A coastal road with a beach on one side and a marina with boats on the other.

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Check prices for these dates

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

Our top choices for Summerland 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, (1,061 reviews)
"Breakfast was nice and free street parking is a plus."
United States
Avamarie
The price is 2.318.180 ₫
2.608.050 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Authors of Key West Guest House
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

2. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (437 reviews)
"Was small and quiet while still being right on Duval Street. Host was very helpful and friendly. Everything was clean and the pool and hot tub area was enclosed and relaxing. Will definitely stay again!"
United States
Molly
The price is 2.505.712 ₫
3.468.308 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Tropical 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, (1,103 reviews)
"Love the Duval House! Beautiful and lush tropical property with pool, very friendly staff, excellent continental breakfast in a great location."
United States
Christopher
The price is 2.805.192 ₫
3.714.282 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Duval House
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

4. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,146 reviews)
"Great location within walking distance of Duvall St. The staff was very helpful and rooms very clean would definitely consider another stay."
United States
Fernando
The price is 3.022.075 ₫
4.264.250 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Heron House - Adult Only
A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

5. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
"I would definitely recommend this hotel to anyone looking for a comfortable, clean, and enjoyable stay. I would happily stay here again on my next visit!"
United States
Svetlana
The price is 4.649.346 ₫
5.230.515 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Weatherstation Inn
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

6. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,006 reviews)
"Nice place to stay"
United States
Tricia
The price is 3.487.009 ₫
3.922.885 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Ambrosia Key West
A bright green porch with hanging planters, a wooden chair, and a railing.

7. Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (407 reviews)
"Very cute plus everything you need."
United States
David
The price is 2.613.732 ₫
3.589.799 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Caribbean House
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, (733 reviews)
"Such a cute place and excellent location. Sammy was so helpful and accommodating. Would stay again"
United States
Jeff
The price is 2.207.790 ₫
3.042.335 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Garden House
A porch with a white railing, a bench, and a flag.

9. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (190 reviews)
"The staff were very friendly and helpful."
United States
John
The price is 4.924.670 ₫
5.540.254 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Conch House Heritage Inn
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

10. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (481 reviews)
"Property was clean, you have to park a couple blocks away, staff was nice, breakfast was okay there were ants in the bread station"
United States
Julia
The price is 2.987.010 ₫
4.675.321 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Seascape Tropical Inn - Adult Exclusive
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

11. Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (456 reviews)
"Great atmosphere and location."
United States
NATHAN
The price is 2.638.439 ₫
2.968.309 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Artist House Key West
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.

12. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (268 reviews)
"Everything! Hands down, This will be my go to bed-and-breakfast for future visits!"
United States
Joe
The price is 5.489.345 ₫
6.669.604 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Andrews Inn & Garden Cottages
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

13. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"We loved the location of this hotel. The breakfast was so good and the staff were really kind."
United States
Forrest
The price is 7.280.772 ₫
8.190.901 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Gardens Hotel
A covered porch with white railings, wooden benches, and a hanging light fixture.

14. Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (343 reviews)
"Awesome place to stay!"
United States
Michael
The price is 7.116.876 ₫
8.006.486 ₫ total
includes taxes & fees
28 Sept - 29 Sept
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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Top Summerland Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 2 days ago
Sugar Loaf Lodge

Find out more about Summerland Key

Summerland Key B&B information

Number of reviews
7,403
Accommodation
0 B&B
Lowest Price
2.608.050 ₫
Highest Price
9.175.316 ₫

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 Upper Sugarloaf Key are some notable spots. You should put Venture Out Keys and Upper Sugarloaf Sound 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.