A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

Guest Houses in Monroe County

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

Our top choices for Monroe County guest houses

Outdoor spa tub

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,010 reviews)
"Nice place to stay!"
United States
michael
The price is AED 327
AED 533 total
includes taxes & fees
13 Jul - 14 Jul
NYAH Key West - Adults Only
Exterior

Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (593 reviews)
Bishop Hotel Key West
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (446 reviews)
"Great stay"
United States
Matthew
The price is AED 429
AED 530 total
includes taxes & fees
20 Jul - 21 Jul
Douglas House - Adults Only
Food and drink

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,009 reviews)
"Great place"
United States
Andrea
The price is AED 499
AED 727 total
includes taxes & fees
16 Jul - 17 Jul
The Cabana Inn Key West - Adults Only
Porch

The Independent Inn - Locally Owned

The Independent Inn - Locally Owned
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,004 reviews)
"Hosts were friendly and helpful!"
United States
Vicki
The price is AED 485
AED 670 total
includes taxes & fees
13 Jul - 14 Jul
The Independent Inn - Locally Owned
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,011 reviews)
"Very nice place to stay"
United States
Victoria
The price is AED 493
AED 638 total
includes taxes & fees
2 Aug - 3 Aug
The Palms Hotel
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,016 reviews)
"The stay was perfect for our long weekend to Key West! Close to everything and suite was beautiful"
United States
Adam
The price is AED 615
AED 692 total
includes taxes & fees
13 Jul - 14 Jul
Wicker Guesthouse
Beach nearby, white sand, beach cabanas, sun loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,002 reviews)
"This place was in a great location."
United States
Curtis
The price is AED 469
AED 900 total
includes taxes & fees
13 Jul - 14 Jul
Amsterdam's Curry Mansion Inn
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,005 reviews)
"We loved our one night stay here! Everything was very clean and the staff was very helpful in letting us do self check-in since we arrived after 5:30. The breakfast was perfect and I enjoyed the views in the courtyard."
United States
Elizabeth
The price is AED 442
AED 589 total
includes taxes & fees
15 Jul - 16 Jul
The Grand Guesthouse
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (542 reviews)
"Perfect stay, we will be back!"
United States
Jake
The price is AED 646
AED 727 total
includes taxes & fees
13 Jul - 14 Jul
Coco Plum Inn
Fountain

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (470 reviews)
"we loved our long weekend at Colors on Main, perfect location to be close to the fun but far enough away for peace and quiet! wonderful pool area and reasonably priced, we'll be back!"
United States
Jamie
The price is AED 608
AED 684 total
includes taxes & fees
10 Aug - 11 Aug
Colors on White
Front of property

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (812 reviews)
"The outdoor pool was amazing! The breakfast was good. Enjoyable stay."
United States
Daniel
The price is AED 364
AED 596 total
includes taxes & fees
13 Jul - 14 Jul
Duval Inn
Front of property

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,007 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is AED 392
AED 441 total
includes taxes & fees
13 Jul - 14 Jul
L'Habitation Guest House
Property entrance

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (637 reviews)
"Great place to stay "
United States
Leonid
The price is AED 702
AED 790 total
includes taxes & fees
13 Jul - 14 Jul
Kona Kai Oasis
Audubon Room - Adult Exclusive | Terrace/patio

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (307 reviews)
"Great location, lovely place, clean and comfortable room. Highly recommend! "
United States
Mary
The price is AED 706
AED 795 total
includes taxes & fees
14 Jul - 15 Jul
The Mermaid & Alligator
Property grounds

SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (7 reviews)
"Amazing clean! Nice location! Super easy "
United States
karen C.
The price is AED 573
AED 1,235 total
includes taxes & fees
4 Aug - 5 Aug
SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Exterior

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (260 reviews)
"Easy check in, beautiful view and clean room"
United States
Lauren
The price is AED 796
AED 895 total
includes taxes & fees
13 Jul - 14 Jul
Ragged Edge Resort & Marina
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (68 reviews)
"This was the perfect place to stay on our girls' week-end to Key West! It was easily walkable, and the bed was extremely comfortable.The Kuerig coffee pot and distilled water were also nice amenities!"
United States
Wendy
The price is AED 367
AED 1,013 total
includes taxes & fees
11 Aug - 12 Aug
Curry House
Terrace/patio

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Host was very responsive and property was outstanding!"
United States
Gayla P.
The price is AED 303
AED 890 total
includes taxes & fees
13 Jul - 14 Jul
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool
A heated pool

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (114 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
The price is AED 362
AED 1,107 total
includes taxes & fees
13 Jul - 14 Jul
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
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 Monroe County Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This was a wonderful property! The rooms were clean and spacious, parking was ample, the pool and surrounding enjoyment area was wonderful and fun, the food and drinks were good, the lobby was inviting and had enough lounging and check-in space, they offered free treats for furry friends, the shuttle was comfortable and consistently on-time, and they have lots of nice swag for purchase. My only issue was, since we booked on Expedia/hotels.com, and paid for three people, we ONLY were given two breakfast vouchers. We questioned this, and they said it's just how their listing on Expedia is - no real explanation or correction of the error. BTW, although the listing states this is a 21+ hotel, kids are definitely welcome."
Shari 2-night trip
Posted 2 hours ago
Havana Cabana at Key West