A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Search Guest Houses in Florida Keys

  • 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
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Florida Keys guest houses

A beach with rows of sun loungers and palm trees.

1. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (276 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is HK$1,056
HK$1,188 total
includes taxes & fees
29 Oct - 30 Oct
Ragged Edge Resort & Marina
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (568 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is HK$1,110
HK$1,374 total
includes taxes & fees
29 Oct - 30 Oct
Douglas House - Adults Only
Room

3. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (65 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
The price is HK$908
HK$1,317 total
includes taxes & fees
27 Oct - 28 Oct
The Independent Inn
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

4. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is HK$1,219
HK$1,567 total
includes taxes & fees
27 Oct - 28 Oct
The Grand Guesthouse
A green house with a white porch, a flag, and a sign advertising a property for sale.

5. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,001 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 HK$1,137
HK$1,279 total
includes taxes & fees
27 Oct - 28 Oct
L'Habitation Guest House - Adults Only
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

6. 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, (1,002 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is HK$1,263
HK$1,774 total
includes taxes & fees
28 Oct - 29 Oct
The Cabana Inn Key West - Adults Only
A white building with green shutters, surrounded by a white picket fence and palm trees.

7. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (680 reviews)
"This place is a great location- right down the street from Duval, although it is about a 20 minute walk to the better bars. Very affordable and parking on location, highly recommend!"
United States
Leah
The price is HK$1,112
HK$1,251 total
includes taxes & fees
28 Oct - 29 Oct
Kona Kai Oasis
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

8. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (26 reviews)
"Perfect location and lovely place!"
United States
michael
The price is HK$1,122
HK$2,542 total
includes taxes & fees
16 Nov - 17 Nov
Banana's Foster Guesthouse
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

9. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,003 reviews)
"great staff, clean place ,"
United States
mark
The price is HK$1,270
HK$1,605 total
includes taxes & fees
27 Oct - 28 Oct
The Palms Hotel
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

10. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (71 reviews)
"An excellent location in town for a visit. We were up on third floor great view especially from porch…tough getting up stairs w luggage. Overall a wonderful visit. Beautiful location and just antique enough! Cheers"
United States
donald
The price is HK$783
HK$2,161 total
includes taxes & fees
27 Oct - 28 Oct
Curry House
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.

11. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,004 reviews)
"Great place to stay. Always love coming back here."
United States
Cheyenne
The price is HK$1,374
HK$1,546 total
includes taxes & fees
28 Oct - 29 Oct
Wicker Guesthouse
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

12. FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
Old Town Key West
10.0 out of 10, Exceptional, (49 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
The price is HK$855
HK$2,167 total
includes taxes & fees
27 Oct - 28 Oct
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A gated entrance with lush green foliage and a white picket fence.

13. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (574 reviews)
"Location was perfect"
United States
August
The price is HK$1,408
HK$1,584 total
includes taxes & fees
27 Oct - 28 Oct
Coco Plum Inn
A white door with a keyhole and a window with blinds.

14. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,006 reviews)
"Great location!"
United States
carmen
The price is HK$1,503
HK$1,691 total
includes taxes & fees
27 Oct - 28 Oct
Amsterdam's Curry Mansion Inn
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

15. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is HK$1,334
HK$2,030 total
includes taxes & fees
27 Oct - 28 Oct
Duval Gardens - Adults Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

16. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (841 reviews)
"Kind staff. Very helpful and cute property. Room was kinda small but I knew what I was getting into. 100% would stay again"
United States
Ramses
The price is HK$1,639
HK$2,241 total
includes taxes & fees
27 Oct - 28 Oct
Duval Inn
A covered outdoor deck with wicker furniture and a white railing.

17. CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (159 reviews)
"Beautiful house, great location"
United States
Gabby R.
The price is HK$1,082
HK$2,462 total
includes taxes & fees
29 Oct - 30 Oct
CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

18. KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (102 reviews)
"Adorable accommodations, great hosts & location. We’ll absolutely stay here again! "
United States
Kara W.
The price is HK$1,067
HK$2,740 total
includes taxes & fees
27 Oct - 28 Oct
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A room with a bed, a ceiling fan, and a window with blinds.

19. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (330 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is HK$1,743
HK$1,961 total
includes taxes & fees
27 Oct - 28 Oct
The Mermaid & Alligator
A swimming pool with a blue mosaic wall and a waterfall feature.

20. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (494 reviews)
"Check-in was easy. Property was very dirty, does not look like they clean the floors at all.. water pressure awful. Property definitely needs some updating.."
United States
Kellie
The price is HK$1,405
HK$1,580 total
includes taxes & fees
27 Oct - 28 Oct
Colors on White
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

Rock Reef Resort

Rock Reef Resort

10/10 Excellent
"Communication was great from the start. My room was cute and you can tell it was recently upgraded which was wonderful. I really enjoyed my stay and will definitely check me back. Thank you!"
Pui Yan 1-night trip
Posted 1 hour ago
Rock Reef Resort

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
8,493
Accommodation
3 Guest Houses
Lowest Price
HK$1,188
Highest Price
HK$2,740

Explore a world of travel with Expedia