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From149US$ /night
Check-in
14Oct2025Select date
Check-out
15Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

The oceanfront Chesapeake Beach Resort Islamorada, located nearly a 20-minute walk from Windley Key Fossil Reef Geological State Park, boasts a heated pool. Located on a private beach, this Islamorada resort features elegant furnishings and beach views.

Location

The 3-star smoke-free hotel is a great place to stay due to its private location in Islamorada. The traditional property provides easy access to History of Diving Museum, which is a mere 1 km away.

Rooms

All of the non-smoking rooms are complete with complimentary Wi-Fi as well as a microwave, and some of them include a balcony and a seating area. Guests will find a hair dryer and bath sheets in bathrooms fitted with a walk-in shower, a lowered sink, and a raised toilet.

Eat & Drink

Jaws Raw Bar with American cuisine is located around 10 minutes' walk away.

Leisure & Business

A tennis court and a play area can be booked at this hotel at an extra charge. The Chesapeake has private access to an own beach with free Wi-Fi access, sun loungers, and beach towels. Thanks to a diving club and a tennis court, guests can stay fit at the property.

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Select your room type

The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
Kamar kembar superior
Max:
2 persons
29 m² 
Bed options:
2 Single beds
Shower
Bathtub
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Kamar queen executive
Max:
2 persons
56 m² 
Bed options:
1 Tempat Tidur Ukuran King
Shower
Bathtub
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Kamar queen deluxe
Max:
2 persons
35 m² 
Bed options:
1 Tempat Tidur Ukuran King
Shower
Bathtub
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Rates & availability calendar

See current prices and availability for your chosen dates!

Local transport and travel tips

Overview of transport options available

City Centre
Islamorada 2.0 km
Bus
Bus stop 5.3 km

Facilities

Hotels feature amenities designed to keep both you and your pet comfortable

General

  • No smoking on site
  • Free 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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Hotel location

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Hwy, Islamorada, Florida, United States, 33036
Nearby
Marina
Whale Harbor Marina
210 m
Restaurants
Wahoo's Bar and Grill
190 m
83413 Overseas Hwy
Whale Harbor Seafood Buffet
210 m
83413 Overseas Hwy
The Sand Bar
210 m
83413 Overseas Hwy
Shuck N Dive
210 m
83413 Overseas Hwy
Casa Mar Seafood
560 m
97001 Oversea Hwy Islamorada
Ziggie & Mad Dog's
910 m
83000 Overseas Hwy
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Check Rates
Check-in
14Oct2025Select date
Check-out
15Oct2025Select date
Rooms and Guests2 Guests, 1 Room