The Best Hotels Closest to Squirrel Key in Summerland Key for 2026

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Our top choices for Squirrel Key hotels

A waterfront building with a flat roof, large windows, and a balcony.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

4.2 mi from Squirrel Key

morgan

$119 nightly

$134 total

Oct 18 - Oct 19

Total with taxes and fees

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A concrete pathway flanked by lush green foliage, leading to a shaded area.

A large house with a pool, surrounded by lush greenery.

A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

2. Atlantic View Luxury Villa with Pool

7.7 mi from Squirrel Key

Preetam

$925 nightly

$1,041 total

Oct 18 - Oct 19

Total with taxes and fees

A wooden deck with a railing, wicker chairs, and a view of greenery.

A two-story house with a balcony and a staircase leading to the upper level.

A spacious living area with a large flat-screen TV, a sofa, and a dining area with bar stools.

A modern kitchen with a large island, white cabinetry, and three wicker bar stools.

3. Starlight Serenity - Hideaway w Stunning Views

5.5 mi from Squirrel Key

max

$584 nightly

$657 total

Oct 28 - Oct 29

Total with taxes and fees

A marina with boats docked, a pool area, and a building with a white facade.

A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

A clear view of turquoise ocean water and a blue sky with clouds.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

4. Hilton Key West Resort & Marina

10.3 mi from Squirrel Key

Eric A

$174 nightly

$196 total

Oct 25 - Oct 26

Total with taxes and fees

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

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A marina with boats docked, a swimming pool, and palm trees.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

5. The Perry Hotel & Marina Key West

10.6 mi from Squirrel Key

Jade

$212 nightly

$239 total

Oct 25 - Oct 26

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

A bar area with a thatched roof, wooden chairs, and a poolside view.

6. Hampton Inn Key West FL

11.6 mi from Squirrel Key

Andrew

$169 nightly

$190 total

Oct 25 - Oct 26

Total with taxes and fees

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

7. Hyatt Vacation Club at Windward Pointe, Key West

11.7 mi from Squirrel Key

Tina

$209 nightly

$235 total

Oct 28 - Oct 29

Total with taxes and fees

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

A spacious living area with a large window, a dining table, and comfortable seating.

8. Hyatt Vacation Club at Beach House, Key West

10.8 mi from Squirrel Key

Rachel

$251 nightly

$282 total

Oct 29 - Oct 30

Total with taxes and fees

A balcony with a view of a pool area, palm trees, and outdoor seating.

A conference room with a patterned carpet, multiple tables, chairs, and two chandeliers.

A hotel room with two beds, a desk, a chair, a TV, and a balcony with a view of palm trees.

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

11.3 mi from Squirrel Key

Nancy

$149 nightly

$168 total

Oct 27 - Oct 28

Total with taxes and fees

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A multi-story hotel with balconies and a well-lit entrance.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

10. The Laureate Key West

11.3 mi from Squirrel Key

Eileen

$184 nightly

$207 total

Oct 18 - Oct 19

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

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

11 mi from Squirrel Key

Brian

$159 nightly

$179 total

Oct 25 - Oct 26

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A modern living room with a sectional sofa, a small round table, and a potted plant.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

12. Hilton Garden Inn Key West / The Keys Collection

11 mi from Squirrel Key

Eli

$131 nightly

$147 total

Oct 28 - Oct 29

Total with taxes and fees

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A beach with palm trees, clear blue water, and a pier extending into the sea.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

13. Beachside Resort & Residences

10.9 mi from Squirrel Key

Brenna

$202 nightly

$227 total

Oct 27 - Oct 28

Total with taxes and fees

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

A couple holding hands in a tropical setting with palm trees and greenery.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

14. Blue Flamingo Resort Key West

11 mi from Squirrel Key

Esteban

$175 nightly

$197 total

Oct 25 - Oct 26

Total with taxes and fees

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

A marina with boats docked, a restaurant with outdoor seating, and a building with a blue roof.

A wooden deck with a table and chairs, overlooking a calm water body with boats and a house in the background.

15. Aqua Lodges at Hurricane Hole Marina

10.7 mi from Squirrel Key

Kagni

$304 nightly

$342 total

Oct 26 - Oct 27

Total with taxes and fees

A beachside resort with a wooden deck, palm trees, and a sunset view.

A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.

A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

16. Grand Marina Suite by Brightwild Waterfront

10 mi from Squirrel Key

Pawel

$509 nightly

$572 total

Oct 28 - Oct 29

Total with taxes and fees

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A modern restaurant with a wooden counter, seating area, and large windows.

