Squirrel Key

Visit Squirrel Key

Activities

Summerland Key travel guide

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

President Hotel

South Beach

€1,104

per person

20 Jul - 27 Jul

found 1 day ago

Return direct flight included

Dublin (DUB) to Miami (MIA)

8.4/10 Very Good! (2,390 reviews)

Nice boutique style hotel with nice staff and a great location close to many shops and restaurants

Reviewed on 30 May 2026

The Penguin Hotel

South Beach

€1,117

per person

20 Jul - 27 Jul

found 1 day ago

Return direct flight included

Dublin (DUB) to Miami (MIA)

8.4/10 Very Good! (1,856 reviews)

Was a small room, but not terrible. It was very convenient to get to dining and the beach.

Reviewed on 30 May 2026

1818 Meridian House Apartments and Suites by Eskape Collection

South Beach

€1,214

per person

14 Jul - 21 Jul

found 1 day ago

Return flight included

Warsaw (WAW) to Miami (MIA)

8/10 Very Good! (685 reviews)

Parking on the premise is NOT included despite what the listing says. It’s “subject to availability.” I only booked this listing because of the parking so this was disappointing. Parking is also an additional $37.45. The pool available on the listing is almost a half hour walk so we did not go. But the distance to shops and dining, the convention center, and the beach is 10-20 minutes walking and there’s a washer and dryer and full kitchen, which we appreciated. Overall good value besides the parking issue.

Reviewed on 24 May 2026

Popular places to visit

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.

Sugarloaf Beach

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

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

Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.

Upper Sugarloaf Sound

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

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 cycling trails.

Wilhelmina Harvey Park

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

Top Hotel Deals

Check availability on hotels close to Squirrel Key

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Summer get away desination- at the newly renovated three story fun house!

Key West FL

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

Key West FL

Sublimely private luxury home with enveloping oceanfront views near Key West

Sugarloaf Key FL

Starlight Serenity - Hideaway with Stunning Views

Summerland Key FL

Dream vacation home with open water views, boating, pools in Geiger Key

Key West FL

Private and Exclusive Florida Keys Getaway

Upper Sugarloaf Key FL

The Hemingway - Beach Houses Key West

Upper Sugarloaf Key FL

The Lighthouse - Beach Houses Key West

Upper Sugarloaf Key FL

See all 1,171 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.