Holiday Rentals in Key West
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The best holiday rentals in Key West
Check out our pick of great holiday rentals in Key West
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Southernmost Point Guest House & Garden Bar 3 stars
Duval, Key West
This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings.
Finland
Awesome quiet and comfy location in middle of everything. Hospitable staff. Thanks!
The Speakeasy Inn and Rum Bar
Duval, Key West
The Speakeasy Inn and Rum Bar features accommodation within 400 metres of the centre of Key West, with free WiFi, and a kitchenette with a microwave, a fridge and kitchenware. This bed and breakfast provides free private parking and luggage storage space. Guests can access the bed and breakfast via private entrance.
United Kingdom
Loved the location and friendly staff. Very laid back like stepping back in time
Key West Harbor Inn - Adults Only
Downtown Key West, Key West
Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features pool and garden views, and is 1.8 km from South Beach. The bed and breakfast has facilities for disabled guests.
India
Everything about this place is just perfect. The location, the staff, the rooms, the beds. Only 2 blocks away from the happening Duval street. Super close to Fury water sports, wherein you could indulge in water sports activities and boat tours with live music. Surrounded by palm trees, the property gives you a tropical feel. Prepared to be greeted by Mango and Mojito, two beautiful cats on premise.
Marreros Guest Mansion - Adult Only 2 stars
Duval, Key West
Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.
Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV. Some units have a seating area where you can relax.
Abkhazia
This was a super cute property with unique rooms and decor. The pool access was very valuable! And the staff was super friendly and accommodating!
Key West Bed and Breakfast
Downtown Key West, Key West
Featuring garden views and a garden, Key West Bed and Breakfast features accommodation attractively located in Key West, within a short distance of Fort Zachary Taylor State Park Beach, Duval Street and Mallory Square. The air-conditioned accommodation is 1.7 km from South Beach. The property is 700 metres from the city centre and 1.1 km from Simonton Street Beach.
Germany
Perfekt stay. The rooms are very nice and clean. The breakfast was exceptionell. Fruit salad, orange Juice, granola, fresh cake and delicious bagels. And everything with real plates, no plastic. Bella the Host was wunderful. Super nice and helpful. The location was perfect. You could walk everywhere
Old Town Manor 3 stars
Duval, Key West
This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay.
United States
So convenient, perfect location right behind Deval St….. love the old charm of the house. Quite, nice landscaping excellent breakfast!! We will definitely be returning
Key West Villas
Duval, Key West
All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area.
Key West Villas guests can hire a bicycle and explore Key West. A guest launderette is available as well.
Key West Villas was the best. Kevin & Heather were very gracious hosts and couldn't have been any better. We loved it there. Loved the location, right off Duvall but yet still quiet. Loved the shot of the day, Happy Hour. Every day The pool&hot tub were so relaxing. Our room with king bed was perfect & very clean and comfortable. The front porch was another great relaxing spot, eating from the great selection of breakfast goodies getting to meet other people staying there having great conversations.
The Artist House 3 stars
Duval, Key West
This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub.
United Kingdom
Everything was fantastic! A very quirky guesthouse. The turret suite was perfect for a family of 4 and the balcony was an added bonus. The complementary breakfast was lovely and the happy hour is a great idea, giving chance to chat to other guests. Jess and Shaun were really hospitable and couldn’t really have done any more.
Andrews Inn & Garden Cottages
Duval, Key West
Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.
A flat-screen TV and an iPod docking station are featured in each classic room at this Key West bed and breakfast. Guests will also enjoy the convenience of a refrigerator in their room. Rooms also have a clock radio with auxiliary cables.
United States
Even though the hotel is located on Duval street, you hear nothing! Quiet, peaceful, clean. Izabella and Alfredo were amazing and very helpful. We parked our car without any issues, and never needed it until the end of our holiday. Breakfast was delicious, with lots of food to choose from.
The Grand Guesthouse 3 stars
Downtown Key West, Key West
This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. This environmentally-friendly inn offers in-room refrigerators, bicycle rentals and a continental breakfast.
Italy
Everything was just perfect. The owner was very nice and made our stay unforgettable.
Most booked holiday rentals in Key West this month
Popular with guests booking holiday rentals in Key West
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8.8Scored 8.8FabulousRated fabulous· 559 holiday rental reviews
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8.6Scored 8.6FabulousRated fabulous· 884 holiday rental reviews
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8.7Scored 8.7FabulousRated fabulous· 1378 holiday rental reviews
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9.0Scored 9.0SuperbRated superb· 955 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.7Scored 8.7FabulousRated fabulous· 851 holiday rental reviews
Popular with guests booking holiday rentals in Key West
9.2Scored 9.2SuperbRated superb· 1152 holiday rental reviews
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8.9Scored 8.9FabulousRated fabulous· 1435 holiday rental reviews
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8.7Scored 8.7FabulousRated fabulous· 594 holiday rental reviews
Enjoy breakfast in Key West!
