Search Hotels Near Squirrel Key, Summerland Key

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Squirrel Key hotels

Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
6.8 km from Squirrel Key
8.2 out of 10, Very good, (1007)
"Great place to stary. Staff was very nice."
United States
norka
The price is ฿6,194
฿6,968 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
16.5 km from Squirrel Key
8.8 out of 10, Excellent, (1758)
"The place is great!"
United States
Anna
The price is ฿7,607
฿10,464 total
includes taxes & fees
4 Jan - 5 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
Property grounds
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
17.4 km from Squirrel Key
9.4 out of 10, Exceptional, (1006)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is ฿12,672
฿15,657 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hyatt Vacation Club at Beach House, Key West
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
17.6 km from Squirrel Key
8.6 out of 10, Excellent, (1817)
"Great stay"
United States
james
The price is ฿7,213
฿9,690 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
Front of property
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
17.2 km from Squirrel Key
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿7,255
฿13,379 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aqua Lodges at Hurricane Hole Marina
Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
18.1 km from Squirrel Key
9.0 out of 10, Wonderful, (1007)
"Nice place to stay!"
Canada
Baohua
The price is ฿8,061
฿9,944 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
18.6 km from Squirrel Key
9.0 out of 10, Wonderful, (1295)
"Wonderful stay"
United States
Lindsey
The price is ฿9,776
฿10,998 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Key West FL
Property grounds
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
18.8 km from Squirrel Key
9.6 out of 10, Exceptional, (1008)
"Great staff, hotel and pool."
United States
Lilly
The price is ฿12,408
฿15,359 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
19.1 km from Squirrel Key
9.0 out of 10, Wonderful, (1003)
"Room clean, nice pool area"
United States
Tami
The price is ฿8,528
฿9,594 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Key West Waterfront
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
17.7 km from Squirrel Key
8.0 out of 10, Very good, (1799)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is ฿7,255
฿9,913 total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
19.5 km from Squirrel Key
9.0 out of 10, Wonderful, (1208)
"Great place to stay 👌 👍 "
United States
james
The price is ฿6,852
฿9,494 total
includes taxes & fees
8 Jan - 9 Jan 2026
Parrot Key Hotel & Villas
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
17 km from Squirrel Key
9.4 out of 10, Exceptional, (1179)
"great place to stay "
United States
michael
The price is ฿8,269
฿11,217 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
17.7 km from Squirrel Key
8.0 out of 10, Very good, (1171)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is ฿9,730
฿11,822 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
Apartment | 2 bedrooms
Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
16.2 km from Squirrel Key
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is ฿31,402
฿42,959 total
includes taxes & fees
2 Jan - 3 Jan 2026
Grand Marina Suite by Brightwild Waterfront
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
18.2 km from Squirrel Key
8.2 out of 10, Very good, (1011)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,445
฿9,426 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
19.1 km from Squirrel Key
8.2 out of 10, Very good, (2017)
"Good location and breakfast "
United States
Abhay
The price is ฿9,452
฿11,470 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ibis Bay Beach Resort
Condo | Living area | 32-inch Smart TV with satellite channels
Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
17.7 km from Squirrel Key
The price is ฿30,785
฿40,858 total
includes taxes & fees
24 Dec - 25 Dec
Coconut Mallory Marina and Resort Condo
Apartment | 1 bedroom
Resort View 1BR Suite

Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
17.5 km from Squirrel Key
9.0 out of 10, Wonderful, (4)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is ฿15,960
฿20,602 total
includes taxes & fees
4 Jan - 5 Jan 2026
Resort View 1BR Suite
House | 4 bedrooms, Internet
Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
15.6 km from Squirrel Key
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ฿39,571
฿65,317 total
includes taxes & fees
20 Jan - 21 Jan 2026
Capmar House by Brightwild Huge Home Pool
House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
8.8 km from Squirrel Key
The price is ฿12,753
฿24,747 total
includes taxes & fees
6 Jan - 7 Jan 2026
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

Top Squirrel Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you."
Maria 1-night trip
Posted 3 days ago
Beachside Resort & Residences

Hotels near other Squirrel Key attractions

Upper Sugarloaf Sound

4.3/5 (6 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 45 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 Hotel at KOA Resort and Atlantic View Luxury Villa with Pool.
How many hotels should I expect to find near Squirrel Key?
Expedia has 45 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.