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From149US$ /night
Check-in
29Nov2025Select date
Check-out
30Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
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Featuring a heated pool, the oceanfront Chesapeake Beach Resort Islamorada is 4.5 km from the Rain Barrel Village. This Islamorada resort offers 45 rooms with views of the beach.

Location

The 3-star smoke-free hotel enjoys proximity to Wilson Key, located approximately 5 minutes' walk away. The traditional property also lies in close proximity to the Whale Harbor Marina.

This hotel is 3.6 km from the Hurricane Monument.

Rooms

The rooms feature an iron and an air conditioner, along with a flat-screen TV with satellite channels for guests' utmost comfort. Bathrooms inlude a walk-in shower, a lowered sink, and a raised toilet, and such fine comforts as a hair dryer and bath sheets.

Eat & Drink

Jaws Raw Bar serves a good range of American food and lies not far from the Chesapeake.

Leisure & Business

A tennis court and a play area are available for an additional charge. This accommodation has an own beach area with free Wi-Fi access, sun loungers, and beach towels. Guests can enjoy a diving club at Chesapeake Beach Resort, which is located on a private beach.

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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
Ocean View King
2 persons
32 m² 
1 King-size bed
Shower
Coffee machine
Deluxe King Suite
2 persons
55 m² 
1 King-size bed
Shower
Coffee machine
Standard Queen Room
2 persons
29 m² 
2 King Size Beds
Shower
Coffee machine
Hearing impaired Ocean view Two Queen Beds
2 persons
34 m² 
2 King Size Beds
Shower
Coffee machine
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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-in
29Nov2025Select date
Check-out
30Nov2025Select date
Rooms and Guests2 Guests, 1 Room