Search Guest Houses in Summerland Key

Start date: Check-in selected.
To Date
End date: Check-out
  • 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
In two weeks
In one month
In two months

Our top choices for Summerland Key guest houses

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
7.8 out of 10, Good, (1005)
"Great little hotel in the heart of Old Town."
United States
Robert
$140 nightly
The price is $158
Dec 15 - Dec 16
Total with taxes and fees
NYAH Key West - Adults Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1004)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
$144 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Heron House Court - Adult Only

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
$236 nightly
The price is $262
Dec 15 - Dec 16
Total with taxes and fees
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1009)
"Good location, nice grounds and friendly staff."
United States
Scott
$213 nightly
The price is $239
Dec 20 - Dec 21
Total with taxes and fees
The Palms Hotel

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (221)
"Great location! Clean rooms. Friendly staff"
United States
Brad
$167 nightly
The price is $188
Dec 15 - Dec 16
Total with taxes and fees
Douglas House

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
$167 nightly
The price is $188
Dec 17 - Dec 18
Total with taxes and fees
The Cabana Inn Key West - Adults Only

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (920)
"Great place close to all. Manager was very helpful in recommending how to get around the island, what to do and where to eat."
United States
Robert
$136 nightly
The price is $153
Dec 14 - Dec 15
Total with taxes and fees
L'Habitation Guest House

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
$197 nightly
The price is $221
Dec 14 - Dec 15
Total with taxes and fees
The Grand Guesthouse

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (87)
"Amazing place"
United States
Cecilia
$293 nightly
The price is $325
Dec 15 - Dec 16
Total with taxes and fees
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (15)
"Great access to all that key west had to offer"
United States
Dennis M.
$245 nightly
The price is $272
Dec 19 - Dec 20
Total with taxes and fees
HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (715)
"Property was clean and perfect location."
United States
Tracy
$197 nightly
The price is $222
Dec 14 - Dec 15
Total with taxes and fees
Duval Inn

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
$304 nightly
The price is $343
Dec 15 - Dec 16
Total with taxes and fees
Banana's Foster Guesthouse

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (462)
"Overall great for couple's stay. "
United States
Quazi
$179 nightly
The price is $202
Dec 15 - Dec 16
Total with taxes and fees
Coco Plum Inn

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.4 out of 10, Very Good, (1001)
"The pool loungers were awesome and it was great having towels for the pool and rooom self service. You are right downtown in the middle of everything so yes there's going to be noise but we had no problem sleeping and felt very safe in the area! We will definitely be back!"
United States
Karla
$283 nightly
The price is $319
Dec 17 - Dec 18
Total with taxes and fees
Amsterdam's Curry Mansion Inn

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (379)
"Very nice place to be at. Close walking and biking distance "
United States
brad
$239 nightly
The price is $269
Dec 17 - Dec 18
Total with taxes and fees
Colors on White

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (103)
"Super clean beautiful place!! Great location!!"
United States
Doug Y.
$336 nightly
The price is $373
Dec 21 - Dec 22
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

New Orleans House - Gay Men Adult Resort

New Orleans House - Gay Men Adult Resort
2.5 star property
Old Town Key West
8.6 out of 10, Excellent, (340)
"Overall good place to stay. "
United States
David
$231 nightly
The price is $259
Jan 4 - Jan 5, 2026
Total with taxes and fees
New Orleans House - Gay Men Adult Resort

Curry House

Curry House
2.0 star property
Old Town Key West
7.2 out of 10, Good, (45)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
$356 nightly
The price is $401
Dec 15 - Dec 16
Total with taxes and fees
Curry House

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (512)
"location was great nice bar party vibe"
United States
Robert Howard
$258 nightly
The price is $290
Dec 15 - Dec 16
Total with taxes and fees
The Key West Hotel

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (272)
"Property had several areas to relax."
United States
Mateo
$261 nightly
The price is $294
Dec 14 - Dec 15
Total with taxes and fees
The Mermaid & Alligator
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Summerland Key Guest Houses information

Number of reviews
10,072
Accommodation
0 Guest Houses
Lowest Price
$153
Highest Price
$401

Frequently asked questions

What is the nightly rate for a guest house in Summerland Key?
Rates for Summerland Key guest houses vary, but travelers can find great-value prices from $153 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Summerland Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Summerland Key guest house and a B&B?
A guest house in Summerland Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia