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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. Breakfast was good, people where friendly and the room was really beautifull

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9.2
Superb
1,147 reviews
Price from
US$322.14
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. The location was excellent. The room fit my needs. I like it quiet. Loved the rum bar. Lots of happy people there. I would stay there again.

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9.1
Superb
167 reviews
Price from
US$262.20
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
US$309.38
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
139 reviews
Price from
US$313.88
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. Private feel, cosy, little balcony and nice backyard

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9.3
Superb
234 reviews
Price from
US$303.75
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. Such a beautiful and magical historic manor in the center of Key West. and they have a house cat!

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9
Superb
954 reviews
Price from
US$223.88
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. This place is in a great location at Key Largo. Set in well maintained tranquil gardens with a very friendly atmosphere. It is a family run business who take great care of their guests and pride in ensuring we we had a great stay. The resort is very clean and well maintained and has a nice ocean view with good swimming and kayaking, which is free for guests. There is also a swimming pool that we didn’t use as we swam in the sea. There are a couple of decent restaurants within walking distance. The morning homemade scones and coffee are delightful and a nice touch, you get to choose from a different selection of flavoured scones every morning served by the lovely Rene. We took our coffee mugs from the room to save on paper cups and plastic every morning. We had a basic room rather than a suite which was clean and tidy and fine for the pair of us for a five night stay. The suites looked more spacious and are more likely to have a sea view if that is what you need. Air conditioning was modern and quiet. We slept well on the very comfortable beds. We would recommend this place for a nice relaxing quiet vacation.

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9.2
Superb
109 reviews
Price from
US$286.88
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. Friendly staff and complimentary breakfast

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9.7
Exceptional
348 reviews
Price from
US$336.38
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
144 reviews
Price from
US$462.66
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. 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.

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9.4
Superb
107 reviews
Price from
US$344.55
per night

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