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Our top choices for Fleming Key bed & breakfast

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"I loved this place the location was absolutely perfect "
United States
Frank
$221 nightly
The price is $245
Dec 23 - Dec 24
Total with taxes and fees
Duval House

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 7 - Jan 8, 2026
Total with taxes and fees
Authors of Key West Guest 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

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

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 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
$200 nightly
The price is $222
Dec 23 - Dec 24
Total with taxes and fees
The Garden House

Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (421)
"Very nice B&B close to everything."
United States
William
$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

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
$221 nightly
The price is $249
Dec 21 - Dec 22
Total with taxes and fees
Seascape Tropical Inn - Adult Exclusive

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

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

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

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

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 21 - Dec 22
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
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 Fleming Key Hotel Reviews

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Fleming Key B&B information

Number of reviews
9,744
Accommodation
17 B&B
Lowest Price
$222
Highest Price
$429

Frequently asked questions

What is the nightly rate for a B&B in Fleming Key?
Prices for B&Bs in Fleming Key often vary, but you can find a great deal from $222 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Fleming 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 Bed & Breakfast in Fleming Key?
The best time to book a B&B in Fleming Key is during the peak season from December to April, with March often being the most popular month for travelers. This period is ideal for those seeking a tropical escape, as the weather is pleasantly warm and dry, averaging between the mid-70s to low 80s Fahrenheit. Visitors can revel in outdoor activities, whether it's exploring the nearby coral reefs, indulging in water sports, or simply soaking up the sun on the beautiful beaches.

March stands out as a vibrant month, attracting a mix of adventure enthusiasts and those looking to unwind in a serene setting. Expect a lively atmosphere with plenty of opportunities to engage with fellow travelers and partake in local events, all while enjoying the stunning natural beauty that Florida Keys is known for.

For those looking for a more budget-friendly option, consider visiting in October. This month offers a wonderful opportunity to experience the area's charm without the hustle and bustle of peak tourist traffic. Enjoy the warm weather and the chance to explore the unique culture of Fleming Key at a more relaxed pace.
What is the difference between a Fleming Key Bed & Breakfast and a hotel?
Every Fleming 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 Fleming Key B&Bs.

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