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22 Aug - 23 Aug
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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.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a building with multiple floors, and palm trees in the background.
An outdoor seating area with tables and chairs, overlooking a marina with boats.

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
17 km from Squirrel Key
United States
Boyan
฿4,754
฿7,367 total
includes taxes & fees
7 Sept - 8 Sept
The Perry Hotel & Marina Key West
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.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
18.2 km from Squirrel Key
United States
Jose
฿3,724
฿5,292 total
includes taxes & fees
9 Sept - 10 Sept
DoubleTree Resort by Hilton Grand Key - Key West
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.
A two-story building with a balcony, arched windows, and a green roof.

3. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
17.4 km from Squirrel Key
United States
Lakshit
฿7,268
฿9,647 total
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West
A modern house with a swimming pool, outdoor seating, and palm trees.
A covered outdoor seating area with white chairs and a ceiling fan, overlooking a swimming pool and a well-maintained lawn.
A modern kitchen with a central island, bar stools, pendant lights, and a staircase leading to another room.
A spacious living area with a light blue sofa, a round coffee table, and a dining area with wooden chairs and a table.

4. Floralee House in Key West

Floralee House in Key West
15.6 km from Squirrel Key
฿33,473
฿68,531 total
includes taxes & fees
23 Aug - 24 Aug
Floralee House in Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
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.
A beach with palm trees, clear blue water, and a pier extending into the sea.

5. Beachside Resort & Residences

Beachside Resort & Residences
17.6 km from Squirrel Key
United States
JOSEPH
฿3,485
฿7,045 total
includes taxes & fees
26 Aug - 27 Aug
Beachside Resort & Residences
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A modern office space with a reception desk, computer, and seating area.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
17.7 km from Squirrel Key
United States
Fernando
฿4,084
฿5,513 total
includes taxes & fees
23 Aug - 24 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

7. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
17.7 km from Squirrel Key
United States
Thomas
฿3,582
฿4,949 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Key West / The Keys Collection
A hotel with a large pool, multiple balconies, and palm trees.
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.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

8. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
17.7 km from Squirrel Key
United States
Tiali
฿3,793
฿6,105 total
includes taxes & fees
23 Aug - 24 Aug
Blue Flamingo Resort Key West
A dining area with a wooden table and teal chairs, a sofa with blue cushions, and a painting of a beach scene.
A bedroom with a bed, nightstand, dresser, TV, and a ceiling fan.
A multi-story building with a swimming pool, outdoor seating, and a fenced area with plants.
A living room with a teal sofa, a wooden coffee table, a television, and a painting of a boat on the wall.

9. Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
17.7 km from Squirrel Key
United States
Paris
฿32,314
฿42,887 total
includes taxes & fees
23 Aug - 24 Aug
Coconut Mallory Marina and Resort Condo
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 hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

10. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
19.1 km from Squirrel Key
United States
Everton
฿5,384
฿6,058 total
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Key West Waterfront
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.

11. Havana Cabana at Key West

Havana Cabana at Key West
18.3 km from Squirrel Key
United Kingdom
Fabrizio
฿4,704
฿7,367 total
includes taxes & fees
7 Sept - 8 Sept
Havana Cabana at Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A tall palm tree with a white building in the background.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

12. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
19.5 km from Squirrel Key
United States
Netanel
฿5,354
฿7,908 total
includes taxes & fees
1 Sept - 2 Sept
Parrot Key Hotel & Villas

13. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
17.5 km from Squirrel Key
United States
Luis
฿6,667
฿10,382 total
includes taxes & fees
23 Aug - 24 Aug
Island View 1BR Residence With Balcony
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".

14. Resort View 1BR Suite

Resort View 1BR Suite
17.5 km from Squirrel Key
United States
Michael
฿6,667
฿10,382 total
includes taxes & fees
23 Aug - 24 Aug
Resort View 1BR Suite
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.

15. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
17.5 km from Squirrel Key
United States
Jacqueline
฿9,221
฿13,203 total
includes taxes & fees
26 Aug - 27 Aug
Ocean Front 1BR Suite With Direct Beach Access

16. Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
17.5 km from Squirrel Key
United States
Catherine
฿9,221
฿17,246 total
includes taxes & fees
23 Aug - 24 Aug
Two Bedroom Residence With Balcony
A modern kitchen with dark cabinetry, stainless steel appliances, and a central island.

17. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
17.5 km from Squirrel Key
฿7,678
฿11,468 total
includes taxes & fees
24 Aug - 25 Aug
Ocean Front One Bedroom Residence

18. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
17.5 km from Squirrel Key
฿6,667
฿10,382 total
includes taxes & fees
30 Aug - 31 Aug
Resort View 1BR Suite With Direct Pool Access
A modern kitchen with dark cabinetry, stainless steel appliances, and a dining area with a glass-top table and chairs.

19. Resort View 2BR Residence

Resort View 2BR Residence
17.5 km from Squirrel Key
฿9,606
฿17,680 total
includes taxes & fees
23 Aug - 24 Aug
Resort View 2BR Residence

20. Resort View 3BR Residence

Resort View 3BR Residence
17.5 km from Squirrel Key
฿12,691
฿27,012 total
includes taxes & fees
30 Aug - 31 Aug
Resort View 3BR Residence
View all properties

Top Squirrel Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"We had an amazing stay AGAIN at Sugarloaf RV & Cottage Resort in the Florida Keys! The property was beautiful, peaceful, clean, and the perfect place to relax and enjoy the Keys. The location is fantastic—close enough to Key West while still giving you that quiet, laid-back island feeling. The staff was friendly and welcoming, and everything was well maintained. We especially loved the tropical atmosphere and being able to truly disconnect and enjoy paradise. 🌴☀️🌊 We’ll definitely be back and highly recommend Sugarloaf to anyone looking for a relaxing Florida Keys getaway!"
Osmany 3-night trip
Posted 4 days ago
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Property was very well maintained, amenities were great, staff was knowledgeable and friendly."
Andres 3-night trip
Posted 4 days ago
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Excellent place to Stay. calm and relaxed environment"
Ashish 1-night trip
Posted 5 days ago
Sugar Loaf Lodge

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 38 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 38 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.