Vacation Rentals in Key West
Find the vacation rentals that appeal to you the most
The 10 Best Vacation Rentals in Key West, USA
Check out our selection of great vacation rentals in Key West
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Southernmost Point Guest House & Garden Bar
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 Kingdom
The room, service, breakfast and location were all amazing! Literally couldn't fault a thing. One of the best places we have stayed!
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.
Poland
Great location, close to all the action yet quiet. Amazing, friendly stuff.
Marreros Guest Mansion - Adult Only
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.
China
Lovely and beautiful house with cute furnitures. They have lovely garden and poor, very good and quiet location. Staffs are very friendly.
Old Town Manor
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.
Canada
Everything was PERFECT and beyond our expectations. The room and the manor was so cute and clean. The breakfast was amazing too! Also, Rachel was amazing to us, she made us feel like home. She was so nice. Thank you for the wonderful stay and we will come back for sure!
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.
United States of America
Location location location. Center of Duval st was fantastic
The Artist House
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 States of America
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
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.
Brazil
Everything was perfect, since the welcoming up to the farewell. The room very comfortable, the excellent breakfast and the quietness of the localization.
Most booked vacation rentals in Key West this month
Popular with guests booking vacation rentals in Key West
7.5Scored 7.5GoodRated good· 1983 vacation rental reviews
Popular with guests booking vacation rentals in Key West
9.0Scored 9.0WonderfulRated wonderful· 950 vacation rental reviews
Popular with guests booking vacation rentals in Key West
9.2Scored 9.2WonderfulRated wonderful· 1146 vacation rental reviews
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8.6Scored 8.6ExcellentRated excellent· 885 vacation rental reviews
Popular with guests booking vacation rentals in Key West
8.9Scored 8.9ExcellentRated excellent· 1435 vacation rental reviews
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8.7Scored 8.7ExcellentRated excellent· 846 vacation rental reviews
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8.2Scored 8.2Very GoodRated very good· 1250 vacation rental reviews
Popular with guests booking vacation rentals in Key West
8.7Scored 8.7ExcellentRated excellent· 1385 vacation rental reviews
Popular with guests booking vacation rentals in Key West
8.6Scored 8.6ExcellentRated excellent· 592 vacation rental reviews
Popular with guests booking vacation rentals in Key West
8.8Scored 8.8ExcellentRated excellent· 559 vacation rental reviews
Enjoy breakfast in Key West!
Marreros Guest Mansion - Adult Only
Downtown Key West, Key WestBreakfast options9.4Scored 9.4WonderfulRated wonderful· 141 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!!
Old Town Manor
Downtown Key West, Key WestBreakfast options9.0Scored 9.0WonderfulRated wonderful· 950 reviewsThis adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.
Climate place :) Great breakfast in the garden :)
The Grand Guesthouse
Downtown Key West, Key WestBreakfast options9.2Scored 9.2WonderfulRated wonderful· 676 reviewsThis adults-only 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 8.7ExcellentRated excellent· 1,385 reviewsLocated in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, L'Habitation Guest house- Adult Exclusive provides accommodations 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· 1,250 reviewsAuthors Key West Guesthouse features free Wifi and rooms with air conditioning 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 8.9ExcellentRated excellent· 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.
Weatherstation Inn Circa 1911
Downtown Key West, Key WestBreakfast options8.6Scored 8.6ExcellentRated excellent· 223 reviewsSet within 1640 feet 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!!!
La Pensione Inn - Adult Exclusive
Downtown Key West, Key WestBreakfast options8.6Scored 8.6ExcellentRated excellent· 592 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.
These vacation 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 9.1WonderfulRated wonderful· 8 reviewsSky Loft in Key West by Brightwild offers accommodations in Key West, a 9-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.
