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

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 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, (274 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is NZ$241
includes taxes & fees
18 Oct - 19 Oct
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 NZ$341
includes taxes & fees
15 Oct - 16 Oct
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)
The price is NZ$347
includes taxes & fees
27 Oct - 28 Oct
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 NZ$291
includes taxes & fees
15 Oct - 16 Oct
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 NZ$404
includes taxes & fees
15 Oct - 16 Oct
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 NZ$533
includes taxes & fees
15 Oct - 16 Oct
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 NZ$310
includes taxes & fees
15 Oct - 16 Oct
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 NZ$351
includes taxes & fees
15 Oct - 16 Oct
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 NZ$362
includes taxes & fees
15 Oct - 16 Oct
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 NZ$415
includes taxes & fees
15 Oct - 16 Oct
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 NZ$486
includes taxes & fees
15 Oct - 16 Oct
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 NZ$343
includes taxes & fees
28 Oct - 29 Oct
L'Habitation Guest House - Adults Only
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

13. 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, (47 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
The price is NZ$462
includes taxes & fees
15 Oct - 16 Oct
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A white building with green shutters, surrounded by a white picket fence and palm trees.

14. 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 NZ$379
includes taxes & fees
15 Oct - 16 Oct
Kona Kai Oasis
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

15. 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 NZ$586
includes taxes & fees
9 Nov - 10 Nov
Banana's Foster Guesthouse
A swimming pool with a blue mosaic wall and a waterfall feature.

16. 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 NZ$515
includes taxes & fees
10 Nov - 11 Nov
Colors on White
A living room with two sofas, a coffee table, and a window with blinds.

17. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (172 reviews)
"One of our best vacations ever. Our room was steps from the pool and common areas. I would highly recommend staying here."
United States
Vicki L.
The price is NZ$594
includes taxes & fees
25 Oct - 26 Oct
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
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, (101 reviews)
"Adorable accommodations, great hosts & location. We’ll absolutely stay here again! "
United States
Kara W.
The price is NZ$668
includes taxes & fees
16 Oct - 17 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, (328 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is NZ$465
includes taxes & fees
15 Oct - 16 Oct
The Mermaid & Alligator
A poolside area with a covered seating area, a pool, and lush greenery.

20. 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, (123 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveller
The price is NZ$585
includes taxes & fees
15 Oct - 16 Oct
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 Florida Keys Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Excellent"
Briggite 2-night trip
Posted 2 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
8,372
Accommodation
3 Guest Houses
Lowest Price
NZ$241
Highest Price
NZ$668