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

Book Summerland Key Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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 Summerland Key bed & breakfast

A covered porch with a wooden deck, a white door with glass panels, and a sign reading "Hemingway Way".

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, (1,086 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 pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

2. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 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 building with a sign reading "HERON HOUSE OFFICE" at the entrance, surrounded by lush greenery and palm trees.

3. 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 location for walking Key West."
United States
Mark
$173 nightly
The price is $194
Nov 16 - Nov 17
Total with taxes and fees
Heron House - Adult Only
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

4. 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.

5. 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 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, (1,000 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 brightly colored interior with a wooden table and chairs, a blue door, and a green wall.

7. Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (425 reviews)
"Hotel location was fantastic to downtown Duvall"
United States
Jessica
$232 nightly
The price is $258
Nov 16 - Nov 17
Total with taxes and fees
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, (740 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
$144 nightly
The price is $159
Nov 18 - Nov 19
Total with taxes and fees
The Garden House
A two-story building with a balcony, white columns, and hanging flower baskets.

9. 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 lounge chairs, a hot tub, and a deck with a railing.

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, (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 white house with blue shutters, a front porch, and potted plants.

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 two-story white house with green shutters, a wooden door, and a white picket fence.

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
$238 nightly
The price is $267
Nov 19 - Nov 20
Total with taxes and fees
The Conch House Heritage Inn
A pool area with lounge chairs and a small palm tree.

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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Lovely, quiet spot. Perfect for an anniversary trip."
Nicole 2-night trip
Posted 10 hours ago
Parmer's Resort

Find out more about Summerland Key

Summerland Key B&B information

Number of reviews
6,404
Accommodation
0 B&B
Lowest Price
$159
Highest Price
$466

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Summerland Key?
Prices for B&Bs in Summerland Key often vary, but you can find a great deal from $159 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Summerland 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 Summerland Key?
The most popular time to book a B&B in Summerland Key is during the winter months, particularly from December to April. This peak season draws travelers seeking the sun-filled days and warm temperatures that this beautiful Florida destination is known for. With average highs ranging from the mid-70s to mid-80s Fahrenheit, it's the superb climate for enjoying outdoor activities such as snorkeling, kayaking, and exploring the stunning natural landscapes.

Visitors during this period can relish in the comfortable weather while taking scenic boat trips or visiting the nearby John Pennekamp Coral Reef State Park, where vibrant marine life awaits. The atmosphere is lively, with many events and activities tailored to enhance your experience, making it an ideal time for those who appreciate attentive service and quality adventures.

For those looking to save on their travel budget, consider visiting in September. While it's generally less crowded, you can still enjoy the beautiful beaches and warm weather, plus experience the unique charm of Summerland Key without the bustling crowds.
What is the difference between a Summerland Key B&B and a hotel?
Every Summerland 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 Summerland Key B&Bs.

Explore a world of travel with Expedia