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Our top choices for Sugarloaf Key bed & breakfast

Barnacle Resort

Barnacle Resort
3.0 star property
Long Beach Estates
8.2 out of 10, Very Good, (42)
"I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on...
United States
Lawrence
$274 nightly
The price is $309
Jan 13 - Jan 14, 2026
Total with taxes and fees
Barnacle Resort

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"I loved this place the location was absolutely perfect "
United States
Frank
$220 nightly
The price is $245
Dec 23 - Dec 24
Total with taxes and fees
Duval House

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1134)
"Great location and great staff "
United States
Thomas
$200 nightly
The price is $225
Dec 23 - Dec 24
Total with taxes and fees
Heron House - Adult Only

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1001)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
$229 nightly
The price is $258
Jan 4 - Jan 5, 2026
Total with taxes and fees
Authors of Key West Guest House

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
$230 nightly
The price is $256
Dec 21 - Dec 22
Total with taxes and fees
Tropical Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1001)
"Clean room, great omelet bar"
United States
Rachel
$219 nightly
The price is $246
Dec 22 - Dec 23
Total with taxes and fees
La Pensione Inn

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
$201 nightly
The price is $223
Dec 22 - Dec 23
Total with taxes and fees
The Garden House

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (405)
"We had a great stay. Room was clean, staff was helpful, check un easy. "
United States
Suzanne
$241 nightly
The price is $271
Dec 21 - Dec 22
Total with taxes and fees
Seascape Tropical Inn - Adult Exclusive

Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (421)
"Great location one block off of Duval St and central to everything. Beautiful accommodations in a safe area, hot showers, comfortable beds, and delicious complimentary breakfast. The staff was great and very accommodating. I loved sitting on the front porch to people watch and read in the afternoon. I would definitely stay here again!"
United States
Debra
$293 nightly
The price is $330
Jan 12 - Jan 13, 2026
Total with taxes and fees
Artist House Key West

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (287)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
$248 nightly
The price is $276
Dec 21 - Dec 22
Total with taxes and fees
Caribbean House

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great location and clean room. Pool was relaxing; breakfast was good!"
United States
Jennifer
$299 nightly
The price is $336
Dec 24 - Dec 25
Total with taxes and fees
Ambrosia Key West

Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (995)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
$299 nightly
The price is $336
Dec 21 - Dec 22
Total with taxes and fees
Weatherstation Inn

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (145)
"Fantastic location "
United States
ANDREW
$346 nightly
The price is $389
Dec 21 - Dec 22
Total with taxes and fees
The Conch House Heritage Inn

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (265)
"Easy to access and a peaceful place. I’ll definitely come back."
United States
Jessica
$381 nightly
The price is $429
Dec 23 - Dec 24
Total with taxes and fees
Andrews Inn & Garden Cottages

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1000)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
$299 nightly
The price is $336
Dec 21 - Dec 22
Total with taxes and fees
The Gardens Hotel

Suite Dreams Inn by the Beach

Suite Dreams Inn by the Beach
3.0 star property
Old Town Key West
8.4 out of 10, Very Good, (53)
"The property has a lovely old-Key-West charm, and the yard is truly special with a peaceful, soulful atmosphere. The hosts were kind and welcoming, which we appreciated. However, there was a constant musty/moldy smell inside the house that never went away and even transferred to our clothes. Strong essential oils were used to try to mask the odor, but they were overwhelming and caused headaches. The towels and sheets were also quite worn and could use replacing. With improved air quality, deep...
United States
NIKOLAY
$302 nightly
The price is $338
Dec 21 - Dec 22
Total with taxes and fees
Suite Dreams Inn by the Beach

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
$325 nightly
The price is $366
Jan 4 - Jan 5, 2026
Total with taxes and fees
Marrero's Guest Mansion
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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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 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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