The 10 Best Hotels Near Squirrel Key, Summerland Key from CA $158

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Our top choices for Squirrel Key hotels

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 residential property with a swimming pool, a covered patio, and a view of the ocean.

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

1. Atlantic View Luxury Villa with Pool

12.4 km from Squirrel Key

Preetam

CA $732

CA $1,380 total

includes taxes & fees

Oct 3 - Oct 4

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

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

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

A modern bedroom with a large bed, two windows, a ceiling fan, and a green bench.

2. Starlight Serenity - Hideaway w Stunning Views

8.8 km from Squirrel Key

max

CA $327

CA $884 total

includes taxes & fees

Oct 5 - Oct 6

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 reception area with a wooden sculpture, a reception desk, a computer, and a television.

3. Sugar Loaf Lodge

6.8 km from Squirrel Key

Richard

CA $140

CA $158 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

4. Hilton Key West Resort & Marina

16.5 km from Squirrel Key

Molly

CA $168

CA $273 total

includes taxes & fees

Sep 27 - Sep 28

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

17 km from Squirrel Key

Jade

CA $163

CA $270 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

6. Beachside Resort & Residences

17.6 km from Squirrel Key

James

CA $123

CA $274 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A hotel room with a balcony, a bed, a desk, and two chairs.

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

7. Hampton Inn Key West FL

18.6 km from Squirrel Key

Rabia

CA $215

CA $242 total

includes taxes & fees

Oct 1 - Oct 2

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

8. DoubleTree Resort by Hilton Grand Key - Key West

18.2 km from Squirrel Key

Craige

CA $171

CA $241 total

includes taxes & fees

Sep 28 - Sep 29

A swimming pool with lounge chairs and palm trees.

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

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

9. Hilton Garden Inn Key West / The Keys Collection

17.7 km from Squirrel Key

Walt

CA $149

CA $207 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

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

17.7 km from Squirrel Key

Patricia

CA $182

CA $245 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

11. Blue Flamingo Resort Key West

17.7 km from Squirrel Key

Esteban

CA $167

CA $268 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

12. The Laureate Key West

18.1 km from Squirrel Key

Mailyn

CA $225

CA $293 total

includes taxes & fees

Sep 27 - Sep 28

13. Island View 1BR Residence With Balcony

17.5 km from Squirrel Key

Luis

CA $247

CA $409 total

includes taxes & fees

Sep 28 - Sep 29

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

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

14. Ibis Bay Beach Resort

19.1 km from Squirrel Key

Stephanie

CA $143

CA $207 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool surrounded by palm trees and a natural rock formation.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

A covered outdoor seating area with a pool in the background.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

15. Havana Cabana at Key West

18.3 km from Squirrel Key

Silvia

CA $157

CA $266 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

16. Courtyard by Marriott Key West Waterfront

19.1 km from Squirrel Key

Everton

CA $253

CA $285 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A beach with palm trees, lounge chairs, and umbrellas.

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

17. Parrot Key Hotel & Villas

19.5 km from Squirrel Key

Anthony

CA $176

CA $279 total

includes taxes & fees

Sep 27 - Sep 28

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

A coastal hotel with multiple buildings, a swimming pool, and a marina with boats.

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

18. Resort View 1BR Suite

17.5 km from Squirrel Key

Michael

CA $249

CA $412 total

includes taxes & fees

Sep 27 - Sep 28

A beach view with palm trees, a wooden pier, and a sunset over the water.

A modern kitchen with dark cabinetry, stainless steel appliances, and a central island.

19. Ocean Front 1BR Suite With Direct Beach Access

17.5 km from Squirrel Key

Jacqueline

CA $306

CA $466 total

includes taxes & fees

Sep 28 - Sep 29

A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

A swimming pool with a green-roofed building, palm trees, and a clear blue sky.

A modern kitchen with a central island, bar stools, and a dining area with a lamp.

20. The Grenada Suite Pool View Private Balcony

18.4 km from Squirrel Key

Luis

CA $328

CA $792 total

includes taxes & fees

Oct 1 - Oct 2

View all properties

Compare popular hotels close to Squirrel Key

Property	Star rating	Guest rating
Atlantic View Luxury Villa with Pool	7.4 Good 3 reviews	View
Starlight Serenity - Hideaway w Stunning Views	10.0 Exceptional 1 review	View
Sugar Loaf Lodge	8.2 Very good 1,001 reviews	View
Hilton Key West Resort & Marina	9.0 Wonderful 1,812 reviews	View
The Perry Hotel & Marina Key West	9.4 Exceptional 1,319 reviews	View

Top Squirrel Key Hotel Reviews

Sugar Loaf Lodge

10/10 Excellent

"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"

Sugarloaf Key RV Resort & Cottages

8/10 Good

"Nice for a chill weekend in the lower keys and for people with family accompanying them"

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent

"Great host ! Few snags but it all worked out great."

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

10/10 Excellent

"nice location, lovely atmosphere in neighborhood"

Private and Exclusive Florida Keys Getaway

10/10 Excellent

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

Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

10/10 Excellent

"We had an absolutely incredible stay in the Florida Keys this spring! This home exceeded every expectation and was the perfect place for our group of friends and family to relax and enjoy island life. Cris was wonderful to work with — communication was prompt, friendly, and seamless from start to finish.The property was spotless, beautifully maintained, and thoughtfully stocked with everything we needed. The oceanfront setting was stunning, with peaceful mornings by the water and unforgettable sunsets at nearby waterfront restaurants. The outdoor spaces quickly became our favorite place to gather, relax, and soak in the laid-back Keys atmosphere.We loved kayaking from the property, swimming in the clear ocean water, and fishing from the dock. Playing pickleball nearby and walking to the local island coffee shop afterward became one of our favorite routines. The two-story layout with kitchens on both levels was perfect for our group, giving everyone plenty of space and privacy while still feeling connected.The location was ideal — close to restaurants and activities while still peaceful and private. This home created unforgettable memories for all of us, and we would return in a heartbeat. Highly recommend for the perfect Florida Keys getaway!"

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.

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Frequently asked questions

What's the area like around Squirrel Key?

Squirrel Key is located in Summerland Key. You'll find 37 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 37 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.

Find hotels near Squirrel Key, Summerland Key from CA $158

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Squirrel Key hotels

1. Atlantic View Luxury Villa with Pool

2. Starlight Serenity - Hideaway w Stunning Views

3. Sugar Loaf Lodge

4. Hilton Key West Resort & Marina

5. The Perry Hotel & Marina Key West

6. Beachside Resort & Residences

7. Hampton Inn Key West FL

8. DoubleTree Resort by Hilton Grand Key - Key West

9. Hilton Garden Inn Key West / The Keys Collection

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

11. Blue Flamingo Resort Key West

12. The Laureate Key West

13. Island View 1BR Residence With Balcony

14. Ibis Bay Beach Resort

15. Havana Cabana at Key West

16. Courtyard by Marriott Key West Waterfront

17. Parrot Key Hotel & Villas

18. Resort View 1BR Suite

19. Ocean Front 1BR Suite With Direct Beach Access

20. The Grenada Suite Pool View Private Balcony

Compare popular hotels close to Squirrel Key

Top Squirrel Key Hotel Reviews

Sugar Loaf Lodge

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key Hotel at KOA Resort

Private Secluded Ocean View & Pool Near Key West

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

Private and Exclusive Florida Keys Getaway

Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

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