9.2Scored 9.2SuperbRated superb· 1,152 reviewsThis Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.
The room was spectacular and breakfast was delicious
Marreros Guest Mansion - Adult Only
Downtown Key West, Key WestBreakfast options9.4Scored 9.4SuperbRated superb· 138 reviewsOffering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.
staff was very friendly!! Location was fantastic!!
Key West Bed and Breakfast
Downtown Key West, Key WestBreakfast options9.3Scored 9.3SuperbRated superb· 234 reviewsFeaturing garden views and a garden, Key West Bed and Breakfast features accommodation attractively located in Key West, within a short distance of Fort Zachary Taylor State Park Beach, Duval Street...
Private feel, cosy, little balcony and nice backyard
Old Town Manor
Downtown Key West, Key WestBreakfast options9.0Scored 9.0SuperbRated superb· 955 reviewsThis adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.
Climate place :) Great breakfast in the garden :)
The Grand Guesthouse
Downtown Key West, Key WestBreakfast options9.2Scored 9.2SuperbRated superb· 675 reviewsThis all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.
Great staff, super clean rooms, excellent location
9.7Scored 9.7ExceptionalRated exceptional· 40 reviewsSet in a 3-story, conch-style home in Key West, Alexander's Gay Lesbian Guesthouse (Adult Only) offers air-conditioned guestrooms with free WiFi.
Fantastic location with excellent tropical breakfast
The Conch House Heritage Inn
Downtown Key West, Key WestBreakfast options9.3Scored 9.3SuperbRated superb· 40 reviewsThis adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas.
Breakfast was wonderful - presentation was lovely.
L'Habitation Guesthouse- Adult Exclusive
Downtown Key West, Key WestBreakfast options8.7Scored 8.7FabulousRated fabulous· 1,378 reviewsLocated in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and...
Really nice place, confortable room, amazing staff.
These holiday rentals in Key West have options with FREE cancellation
Key West Harbor Inn - Adults Only
Downtown Key West, Key WestFree cancellation options available9.3Scored 9.3SuperbRated superb· 431 reviewsSituated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool.
very nice and beautiful place with a perfect location
Duval Street Suite with pool
Downtown Key West, Key WestFree cancellation options available9.0Scored 9.0SuperbRated superb· 6 reviewsLocated in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and 1.7 km from Simonton Street Beach, Duval Street Suite with pool offers air conditioning.
Sky Loft in Key West by Brightwild
Downtown Key West, Key WestFree cancellation options available9.1Scored 9.1SuperbRated superb· 8 reviewsIn the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West by Brightwild offers free WiFi, air conditioning and household amenities such...
The Andros by Brightwild-4th Floor Sunset View
Key WestFree cancellation options available9.1Scored 9.1SuperbRated superb· 31 reviewsFeaturing air-conditioned accommodation with a patio, The Andros by Brightwild-4th Floor Sunset View is located in Key West.
Très spacieux et très propre, très bon rapport qualité / prix
Alexander Palms Court - No Hidden Resort Fees!
Downtown Key West, Key WestFree cancellation options available8.6Scored 8.6FabulousRated fabulous· 884 reviewsLocated in the centre of Key West, just 300 metres from South Beach and 700 metres from Higgs Beach, Alexander Palms Court - No Hidden Resort Fees!
Great location, very nice, close to everything by foot
Weatherstation Inn Circa 1911
Downtown Key West, Key WestFree cancellation options available8.5Scored 8.5Very goodRated very good· 224 reviewsSet within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...
The location is perfect. It's close to everything!!!
Rose Lane Villas
Downtown Key West, Key WestFree cancellation options available8.7Scored 8.7FabulousRated fabulous· 263 reviewsLocated in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.
clean. well equipped and the location was amazing.
The Casablanca Hotel
Downtown Key West, Key WestFree cancellation options available8.8Scored 8.8FabulousRated fabulous· 559 reviewsLess than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.
The location is perfect! Staff is very friendly too
Highly rated holiday rentals in Key West
Authors Key West Guesthouse
Key West8.0+ review score8.2Scored 8.2Very goodRated very good· 1,258 reviewsFeaturing free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West.
Really big room, nice and clean. A decent breakfast.
Courtney's Place Historic Cottages & Inns
Downtown Key West, Key West8.0+ review score8.9Scored 8.9FabulousRated fabulous· 1,435 reviewsOffering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.
Everything. We've stayed at Courtney's several times.
Westwinds Inn
Downtown Key West, Key West8.0+ review score8.8Scored 8.8FabulousRated fabulous· 1,106 reviewsWithin walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.
