Chesapeake Beach Resort
4.3(1,165)
Hotel
About
Chesapeake Beach Resort offers bright rooms and suites with private balconies overlooking the ocean or lush gardens, creating a tranquil setting for business stays or multi-night group bookings. The recently renovated property features two outdoor pools, including a saltwater option with a hot tub, plus direct beach access for breaks between meetings.
The resort’s oceanfront event spaces provide a scenic backdrop for small corporate gatherings, with on-site food and beverage service enhancing the turnkey experience. Conveniently located near local dining and amenities, Chesapeake Beach Resort combines relaxed Florida Keys charm with professional hospitality for memorable business events.
Best for
- Executive retreats with ocean views
- Team offsites by the beach & pools
- Multi-day group stays with water sports
Standout features
Outdoor Amenities
Two outdoor pools with ocean views
The resort offers both a saltwater and a freshwater pool, each overlooking the ocean, plus a hot tub and direct beach access. These features create a relaxing setting for breaks or socializing during events.
Location
Oceanfront setting in the Sport Fishing Capital of the World
Situated on the beach in Islamorada, the resort provides scenic ocean views from every room balcony and immediate access to water sports rentals, making it ideal for groups seeking a distinctive seaside experience.
Food & Beverage
Made-to-order breakfast with standout omelets
Guests consistently praise the complimentary breakfast, especially the made-to-order omelet station, which adds a personalized and high-quality touch to morning dining.
At a glance
Location & hours
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Hours
Sunday12am – 11:59pm
MondayClosed
TuesdayClosed
WednesdayClosed
ThursdayClosed
FridayClosed
SaturdayClosed
Rated 4.3 on Google · 1,165 reviews