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
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

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, (274 reviews)
The price is P7,943
P8,936 total
includes taxes & fees
Oct 18 - Oct 19
Ragged Edge Resort & Marina
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

2. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 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 P13,078
P16,282 total
includes taxes & fees
Nov 11 - Nov 12
The Grand Guesthouse
A tropical outdoor area with palm trees, hanging plants, and string lights.

3. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (555 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is P9,878
P12,224 total
includes taxes & fees
Oct 27 - Oct 28
Douglas House - Adults Only
Lobby

4. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 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 P5,811
P8,595 total
includes taxes & fees
Oct 15 - Oct 16
The Independent Inn - Formerly Heron House Court
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

5. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (839 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
The price is P10,606
P15,109 total
includes taxes & fees
Oct 15 - Oct 16
Duval Inn
A wooden boardwalk leading to a beach with palm trees and a clear sky.

6. 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, (1,013 reviews)
"If you like an old historical place to stay, this is it. Great location, big rooms, great atmosphere, free parking (bonus)"
United States
chris
The price is P11,924
P19,769 total
includes taxes & fees
Oct 15 - Oct 16
Amsterdam's Curry Mansion Inn
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

7. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,004 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is P8,405
P10,868 total
includes taxes & fees
Oct 15 - Oct 16
The Palms Hotel
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

8. 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, (1,003 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is P8,416
P12,292 total
includes taxes & fees
Oct 15 - Oct 16
The Cabana Inn Key West - Adults Only
A gated entrance with lush green foliage and a white picket fence.

9. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (566 reviews)
"Great stay! Great location"
United States
Riley
The price is P11,276
P12,685 total
includes taxes & fees
Oct 15 - Oct 16
Coco Plum Inn
A pool area with lounge chairs, a white fence, and tropical plants.

10. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,000 reviews)
"Awesome place to stay!"
United States
michael
The price is P12,935
P14,552 total
includes taxes & fees
Oct 15 - Oct 16
Wicker Guesthouse
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

11. 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 P6,439
P17,482 total
includes taxes & fees
Oct 15 - Oct 16
Curry House
A green house with a white porch, a flag, and a sign advertising a property for sale.

12. 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 P11,234
P12,638 total
includes taxes & fees
Oct 27 - Oct 28
L'Habitation Guest House - Adults Only
A white building with green shutters, surrounded by a white picket fence and palm trees.

13. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (671 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 P11,805
P13,281 total
includes taxes & fees
Oct 15 - Oct 16
Kona Kai Oasis
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

14. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (23 reviews)
"Perfect location and lovely place!"
United States
michael
The price is P9,546
P20,976 total
includes taxes & fees
Nov 9 - Nov 10
Banana's Foster Guesthouse
A swimming pool with a blue mosaic wall and a waterfall feature.

15. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (491 reviews)
"The property is very attractive and well maintained. It is a very good value for the reasonable price. Free adjacent parking is a great convenience and money saver. Although there is no staff on the property since there is only 5 units, the staff is at a nearby property and very helpful. Easy walking to restaurants and stores. We had a very favorable stay and will book again."
United States
Harvey
The price is P10,110
P11,375 total
includes taxes & fees
Oct 15 - Oct 16
Colors on White
A room with a bed, a ceiling fan, and a window with blinds.

16. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (328 reviews)
The price is P29,955
P33,700 total
includes taxes & fees
Nov 14 - Nov 15
The Mermaid & Alligator
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful"
Wesley 2-night trip
Posted less than an hour ago
Amara Cay Resort

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
7,929
Accommodation
2 Guest Houses
Lowest Price
P8,595
Highest Price
P33,700

Explore a world of travel with Expedia