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The best holiday rentals in Florida Keys

Check out our pick of great holiday rentals in Florida Keys

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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. Unique, indescribable! It was a unique, positively surprising stay in this house furnished with excellent taste and finesse.

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9.2
Superb
1,151 reviews
Price from
RSD 27,853
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. This place was amazing for our first time to KW. Clean and comfortable and the room was really nice. We had fun hanging in the rum bar downstairs which is low key and closes at 11pm so we didn't find noise to be an issue at all. Would choose it again.

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9.1
Superb
170 reviews
Price from
RSD 28,367
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. 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.

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9.3
Superb
429 reviews
Price from
RSD 27,993
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 location is amazing and the staff is lovely. The building is really cool, not a ‘hotel’ experience

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9.4
Superb
136 reviews
Price from
RSD 33,957
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. Great breakfast... very nice host and very clean & tidy

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9.3
Superb
237 reviews
Price from
RSD 32,861
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. Everything! location, charm, comfort, breakfast, staff, really an exceptional property.

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9
Superb
955 reviews
Price from
RSD 23,611
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. Very nice, atmospheric, quiet place to relax in beautiful surroundings. We sincerely recommend it

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9.2
Superb
110 reviews
Price from
RSD 31,036
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. Location is perfect. Not on main and noisy street, but close enough to all shops and restaurants. Parking is possible and the private garden with pool is cozy and thoughtful decorated. Host is lovely and breakfast also possible.

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9.7
Exceptional
349 reviews
Price from
RSD 30,305
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. 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.

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9.1
Superb
143 reviews
Price from
RSD 50,052
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. Beautiful little oasis in the heart of Key West. Very laid back and only a moment away from the vibrant Duvall Street! Happy hour was lovely and Izabella was so welcoming.

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9.4
Superb
107 reviews
Price from
RSD 37,276
per night

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