Pye Key
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Popular places to visit

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

Florida Keys Beaches
4.5/5(12 reviews)
Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Munson Island
Commune with nature and explore the great outdoors at Munson Island during your travels in Big Pine Key. While you're in the area, stroll along the beaches.
Big Munson Island
Commune with nature and explore the great outdoors at Big Munson Island during your travels in Big Pine Key. While you're in the area, stroll along the beaches.
Top Hotel Deals

Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West
Summerland Key FL

Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Summerland Key FL

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL

PEACEFUL PARADISE DEEP WATER CANAL! MINUTES TO OCEAN
Fishing and Lobster season
Summerland Key FL

Fall and Holidays season at Hidden Hammocks.
Summerland Key FL

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key FL

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cudjoe Key FL
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.
Explore a world of travel with Expedia
- Kelly's Kabin - Adorable Private Summerland Key Cottage
- COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
- Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
- Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
- Tiki Time in Cudjoe Key 136
- Keys House - Venture Out Lot 220
- Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key