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From149US$ /night
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
-
Next to Whale Harbor Marina

Rooms, Suites & Villas

Chesapeake Beach Resort offers a range of accommodations, including newly renovated rooms, suites, and villas, providing options for couples and families. Every unit comes with a private balcony and stunning ocean views, allowing guests to immerse themselves in the natural beauty of the Florida Keys. Guests can choose from one- or two-bedroom villas for longer stays, equipped with kitchenettes for added convenience.

Location

Located in Islamorada, known as the Sport Fishing Capital of the World, the resort offers direct access to white sandy beaches and crystal-clear waters. Guests can explore popular local attractions such as Theater of the Sea and the famous Islamorada Sandbar, all within a short drive. The hotel positions itself close to diverse dining and shopping options, all showcasing the flavors of the Florida Keys.

Amenities

The resort includes multiple outdoor pools with ocean views for relaxation and swimming. Guests can engage in various water sports, including complimentary kayak and paddleboard rentals, promoting an active outdoor experience. For beach gatherings or events, the resort provides an oceanfront venue, ensuring memorable celebrations right by the water.

Dining

Chesapeake Beach Resort features Wahoo's Bar & Grill, offering fresh seafood options in a relaxed atmosphere. Guests can enjoy a complimentary breakfast that includes cooked-to-order omelets and continental items to kick-start their day. Nearby dining options showcase a variety of cuisines, allowing guests to explore local flavors at their convenience.

Family-Friendly Activities

Families will find numerous activities to engage in, with beach games and live entertainment available throughout the week. The hotel provides access to water sports, making it easy for families to explore the surrounding waters together. Group rates are offered for families planning reunions or special gatherings, allowing for a collaborative experience.

Highlights

Location: Sport Fishing Capital of the World

Rooms: newly renovated rooms with balconies

Amenities: multiple outdoor pools with ocean views

Dining: Wahoo's Bar & Grill on-site

Family-Friendly: beach games and watersports access

Must-do experiences

  • Stop by Lorelei Restaurant for sunset views and live music.
  • Try the Key Lime Pie at Mrs. Mac's Kitchen - a local favorite!
  • Visit the History of Diving Museum for a unique underwater journey.
  • Explore the serene trails at the Windley Key Fossil Reef Geological State Park.
  • Join a guided eco-tour to see local wildlife in the tranquil waters.
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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 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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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
  • Free 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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About Chesapeake Beach Resort
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room