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From149US$ /night
Check-in
26Oct2025Select date
Check-out
27Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Amenities

Chesapeake Beach Resort offers a private beach with direct access to the ocean. Guests can enjoy an outdoor pool that provides stunning views of the water. Additionally, the hotel provides complimentary water sports rentals, including kayaks and paddleboards.

Rooms

The newly renovated accommodations at Chesapeake Beach Resort include garden view rooms, suites, and deluxe villas. Every room comes with a private balcony overlooking the beach, providing a space to relax outdoors. The spacious one and two-bedroom villas feature kitchenettes suitable for longer stays and family gatherings.

Location

Situated in Islamorada, the hotel is part of the Florida Keys, renowned as the Sport Fishing Capital of the World. Guests can explore nearby attractions such as the Islamorada Sandbar, perfect for swimming and relaxation. The resort's central location allows convenient access to local seafood restaurants and shopping experiences.

Pet-Friendly

Chesapeake Beach Resort welcomes pets, ensuring that guests can bring their furry companions along on their vacation. The hotel accommodates various pet sizes, allowing for a comfortable stay for all types of travelers. This policy enhances the overall family-friendly atmosphere of the resort.

Dining

On-site dining options include the Sunrise Room, which offers a complimentary breakfast featuring cooked-to-order items. Guests can sample fresh seafood and local fare at nearby restaurants within walking distance. The hotel facilitates memorable beachfront dining experiences just steps from the water.

Highlights

Location: Sport Fishing Capital of the World

Rooms: Newly renovated rooms with balconies

Diving: Nearby excellent snorkeling & diving sites

Dining: On-site complimentary breakfast

Events: Oceanfront venue for gatherings

Pet-Friendly: Welcomes pets of various sizes

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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
Ocean View Two Queens
2 persons
32 m² 
2 Double beds
Shower
Coffee machine
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
ADA Ocean View Two Queens
2 persons
34 m² 
2 Double beds
Shower
Coffee machine
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Room rates & availability calendar

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Getting around town

Transport options available

City Centre
Islamorada 2.0 km
Bus
Bus stop 5.3 km

Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking

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
26Oct2025Select date
Check-out
27Oct2025Select date
Rooms and Guests2 Guests, 1 Room