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 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 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, (1,002 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
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
$180 nightly
The price is $202
Oct 25 - Oct 26
Total with taxes and fees
Douglas House - Adults Only
Lobby

4. The Independent Inn-Adults only

The Independent Inn-Adults only
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
$203 nightly
The price is $224
Oct 17 - Oct 18
Total with taxes and fees
The Independent Inn-Adults only
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

5. 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
$256 nightly
The price is $284
Oct 19 - Oct 20
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

6. 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
$194 nightly
The price is $218
Oct 25 - Oct 26
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A covered outdoor area with wicker furniture and a pool.

7. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (172 reviews)
"Cute, clean, and great amenities"
United States
Cindy D.
$256 nightly
The price is $284
Oct 19 - Oct 20
Total with taxes and fees
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

8. 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
$266 nightly
The price is $299
Nov 16 - Nov 17
Total with taxes and fees
Curry House
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

9. 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.
$375 nightly
The price is $416
Oct 26 - Oct 27
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A gated entrance with lush green foliage and a white picket fence.

10. 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
$211 nightly
The price is $237
Oct 20 - Oct 21
Total with taxes and fees
Coco Plum Inn
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

11. 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
$243 nightly
The price is $274
Oct 28 - Oct 29
Total with taxes and fees
Duval Inn
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
$179 nightly
The price is $201
Oct 27 - Oct 28
Total with taxes and fees
L'Habitation Guest House - Adults Only
A swimming pool with a blue mosaic wall and a waterfall feature.

13. 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
$199 nightly
The price is $224
Oct 18 - Oct 19
Total with taxes and fees
Colors on White
A pool area with lounge chairs, a white fence, and tropical plants.

14. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 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 room with a bed, a ceiling fan, and a window with blinds.

15. 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
$266 nightly
The price is $299
Oct 19 - Oct 20
Total with taxes and fees
The Mermaid & Alligator
A poolside area with a covered seating area, a pool, and lush greenery.

16. 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
$350 nightly
The price is $388
Oct 26 - Oct 27
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

17. 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 wooden boardwalk leading to a beach with palm trees and a clear sky.

18. 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
$252 nightly
The price is $283
Oct 28 - Oct 29
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

19. 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
$213 nightly
The price is $239
Oct 29 - Oct 30
Total with taxes and fees
Kona Kai Oasis
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

20. 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
$288 nightly
The price is $324
Nov 16 - Nov 17
Total with taxes and fees
Banana's Foster Guesthouse
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The perfect place to stay! Quiet, great soft music at the outside bar that we could hear on the private beach. Close to everything. Helpful staff. Only thing is it’s very expensive."
Lisa 6-night trip
Posted 1 hour ago
Pier House Resort & Spa

Find out more about Sugarloaf Key

Sugarloaf Key Guest Houses information

Number of reviews
7,014
Accommodation
64 Guest Houses
Lowest Price
$201
Highest Price
$416

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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