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Check out our pick of great holiday rentals in Florida Keys

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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. The room was spacious and was very clean. The maid was very nice and the check-in clerk was friendly and helpful. The bar was loud but shut down at 7 so it was not a nuisance.

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9.2
Superb
1,151 reviews
Price from
£310
per night

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. Loved the location and vibe! We stayed in a renovated room. Unfortunately we just stayed there for one night!

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9.1
Superb
149 reviews
Price from
£256
per 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. - room was great! Comfy, clean and tidy and a great bathroom. - location is amazing. Right next to the harbour and less than 10min walk to Duval Street. It was also still very quiet and relaxing. - the inside ground/courtyard were nice and gave a greenery and isolation even though in the center of town. Great to chill by the pool. - complementary drinks for happy hour! The rum punch was great and went down way to easily! - the staff was very friendly, especially Stacey who was very friendly and helpful. - friendly guests, it seemed that all the guests there were on the same wavelength and it was great to have a chat at breakfast or during happy hour

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9.3
Superb
432 reviews
Price from
£275
per night

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. The staff was very welcoming and probably the best part. Jayme helped check me in and was great to talk to but what really got me was when she took the time to mail something we forgot at the hotel (we had already gotten back to Miami by the time we realized we forgot something). I just called and gave her the address and it was mailed out the next day. We were in the Amistad room and it was super cute and super clean. The hotel was in a great location and easy to get to where we needed, walked everywhere for the most part. The pool is 24 hours which is great even though my gf and I didn't really get a chance to use it. Free water and soda is something that I don't really think about but turned out to be a great perk because most places charge for extra beverages (my gf loves sprite and with the summer heat the water was welcomed).

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9.4
Superb
141 reviews
Price from
£251
per night

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. breakfast was good, the use of the pool next door and how quiet it was

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9.3
Superb
232 reviews
Price from
£261
per night

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. Really clean and comfortable. Calm environment. Close to everything

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9
Superb
951 reviews
Price from
£233
per night

Coconut Bay Resort - Key Largo 3 stars

Key Largo

Guests at this Key Largo resort can venture into the Gulf of Mexico on a kayak or paddle boat, swim in the heated outdoor pool, or stay in and read emails through free Wi-Fi.

All guest rooms include a flat-screen cable TV, microwave, and small refrigerator. Select rooms at this Key Largo Coconut Bay Resort include a patio, water view, and dining area. Coffee-making facilities are provided. The property, the location and the hospitality were all perfect. We had great time with the family. We were watching the sunset from our cottage every evening. I highly recommend to stay here.

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9.2
Superb
112 reviews
Price from
£212
per night

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. Everything! Complimentary wine, happy hours, snacks, good breakfast, amenities, clean clean clean, run by wonderful folks.

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9.7
Exceptional
337 reviews
Price from
£269
per night

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. 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.

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9.1
Superb
139 reviews
Price from
£348
per night

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. 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.

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9.4
Superb
104 reviews
Price from
£309
per night

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