Are fishing activities permitted along the beach area?
10 January 2024
Fishing is allowed from the inlet area of the property.
75 photos
Chesapeake Beach Resort, Islamorada
149US$
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Key details
About the Hotel
83409 Overseas Highway,
Islamorada,
Florida,
United States,
33036,
Florida
- Steps from the beach
Great
8.6
9.1
3.2
4.2
Loved by guests
"The free 2 hour paddle board or canoe rental and the private beach was my favorite"
"Our view from our balcony room was wonderful."
"The Ocean view room was fantastic!"
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.
“What strikes me is its thoughtful approach to families: a private beach, kayaks awaiting, and even text check-ins to ensure needs are met. A genuinely relaxing experience seems central to its appeal, and the inclusion of breakfast and little luxuries like bathrobes points to a real focus on comfort. For those considering beachfront weddings or simply a relaxed escape, this property warrants consideration.”
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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
345 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Deluxe King Suite
2 persons
595 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Standard Queen Room
2 persons
315 sq. feet
2 King Size Beds
Shower
Coffee machine
room details
Hearing impaired Ocean view Two Queen Beds
2 persons
370 sq. feet
2 King Size Beds
Shower
Coffee machine
room details
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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
- 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
- Patio
- 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,
Florida
Map view
83409 Overseas Highway,
Islamorada,
Florida,
United States,
33036,
Florida
City landmarks
Museum
History of Diving Museum
3200 ft
Landmark
Windley Key Fossil Reef Geological State Park
1.4
mi
Gallery
Lobster Trap Art Gift Shop and Gallery
1.4
mi
Museum
Florida Keys History and Discovery Center
1.4
mi
Island
Upper Matecumbe Key
1.8
mi
Island
Windley Key
1.5
mi
Monument
Hurricane Monument
1.9
mi
Gallery
Michelle Nicole Lowe Art Gallery
1.7
mi
Landmark
Keys History & Discovery Center
1.5
mi
Landmark
In the Doghouse Art Studio
1.8
mi
Gallery
Pasta Pantaleo Signature Gallery
2.1
mi
Gallery
Gallery Morada
2.1
mi
Landmark
Carysfort Reef
1.8
mi
Island
Plantation Key
1.8
mi
Island
Raccoon Key
1.8
mi
Church
Matecumbe United Methodist Church
1.9
mi
Gallery
Elena Madden Studio Gallery
2.0
mi
Gallery
Portside Studio & Gallery
2.1
mi
Landmark
Cheeca Rocks
2.2
mi
Landmark
Indian Key State Historic Site
2.6
mi
Landmark
Lignumvitae Key Botanical State Park
2.6
mi
Landmark
Rain Barrel Village
3.1
mi
Landmark
FNX Club by Islamorada Fitness
2.7
mi
Landmark
Rain Barrel Sculpture Gallery
3.1
mi
Landmark
Crossland Gallery
2.8
mi
Nearby
Marina
Whale Harbor Marina
700 ft
Restaurants
Wahoo's Bar and Grill
700 ft
83413 Overseas Hwy
Whale Harbor Seafood Buffet
700 ft
83413 Overseas Hwy
The Sand Bar
700 ft
83413 Overseas Hwy
Shuck N Dive
700 ft
83413 Overseas Hwy
Casa Mar Seafood
1900 ft
97001 Oversea Hwy Islamorada
Ziggie & Mad Dog's
3000 ft
83000 Overseas Hwy
Explore Islamorada
Explore Local Experiences
History of Diving Museum
12 minutes' walk
Diving history exhibits showcasing unique underwater adventures. Features daily tours and educational programs.
Windley Key Fossil Reef Geological State Park
25 minutes walking
Fossilized coral reef offering scenic trails and rich geological education. Picnic areas available for visitors.
Florida Keys History and Discovery Center
25 minutes walking
Interactive exhibits detailing the Keys' history and culture. Special events and presentations held regularly.
Upper Matecumbe Key
30 minutes walking
A tranquil spot with beautiful views and opportunities for birdwatching. Great for a peaceful nature retreat.
Wahoo's Bar and Grill
3 minutes' walk
Casual eatery known for fresh seafood and laid-back vibes. Famous for its fish tacos and craft cocktails.
Whale Harbor Seafood Buffet
3 minutes' walk
Buffet-style restaurant offering an array of seafood dishes. Family-friendly atmosphere with great value.
Casa Mar Seafood
7 minutes' walk
Cozy seafood spot featuring local catches and Hispanic flavors. Reservations recommended for peak times.
Getting around
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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
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.Next best alternative
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