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The 10 Best Homestays in Key West, USA

Check out our selection of great homestays in Key West

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. Boasting a concierge service, this property also provides guests with a picnic area. The guest house has family rooms and facilities for disabled guests.

Friendly staff, very clean, we had everything we needed in the lovely Hemingway Suite!

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8.2
Very Good
1,256 reviews
Price from
$139
per night

Offering 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.

All air-conditioned rooms include a cable TV and en suite bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns.

Everything. We've stayed at Courtney's several times.

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8.9
Excellent
1,434 reviews
Price from
$289
per night

Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

Guestrooms include a flat-screen TV and private bathroom. Rooms are air conditioned and feature coffee-making facilities.

The location and breakfast. Room was clean and quiet, standard.

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8.8
Excellent
1,105 reviews
Price from
$275
per night

Located in the centre of Key West, just 300 metres from South Beach and 700 metres from Higgs Beach, Alexander Palms Court - No Hidden Resort Fees! provides accommodation with pool views and free WiFi. There is a private entrance at the guest house for the convenience of those who stay. Featuring family rooms, this property also provides guests with a sun terrace.

very friendly, excellent location, clean room, the pool is nice but didn't use it...

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8.6
Excellent
882 reviews
Price from
$229
per night

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West. Caribbean House is 4 minutes' walk from Duval Street and 12 minutes' walk from Fort Zachary Taylor Beach.

very clean, great locations! we only stayed for one night. easy check in, good service by Aleks ☺️. recommend for short stay when your in main centre of key west.

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8.4
Very Good
551 reviews
Price from
$196.90
per night

Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock.

Every room has a flat-screen TV with cable channels. Some units of this Key West accommodation feature a seating area where you can relax. Extras include free toiletries and a hair dryer.

The style of the property inside and outside was really nice American 1950’s.

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8.3
Very Good
336 reviews
Price from
$329
per night

Located in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also enjoy free WiFi and a continental breakfast.

Every room includes a cable TV, tile floors, and mini refrigerator. Some rooms feature French doors, private patio, or a shared bathroom at Garden House.

Hotel is super clean,cozy,perfect bed. Nice bathroom w big shower,beautiful tiles. Plenty soaps and shampoo. Cute pool and beautiful garden. Place is quiet and walking distance to ewerywhere. Just love it.

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8.8
Excellent
388 reviews
Price from
$139
per night

Located 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.

A flat-screen cable TV is featured in all Old Town units as well as a fully equipped kitchen or kitchenette with a stovetop, microwave, and refrigerator. All private bathrooms have a hairdryer and free toiletries.

Location was perfect, less than a block away from Duval, and only 2 blocks away from Hemingways house and the lighthouse. Suite has plenty space, totally independent, and I was lucky enough to get a parking spot right besides. There's a pharmacy right across the road, and a vehicle rental agency right in front.

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8.1
Very Good
390 reviews
Price from
$194
per night

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour.

Accommodation with like minded people . This was second stay this year. Return customer always the best

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8.3
Very Good
287 reviews
Price from
$210
per night

Most-booked hotels in Key West in the past month

Homestays That Guests Love in Key West

  • From $336.38 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 348 reviews
    Nice welcome from Kevin and Heather who are great hosts. Room was ready early which was great. Great set up, everything perfect.
    Blair
    United Kingdom
  • From $336.38 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 348 reviews
    Our best stay in florida, great host, super happy hour, great pool, everything fantastic, beautiful, Wish we could stay longer, unfortunately only one night was available. Best regards
    Christian
    Germany
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,526 reviews
    Excellent location near Duvall Street and Hemmingway's House, also and 15 mins from the beach. Loved the room and Bathroom. I even had a veranda, very Key West! Loved the whole homestay. Parking was at the end of the street in a small lot so very convenient. Small pool with a few sunbeds. Nice tropical vibe
    Kim
    United Kingdom
  • From $291.38 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 621 reviews
    Room was recently updated. Location was convenient. Alexis was a great hostess and was always willing to help!
    G
    GREGG
    United States of America
  • From $370.13 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,082 reviews
    fabian was a great host. when we needed something he answered right away, and solve our problems really quickly. his maintenance workers were great and helped us with what we needed.
    Ido
    Israel
  • From $263.46 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 676 reviews
    Nice location, good host, and nice outdoor patio area. Comfortable bad.
    Terrence
    United States of America
  • From $263.46 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 676 reviews
    Very clean, great host
    Sina
    Germany
  • From $201.38 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 1,380 reviews
    Beautiful house, great hosts, very clean room and a comfy bed. Close to the nain street yet quiet. Delicious breakfast.
    Shelly
    Israel
  • From $358.88 per night
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 882 reviews
    hidden gem, location is so beautiful with all the trees and plant, skimming pool, interaction with other guests, drinking water available, walking distance to duval, great working WiFi, free parking spots, very Safe, smooth check in, Steven is a great host.
    Anneke
    Belgium
  • From $383.63 per night
    7.8
    Scored 7.8
    Good
    Rated good
     · 204 reviews
    Pool was extremely small just lıke a private home pool size. The worst was the beach , they mention being beachfront however their tiny spot for swimming was invaded with jetskis makes impossible to swim at all the rest of the sand area is high from the water it just needs a stairs i guess marriot didnt want to investin in a small detail makes a lot of difference
    B
    Brian
    United States of America

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