The Andros by Brightwild-4th Floor Sunset View
Key WestFree cancellation options available9.2Scored 9.2WonderfulRated wonderful· 30 reviewsThe Andros by Brightwild-4th Floor Sunset View is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
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 8.6ExcellentRated excellent· 885 reviewsAlexander Palms Court - No Hidden Resort Fees! enjoys a location in Key West, a 6-minute walk from Southernmost Point and 0.7 miles from Ernest Hemingway Home and Museum.
Great location, very nice, close to everything by foot
Rose Lane Villas
Downtown Key West, Key WestFree cancellation options available8.7Scored 8.7ExcellentRated excellent· 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 1.1 mi from the Southernmost Point.
clean. well equipped and the location was amazing.
The Casablanca Hotel
Downtown Key West, Key WestFree cancellation options available8.8Scored 8.8ExcellentRated excellent· 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 available8.3Scored 8.3Very GoodRated very good· 18 reviewsKing Suite Balcony by Brightwild- at James House is located in Key West, just a 5-minute walk from Key West Aquarium and 400 yards from Mallory Dock.
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 available8.0Scored 8.0Very GoodRated very good· 8 reviewsDeluxe King with Balcony by Brightwild- at James House with Parking! is located in Key West, just a 5-minute walk from Key West Aquarium and 400 yards from Mallory Dock.
Bermuda Suite by Brightwild
Downtown Key West, Key WestFree cancellation options available8.8Scored 8.8ExcellentRated excellent· 5 reviewsBermuda Suite by Brightwild is located in Key West, just a 3-minute walk from Ernest Hemingway Home and Museum and half a mile from Southernmost Point.
Highly-rated vacation rentals in Key West
The Conch House Heritage Inn
Downtown Key West, Key West8.0+ review score9.2Scored 9.2WonderfulRated wonderful· 42 reviewsThis adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.
Breakfast was wonderful - presentation was lovely.
Seaport Inn
Downtown Key West, Key West8.0+ review score8.3Scored 8.3Very GoodRated very good· 337 reviewsLocated in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 1969 feet' 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· 385 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
The Trinidad by Brightwild-Pool & Parking
Key West8.0+ review score8.1Scored 8.1Very GoodRated very good· 26 reviewsThe Trinidad by Brightwild-Pool & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
The Samana Cay by Brightwild-Private Balcony
Key West8.0+ review score8.3Scored 8.3Very GoodRated very good· 23 reviewsThe Samana Cay by Brightwild-Private Balcony offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
- 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 reviewsThe St Martin by Brightwild-Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
The Tortuga by Brightwild-Pool, Parking & Pets!
Key West8.0+ review score8.3Scored 8.3Very GoodRated very good· 23 reviewsThe Tortuga by Brightwild-Pool, Parking & Pets! is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
Clean and had just what we needed for a short trip
The Salt Cay by Brightwild-Modern & Pet Friendly
Key West8.0+ review score8.6Scored 8.6ExcellentRated excellent· 19 reviewsThe Salt Cay by Brightwild-Modern & Pet Friendly offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
Clean, had kitchen and laundry, more than one bathroom
FAQ about vacation rentals in Key West
Vacation Rentals That Guests Love in Key West
- Avg. price/night: $435.388.3Scored 8.3Very GoodRated very good· 2,421 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: $219.719.4Scored 9.4WonderfulRated wonderful· 162 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: $435.388.3Scored 8.3Very GoodRated very good· 2,421 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: $435.388.3Scored 8.3Very GoodRated very good· 2,421 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.
SwatiTravelers with friends - Avg. price/night: $426.388.7Scored 8.7ExcellentRated excellent· 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: $426.388.7Scored 8.7ExcellentRated excellent· 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: $426.388.7Scored 8.7ExcellentRated excellent· 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: $448.889.7Scored 9.7ExceptionalRated exceptional· 345 reviewsExcellent location and villa setup. We loved the porch.
OlgaFamily with young children - Avg. price/night: $435.388.3Scored 8.3Very GoodRated very good· 2,421 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: $257.637.9Scored 7.9GoodRated good· 2,911 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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