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Find hotels near Squirrel Key, Summerland Key from $111

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Nov 20 - Nov 22
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Nov 27 - Nov 29

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Our top choices for Squirrel Key hotels

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
10.6 mi from Squirrel Key
9.4 out of 10, Exceptional, (1,321 reviews)
"Good place to stay."
United States
Dharmesh Raju
$156 nightly
The price is $176
Nov 29 - Nov 30
Total with taxes and fees
The Perry Hotel & Marina Key West
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

2. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
11.7 mi from Squirrel Key
9.4 out of 10, Exceptional, (1,341 reviews)
"This was a fantastic place to stay. Everyone was very helpful."
United States
Christine A
$186 nightly
The price is $209
Dec 1 - Dec 2
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

3. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
10.8 mi from Squirrel Key
9.4 out of 10, Exceptional, (1,295 reviews)
"Very nice property, we enjoyed our stay!!"
United States
Joshua
$231 nightly
The price is $260
Dec 16 - Dec 17
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West
A waterfront building with a flat roof, large windows, and a balcony.

4. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
4.2 mi from Squirrel Key
8.2 out of 10, Very good, (1,001 reviews)
"We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again."
United States
David
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
Sugar Loaf Lodge
A marina with boats docked, a pool area, and a building with a white facade.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
10.3 mi from Squirrel Key
9.0 out of 10, Wonderful, (1,797 reviews)
"Great location and great staff!!"
United States
Kevin
$187 nightly
The price is $211
Nov 18 - Nov 19
Total with taxes and fees
Hilton Key West Resort & Marina
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

6. The Laureate Key West

The Laureate Key West
3.5 star property
11.3 mi from Squirrel Key
9.2 out of 10, Wonderful, (1,045 reviews)
"Great place to stay!"
United States
Eileen
$184 nightly
The price is $207
Nov 16 - Nov 17
Total with taxes and fees
The Laureate Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

7. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
11.6 mi from Squirrel Key
9.0 out of 10, Wonderful, (1,584 reviews)
"Would definitely stay there again"
United States
John
$154 nightly
The price is $173
Nov 17 - Nov 18
Total with taxes and fees
Hampton Inn Key West FL
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

8. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
12.1 mi from Squirrel Key
9.0 out of 10, Wonderful, (1,490 reviews)
"Great stay! Would visit again."
United States
Chanele
$191 nightly
The price is $215
Nov 29 - Nov 30
Total with taxes and fees
Parrot Key Hotel & Villas
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

9. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
11.9 mi from Squirrel Key
8.8 out of 10, Excellent, (1,000 reviews)
"The property was comfortable and inviting. The pool is incredibly beautiful and quiet. Everyone was very helpful and courteous."
United States
Patrick
$169 nightly
The price is $190
Nov 29 - Nov 30
Total with taxes and fees
Courtyard by Marriott Key West Waterfront
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

10. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
11 mi from Squirrel Key
8.8 out of 10, Excellent, (1,208 reviews)
"Great place to stay, 15min from downtown."
United States
John Austin
$159 nightly
The price is $179
Nov 29 - Nov 30
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and gazebos, surrounded by palm trees.

11. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
11.3 mi from Squirrel Key
8.4 out of 10, Very good, (1,145 reviews)
"This is a very comfortable place to stay"
United States
Wendi
$165 nightly
The price is $186
Nov 29 - Nov 30
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool surrounded by palm trees and a natural rock formation.

12. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
11.4 mi from Squirrel Key
9.0 out of 10, Wonderful, (1,907 reviews)
"Great hotel, great food, great staff, 5 stars, I am looking to book again now."
United States
Robert
$171 nightly
The price is $192
Dec 1 - Dec 2
Total with taxes and fees
Havana Cabana at Key West
A hotel with a swimming pool, sun loungers, and palm trees.

13. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
11 mi from Squirrel Key
8.6 out of 10, Excellent, (2,799 reviews)
"Nice resort very family friendly"
United States
Sigrid A
$175 nightly
The price is $197
Nov 16 - Nov 17
Total with taxes and fees
Blue Flamingo Resort Key West
A swimming pool with lounge chairs and palm trees.

14. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
11 mi from Squirrel Key
8.2 out of 10, Very good, (1,358 reviews)
"Room was very comfortable, staff was very helpful and breakfast was good"
United States
Darlene
$156 nightly
The price is $176
Nov 18 - Nov 19
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

15. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
11.8 mi from Squirrel Key
8.2 out of 10, Very good, (2,430 reviews)
"Great atmosphere,excellent food and bar onsite"
Canada
KRISTA
$211 nightly
The price is $238
Nov 16 - Nov 17
Total with taxes and fees
Ibis Bay Beach Resort
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

16. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
10.7 mi from Squirrel Key
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$263 nightly
The price is $296
Nov 16 - Nov 17
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A beachside resort with a wooden deck, palm trees, and a sunset view.

17. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
10 mi from Squirrel Key
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$598 nightly
The price is $672
Nov 22 - Nov 23
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

18. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
7.7 mi from Squirrel Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$925 nightly
The price is $1,041
Nov 16 - Nov 17
Total with taxes and fees
Atlantic View Luxury Villa with Pool
A white two-story house with a balcony and a swimming pool.

19. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
9.7 mi from Squirrel Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,826 nightly
The price is $2,054
Nov 17 - Nov 18
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool
A two-story house with a balcony and a staircase leading to the upper level.

20. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
5.5 mi from Squirrel Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
$622 nightly
The price is $699
Nov 19 - Nov 20
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views
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

Compare popular hotels close to Squirrel Key

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West
4.0 star property
9.4
Exceptional
1,321 reviews
View
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
9.4
Exceptional
1,341 reviews
View
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4
Exceptional
1,295 reviews
View
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
2.5 star property
8.2
Very good
1,001 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
4.0 star property
9.0
Wonderful
1,797 reviews
View

Top Squirrel Key Hotel Reviews

Oceanside, pet friendly, smart home with plenty of paddle equipment

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 4 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment

Other attractions near Squirrel Key

Upper Sugarloaf Sound

9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
See properties

Frequently asked questions

What's the area like around Squirrel Key?
Squirrel Key is located in Summerland Key. You'll find 39 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Squirrel Key?
Sugar Loaf Lodge is one of the top choices for your stay based on our traveler data, and this hotel offers a marina and a restaurant. It's located 4.2 mi (6.8 km) from Squirrel Key. Other good options around the area include Sugarloaf Key RV Resort & Cottages and Sugarloaf Key Hotel at KOA Resort.
How many hotels should I expect to find near Squirrel Key?
Expedia has 39 hotels and other accommodations a few miles from Squirrel Key.
If I need to cancel the hotel reservation for my stay near Squirrel Key, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to view the best options available near Squirrel Key.
Where can I learn more about changing or cancelling my trip in the area near Squirrel Key?
For more details about rescheduling or cancelling your stay near Squirrel Key, go to https://www.expedia.com/service/.