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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 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, (1,002 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 ￥30,210
￥37,939 total
includes taxes & fees
Oct 19 - Oct 20
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, (1,005 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is ￥24,602
￥31,235 total
includes taxes & fees
Oct 26 - Oct 27
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, (557 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ￥24,880
￥30,789 total
includes taxes & fees
Oct 19 - Oct 20
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, (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 ￥33,247
￥45,406 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥19,258
￥47,452 total
includes taxes & fees
Oct 27 - Oct 28
Curry House
Lobby

6. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (62 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 ￥22,025
￥30,181 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥18,179
￥44,896 total
includes taxes & fees
Oct 19 - Oct 20
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, (1,001 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 ￥26,889
￥30,251 total
includes taxes & fees
Oct 28 - Oct 29
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
8.0 out of 10, Very good, (1,000 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 ￥38,040
￥42,795 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥21,059
￥48,651 total
includes taxes & fees
Oct 25 - Oct 26
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, (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 ￥32,634
￥36,714 total
includes taxes & fees
Oct 18 - Oct 19
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 ￥23,220
￥51,909 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,001 reviews)
"Awesome place to stay!"
United States
michael
The price is ￥38,334
￥43,127 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥25,018
￥59,715 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, (566 reviews)
"Great stay! Great location"
United States
Riley
The price is ￥31,657
￥35,614 total
includes taxes & fees
Oct 18 - Oct 19
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, (1,003 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ￥25,466
￥35,761 total
includes taxes & fees
Oct 27 - Oct 28
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, (672 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 ￥34,003
￥38,254 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥37,844
￥42,574 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥22,959
￥57,083 total
includes taxes & fees
Oct 16 - Oct 17
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 ￥18,495
￥45,410 total
includes taxes & fees
Oct 27 - Oct 28
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
"pool was the best with food and bar right next. shuttle service to town was excellent can't wait to go back!"
Robert 5-night trip
Posted less than an hour ago
Havana Cabana at Key West

Find out more about Rockland Key

Rockland Key Guest Houses information

Number of reviews
6,447
Accommodation
73 Guest Houses
Lowest Price
￥30,181
Highest Price
￥59,715

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