10 Best Hotels & Accommodation Closest to Squirrel Key in Summerland Key from NZ$198

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

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

1. Sugar Loaf Lodge

6.8 km from Squirrel Key

Richard

NZ$198

includes taxes & fees

4 Oct - 5 Oct

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

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

NZ$1,091

includes taxes & fees

5 Oct - 6 Oct

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 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.

3. Hilton Key West Resort & Marina

16.5 km from Squirrel Key

Molly

NZ$358

includes taxes & fees

12 Oct - 13 Oct

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

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

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

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

4. The Perry Hotel & Marina Key West

17 km from Squirrel Key

Jade

NZ$342

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

5. Hyatt Vacation Club at Windward Pointe, Key West

18.8 km from Squirrel Key

Tina

NZ$494

includes taxes & fees

27 Oct - 28 Oct

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

6. Hampton Inn Key West FL

18.6 km from Squirrel Key

Jaycie

NZ$305

includes taxes & fees

7 Oct - 8 Oct

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

A two-story building with a balcony, arched windows, and a green roof.

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

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

7. Hyatt Vacation Club at Beach House, Key West

17.4 km from Squirrel Key

Rachel

NZ$468

includes taxes & fees

28 Oct - 29 Oct

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

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

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

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

8. The Laureate Key West

18.1 km from Squirrel Key

Mailyn

NZ$369

includes taxes & fees

4 Oct - 5 Oct

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 modern dining area with a glass table, four chairs, and a ceiling fan.

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

9. Beachside Resort & Residences

17.6 km from Squirrel Key

James

NZ$345

includes taxes & fees

4 Oct - 5 Oct

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

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

A hotel with a central courtyard, palm trees, and a fountain.

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

10. DoubleTree Resort by Hilton Grand Key - Key West

18.2 km from Squirrel Key

Nancy

NZ$307

includes taxes & fees

11 Oct - 12 Oct

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 modern office space with a reception desk, computer, and seating area.

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

17.7 km from Squirrel Key

Patricia

NZ$309

includes taxes & fees

4 Oct - 5 Oct

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

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

12. Grand Marina Suite by Brightwild Waterfront

16.2 km from Squirrel Key

Pawel

NZ$1,163

includes taxes & fees

12 Oct - 13 Oct

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

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

13. Blue Flamingo Resort Key West

17.7 km from Squirrel Key

Esteban

NZ$337

includes taxes & fees

5 Oct - 6 Oct

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

A wooden dock with a table and chairs, a table lamp, and a toaster.

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.

14. Aqua Lodges at Hurricane Hole Marina

17.2 km from Squirrel Key

Kagni

NZ$485

includes taxes & fees

4 Oct - 5 Oct

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

Stephanie

NZ$369

includes taxes & fees

1 Nov - 2 Nov

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

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

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.

16. Ibis Bay Beach Resort

19.1 km from Squirrel Key

Stephanie

NZ$313

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

17. Parrot Key Hotel & Villas

19.5 km from Squirrel Key

Anthony

NZ$367

includes taxes & fees

12 Oct - 13 Oct

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.

18. Courtyard by Marriott Key West Waterfront

19.1 km from Squirrel Key

Everton

NZ$387

includes taxes & fees

26 Oct - 27 Oct

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

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

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

19. Resort View 1BR Suite

17.5 km from Squirrel Key

Michael

NZ$489

includes taxes & fees

4 Oct - 5 Oct

20. Island View 1BR Residence With Balcony

17.5 km from Squirrel Key

Luis

NZ$524

includes taxes & fees

4 Oct - 5 Oct

View all properties

Compare popular hotels close to Squirrel Key

Property	Property class	Guest rating
Sugar Loaf Lodge	8.2 Very good 1,000 reviews	View
Starlight Serenity - Hideaway w Stunning Views	10.0 Exceptional 1 review	View
Hilton Key West Resort & Marina	9.0 Wonderful 1,800 reviews	View
The Perry Hotel & Marina Key West	9.4 Exceptional 1,315 reviews	View
Hyatt Vacation Club at Windward Pointe, Key West	9.4 Exceptional 1,298 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"

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."

Sublimely private luxury home with enveloping oceanfront views near Key West

10/10 Excellent

"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."

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 39 hotels and other accommodations within a few miles for a convenient home base.

What's the best place to stay close to Squirrel Key?

Sugar Loaf Lodge is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a restaurant. It's located 4.2 mi (6.8 km) from Squirrel Key. Other good choices 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 accommodation options 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, most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review top deals close to Squirrel Key.

Top Hotels Near Squirrel Key in Summerland Key from NZ$198

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Squirrel Key hotels

1. Sugar Loaf Lodge

2. Starlight Serenity - Hideaway w Stunning Views

3. Hilton Key West Resort & Marina

4. The Perry Hotel & Marina Key West

5. Hyatt Vacation Club at Windward Pointe, Key West

6. Hampton Inn Key West FL

7. Hyatt Vacation Club at Beach House, Key West

8. The Laureate Key West

9. Beachside Resort & Residences

10. DoubleTree Resort by Hilton Grand Key - Key West

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

12. Grand Marina Suite by Brightwild Waterfront

13. Blue Flamingo Resort Key West

14. Aqua Lodges at Hurricane Hole Marina

15. Havana Cabana at Key West

16. Ibis Bay Beach Resort

17. Parrot Key Hotel & Villas

18. Courtyard by Marriott Key West Waterfront

19. Resort View 1BR Suite

20. Island View 1BR Residence With Balcony

Compare popular hotels close to Squirrel Key

Top Squirrel Key Hotel Reviews

Sugar Loaf Lodge

Sugarloaf Key RV Resort & Cottages

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.

Sublimely private luxury home with enveloping oceanfront views near Key West

Other attractions near Squirrel Key

Upper Sugarloaf Sound

Frequently asked questions