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From149US$ /night
Check-in
18Oct2025Select date
Check-out
19Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Rooms, Suites & Villas

Chesapeake Beach Resort, located in Islamorada and between Everglades National Park and the Florida Strait, offers rooms, suites, and villas. Each room has a balcony. Newly renovated rooms feature bedding. Ocean-view rooms include a king bed and a loveseat sleeper sofa. One-bedroom suites have a king bed, an ocean view, balcony access, a sitting room with a table for four, and a queen-size sleeper sofa. Two-bedroom suites provide a master bedroom with a king bed, an ocean view, balcony access, a sitting room with a large dining table with seating for four, and a queen-size sleeper sofa. Villas offer a kitchenette with a full-size fridge/freezer, two-burner stovetop, dishwasher, garbage disposal, and a windowed dining area. Some villas have a king bed, a separate sleeper sofa, and ocean views; others have two full-size beds in the bedroom.

Onsite Dining

Islamorada features a variety of dining destinations, including tiki-covered bars, dockside fish houses, and beachfront cafes. Guests enjoy seafood, Italian food, pizza, pasta, salads, and garlic bread.

Leisure and Activities

Chesapeake Beach Resort offers an outdoor pool with ocean views and lounge chairs on the beach. Guests have access to a private beach, water sports rentals (kayaks, paddle boards, fishing rods), and seasonal resort activities. Snorkeling and diving opportunities are available at nearby reefs, such as Alligator Reef and Hen and Chickens Reef. Theater of the Sea, 0.9 miles away, offers marine life experiences. The Islamorada Sandbar is accessible by boat.

Location and Access

Chesapeake Beach Resort is situated in Islamorada, between Everglades National Park and the Florida Strait. The resort is near attractions such as Gallery Morada (3.5 km), Keys History & Discovery Center (2.5 km), and Windley Key Fossil Reef Geological State Park (2 km). Anne's Beach is 10 miles away. The resort is close to seafood restaurants, bars, taverns, and pubs.

Hotel Services

Chesapeake Beach Resort provides Wi-Fi, parking (including boat and trailer parking), and is a pet-friendly resort. The resort fee includes cooked-to-order omelets, continental breakfast items, a welcome drink, in-room robes and slippers, high-speed internet, pool/beach towels and lounge chairs, two hours of water sports rentals per room per night, seasonal resort activities, beach games, fish cleaning stations, 24-hour coffee and tea in the lobby, and local calls. The hotel offers group rates, wedding venues and family reunion services.

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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Ocean View Two Queens
Max:
2 persons
32 m² 
Bed options:
2 Double beds
Shower
Coffee machine
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Ocean View King
Max:
2 persons
32 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
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Deluxe King Suite
Max:
2 persons
55 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
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Price and Room Availability Calendar

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Getting around

A list of all available modes of transport

City Centre
Islamorada 2.0 km
Bus
Bus stop 5.3 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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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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
18Oct2025Select date
Check-out
19Oct2025Select date
Rooms and Guests2 Guests, 1 Room