Holiday Rentals in Key West
Find the holiday rentals that appeal to you the most
The 10 Best Holiday Rentals in Key West, USA
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.
United States
Room- loved being adjacent to the pool and off to the side of the property. grounds were very beautiful. Staff was very friendly. Breakfast was very good.
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.
Netherlands
Loved the location and vibe! We stayed in a renovated room. Unfortunately we just stayed there for one night!
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.
Canada
Tracey and Glen were awesome hosts. The complimentary happy hour was a nice unexpected surprise
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.
United Kingdom
Location was amazing and the property was beautiful inside and out! definitely would recommend!
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 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.
Singapore
Owners attention to things. There was breakfast , snacks and free drinks available. Closeness to Duval Street and things to do.
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.
Ecuador
Perfect location. Great customer service, comfortable rooms and very clear recommendations and instructions in each suite. Good breakfast!
Most booked holiday rentals in Key West this month
Popular with guests booking holiday rentals in Key West
7.5Scored 7.5GoodRated good· 1989 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.6Scored 8.6FabulousRated fabulous· 884 holiday rental reviews
Popular with guests booking holiday rentals in Key West
9.0Scored 9.0SuperbRated superb· 951 holiday rental reviews
Popular with guests booking holiday rentals in Key West
9.2Scored 9.2SuperbRated superb· 1147 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.9Scored 8.9FabulousRated fabulous· 1435 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.7Scored 8.7FabulousRated fabulous· 845 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.7Scored 8.7FabulousRated fabulous· 1381 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.2Scored 8.2Very goodRated very good· 1254 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.8Scored 8.8FabulousRated fabulous· 558 holiday rental reviews
Popular with guests booking holiday rentals in Key West
8.6Scored 8.6FabulousRated fabulous· 594 holiday rental reviews
Enjoy breakfast in Key West!
9.2Scored 9.2SuperbRated superb· 1,147 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
Key West Bed and Breakfast
Downtown Key West, Key WestBreakfast options9.3Scored 9.3SuperbRated superb· 235 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· 951 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· 677 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
The Conch House Heritage Inn
Downtown Key West, Key WestBreakfast options9.2Scored 9.2SuperbRated superb· 42 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· 1,381 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· 1,254 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· 1,435 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.
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· 429 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
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 available9.2Scored 9.2SuperbRated superb· 30 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· 558 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
La Pensione Inn - Adult Exclusive
Downtown Key West, Key WestFree cancellation options available8.6Scored 8.6FabulousRated 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.
Highly rated holiday rentals in Key West
Studio Blue
Downtown Key West, Key West8.0+ review score10.0Scored 10.0ExceptionalRated exceptional· 5 reviewsRight in the heart of Key West, situated within a short distance of Rest Beach and Higgs Beach, Studio Blue offers free WiFi, air conditioning and household amenities such as an oven and coffee...
Westwinds Inn
Downtown Key West, Key West8.0+ review score8.8Scored 8.8FabulousRated fabulous· 1,110 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.
Beautiful landscape and quaint feeling overall. Excellent location.
Seaport Inn
Downtown Key West, Key West8.0+ review score8.3Scored 8.3Very goodRated very good· 336 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· 389 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· 386 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· 290 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
Duval House
Downtown Key West, Key West8.0+ review score8.7Scored 8.7FabulousRated fabulous· 845 reviewsLocated centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.
the quirkyness of the cottage and beautiful gardens
- 8.4Scored 8.4Very goodRated very good· 19 reviews
Set 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.
FAQ about holiday rentals in Key West
Holiday rentals that guests love in Key West
- Avg. price/night: £276.138.3Scored 8.3Very goodRated very good· 2,444 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 - 9.4Scored 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: £276.138.3Scored 8.3Very goodRated very good· 2,444 reviewsBeautiful lush gardens. Hotel looks like individual villas surrounding a courtyard of gardens and pools. Room was spacious and we had a beautiful view of the ocean with a private deck and chairs.KaraYoung couple
- Avg. price/night: £276.138.3Scored 8.3Very goodRated very good· 2,444 reviewsThe location is nice and we got a 3 bedroom villa for 3 people to spread out in. The shuttle to the beach is a nice benefit. Pools are lovely.
SwatiPeople with friends - Avg. price/night: £331.908.7Scored 8.7FabulousRated fabulous· 263 reviewsThe place was located perfectly. Steps away from Duval. The staff was friendly. I received everything I needed by email. The Villas were perfect.McCoachGroup
- Avg. price/night: £331.908.7Scored 8.7FabulousRated fabulous· 263 reviewsThe villa was exactly as stated. Clean, comfortable and walking distance to all there is to do on Duval Street.SusanGroup
- Avg. price/night: £331.908.7Scored 8.7FabulousRated fabulous· 263 reviewsI like the style of villa. Comfortable bed. Big tarras. The location, close to everything. Our apartment 25 was very spacious
WładysławFamily with young children - Avg. price/night: £268.949.7Scored 9.7ExceptionalRated exceptional· 347 reviewsExcellent location and villa setup. We loved the porch.
OlgaFamily with young children - Avg. price/night: £276.138.3Scored 8.3Very goodRated very good· 2,444 reviewsLiked the villa style rooms and furnishings. 2 bed villas was very modern and spacious. Hammocks and sunset by the beach was the best They had 4 separate pools though were on the smaller side but great for privacyJoanneFamily with young children
- Avg. price/night: £286.937.9Scored 7.9GoodRated good· 2,916 reviewsLocation was great....we stayed in the Heather villa which is the biggest one they have. Nice set up with a private hot tubAngelaFamily with young children
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