Squirrel Key

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €733, price is now €390 per person
€390
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back

Reviewed on 24 Feb 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was €12,981, price is now €6,407 per person
€6,407
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8/10 Very Good! (1 review)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was €1,090, price is now €586 per person
€586
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8/10 Very Good! (1,120 reviews)
Staff are great but the bed and pillows were uncomfortable. Especially the pillows they are horrible. I had to use a towel as my pillow. Other hotels have feather pillows that are far more comfortable. It would be nice to have a choice. For this reason we won’t return. It’s too bad because everything else was nice.

Reviewed on 19 Feb 2026

Popular places to visit

Shark Key vegetation and water, Keys Islands, FL - USA

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
Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Sugarloaf Beach
Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Florida Keys Beaches

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

Florida Keys Beaches

Upper Sugarloaf Sound

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

Upper Sugarloaf Sound

Halfmoon Key

Commune with nature and explore the great outdoors at Halfmoon Key during your travels in Key West. Discover the area's entertainment choices or seek out its cycling trails.

Halfmoon Key

Wilhelmina Harvey Park

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

Wilhelmina Harvey Park

Top Hotel Deals

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Sugar Loaf Lodge
Key West Beach House with heated pool, tiki, and dock.♿︎

Key West Beach House with heated pool, tiki, and dock.♿︎

Key West FL
Key West Beach House with heated pool, tiki, and dock.♿︎
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 FL
Sublimely private luxury home with enveloping oceanfront views near Key West
34’ Catamaran Sailboat

34’ Catamaran Sailboat

Key West FL
34’ Catamaran Sailboat
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Upper Sugarloaf Key FL
Palm - Beach Houses Key West
Florida Keys Beach Getaway

Florida Keys Beach Getaway

Upper Sugarloaf Key FL
Florida Keys Beach Getaway
Hammock House - Beach Houses Key West

Hammock House - Beach Houses Key West

Sugarloaf Key FL
Hammock House - Beach Houses Key West
Azucar - Beach Houses Key West

Azucar - Beach Houses Key West

Sugarloaf Key FL
Azucar - Beach Houses Key West
Beach Getaway in the Florida Keys

Beach Getaway in the Florida Keys

SUGARLOAF KEY FL
Beach Getaway in the Florida Keys
See all 1,180 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.