Adequate breakfast,muffins ,cereal eggs ,jam etc .Lovely pool
Seaport Inn
Downtown Key West, Key West8.0+ review score8.3Scored 8.3Very goodRated very good· 333 reviewsLocated in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock.
Nice location and good impression of Key West Living
The Garden House
Downtown Key West, Key West8.0+ review score8.8Scored 8.8FabulousRated fabulous· 388 reviewsLocated in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also enjoy free WiFi and a continental breakfast.
The staff is very friendly, and is a beautiful place
Old Town Suites
Downtown Key West, Key West8.0+ review score8.1Scored 8.1Very goodRated very good· 391 reviewsLocated in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.
Location, size of the apartment, separate bedrooms
8.3Scored 8.3Very goodRated very good· 287 reviewsLocated above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.
Check-in was easy and everybody made us feel at home
La Pensione Inn - Adult Exclusive
Downtown Key West, Key West8.0+ review score8.7Scored 8.7FabulousRated fabulous· 594 reviewsLocated in Key West, this ages 21 and older adult-only Florida bed and breakfast features an outdoor swimming pool and a daily continental breakfast.
It is really nice and cozy and good neighbourhood.
FAQ about holiday rentals in Key West
Holiday rentals that guests love in Key West
- Avg. price/night: £295.548.3Scored 8.3Very goodRated very good· 1,075 reviewsExcellent holiday home. I recommend it to everyone.
Aleksei_LASolo traveller - 10Scored 10ExceptionalRated exceptional· 5 reviewsThis was an incredible holiday studio! It was very well equipped, very clean, spacious, beautifully decorated and in a fantastic part of town. The hosts were unbelievably helpful and responsive on messaging at all times. The bicycles they provided with the studio were so much appreciated for getting around Key West. The bed was super comfy and the studio is very quiet. Full kitchen provided if you wanted to cook. Top notch air con. Honestly never had a better holiday rental and cannot recommend it more highly! Would return in a heartbeat.
LucyYoung couple - Avg. price/night: £316.288.4Scored 8.4Very goodRated very good· 2,454 reviewsThe pools were very nice. I absolutely loved the views from our Villa. The staff was very accommodating to all of our needs (we had 8 ladies, so we needed a lot of towels), ha ha.AubreyGroup
- Avg. price/night: £229.379.0Scored 9.0SuperbRated superb· 2,767 reviewsQuaint upscale Hotel, felt like a Villa. Rooms were nice, comfortable beds, modern decor. Excellent room service. Breakfast included was good and like happy hour 5-6 with complementary wine. Staff was polite and professional. Nice pool area. I would definitely consider coming back.
susanYoung couple - 9.7Scored 9.7ExceptionalRated exceptional· 348 reviewsClean, warm, cozy! The little unexpected extras make “Key West Villas” stand-out! Towels, fresh & clean, linens soft cotton and comfy, “shot of the day”, snacks, beverages! Heather and Kevin are doing it right!MMichellePeople with friends
- Avg. price/night: £316.288.4Scored 8.4Very goodRated very good· 2,454 reviewsLocation was great. Shuttle was convenient and the driver was very friendly and accommodating. Staff was great and our villa was clean, comfortable and roomy. We enjoyed our stay
RitaGroup - Avg. price/night: £371.218.7Scored 8.7FabulousRated fabulous· 263 reviewsThe location was absolutely perfect and close to all major points of interest. The villa was spacious and provided all needed amenities. The balcony overlooking the pool was beautiful and relaxing. The property was secure with gate codes to enter.SSusanFamily with young children
- Avg. price/night: £316.288.4Scored 8.4Very goodRated very good· 2,454 reviewsThe 4 pools were nice and the 2 bedrooms villas were good for our family. Good location away from Duval and walking distance to shopping centers and walking pathSentaFamily with young children
- Avg. price/night: £223.259.4Scored 9.4SuperbRated superb· 164 reviewsVery nice small hotel in a historic villa house, in a splendid and very calm neighborhood. Extremely nice and kind hosts. You feel like being at your friends house. Parking available on the street around the corner, and all locations including harbour, seafront and Duval street in easy walking distance.
MartinYoung couple - Avg. price/night: £264.899.2Scored 9.2SuperbRated superb· 1,084 reviewsStaff were very nice and the grounds were excellant ; pool was nice with towels and a great grounds keeper. Bike rental was of great value in Key west. Management did buy a make shift set of a storage dresser but that was more for a attic storage, I would go back there with another room that had closet and dresser space. management needs to renovate bathroom way beyond its life. Nice villa buy a little money spent could make this stay go from a 2 rating to a 10 rating. Owner needs to open his or her wallet
FrankYoung couple
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