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Check prices for these dates

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

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, (1,001 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 ￥18,900
￥25,220 total
includes taxes & fees
Oct 13 - Oct 14
The Grand Guesthouse
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

2. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,003 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
The price is ￥19,232
￥25,198 total
includes taxes & fees
Oct 15 - Oct 16
The Palms Hotel
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, (554 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ￥23,665
￥29,286 total
includes taxes & fees
Oct 12 - Oct 13
Douglas House - Adults Only
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, (838 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 ￥17,563
￥27,772 total
includes taxes & fees
Oct 12 - Oct 13
Duval Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

5. 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 ￥14,088
￥41,674 total
includes taxes & fees
Oct 14 - Oct 15
Curry House
Room

6. 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 ￥18,337
￥25,928 total
includes taxes & fees
Oct 12 - Oct 13
The Independent Inn - Formerly Heron House Court
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

7. 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 ￥15,514
￥41,616 total
includes taxes & fees
Oct 12 - Oct 13
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A green house with a white porch, a flag, and a sign advertising a property for sale.

8. 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 ￥25,504
￥28,694 total
includes taxes & fees
Oct 26 - Oct 27
L'Habitation Guest House - Adults Only
A wooden boardwalk leading to a beach with palm trees and a clear sky.

9. 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, (1,010 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 ￥29,151
￥48,824 total
includes taxes & fees
Oct 15 - Oct 16
Amsterdam's Curry Mansion Inn
A living room with two sofas, a coffee table, and a window with blinds.

10. 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 ￥15,356
￥41,439 total
includes taxes & fees
Oct 12 - Oct 13
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A swimming pool with a blue mosaic wall and a waterfall feature.

11. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (490 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 ￥25,504
￥28,694 total
includes taxes & fees
Oct 12 - Oct 13
Colors on White
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

12. 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 ￥20,709
￥49,122 total
includes taxes & fees
Oct 14 - Oct 15
Banana's Foster Guesthouse
A pool area with lounge chairs, a white fence, and tropical plants.

13. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"Awesome place to stay!"
United States
michael
The price is ￥26,522
￥29,837 total
includes taxes & fees
Oct 13 - Oct 14
Wicker Guesthouse
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

14. 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 ￥27,071
￥62,336 total
includes taxes & fees
Oct 16 - Oct 17
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A gated entrance with lush green foliage and a white picket fence.

15. 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 ￥29,929
￥33,670 total
includes taxes & fees
Oct 12 - Oct 13
Coco Plum Inn
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

16. 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, (1,001 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ￥26,929
￥37,418 total
includes taxes & fees
Oct 12 - Oct 13
The Cabana Inn Key West - Adults Only
A white building with green shutters, surrounded by a white picket fence and palm trees.

17. 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 ￥35,477
￥39,911 total
includes taxes & fees
Oct 12 - Oct 13
Kona Kai Oasis
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 ￥39,894
￥44,882 total
includes taxes & fees
Oct 12 - Oct 13
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, (123 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
The price is ￥17,889
￥50,582 total
includes taxes & fees
Oct 12 - Oct 13
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, (29 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
The price is ￥15,514
￥41,616 total
includes taxes & fees
Oct 12 - Oct 13
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.
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Top Rockland Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This resort is AMAZING!!!! If you don't want to, you never have the leave the resort, as EVERYTHING IS THERE!!! The Mojito Bar is awesome, food is great!!! Bartender Lana at the Mojito Bar is THE BEST!!! THE ENTIRE STAFF IS AMAZING!!! GOING BACK, I THINK IN FEW WEEKS, AGAIN!!!!"
Cedieu 3-night trip
Posted 2 hours ago
Havana Cabana at Key West

Find out more about Rockland Key

Rockland Key Guest Houses information

Number of reviews
5,999
Accommodation
73 Guest Houses
Lowest Price
￥25,198
Highest Price
￥62,336

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