Default HTG hotel image

Search Guest Houses in Rockland Key

  • 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
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Rockland Key guest houses

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

1. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is HK$1,161
HK$1,502 total
includes taxes & fees
14 Oct - 15 Oct
The Grand Guesthouse
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, (550 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is HK$1,049
HK$1,298 total
includes taxes & fees
8 Oct - 9 Oct
Douglas House - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

3. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,007 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
The price is HK$929
HK$1,222 total
includes taxes & fees
8 Oct - 9 Oct
The Palms Hotel
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

4. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (836 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 HK$1,248
HK$1,801 total
includes taxes & fees
13 Oct - 14 Oct
Duval Inn
A wooden boardwalk leading to a beach with palm trees and a clear sky.

5. 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, (1,000 reviews)
"Great location. Great hotel."
United States
Tiffany N
The price is HK$1,171
HK$1,318 total
includes taxes & fees
8 Oct - 9 Oct
Amsterdam's Curry Mansion Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

6. 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$727
HK$2,099 total
includes taxes & fees
14 Oct - 15 Oct
Curry House
A green house with a white porch, a flag, and a sign advertising a property for sale.

7. 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, (1,000 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$1,335
HK$1,502 total
includes taxes & fees
26 Oct - 27 Oct
L'Habitation Guest House - Adults Only
A gated entrance with lush green foliage and a white picket fence.

8. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (564 reviews)
"Great stay! Great location"
United States
Riley
The price is HK$1,112
HK$1,252 total
includes taxes & fees
12 Oct - 13 Oct
Coco Plum Inn
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

9. 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
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A swimming pool with a blue mosaic wall and a waterfall feature.

10. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (489 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 HK$1,053
HK$1,185 total
includes taxes & fees
12 Oct - 13 Oct
Colors on White
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

11. 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 HK$1,067
HK$2,742 total
includes taxes & fees
11 Oct - 12 Oct
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A living room with two sofas, a coffee table, and a window with blinds.

12. 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)
"Our stay was perfect. Host outstanding. Very clean and maintained daily. Kitchen used at breakfast and supper. Do need stone cab crackers and pickers. Fresh fruit was wonderful.Pool just right. Will be back!"
United States
Ron C.
The price is HK$746
HK$2,029 total
includes taxes & fees
8 Oct - 9 Oct
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

13. 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 HK$996
HK$2,400 total
includes taxes & fees
8 Oct - 9 Oct
Banana's Foster Guesthouse
Room

14. 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, (1,003 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$1,184
HK$1,603 total
includes taxes & fees
13 Oct - 14 Oct
The Independent Inn - Formerly Heron House Court
A white building with green shutters, surrounded by a white picket fence and palm trees.

15. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (669 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$1,465
HK$1,649 total
includes taxes & fees
8 Oct - 9 Oct
Kona Kai Oasis
A pool area with lounge chairs, a white fence, and tropical plants.

16. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Awesome place to stay!"
United States
michael
The price is HK$1,289
HK$1,450 total
includes taxes & fees
11 Oct - 12 Oct
Wicker Guesthouse
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

17. 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, (1,001 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is HK$1,335
HK$1,855 total
includes taxes & fees
12 Oct - 13 Oct
The Cabana Inn Key West - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.

18. 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 HK$1,879
HK$2,114 total
includes taxes & fees
8 Oct - 9 Oct
The Mermaid & Alligator
A poolside area with a covered seating area, a pool, and lush greenery.

19. 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, (122 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveller
The price is HK$855
HK$2,472 total
includes taxes & fees
8 Oct - 9 Oct
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

20. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (28 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
The price is HK$855
HK$2,168 total
includes taxes & fees
12 Oct - 13 Oct
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen 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.
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 Rockland Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"The only thing that I didn’t like was the bar staff"
Richard 1-night trip
Posted 6 hours ago
Havana Cabana at Key West

Find out more about Rockland Key

Rockland Key Guest Houses information

Number of reviews
8,541
Accommodation
72 Guest Houses
Lowest Price
HK$1,185
Highest Price
HK$2,742

Explore a world of travel with Expedia