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.
Switzerland
The location was great. We had very nice room furnished with attention to detail. The breakfast was great too.
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.
Italy
The location, the room was so cozy and clean. Also the staff very kind and helpful
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.
Argentina
Great location and staff! Given it’s a historic place redesigned to become a hotel, it’s great!
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.
Canada
The location is amazing and the staff is lovely. The building is really cool, not a ‘hotel’ experience
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.
United States
breakfast was good, the use of the pool next door and how quiet it was
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 Kingdom
great location nice owner and staff
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.
France
Friendly staff and complimentary breakfast
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.
Isle of Man
The service of the staff is outstanding. They made us feel special and at home from the first minute. The house has a very interesting history and famous thrilling story but you need to hear it first hand. The rooms are large and very comfortable. All well airconditioned. The location is excellent and close to the main attractions. The breakfast are excellent with a wide selection. The selection of coffee is also excellent. Happy hour at 4pm is brilliant and the hosts are very generous with wine, beer , cake and other snacks. The splash pool was a life saver. The one day was 100+F and we spent 3 hours in the pool cooling down. It was such a social occasion with other guests.
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 Arab Emirates
The location is pretty central. The place itself is cute. We met Alredo and Isabella briefly, both sweet and welcoming. Happy hour starting at 3—bucketful of wine and beer. There’s an ice machine and water dispenser by the pool.
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.
Finland
Clean, nice beds, air con. It was also nice to be able to borrow a beach towel and umbrella. Very good customer service! :)
Most booked holiday rentals in Key West this month
Popular with guests booking holiday rentals in Key West
7.5Scored 7.5GoodRated good· 1996 holiday rental reviews
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8.7Scored 8.7FabulousRated fabulous· 1377 holiday rental reviews
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8.2Scored 8.2Very goodRated very good· 1263 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.8Scored 8.8FabulousRated fabulous· 559 holiday rental reviews
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8.7Scored 8.7FabulousRated fabulous· 855 holiday rental reviews
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8.6Scored 8.6FabulousRated fabulous· 896 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.7Scored 8.7FabulousRated fabulous· 592 holiday rental reviews
Popular with guests booking holiday rentals in Key West
9.0Scored 9.0SuperbRated superb· 955 holiday rental reviews
Popular with guests booking holiday rentals in Key West
9.2Scored 9.2SuperbRated superb· 1153 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.9Scored 8.9FabulousRated fabulous· 1434 holiday rental reviews
Enjoy breakfast in Key West!
Key West Bed and Breakfast
Downtown Key West, Key WestBreakfast options9.3Scored 9.3SuperbRated superb· 239 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· 679 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
L'Habitation Guesthouse- Adult Exclusive
Downtown Key West, Key WestBreakfast options8.7Scored 8.7FabulousRated fabulous· 1,377 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.
Authors Key West Guesthouse
Key WestBreakfast options8.2Scored 8.2Very goodRated very good· 1,263 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 WestBreakfast options8.9Scored 8.9FabulousRated fabulous· 1,434 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.
Weatherstation Inn Circa 1911
Downtown Key West, Key WestBreakfast options8.5Scored 8.5Very goodRated very good· 226 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!!!
Nyah - Adult Exclusive
Downtown Key West, Key WestBreakfast options7.5Scored 7.5GoodRated good· 1,996 reviewsThis bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.
The way the rooms, pools and gardens were set out.
These holiday rentals in Key West have options with FREE cancellation
Sky Loft in Key West by Brightwild
Downtown Key West, Key WestFree cancellation options available9.1Scored 9.1SuperbRated superb· 7 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· 32 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· 896 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
Rose Lane Villas
Downtown Key West, Key WestFree cancellation options available8.8Scored 8.8FabulousRated fabulous· 267 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
King Suite Balcony by Brightwild- at James House
Downtown Key West, Key WestFree cancellation options available8.2Scored 8.2Very goodRated very good· 22 reviewsSet within the Downtown Key West district in Key West, King Suite Balcony by Brightwild- at James House has air conditioning, a patio, and city views.
חדר נעים מיקום מצויין קרוב למקומות העניין המרכזיים בקיי וסט.
Deluxe King with Balcony by Brightwild- at James House with Parking!
Downtown Key West, Key WestFree cancellation options available8.1Scored 8.1Very goodRated very good· 9 reviewsSituated within the Downtown Key West district in Key West, Deluxe King with Balcony by Brightwild- at James House with Parking! has air conditioning, a patio, and city views.
Road's End by Brightwild
Downtown Key West, Key WestFree cancellation options available8.7Scored 8.7FabulousRated fabulous· 6 reviewsLocated within the Downtown Key West district in Key West, Road's End by Brightwild has air conditioning, a patio, and city views.
Highly rated holiday rentals in Key West
Westwinds Inn
Downtown Key West, Key West8.0+ review score8.8Scored 8.8FabulousRated fabulous· 1,096 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· 328 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
Old Town Suites
Downtown Key West, Key West8.0+ review score8.1Scored 8.1Very goodRated very good· 395 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
Ambrosia Key West
Downtown Key West, Key West8.0+ review score8.8Scored 8.8FabulousRated fabulous· 812 reviewsThis Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.
Breakfast was just right and delivered to our room
The Barbados by Brightwild-Bright Condo w Pool
Key West8.0+ review score8.1Scored 8.1Very goodRated very good· 59 reviewsSet in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados by Brightwild-Bright Condo w Pool offers air conditioning.
We had a chance to stay in Key West for reasonable price
The Trinidad by Brightwild-Pool & Parking
Key West8.0+ review score8.1Scored 8.1Very goodRated very good· 27 reviewsBoasting air-conditioned accommodation with a patio, The Trinidad by Brightwild-Pool & Parking is situated in Key West.
The Samana Cay by Brightwild-Private Balcony
Key West8.0+ review score8.4Scored 8.4Very goodRated very good· 24 reviewsBoasting air-conditioned accommodation with a patio, The Samana Cay by Brightwild-Private Balcony is situated in Key West.
- gute Ausstattung - große Wohnung - Pool und Whirlpool - genügend Handtücher
The St Martin by Brightwild-Hot Tub & Pool
Key West8.0+ review score8.3Scored 8.3Very goodRated very good· 6 reviewsLocated in Key West in the Florida region, The St Martin by Brightwild-Hot Tub & Pool has a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
FAQ about holiday rentals in Key West
Holiday rentals that guests love in Key West
- Avg. price/night: RUB 32,3198.2Scored 8.2Very goodRated very good· 1,071 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: RUB 31,9458.4Scored 8.4Very goodRated very good· 2,488 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: RUB 26,0909.0Scored 9.0SuperbRated superb· 2,800 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· 349 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: RUB 31,9458.4Scored 8.4Very goodRated very good· 2,488 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: RUB 41,2168.8Scored 8.8FabulousRated fabulous· 267 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: RUB 31,9458.4Scored 8.4Very goodRated very good· 2,488 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: RUB 25,3959.4Scored 9.4SuperbRated superb· 166 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: RUB 28,1159.2Scored 9.2SuperbRated superb· 1,086 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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