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

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Sugarloaf Key bed & breakfast

A building with a white exterior, a large red awning, and a gated entrance.

1. Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,084 reviews)
"The check-in was smooth, breakfast was adequate, and the room was comfortable."
United States
Perry
$159 nightly
The price is $179
Nov 30 - Dec 1
Total with taxes and fees
Authors of Key West Guest House
A white dresser with drawers, a glass-front cabinet, and a mirror above it.

2. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"This was the perfect location for access to Key West by foot!!!! We loved the community the resort is in!"
United States
Jane
$179 nightly
The price is $201
Dec 1 - Dec 2
Total with taxes and fees
Weatherstation Inn
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

3. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,131 reviews)
"Great stay!"
United States
Dennis
$179 nightly
The price is $198
Nov 18 - Nov 19
Total with taxes and fees
Duval House
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

4. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (460 reviews)
"Check in was easy, rooms was clean and the propery was great! Will stay again."
United States
Brandon
$183 nightly
The price is $203
Nov 16 - Nov 17
Total with taxes and fees
Tropical Inn
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

5. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,144 reviews)
"Great staff and clean rooms"
United States
Dan
$173 nightly
The price is $194
Nov 15 - Nov 16
Total with taxes and fees
Heron House - Adult Only
A bright green porch with hanging planters, a wooden chair, and a railing.

6. Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (424 reviews)
"Quiet, close (walking distance) to all the attractions in Key West!"
United States
Matthew
$232 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
Caribbean House
A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

7. Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (475 reviews)
"We had a wonderful stay at The Artist House! The property is full of charm and fascinating history, and the location is perfect for exploring Key West. The staff was friendly and welcoming throughout our visit. A truly enjoyable experience, and I’d happily stay again!"
United States
Joseph
$198 nightly
The price is $223
Nov 30 - Dec 1
Total with taxes and fees
Artist House Key West
A pool area with a brick patio, potted plants, and a covered seating area.

8. The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (739 reviews)
"Great place. been there 2 times and we are coming back in a few months! Adults only and dog friendly is a great perk!"
United States
Brad
$162 nightly
The price is $179
Nov 18 - Nov 19
Total with taxes and fees
The Garden House
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

9. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (490 reviews)
"Nice and quiet."
United States
Carl
$190 nightly
The price is $214
Nov 16 - Nov 17
Total with taxes and fees
Seascape Tropical Inn - Adult Exclusive
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

10. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
$208 nightly
The price is $234
Nov 29 - Nov 30
Total with taxes and fees
Ambrosia Key West
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

11. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Best place we have stayed. The staff was amazing location perfect and the room was perfect"
United States
Misty
$249 nightly
The price is $280
Nov 30 - Dec 1
Total with taxes and fees
The Gardens Hotel
A porch with a white railing, a bench, and a flag.

12. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (199 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
$262 nightly
The price is $294
Nov 15 - Nov 16
Total with taxes and fees
The Conch House Heritage Inn
A covered porch with white railings, wooden benches, and a hanging light fixture.

13. Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (347 reviews)
"Awesome place to stay!"
United States
Michael
$414 nightly
The price is $466
Dec 3 - Dec 4
Total with taxes and fees
Marrero's Guest Mansion
A pool area with lounge chairs, a staircase, and a building with a balcony.

14. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (270 reviews)
"staff was very helpful!!"
United States
Luanna
$317 nightly
The price is $357
Nov 19 - Nov 20
Total with taxes and fees
Andrews Inn & Garden Cottages
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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good
"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."
lucy 2-night trip
Posted 5 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Find out more about Sugarloaf Key

Sugarloaf Key B&B information

Number of reviews
6,825
Accommodation
16 B&B
Lowest Price
$179
Highest Price
$466

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Sugarloaf Key?
Prices for B&Bs in Sugarloaf Key often vary, but you can find a great deal from $179 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Sugarloaf Key B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Sugarloaf Key?
The most popular time to book a B&B in Sugarloaf Key is during the peak season from July to September. This vibrant period attracts travelers eager to enjoy the sun-soaked beaches, water sports, and the lush tropical landscape that the Florida Keys are famous for. With warm weather averaging from the mid-70s to low 90s Fahrenheit, you can expect an ideal climate for outdoor activities such as snorkeling, kayaking, and exploring nearby nature reserves.

September stands out as a particularly appealing month, as the crowds begin to thin and visitors can still relish the warm waters and sunny skies without the height of tourist activity. This transitional time offers a unique opportunity to experience local culture and charm at a more leisurely pace while still enjoying the region's stunning natural beauty.

For those who appreciate a quieter visit and want to stretch their travel budget, October is a fantastic option. This month marks the low season, allowing for more competitive rates on accommodations, including B&Bs. Plus, you can take advantage of fewer tourists, making it an excellent time for intimate experiences, such as exploring the unique wildlife in the nearby Florida Keys National Marine Sanctuary.
What is the difference between a Sugarloaf Key Bed & Breakfast and a hotel?
Every Sugarloaf Key B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Sugarloaf Key B&Bs.

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