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The best homestays in Key West

Check out our selection of great homestays in Key West

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Courtney's Place Historic Cottages & Inns, hotel in Key West

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.

Good location and has old keys vibe
8.9
Scored 8.9
Excellent
Rated excellent
1,392 reviews
Price from$249per night
Authors Key West Guesthouse, hotel in Key West

Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.

Breakfast, parking, pool, location
8.2
Scored 8.2
Very Good
Rated very good
1,283 reviews
Price from$139per night
New Orleans House - Gay Male Adult Guesthouse, hotel in Key West

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.

The property is in a great location. The property and its surroundings are fun and exactly what I was looking for.
8.3
Scored 8.3
Very Good
Rated very good
276 reviews
Price from$210per night
Old Town Suites, hotel in Key West

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.

In the centre
8.1
Scored 8.1
Very Good
Rated very good
412 reviews
Price from$110.70per night
Seaport Inn, hotel in Key West

Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 1969 feet' walk from Mallory Dock.

Well we asked for a HC room and was told it was. We were put all the way in the back. There was two drop downs to get to the room. One had a rail, the other did not. Another big fall risk. The bushes by the pool that u had to squeeze by by the pool that u have to go past to get to the room, are way over grown, I barely made it by with my walker. Fall risk. A girl answered the phone wen we got there, we had trouble getting to the room. No one answered the phone. How weak. Key was left under mat. No one checked us in. Toilet was really low with no grab bars, making it challenging to use, to get up. No grab rails in shower, it had a plastic like towel holder, which wasn’t to be trusted if I fell. Parking was a joke. The HC parking spot out front had a Camaro in it w/no HC parking permit. Not there fault. I had to park a good 100 yards away, and I don’t walk good at all. I won’t be back
8.3
Scored 8.3
Very Good
Rated very good
304 reviews
Price from$259per night
Alexander Palms Court - No Hidden Resort Fees!, hotel in Key West

Alexander Palms Court - No Hidden Resort Fees! enjoys a location in Key West, a 6-minute walk from Southernmost Point and 0.7 miles from Ernest Hemingway Home and Museum.

The staff were extremely polite, helpful, friendly and informative. The is a cute quaint little hotel.
8.6
Scored 8.6
Excellent
Rated excellent
901 reviews
Price from$251.10per night
The Garden House, hotel in Key West

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.

The staff is excellent . We have been here several times and it never disappoints. Sammy is an excellent host , his personality is great. Always has a smile on his face and a great personality! He is one of the reasons we keep coming back! The place is clean, quant and the breakfast waffles and fresh fruit is delish! Location is excellent. Pool area small quant little tropical Oasis .Can walk everywhere! Our go to place!
8.8
Scored 8.8
Excellent
Rated excellent
382 reviews
Price from$159per night
Westwinds Inn, hotel in Key West

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.

It is very private and calm. The rooms are like little bungalows, and it’s very quaint.
8.8
Scored 8.8
Excellent
Rated excellent
1,060 reviews
Caribbean House, hotel in Key West

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodations in Key West.

The service, the room, the staff and amenities.
8.4
Scored 8.4
Very Good
Rated very good
540 reviews
See all 168 hotels in Key West

Looking for a homestay?

Travelers on a budget looking to experience a place like a local will enjoy homestays. These simple accommodations are in a private home, where the host also lives. All facilities are shared and in most cases breakfast is included.
Search homestays in Key West

Most booked homestays in Key West this month

Homestays That Guests Love in Key West

  • Avg. price/night: $403.78
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 6 reviews
    Great location and great hosts. Just a .5 mile bike ride from almost anywhere: Higgs Beach, Duval street, etc. They had all the things you need including bikes, umbrella, beach towels , bathroom and kitchen supplies. One of the bikes had a flat tire and they had someone come over immediately and switch the bike out. Great communication from host.
    A
    Andrew
    Group
  • Avg. price/night: $246.38
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 358 reviews
    Nice welcome from Kevin and Heather who are great hosts. Room was ready early which was great. Great set up, everything perfect.
    Blair
    Family with young children
  • Avg. price/night: $246.38
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 358 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
    Family with young children
  • Avg. price/night: $204.35
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,595 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
    Solo traveler
  • Avg. price/night: $201.38
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 609 reviews
    Room was recently updated. Location was convenient. Alexis was a great hostess and was always willing to help!
    G
    GREGG
    Young couple
  • Avg. price/night: $257.63
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,081 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
    Family with young children
  • Avg. price/night: $176.34
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 673 reviews
    Nice location, good host, and nice outdoor patio area. Comfortable bad.
    Terrence
    Young couple
  • Avg. price/night: $176.34
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 673 reviews
    Very clean, great host
    Sina
    Young couple
  • Avg. price/night: $178.88
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 1,374 reviews
    Beautiful house, great hosts, very clean room and a comfy bed. Close to the nain street yet quiet. Delicious breakfast.
    Shelly
    Young couple
  • Avg. price/night: $358.88
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 902 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
    Young couple

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