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From149US$ /night
Check-in
04Dec2025Select date
Check-out
05Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
-
Steps from the beach
Perfect
8.6
9.1
/10
3.2
4.2
/5

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 King
2 persons
32 m² 
1 King-size bed
Ocean view
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
Ocean view
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
  • 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

  • Yoga class
  • Fishing

Guest Parking

  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Shops/Commercial services
  • Welcome drink

Dining

  • Snack bar

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
  • Live entertainment
  • 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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Property information and rules
Check-in
from 16:00-23:00
Check-out
from 07:00-11:00
Guest Parking
Private parking is possible on site for free.
Internet
is available in for free.
Breakfast
A full breakfast is served at the price of US$0.10 per person per day. 
Children & extra beds
There are no extra beds provided in a room.  There are no cots provided in a room. 
Pets
Pets are allowed on request.
Year renovated:
2008
Number of rooms:
45
Questions of the users
About Chesapeake Beach Resort
Are fishing activities permitted along the beach area?
10 January 2024
Fishing is allowed from the inlet area of the property.
Is it possible to bring dogs along during the stay?
15 February 2024
Yes, dogs are permitted. A maximum of two dogs per room is allowed with a pet fee of $50 plus tax per dog, per night.
Can guests enjoy swimming in the beach area?
20 March 2024
Absolutely! The private beach offers a beautiful swimming area on the Oceanside.
What cooking facilities are available in the room?
25 April 2024
Rooms include a mini refrigerator and a coffee maker, but they do not have a stove.
Can pets access the beach area?
30 May 2024
Yes, pets are allowed on the beach and throughout the property, with the exception of the pool areas.
Do all guest rooms feature private balconies?
05 June 2024
Each room is equipped with its own non-connected balcony.
If arriving early on a Sunday, are there opportunities to use the facilities?
10 July 2024
Early check-in is subject to availability, but guests can use the pools and beach area at any time. Restrooms are available until the room is ready.
Which areas of the hotel are accessible to my small dog?
15 August 2024
Dogs on a leash are allowed in all accessible locations on the property, except for pool areas.
Are the rooms currently modernized, and is renovation complete?
20 September 2024
All rentable rooms have been updated, but the property is still undergoing renovation. However, both pools and the beach bar are open for guests.
Is there an on-site dining option available for guests?
25 October 2024
Currently, there is no food or beverage service on the property. However, three restaurants are conveniently located just a minute's walk away.
Are there ground-level rooms available for guests?
30 November 2024
Yes, standard double queen and standard king rooms are available on the first floor, though they are located seven stairs up.
Is there a fee for parking boats and trailers at the resort?
05 December 2024
Boat trailer parking and docking are available for a fee of $60 per day.

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