A waterfront with a pier, calm water, and houses with palm trees in the background.

Search Guest Houses in Sugarloaf Key

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Sugarloaf 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, (1,003 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
$196 nightly
The price is $221
Oct 27 - Oct 28
Total with taxes and fees
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)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
$198 nightly
The price is $223
Oct 25 - Oct 26
Total with taxes and fees
The Palms Hotel
Lobby

3. The Independent Inn-Adults only

The Independent Inn-Adults only
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (64 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
$203 nightly
The price is $224
Oct 20 - Oct 21
Total with taxes and fees
The Independent Inn-Adults only
A tropical outdoor area with palm trees, hanging plants, and string lights.

4. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (560 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
$199 nightly
The price is $224
Oct 27 - Oct 28
Total with taxes and fees
Douglas House - Adults Only
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
$260 nightly
The price is $293
Nov 18 - Nov 19
Total with taxes and fees
Curry House
A swimming pool with a blue mosaic wall and a waterfall feature.

6. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (491 reviews)
"Nice updated room but could have been cleaned a little better. Pulled nightstand out to retrieve my eyeglasses and found someone's used dirty napkin. Website states that it's .6 of a mile from Duval, it's more like 1.2 miles. Good parking!"
United States
Lori
$204 nightly
The price is $230
Oct 25 - Oct 26
Total with taxes and fees
Colors on White
A pool area with lounge chairs, a white fence, and tropical plants.

7. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
"Location was great"
United States
Kathy
$229 nightly
The price is $258
Oct 25 - Oct 26
Total with taxes and fees
Wicker Guesthouse
A white building with green shutters, surrounded by a white picket fence and palm trees.

8. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (673 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
$179 nightly
The price is $201
Oct 21 - Oct 22
Total with taxes and fees
Kona Kai Oasis
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

9. 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
$216 nightly
The price is $243
Oct 25 - Oct 26
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A green house with a white porch, a flag, and a sign advertising a property for sale.

10. 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
$179 nightly
The price is $201
Oct 27 - Oct 28
Total with taxes and fees
L'Habitation Guest House - Adults Only
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

11. 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, (48 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$261 nightly
The price is $290
Oct 26 - Oct 27
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A wooden boardwalk leading to a beach with palm trees and a clear sky.

12. 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, (1,001 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
$240 nightly
The price is $270
Oct 28 - Oct 29
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A gated entrance with lush green foliage and a white picket fence.

13. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (569 reviews)
"Location was perfect"
United States
August
$211 nightly
The price is $237
Oct 20 - Oct 21
Total with taxes and fees
Coco Plum Inn
A living room with two sofas, a coffee table, and a window with blinds.

14. 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.
$254 nightly
The price is $282
Oct 25 - Oct 26
Total with taxes and fees
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

15. 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
$253 nightly
The price is $285
Nov 1 - Nov 2
Total with taxes and fees
Duval Inn
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

16. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
$279 nightly
The price is $314
Oct 29 - Oct 30
Total with taxes and fees
Duval Gardens - Adults Only
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

17. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (24 reviews)
"Perfect location and lovely place!"
United States
michael
$287 nightly
The price is $322
Nov 16 - Nov 17
Total with taxes and fees
Banana's Foster Guesthouse
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, (329 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
$266 nightly
The price is $299
Oct 20 - Oct 21
Total with taxes and fees
The Mermaid & Alligator
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

19. 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.
$347 nightly
The price is $385
Oct 26 - Oct 27
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 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, (30 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
$253 nightly
The price is $281
Oct 27 - Oct 28
Total with taxes and fees
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 Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was my first time to Key West with friends and we didnt know where to stay but we are glad we choose the Blue Flamingo. We had a late arrival from Miami and checked in about 130am which was quick and easy. Our room was clean, comfy beds, great AC 👌 since we were exhausted from traveling. We stayed 3 nights and enjoyed the pool. This location had security on-site for the parking lot also. We felt safe at night. I liked the scent of the front lobby. We didnt get a chance to enjoy any of the restaurants on property. We have no complaints and I would return."
Andrea 3-night trip
Posted 8 hours ago
Blue Flamingo Resort Key West

Find out more about Sugarloaf Key

Sugarloaf Key Guest Houses information

Number of reviews
6,578
Accommodation
64 Guest Houses
Lowest Price
$201
Highest Price
$385

Frequently asked questions

What is the nightly rate for a guest house in Sugarloaf Key?
Rates for Sugarloaf Key guest houses vary, but travelers can find great-value prices from $201 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Sugarloaf Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Sugarloaf Key guest house and a B&B?
A guest house in Sugarloaf Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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