Search Guest Houses in Key West

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Featured Guest Houses in Key West and around

Outdoor pool, pool loungers
The Mermaid & Alligator
3.5 star property
9.8 out of 10, Exceptional, (150)
"We stayed for 4 nights and it was wonderful. The staff is excellent all around! I think the bikes should be complimentary to the guests but would definitely stay again. Thanks for the great stay. "
The price is €289
per night
19 May - 20 May
The Mermaid & Alligator
Exterior
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (310)
"Clean hotel.close to pubs and restaurants."
The price is €247
per night
20 May - 21 May
Coco Plum Inn
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is €269
per night
19 May - 20 May
The Grand Guesthouse
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A heated pool
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
9.6 out of 10, Exceptional, (103)
"Usually rentals look great on the website but truly aren’t….but Bahama House was AMAZING! Big spaces for 5 people. Heated pool, pool towels were provided. Excellent location….just 1 block off Duval yet quiet. Loved the kitchen space. Would definitely come back to Bahama House!"
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
Pool
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
9.6 out of 10, Exceptional, (88)
"Perfect location, clean, welcoming. The Bimini Suite was perfect for a couples getaway for 3 couples."
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
Pool
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
9.4 out of 10, Exceptional, (99)
"Off of Duval but so close to great restaurants and everything Key West has to offer. Cars are parked in single lane driveway so you have to communicate with each other to shuffle! Worked out just fine."
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
Front of property
Speakeasy Inn – Adults Only
3.0 star property
9.4 out of 10, Exceptional, (565)
"The Speakeasy Inn is in a good location on Duval Street, although it is many blocks from the area around Mallory Square... it is closer to the Southernmost Point buoy and Hemmingway House. The hotel staff was great ( especially Nicole) so checkin was a breeze. The bar staff seemed indifferent and the drinks were good but high-priced, but since you could hang out on the porch and have a front-row seat to Duval St. it was worth it. The room we had was on ground level so it was nice to go in/out...
The price is €237
per night
30 May - 31 May
Speakeasy Inn – Adults Only
Deluxe Room, 1 King Bed | View from room
L'Habitation Guest House
2.5 star property
9.2 out of 10, Wonderful, (705)
"The property is in an excellent location, just steps from restaurants, shops, and bars. The breakfast was very nice with French pastries and a fridge full of juices, cheeses, yogurt, hard boiled eggs, and milk. The staff was very helpful. There is parking on the street and a parking lot a few blocks away."
The price is €150
per night
22 May - 23 May
L'Habitation Guest House
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is €257
per night
20 May - 21 May
The Inn on Fleming
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (50)
"Great location at very good price. "
The Hollinsed House
Pool
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
9.2 out of 10, Wonderful, (89)
"Only bad thing was the wood floors made our bare feet black so i dont think they had been mopped...but everything else was great...beds great kings...all equipped kitchen...safe location"
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
Four Person Studio (Lilly)
Casa 325
2.5 star property
9.2 out of 10, Wonderful, (465)
"Was pleasantly surprised. Perfect area. Perfect place. I would never have stayed outside. The zone would have been way too boring"
The price is €380
per night
18 May - 19 May
Casa 325
Outdoor pool
Heron House Court - Adult Only
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Roman is super friendly! Very clean place. Extremely happy and will definitely be back again. Pool is great!"
The price is €155
per night
23 May - 24 May
Heron House Court - Adult Only
Courtyard
The Cabana Inn Key West - Adults Only
3.0 star property
8.8 out of 10, Excellent, (1005)
"It was the perfect location near Duval and everyone was very nice and helpful. Patrick gave exceptional advice on what to see. We will stay here again!"
The price is €335
per night
23 May - 24 May
The Cabana Inn Key West - Adults Only
Poolside bar
Duval Inn
3.0 star property
8.6 out of 10, Excellent, (613)
"Walkable. "
The price is €177
per night
20 May - 21 May
Duval Inn
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is €227
per night
20 May - 21 May
New Orleans House - Gay Men Adult Resort
Porch
Wicker Guesthouse
3.5 star property
8.4 out of 10, Very good, (1000)
"This was an awesome place, the spot I found was actually for them. The area was on the main strip and would reserve the same place again the next time I go back down there. "
The price is €226
per night
21 May - 22 May
Wicker Guesthouse
Deluxe King Room (Not Pet Friendly)
The Palms Hotel
3.0 star property
8.4 out of 10, Very good, (1000)
"Honeymoon King room had lots of room- nice pool "
The price is €244
per night
20 May - 21 May
The Palms Hotel
Coconut King
An Island Oasis
3.0 star property
8.2 out of 10, Very good, (367)
"The place is perfect. GG is the best."
The price is €222
per night
6 Jun - 7 Jun
An Island Oasis
Fountain
Colors on White
3.0 star property
8.2 out of 10, Very good, (245)
"The room is a nice quiet neighborhood. It was comfortable and met our needs nicely. It was within a nice comfortable. Walking distance from the main tourist area. Also found several nice restaurants. It appeared to have had a loft at one time, but the access to the loft longer existed."
The price is €206
per night
6 Jun - 7 Jun
Colors on White
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Key West

Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is €348
per night
28 May - 29 May
Poolside Cottage #411
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is €226
per night
20 May - 21 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Sun-loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is €549
per night
3 Jun - 4 Jun
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Guest Houses information

Number of reviews
9,338
Accommodation
26 Guest Houses
Lowest Price
€150
Highest Price
€335

Recent Reviews in Key West
Expedia verified reviews