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United States
Islamorada
Chesapeake Beach Resort
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Chesapeake Beach Resort, Islamorada

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Up to 10% cheaper
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Check rooms and rates
From149US$ /night
Check-in
23Jul2025Select date
Check-out
24Jul2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Chesapeake Beach Resort offers family-friendly accommodations with a private beach and ocean access. This 3-star Islamorada hotel features an outdoor pool, water sports rentals, and spacious renovated rooms with balconies. Its proximity to local restaurants and attractions emphasizes its appeal as a vacation destination.

Rooms & Amenities

Rooms at Chesapeake Beach Resort are newly renovated and include private balconies with views. Accommodations feature plush bedding options, flat-screen TVs, and modern bathrooms with walk-in showers. Options include one-bedroom and two-bedroom suites, ideal for families and groups.

Dining & Nearby Options

Dining options nearby offer a variety of seafood and Italian cuisines. Notable restaurants include Whale Harbor Seafood Buffet and Wahoo's Bar and Grill, both within 0.3 miles of the resort. Guests can also enjoy fresh seafood at local eateries or dine in the hotel's own restaurant.

Leisure & Activities

Leisure facilities include an outdoor pool with ocean views and private beach access. Guests can partake in various water sports such as kayaking and paddleboarding, with equipment available on-site. The resort frequently hosts events, including a Full Moon Party that features live music and entertainment.

Services & Local Area

Chesapeake Beach Resort is a pet-friendly establishment that caters to families, making it suitable for group gatherings and events. The hotel also provides parking for boats and trailers, enhancing convenience for water activities. Local attractions such as the Theater of the Sea and the History of Diving Museum are within a short drive.

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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
Hearing impaired Ocean view Two Queen Beds
Hearing impaired Ocean view Two Queen Beds
Max:
4 persons
34 m² 
Bed options:
2 King Size Beds
Sea view
Shower
Coffee machine
room details
Check Prices
ADA Ocean View Two Queens
ADA Ocean View Two Queens
Max:
4 persons
34 m² 
Bed options:
2 Double beds
Sea view
Shower
Coffee machine
room details
Check Prices
Ocean View Two Queens
Ocean View Two Queens
Max:
4 persons
32 m² 
Bed options:
2 Double beds
Sea view
Shower
Coffee machine
room details
Check Prices
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

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
Wi-Fi
Free parking
24-hour services

24-hour reception

Babysitting

General

  • No smoking on site
  • 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 Highway, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Highway, Islamorada, Florida, United States, 33036
City landmarks
Museum
History of Diving Museum
950 m
Landmark
Windley Key Fossil Reef Geological State Park
2.3 km
Gallery
Lobster Trap Art Gift Shop and Gallery
2.2 km
Museum
Florida Keys History and Discovery Center
2.3 km
Island
Upper Matecumbe Key
2.9 km
Island
Windley Key
2.4 km
Monument
Hurricane Monument
3.1 km
Gallery
Michelle Nicole Lowe Art Gallery
2.8 km
Landmark
Keys History & Discovery Center
2.4 km
Landmark
In the Doghouse Art Studio
3.0 km
Gallery
Pasta Pantaleo Signature Gallery
3.4 km
Gallery
Gallery Morada
3.4 km
Landmark
Carysfort Reef
3.0 km
Island
Plantation Key
3.0 km
Island
Raccoon Key
3.0 km
Church
Matecumbe United Methodist Church
3.1 km
Gallery
Elena Madden Studio Gallery
3.3 km
Gallery
Portside Studio & Gallery
3.4 km
Landmark
Cheeca Rocks
3.6 km
Landmark
Indian Key State Historic Site
4.1 km
Landmark
Lignumvitae Key Botanical State Park
4.1 km
Landmark
Rain Barrel Village
5.0 km
Landmark
FNX Club by Islamorada Fitness
4.4 km
Landmark
Rain Barrel Sculpture Gallery
5.0 km
Landmark
Crossland Gallery
4.5 km
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
23Jul2025Select date
Check-out
24Jul2025Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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