Squirrel Key Tours

Plan a trip to see Squirrel Key

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (809 reviews)
Good location, very walkable. Front desk staff is very nice.

Reviewed on Aug 8, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
per person
Oct 23 - Oct 29
found 18 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
5.8/10 (309 reviews)
It was great for beach access. Nothing in our room worked. Coffee pot was broke. Stove was broke. We had to switch on and off the breakers to use it. Toilet would tflush half the time.

Reviewed on Jun 21, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
The property was quaint and had a lot of character. Staff was nice enough and location was walking distance to most things.

Reviewed on Aug 7, 2025

Popular places to visit

Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Upper Sugarloaf Sound
Shark Key

Shark Key

Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.

Shark Key
South Beach which includes a beach and a coastal town as well as a large group of people

Florida Keys Beaches

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches

Halfmoon Key

Commune with nature and explore the great outdoors at Halfmoon Key during your travels in Key West. Discover the area's lively festivals, or seek out its biking trails.

Halfmoon Key

Saddlebunch Keys

Commune with nature and explore the great outdoors at Saddlebunch Keys during your travels in Key West. Stroll along the area's seaside, or simply savor its lively bars.

Saddlebunch Keys

Wilhelmina Harvey Park

Explore the great outdoors at Wilhelmina Harvey Park, a lovely green space in Big Coppitt Key.

Wilhelmina Harvey Park

Best Lodging Options Near Squirrel Key

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Sugar Loaf Lodge
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

Near Key West
Sublimely private luxury home with enveloping oceanfront views near Key West
34’ Catamaran Sailboat

34’ Catamaran Sailboat

Key West
34’ Catamaran Sailboat
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly

Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly

Summerland Key
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly
Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway

Upper Sugarloaf Key
Private and Exclusive Florida Keys Getaway
The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West

Upper Sugarloaf Key
The Lighthouse - Beach Houses Key West
Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway

Sugarloaf Key
Private and Exclusive Beach Getaway
Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway

Sugarloaf Key
Private and Exclusive Beach Getaway
Florida Keys Beach Getaway

Florida Keys Beach Getaway

Upper Sugarloaf Key
Florida Keys Beach Getaway
See all 1,169 properties in Squirrel Key
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.