Pye Key
Visit Pye Key
The Penguin Hotel
Reviewed on 9 Nov 2025
EAST Miami Residences
Reviewed on 10 Nov 2025
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
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 Pye Key Hotel Deals
Summerland Breeze - Three house retreat, perfect for multiple families
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
PEACEFUL PARADISE DEEP WATER CANAL! MINUTES TO OCEAN
Fishing and Lobster season
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Fall and Holidays season at Hidden Hammocks.
Ocean Front Modern Home
Casa Morado - Bring your boat
Summerland Serenity Brand New Waterfront Luxury
Kelly's Kabin - Adorable Private Summerland Key Cottage
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- Ocean Front Modern Home
- Casa Morado - Bring your boat
- Summerland Serenity Brand New Waterfront Luxury
- Kelly's Kabin - Adorable Private Summerland Key Cottage
- Looe Key Reef Resort
- COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
- Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
- Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
- Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
- Keys House - Venture Out Lot 220
- Tiki Time in Cudjoe Key 136