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The best vacation rentals in Florida Keys

Check out our selection of great vacation rentals in Florida Keys

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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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. 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.

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9.2
Wonderful
1,124 reviews
Price from
$113.85
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. A picturesque and cozy hotel with an excellent location

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9
Wonderful
205 reviews
Price from
$199
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. Great location and staff! Given it’s a historic place redesigned to become a hotel, it’s great!

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9.3
Wonderful
414 reviews
Price from
$200
per night

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. The location is amazing and the staff is lovely. The building is really cool, not a ‘hotel’ experience

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9.4
Wonderful
131 reviews
Price from
$249
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. Very beautiful, very clean, friendly people and delicious breakfast.

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9.2
Wonderful
245 reviews
Price from
$189
per night

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. The staff were great, welcoming and informative. Comfortable room and bathroom, though small. We especially enjoyed the breakfast in the beautiful back garden, with waffles, toast and much more.

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9
Wonderful
988 reviews
Price from
$124
per night

Coconut Bay Resort - Key Largo

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
Wonderful
114 reviews
Price from
$175
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. Amazingly welcoming staff and incredible amenities. Such a fun atmosphere with their snacks, happy hour, pool, and great owners!

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9.7
Exceptional
379 reviews
Price from
$289
per night

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. Great location, hotel staff were amazing and gave a lot of useful advise on the area. This is a great hotel with lots of character and charm.

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9.1
Wonderful
139 reviews
Price from
$473.75
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. Izabella at the reception was super helpful and friendly. The location and the room were perfect and the breakfast was delicious. We will definitely come back again.

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9.4
Wonderful
122 reviews
Price from
$281.67
per night

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