Search Guest Houses in Key West from CA $109

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Key West Guest Houses

NYAH Key West - Adults Only
Relax by the pool with lounge chairs and umbrellas, surrounded by a spacious pool area and multiple balconies.

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1015)
"Great location "
The price is CA $110
CA $187 total
includes taxes & fees
Aug 6 - Aug 7
NYAH Key West - Adults Only
Heron House Court - Adult Only
Relax by the serene pool surrounded by lush greenery and a two-story building with a balcony offering a view of the pool area.

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1010)
"The staff were amazing with parking in the road and great breakfast"
The price is CA $152
CA $217 total
includes taxes & fees
Aug 6 - Aug 7
Heron House Court - Adult Only
The Cabana Inn Key West - Adults Only
Relax on a paved patio surrounded by lush greenery and mature trees, with sun loungers and umbrellas at your disposal.

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1015)
"Very enjoyable stay"
The price is CA $119
CA $197 total
includes taxes & fees
Aug 4 - Aug 5
The Cabana Inn Key West - Adults Only
The Palms Hotel
Relax on the covered porch with comfortable wicker chairs and lush greenery.

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1007)
"Great staying"
The price is CA $163
CA $215 total
includes taxes & fees
Aug 3 - Aug 4
The Palms Hotel
Amsterdam's Curry Mansion Inn
Relax in a serene outdoor space surrounded by lush greenery and white columns.

Amsterdam's Curry Mansion Inn

3.0 star property
8.4 out of 10, Very good, (1001)
"Old southern mansion - boarding house - close - charming - definitely Key West!"
The price is CA $184
CA $348 total
includes taxes & fees
Aug 19 - Aug 20
Amsterdam's Curry Mansion Inn
Bishop Hotel Key West
Compact room with a central bed, kitchenette, and ceiling fan.

Bishop Hotel Key West

4.0 star property
9.8 out of 10, Exceptional, (197)
"Great place nice people would stay again "
Bishop Hotel Key West
Douglas House
Stroll up the staircase surrounded by lush tropical plants and enjoy the serene atmosphere.

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (144)
"Location was perfect. And free parking was a plus."
The price is CA $179
CA $209 total
includes taxes & fees
Aug 11 - Aug 12
Douglas House
Wicker Guesthouse
Guests can enjoy a balcony with a view of lush greenery at Wicker Guesthouse.

Wicker Guesthouse

3.5 star property
8.4 out of 10, Very good, (1002)
"Friendly check in staff, super clean rooms. "
The price is CA $200
CA $256 total
includes taxes & fees
Aug 21 - Aug 22
Wicker Guesthouse
Coco Plum Inn
Experience a tranquil retreat amidst lush tropical surroundings and a classic colonial-style hotel with a charming front porch.

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (428)
"Great stay"
The price is CA $248
CA $279 total
includes taxes & fees
Aug 11 - Aug 12
Coco Plum Inn
L'Habitation Guest House
Relax on the covered porch with comfortable wicker furniture and lush greenery.

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (870)
"beautiful place in the perfect spot!"
The price is CA $148
CA $166 total
includes taxes & fees
Aug 12 - Aug 13
L'Habitation Guest House
Kona Kai Oasis
Relax in a spacious room with a large bed, bedside table, and comfortable bench.

Kona Kai Oasis

3.0 star property
8.2 out of 10, Very good, (538)
"Great short stay! "
The price is CA $198
CA $223 total
includes taxes & fees
Aug 3 - Aug 4
Kona Kai Oasis
Colors on White
Relax by the serene pool surrounded by lush greenery and a soothing waterfall.

Colors on White

3.0 star property
8.0 out of 10, Very good, (348)
"Great hotel in a lovely town, close to old town "
The price is CA $209
CA $236 total
includes taxes & fees
Aug 31 - Sep 1
Colors on White
The Grand Guesthouse
Relax in a serene patio surrounded by lush greenery and tropical plants, with a seating area and umbrella for shade.

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Wonderful place ! Would definitely consider coming back "
The price is CA $217
CA $279 total
includes taxes & fees
Aug 3 - Aug 4
The Grand Guesthouse
The Mermaid & Alligator
Relax by the serene pool surrounded by lush foliage and unwind in comfort on the adjacent lounge chairs.

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (251)
"Absolutely loved staying here and are already looking at dates to come back!"
The price is CA $311
CA $350 total
includes taxes & fees
Aug 3 - Aug 4
The Mermaid & Alligator
The Key West Hotel
Relax by the serene pool surrounded by lounge chairs and umbrellas, with a view of the surrounding area from the adjacent balcony.

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (489)
"We felt like family. From the bar staff, Matthew and Ty, to the propery staff everyone was super friendly and helpful. We stayed in the Boujee suite and it was perfect. The bed was comfortable and the bathroom amenities were top notch, island products. There was live music most nights of our stay which was a plus! The property is right on Duval Street, but it feels so peaceful and quiet. We were welcomed as family with a "welcome home' from the moment we checked in. We will definitely be...
The price is CA $410
CA $537 total
includes taxes & fees
Aug 19 - Aug 20
The Key West Hotel
Duval Inn
Relax by the clear pool surrounded by lounge chairs and umbrellas, with a staircase leading to an upper level and a tropical ambiance.

Duval Inn

3.0 star property
8.6 out of 10, Excellent, (698)
"Great location, clean comfortable rooms, great staff"
The price is CA $220
CA $301 total
includes taxes & fees
Aug 3 - Aug 4
Duval Inn
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
Relax in this inviting living room with a comfortable sofa set, armchairs, and a television.

Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking

9.6 out of 10, Exceptional, (128)
"We weren't at the VRBO very much but when we were there it was quiet and relaxing."
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
New Orleans House - Gay Men Adult Resort
Relax by the pool surrounded by lush greenery and a covered outdoor seating area.

New Orleans House - Gay Men Adult Resort

2.5 star property
8.6 out of 10, Excellent, (332)
"Great place to stay"
The price is CA $290
CA $341 total
includes taxes & fees
Aug 3 - Aug 4
New Orleans House - Gay Men Adult Resort
Curry House
Relax in a serene outdoor space surrounded by lush greenery and tropical plants, with a comfortable seating area featuring two chairs and a small table.

Curry House

2.0 star property
7.0 out of 10, Good, (42)
"It was nice. The pool area an the pool its self were not teneded to the entire time i was there"
The price is CA $109
CA $427 total
includes taxes & fees
Aug 27 - Aug 28
Curry House
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
Relax by the serene pool surrounded by lush greenery and a shaded pergola.

Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking

9.4 out of 10, Exceptional, (128)
"Our room was the perfect size for our party of 5 adults. The property was clean and quiet. Easy walking access to Duval for all the restaurants, bars and shopping in the area."
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
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.
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Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"We had an awesome girls trip here! The staff were accommodating in putting our two rooms next to each other. The 3 pools/pool bars are great and have fun activities daily! It’s so close to everything either a quick walk or Uber got us everywhere we needed to go. We will definitely be back!"
Emma 4-night trip
Posted 13 hours ago
Southernmost Beach Resort and Guesthouses