Chesapeake Beach Resort

Chesapeake Beach Resort The Key to Paradise - A Islamorada Beach Resort

08/20/2026

Relaxing views only at Chesapeake Beach Resort here in Islamorada Florida!

Book your stay today ✨🌴

08/17/2026

Book your relaxing stay at Chesapeake Beach Resort!

Link in the bio 🌴🌊

08/10/2026

What is better than a private beach, outdoor pools and ocean views?

Visit Chesapeake Beach resort today!

From your boat to your balcony, the view never disappoints. 🩵 Stay just moments from the iconic Islamorada Sandbar at Ch...
08/04/2026

From your boat to your balcony, the view never disappoints. 🩵 Stay just moments from the iconic Islamorada Sandbar at Chesapeake Beach Resort.

07/31/2026

Enjoy your day with a sunset kayak from Chesapeake Beach Resort and then grab dinner at Wahoo's Bar & Grill in Islamorada for the perfect evening
Visit the link in our bio to book your stay today ☀️

07/25/2026

🚲 Explore Islamorada on two wheels! Every stay at Chesapeake Beach Resort includes complimentary bike rentals, so you can cruise the Keys, discover local gems, and enjoy paradise at your own pace. 🌴☀️ 🚴‍♂️

Where every view feels like a postcard. 🌴💙
07/19/2026

Where every view feels like a postcard. 🌴💙

07/14/2026

Chesapeake Beach Resort full view 🐬

Your room with a view. 🌴 Wake up just steps from the ocean and experience comfort, coastal charm, and unforgettable suns...
06/26/2026

Your room with a view. 🌴 Wake up just steps from the ocean and experience comfort, coastal charm, and unforgettable sunsets at Chesapeake Beach Resort.

Room pictured: Partial Oceanview King- with sleeper sofa- sleeps 4

We are booking fast ! Don’t wait book now !4th of July 🇺🇸 weekend Direct bookings recieve a 10% discount. We also price ...
06/25/2026

We are booking fast ! Don’t wait book now !

4th of July 🇺🇸 weekend

Direct bookings recieve a 10% discount. We also price match ! Call 305.664.4662 or visit chesapeake-resort.com

Dock your boat, soak up the sun, and unwind in paradise. ⚓🌊 Chesapeake Beach Resort is waiting for you.

Address

83409 Overseas Highway
Islamorada, FL
33036

Website

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