Search Guest Houses in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Florida Keys guest houses

Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (209)
"The room was impeccable. The staff was very friendly and helpful"
United States
Kathryn
Ragged Edge Resort & Marina
Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1002)
"Enjoy the stay"
United States
Kevin
The price is RM1,006
RM1,222 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Palms Hotel
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1001)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
NYAH Key West - Adults Only
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (236)
"Excellent spot, I definitely recommended"
United States
Paul
The price is RM990
RM1,225 total
includes taxes & fees
13 Jan - 14 Jan 2026
Douglas House
Poolside bar
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (719)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Exterior
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Great stay"
United States
Ginger
The Grand Guesthouse
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (925)
"A great no hassle stay."
United States
Gary
The price is RM1,027
RM1,155 total
includes taxes & fees
8 Jan - 9 Jan 2026
L'Habitation Guest House
Private kitchen
Banana's Foster Guesthouse

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
Courtyard
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1001)
"Spotless room Excellent, attentive staff"
United States
Peter D.
The Cabana Inn Key West - Adults Only
Front of property
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.4 out of 10, Very good, (1001)
"Great location "
United States
Ronald
The price is RM1,063
RM1,606 total
includes taxes & fees
4 Jan - 5 Jan 2026
Amsterdam's Curry Mansion Inn
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1001)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is RM612
RM828 total
includes taxes & fees
5 Jan - 6 Jan 2026
Heron House Court - Adult Only
Balcony view
Curry House

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (47)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
Curry House
Porch
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1004)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
Wicker Guesthouse
Fountain
Colors on White

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (386)
"They room was well cleaned each day. A/C unit worked well but did needed it’s filter replaced. We enjoyed our stay and was close to the nightlife! "
United States
Julie
Colors on White
Outdoor pool
The Key West Hotel

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (514)
"location was great nice bar party vibe"
United States
Robert Howard
The price is RM1,552
RM1,968 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Key West Hotel
Exterior
Coco Plum Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (469)
"The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn."
United States
Brent
The price is RM1,271
RM1,429 total
includes taxes & fees
4 Jan - 5 Jan 2026
Coco Plum Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Florida Keys Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"The staff was more than helpful. And the room was spotless and I'll look for ground floor next time. Stairs are not my favorite place. "
George 1-night trip
Posted 2 days ago
Waterside Suites & Marina

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
10,522
Accommodation
2 Guest Houses
Lowest Price
RM828
Highest Price
RM1,968

Explore a world of travel with Expedia