LittleBay - Islamorada, Florida Keys

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LittleBay - Islamorada, Florida Keys Welcome to LittleBay! Private one acre beautifully landscaped gated compound on bayside with three separate newly updated rentals. Minimum 7 day rental.

Located in heart of Islamorada – walking distance to activities, shopping, marinas, restaurants, grocery stores. All with central A/C and ceiling fans. Loads of outdoor furniture and BBQ’s for each unit. Large private boat basin with 12’ X 25’ Chickee hut and 12’ X 25’ Pergola, bait prep station, fresh water shower and power on dock. 5" water in basin, 3' @ entrance. Direct bayside access and 1/2 mile to ocean access (Whale Harbor bridge). Upper / Lower Duplex, each 1,500 sq ft with 2 BR (Upper MBR – king and twin Murphy, Second BR – 1 queen) (Lower MBR – king and twin Murphy, Second BR – 2 twins), each with 2 full baths, full kitchen, laundry, family room with sofabed – each duplex unit sleeps 7 total. Each w/ large (10’ X 40’) porch overlooking bay. Cottage 1,250 sq ft with huge master BR (king), 2nd Sun Room with sofabed and twin Murphy bed, 2 full baths, laundry room, family room (with sofabed), kitchen, great room combined, – sleeps 6 total. Duplex (each) $2500 per wk., Cottage $2500 per wk. Monthly discounts available. Weddings and special events accepted. Pet friendly (

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10/18/2026

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🇺🇸🌴 MIAMI TO KEY WEST: THE HIGHWAY OVER THE OCEAN! 🌊🚗

Imagine driving across 42 bridges, surrounded by turquoise waters and tropical islands! 🤯🏝️

📍 Route: Miami → Key Largo → Islamorada → Marathon → Key West
🛣️ Distance: 258 km (160 miles)
⏱️ Driving time: 3.5–4 hours without stops
🌉 Highlight: The legendary Seven Mile Bridge!

The famous Overseas Highway (US-1) connects the Florida Keys, offering breathtaking views of the Atlantic Ocean and Florida Bay. 🌅🐬

✨ One of America's most spectacular road trips — where the journey is just as incredible as the destination!

🚘 Would you take this unforgettable drive?

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10/15/2026

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Does seeing the blue wall really make your shoulders drop?

You've been driving for hours. Traffic, tolls, the turnpike. Then that turquoise wall shows up on the side of the road and something changes. The windows go down. The music gets louder. You're almost there.

Be honest. Is it the blue wall, the first bridge, or the first glimpse of water that does it for you?

📍 The 18 Mile Stretch, US 1 to the Florida Keys

10/15/2026

FLORIDA GREEN FLASH! ☀️💚 The elusive shot was caught on camera this evening from Longboat Key along the Gulf. Can only be seen for a second or two during perfect conditions! Credit: Jeremy LeBarre

09/25/2026

Address

82246 Overseas Highway (Mile Marker 82. 2)
Islamorada, FL
33036

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