Squirrel Key Tours

Plan a trip to see Squirrel Key

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,176, price is now $433 per person
$433
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Staff good Room with problems: toilet, safe vault, tv, no closet, no chair, too small

Reviewed on Jan 6, 2026

Beach Park Hotel

Beach Park Hotel

3 out of 5
South Beach
Save 100% on your flight
Price was $1,227, price is now $551 per person
$551
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
6.6/10 (1,001 reviews)
the elevator was broken which was unfortunate, but the room was ok. Our remote didn’t work & the TV stayed on loud the whole time

Reviewed on Jan 12, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,374, price is now $619 per person
$619
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

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 great live music, or seek out its biking trails.

Halfmoon Key

Wilhelmina Harvey Park

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

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 FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Starlight Serenity - Hideaway w/ Stunning Views

Starlight Serenity - Hideaway w/ Stunning Views

Summerland Key FL
Starlight Serenity - Hideaway w/ Stunning Views
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
The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West

Upper Sugarloaf Key FL
The Hemingway - Beach Houses Key West
Florida Keys Beach Getaway

Florida Keys Beach Getaway

Upper Sugarloaf Key FL
Florida Keys Beach Getaway
Beach Getaway in the Florida Keys

Beach Getaway in the Florida Keys

SUGARLOAF KEY FL
Beach Getaway in the Florida Keys
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Sugarloaf Key Hotel at KOA Resort
See all 1,187 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.