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From149US$ /night
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Highway, Islamorada, Florida, United States, 33036

Chesapeake Beach Resort - A family-friendly oceanside resort with private beach access, newly renovated rooms, and proximity to Theater of the Sea

Chesapeake Beach Resort offers newly renovated accommodations, including garden-view rooms with private balconies and ocean-view villas featuring king beds and sleeper sofas. The property includes a private beach, two outdoor pools, and water sports rentals such as kayaks and paddleboards. Guests at Chesapeake Beach Resort can enjoy fresh seafood at nearby restaurants like Wahoo's Bar and Grill, located 0.3 miles away. The resort is 1 mile from Theater of the Sea, where visitors can swim with dolphins. Each room has a flat-screen TV, coffee maker, and walk-in shower, while select villas include kitchenettes with stovetops and dishwashers. A $50 nightly resort fee covers breakfast, water sports rentals, and Wi-Fi.

Pros

Newly renovated rooms with private balconies and ocean or garden views.

Private beach access and two outdoor pools with lounge chairs.

Proximity to Theater of the Sea, a 4-minute drive for dolphin encounters.

Pet-friendly policy and on-site water sports rentals.

Group rates available for weddings and events.

Cons

The $50 nightly resort fee is mandatory.

Limited dining options directly on-site.

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Select your room type

Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
Ocean View Two Queens
Max:
4 persons
345 sq. feet 
Bed options:
2 Double beds
Sea view
Shower
Coffee machine
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Ocean View King
Max:
2 persons
345 sq. feet 
Bed options:
1 King-size bed
Sea view
Shower
Coffee machine
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Deluxe King Suite
Max:
4 persons
595 sq. feet 
Bed options:
1 King-size bed
Sea view
Shower
Coffee machine
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Prices and availability

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How to get around?

Explore our comprehensive transport guide

City Centre
Islamorada 1.2 mi
Bus
Bus stop 3.3 mi

Facilities

Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • 24-hour reception
  • VIP check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Private beach
  • Allergy-free rooms
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Sports & Fitness

  • Fishing

Guest Parking

  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Shops/Commercial services
  • Welcome drink

Children

  • Board games

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Sun loungers
  • Jacuzzi
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture
  • Dining table

Bathroom

  • Free toiletries
  • Sink

Self-catering

  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock
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Location

83409 Overseas Highway, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Highway, Islamorada, Florida, United States, 33036
Nearby
Marina
Whale Harbor Marina
700 ft
Restaurants
Wahoo's Bar and Grill
700 ft
83413 Overseas Hwy
Whale Harbor Seafood Buffet
700 ft
83413 Overseas Hwy
The Sand Bar
700 ft
83413 Overseas Hwy
Shuck N Dive
700 ft
83413 Overseas Hwy
Casa Mar Seafood
1900 ft
97001 Oversea Hwy Islamorada
Ziggie & Mad Dog's
3000 ft
83000 Overseas Hwy
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Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room