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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Summerland Key bed & breakfast

Flat-screen TV
Barnacle Resort

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
Barnacle Resort
View from property
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1004)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 6.556.419 ₫
7.942.088 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Duval House
Room, Non Smoking, Private Bathroom | Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest 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, (1003)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest House
Outdoor pool
The Garden House

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
The price is 6.635.412 ₫
8.030.956 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Garden House
Outdoor pool, pool loungers
The Conch House Heritage 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, (146)
"Check in was quick, easy. "
United States
kristen
The price is 8.189.994 ₫
9.213.743 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Conch House Heritage Inn
Restaurant
Artist House Key West

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
The price is 7.713.666 ₫
8.677.907 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Artist House Key West
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (364)
"Nice place to stay "
United States
yulio
The price is 8.824.045 ₫
10.585.589 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Tropical Inn
Outdoor pool, pool umbrellas, pool loungers
Marrero's Guest Mansion

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
The price is 9.874.125 ₫
11.108.522 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Marrero's Guest Mansion
Outdoor pool
La Pensione Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1000)
"Clean room, super spacious and comfortable. Check in was easy. Amazing location!!"
United States
Aracelis
The price is 5.900.777 ₫
8.415.915 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
La Pensione Inn
Exterior
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1139)
"Great location and great staff "
United States
Thomas
The price is 5.245.135 ₫
6.838.425 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
Carriage House | Terrace/patio
The Gardens Hotel

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1000)
"Loved it. The staff were very friendly and the place was classic Key West."
United States
Ben
The price is 8.857.090 ₫
9.964.226 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Gardens Hotel
Terrace/patio
Caribbean House

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (290)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
The price is 8.707.938 ₫
10.454.706 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Caribbean House
Sun deck
Seascape Tropical Inn - Adult Exclusive

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
The price is 6.709.139 ₫
8.880.788 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Seascape Tropical Inn - Adult Exclusive
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1004)
"Great place to stay"
United States
Melody
The price is 7.587.278 ₫
8.535.688 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Ambrosia Key West
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (996)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is 11.032.689 ₫
12.411.907 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Weatherstation Inn
Outdoor pool, pool loungers
Andrews Inn & Garden Cottages

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
The price is 13.329.279 ₫
16.194.882 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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 Summerland Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed."
cynthia 1-night trip
Posted 3 days ago
Sugar Loaf Lodge

Find out more about Summerland Key

Summerland Key B&B information

Number of reviews
9,735
Accommodation
0 B&B
Lowest Price
6.838.425 ₫
Highest Price
16.194.882 ₫

Frequently asked questions

Searching for B&Bs in Summerland Key?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a B&B might be the perfect option for your trip to Summerland Key. During your time in Summerland Key, you might want to spend some time strolling along the water at Florida Keys Beaches and Sugarloaf Beach.
Are you thinking about an apartment instead of a traditional hotel?
With attentive service, an atmosphere suited to mingling with other guests and of course a full breakfast to start the day, B&Bs offer a unique setting.
What's the best time of year to book my B&B in Summerland Key?
When you're dreaming of a stay in Summerland Key, make sure that you take the year-round temperatures into account. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.
What is there to do in Summerland Key?
When you want to spend some time in the great outdoors, Florida Keys Beaches and Sugarloaf Beach are some notable spots. You should put Venture Out Keys and Upper Sugarloaf Key on your list if you want to see more of the area.
How can I get to and around Summerland Key?
Mapping out your trip in and around Summerland Key is easy with these transportation options. Fly into Key West, FL (EYW-Key West Intl.), which is located 20.9 mi (33.6 km) from the city centre. Otherwise, you can search for flights to Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.