17. Courtyard by Marriott Key West Waterfront

11.9 mi from Squirrel Key

Everton

$174 nightly

$196 total

Oct 26 - Oct 27

Total with taxes and fees

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

A tall palm tree with a white building in the background.

18. Parrot Key Hotel & Villas

12.1 mi from Squirrel Key

Anthony

$203 nightly

$228 total

Oct 29 - Oct 30

Total with taxes and fees

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

19. Ibis Bay Beach Resort

11.8 mi from Squirrel Key

Andre

$220 nightly

$248 total

Oct 18 - Oct 19

Total with taxes and fees

An outdoor bar area with a large island, bar stools, and a pool.

A lobby with a reception desk, a bar area, and a sign that reads "Tavern Town".

20. Resort View 1BR Suite

10.9 mi from Squirrel Key

Michael

$285 nightly

$321 total

Oct 29 - Oct 30

Total with taxes and fees

View all properties

Compare popular hotels close to Squirrel Key

Property	Star rating	Guest rating
Sugar Loaf Lodge	8.2 Very good 1,000 reviews	View
Atlantic View Luxury Villa with Pool	7.4 Good 3 reviews	View
Starlight Serenity - Hideaway w Stunning Views	10.0 Exceptional 1 review	View
Hilton Key West Resort & Marina	9.0 Wonderful 1,792 reviews	View
The Perry Hotel & Marina Key West	9.4 Exceptional 1,307 reviews	View

Top Squirrel Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

10/10 Excellent

"Friendly and helpful staff from the moment we entered the Sugarloaf KOA property (Thanks Elizabeth). It was so nice to come back to a cool and clean 2 bedroom cottage after a fun filled day of water activities. It was perfect for our family of 5."

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"I cannot say enough good things about this property. The staff is incredibly friendly and helpful. The amenities are great and the hotel itself is very clean and fairly modern. We had three teenagers with us and we had a blast every day. We had bad weather, but there were still so many things to see and do in the area. The wildlife is so fun. There’s a whole family of Stone crabs that live behind the marina. There are tons of fish in the water to go visit every day. It was just so much fun. I’ve never stayed at a KOA campground or hotel before and was beyond pleasantly surprised."

Sugar Loaf Lodge

8/10 Good

"Balcony"

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent

"Everything was great! The house and the pool were clean and the basketball goal was an added plus! We wished that there were pool/beach towels in the house, but other than that everything was perfect!"

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

10/10 Excellent

"nice location, lovely atmosphere in neighborhood"

Fandango - private pool <br>This is a pet friendly home. A pet fee and approval of your pet is required.

8/10 Good

"Overall the house worked well for what we wanted. Like the proximity to Key West and a great area for a small boat to explore the backcountry from. Being critical, it could have been cleaner and it’s due for a remodel"

Private and Exclusive Florida Keys Getaway

10/10 Excellent

"Beautiful view and sweet natural beach/coastline. The pool was heavenly"

Starlight Serenity - Hideaway with Stunning Views

10/10 Excellent

"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

10/10 Excellent

"This was a lovely home and there was great communication with the host."

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/.

Find hotels near Squirrel Key, Summerland Key from $134

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Squirrel Key hotels

1. Sugar Loaf Lodge

2. Atlantic View Luxury Villa with Pool

3. Starlight Serenity - Hideaway w Stunning Views

4. Hilton Key West Resort & Marina

5. The Perry Hotel & Marina Key West

6. Hampton Inn Key West FL

7. Hyatt Vacation Club at Windward Pointe, Key West

8. Hyatt Vacation Club at Beach House, Key West

9. DoubleTree Resort by Hilton Grand Key - Key West

10. The Laureate Key West

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

12. Hilton Garden Inn Key West / The Keys Collection

13. Beachside Resort & Residences

14. Blue Flamingo Resort Key West

15. Aqua Lodges at Hurricane Hole Marina

16. Grand Marina Suite by Brightwild Waterfront

17. Courtyard by Marriott Key West Waterfront

18. Parrot Key Hotel & Villas

19. Ibis Bay Beach Resort

20. Resort View 1BR Suite

Compare popular hotels close to Squirrel Key

Top Squirrel Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key Hotel at KOA Resort

Sugar Loaf Lodge

Private Secluded Ocean View & Pool Near Key West

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

Fandango - private pool <br>This is a pet friendly home. A pet fee and approval of your pet is required.

Private and Exclusive Florida Keys Getaway

Starlight Serenity - Hideaway with Stunning Views

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Other attractions near Squirrel Key

Upper Sugarloaf Sound

Frequently asked questions