday Rentals
Flights to Key West
Key West Restaurants
Key West Attractions
Key West Travel Forum
Key West Photos
Key West Map
Key West Guide
Hotels
All Key West Hotels
Key West Hotel Deals
Last Minute Hotels in Key West
By Hotel Type
By Hotel Class
By Hotel Brand
Popular Amenities
Popular Key West Categories
Near Airports
Near Colleges
Key West Motels
Key West Campsites
Key West Hostels
Family Hotels Key West
Business Hotels Key West
Romantic Hotels Key West
Key West Resorts
Luxury Hotels Key West
Key West Green Hotels
Spa Hotels in Key West
Key West Beach Hotels
5-stars Hotels in Key West
4-stars Hotels in Key West
3-stars Hotels in Key West
Curio Collection by Hilton Hotels in Key West
Marriott Hotels in Key West
Fairfield Hotels in Key West
Hyatt Holiday Club Hotels in Key West
Autograph Collection Hotels in Key West
Key West Hotels in Key West
Hyatt Hotels in Key West
Hilton Hotels in Key West
Key West Hotels with a Pool
Pet Friendly Hotels in Key West
Key West Hotels with Parking
Discount Hotels in Key West
Boutique Hotels Key West
Honeymoon Resorts Key West
Key West Non-Smoking Hotels
Key West Hotels with Air Conditioning
Key West Hotels with Concierge
Key West Hotels with Laundry Facilities
Key West Hotels with Gym
Key West Hotels with Tennis Courts
Key West Exotic Resorts
Hotels near (EYW) Key West Intl Airport
Hotels near Florida Keys Community College
Hotels near Hodges University Naples, FL
Things to Do
Restaurants
Flights
Holiday Rentals
By Holiday Rental Type
Popular Amenities
Popular Communities
Places of Interest
Colleges & Universities
Airports
Apartment Rentals in Key West
Cheap Key West Holiday Rentals
Pet Friendly Rentals in Key West
Rentals with Pools in Key West
Kid Friendly Key West Holiday Rentals
Romantic Key West Holiday Rentals
Downtown Key West Holiday Rentals
1800 Atlantic Holiday Rentals in Key West
Truman Annex Holiday Rentals in Key West
Holiday Rentals near Mallory Square
Holiday Rentals near Smathers Beach
Holiday Rentals near Fort Zachary Taylor Historic State Park
Holiday Rentals near Key West Cemetery
Holiday Rentals near Duval Street
Holiday Rentals near Truman Little White House
Holiday Rentals near The Ernest Hemingway Home and Museum
Holiday Rentals near Southernmost Point
Holiday Rentals near Higgs Beach
Holiday Rentals near Sunset Pier
Holiday Rentals near Hodges University Naples, FL
Holiday Rentals near Key West Intl Airport
Travel Stories
Cruises
Car Hire
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories
Apartments and Holiday Homes in Key West, FL
Holiday Rentals
USA
Florida (FL)
Florida Keys
Key West Apartments
Search
List your property
Owner log in
Villas in
Key West
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (108)
Air Conditioning (107)
Other outdoor space (96)
Washer/Dryer (89)
Show all
Suitability
Kid friendly (114)
Elder access (51)
Pet friendly (15)
Wheelchair access (7)
Show more
Property type
Condominium/Apartment (73)
Holiday Rental House (48)
Private Room (1)
Cabin Holiday Rental (0)
Show more
Distinctive Features
Water Views (35)
Waterfront (27)
Boat Available (12)
Ocean Views (8)
Show all
Distance from
5 km
Key West Butterfly and Nature Conservatory
The Ernest Hemingway Home and Museum
Yankee Freedom Dry Tortugas Ferry
Truman Little White House
Mallory Square
Show all
122 rentals
in Key West.
Key West Suites Hotel 205
3 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Island Suite @ KW Vacation
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Eleanor's Place in Key West Old Town - Dogs Ok
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Clean Apartment in Old Town Key West (Best Downtown Locations)
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Clean Apartment in Old Town Key West (Best Downtown Locations)
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
One-bedroom time share suite in the heart of Old Key West
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Sunshine suit (2/2 apartment)
2 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Key West Suites Hotel unit 201
1 review
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Sweet Caroline Seaport Floor 2
Holiday Rental House
View on map
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Shipyard-1/2 Block Duval Street
1 review
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
A Change in Latitudes - TRUMAN ANNEX
1 review
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Truman Annex-Steps to Famous Duval Street
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Ocean Vista
2 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
101 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Private, heated pool. Private yard.
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Historic Carriage House
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
'Little Paradise' Historic Seaport Old Town Key West
1 review
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
The Tree House Old Town 2 Bedroom MONTHLY Rental
7 reviews
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Comfy Family Home in a Gorgeous Gated Community
4 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Tropical Old Town Bungalow: Charming 2nd Floor Unit, Private Spa/Shared Pool, Ne
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
9 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Lovely 2 bedroom, 2 bath condo at La Brisa.
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Southernmost Beauty
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Nature's Boutique
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
White Ibis: Charming 2BR Key West Home, Pool, Ideal for Downtown & Beach Fun, Do
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Sunrise at Seaside Condo 2 Bedroom
41 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
1 review
Holiday Rental House
View on map
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Key West Gulf front Home with private dock and pool.
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Casa Sol: Discover This Charming, Pet-Friendly Key West Conch House in the Heart
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
NEW LISTING! 40’ Luxury Catamaran Yacht!
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Key West Bayfront Paradise - House and Private Pool! Steps from shops and food
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Living On the Hook in Key West Harbour
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
13 reviews
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Artist Cottage
13 reviews
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Conch Haven Old Town 1/1 MONTHLY Rental
7 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Studio Blue
3 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Henry's Piece Of Paradise On The Ocean In Key West
38 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
1
2
3
Showing results 1-50 of 122
Frequently Asked Questions about Key West
Do any holiday rentals in Key West have a pool?
Yes, here are some popular holiday rentals in Key West that have a pool:
Island Suite @ KW Vacation
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
One-bedroom time share suite in the heart of Old Key West
See all holiday rentals with a pool in Key West on Tripadvisor
Do any holiday rentals in Key West have internet access?
Yes, here are some popular holiday rentals in Key West that have internet access:
Key West Suites Hotel 205
Island Suite @ KW Vacation
Eleanor's Place in Key West Old Town - Dogs Ok
See all holiday rentals in Key West on Tripadvisor
What are the best pet friendly rentals in Key West?
The best pet friendly rentals in Key West are:
Eleanor's Place in Key West Old Town - Dogs Ok
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
Private, heated pool. Private yard.
See all pet friendly holiday rentals in Key West on Tripadvisor
What are some great rentals in Key West that are kid friendly?
Some of the most popular kid friendly rentals in Key West are:
Key West Suites Hotel 205
Island Suite @ KW Vacation
Eleanor's Place in Key West Old Town - Dogs Ok
See all kid friendly holiday rentals in Key West on Tripadvisor