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CHESAPEAKE BEACH RESORT, Islamorada
149US$
Enjoy
up to 10% less
compared to Booking.com!
Key details
About spa resort
83409 Overseas Highway,
Islamorada,
Florida,
United States,
33036,
Florida
-
Near Whale Harbor Marina
Great
8.6
9.1
/10
3.9
4.2
/5
Loved by Chesapeake Beach Resort guests
Great ocean views
Helpful staff
Clean rooms
Delicious breakfast
Fun activities
"Being above other floors gave nice privacy on the balcony which is where we spent time enjoying coffee, breakfast, etc."
Missbecca00 from United States
read full review
"Beach towels, bicycles, kayaks, and paddle boards are included in the resort fee."
Doug C from United States
read full review
"Waking up to the ocean everyday and sitting out on the deck at night after a day of exploring was the best."
Jane
read full review
Guests of the 3-star Chesapeake Beach Resort Islamorada can enjoy access to the Whale Harbor Marina, located approximately 5 minutes' walk away. Featuring 45 rooms with views of the courtyard, the resort is 3.1 km from the Hurricane Monument.
Location
This traditional hotel is a great place to stay due to its oceanfront location in Islamorada. Attractions in the area also include the world-class museum "Florida Keys History and Discovery Center", situated about a 25-minute walk from the Chesapeake Beach Resort.
Nature lovers will appreciate the vicinity of Windley Harbor, which is metres away. This accommodation allows you to enjoy such natural sights as the Windley Key Fossil Reef Geological State Park 2.3 km away.
Rooms
The rooms at Chesapeake Beach Resort provide guests with a flat-screen TV with satellite channels, as well as comforts such as an iron and air conditioning. They are also decorated with an elegant furniture. A walk-in shower, a separate toilet, and a lowered sink, along with hairdryers and bath sheets, are featured.
Eat & Drink
A lounge bar is available on site. Wahoo's Bar and Grill Restaurant offers a selection of dishes only a few steps from this Islamorada hotel.
Leisure & Business
A tennis court and a play area can be booked at the Chesapeake Beach Resort Islamorada at an extra charge. The property also features 2 outdoor swimming pools with loungers. If you like sports, this hotel provides a diving club, as well as access to kayaking and fishing.
Must-do experiences
Snag fresh seafood at the Islander Watersports Grill for lunch.
Visit the History of Diving Museum for a unique local experience.
Enjoy sunset at the Morada Bay Beach Cafe with live music.
Explore the hidden trails of Windley Key Fossil Reef State Park.
Don't miss the artisanal goodies at the Islamorada Farmer's Market.
View all
Select your room type
The resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Ocean View Two Queens
2 persons
345 sq. feet
2 Double beds
Shower
Coffee machine
room details
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
ADA Ocean View Two Queens
2 persons
370 sq. feet
2 Double beds
Shower
Coffee machine
room details
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Price and Room Availability Calendar
Check availability and prices for your dates now!
Facilities
The resort offers amenities for your comfortable stay and unforgettable experiences
Facilities:
Great
8.6/10Review score
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
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
Show more
Chesapeake Beach Resort 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 the Florida Keys
Top Attractions
Activities
Dining
Entertainment
History of Diving Museum
12 minutes' walk
Museum dedicated to the history of diving; features exhibits and artifacts including free admission days.
Florida Keys History and Discovery Center
25 minutes' walk
Cultural center showcasing local history through engaging exhibits; unique guided tours enhance the experience.
Windley Key Fossil Reef Geological State Park
25 minutes' walk
Natural park with fossilized coral reefs and hiking trails; ideal for nature lovers and educational outings.
Lobster Trap Art Gift Shop and Gallery
25 minutes' walk
Art gallery showcasing local artists; unique lobster-themed art pieces are perfect souvenirs to take home.
Water Sports
3 minutes' drive
Thrilling water sports including jet skiing and snorkeling; rentals and guides available at nearby marinas.
Yoga on the Beach
3 minutes' drive
Relaxing beach yoga sessions offered at local studios; classes suitable for all levels, often with ocean views.
Fishing Charters
3 minutes' drive
Chartered fishing trips for both beginners and experienced anglers; equipment rental and guided options available.
Wahoo's Bar and Grill
3 minutes' walk
Casual spot known for seafood classics and tropical cocktails; outdoor seating with a fun, laid-back vibe.
Whale Harbor Seafood Buffet
3 minutes' walk
Seafood buffet with a variety of fresh options; vibrant atmosphere, ideal for families and groups. Reservations recommended.
The Sand Bar
3 minutes' walk
Informal eatery specializing in burgers and local seafood; known for its lively tunes and friendly service.
Shuck N Dive
3 minutes' walk
Seafood joint famous for its oysters; casual dining atmosphere with options for all dietary needs.
Whale Harbor Marina
3 minutes' walk
Scenic marina featuring live music events; a great spot for drinks and enjoying sunset views.
Morada Bay Beach Café
5 minutes' drive
Charming beach café with live music; ideal for enjoying a drink with friends or family in a picturesque setting.
Islamorada Historical Society
5 minutes' drive
Local museum hosting seasonal events and exhibits; educational fun for guests of all ages with a friendly atmosphere.
Getting around
City Centre
Islamorada24 min
·
1.2
mi
Bus
Bus stop8 min
·
3.3
mi
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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
Wireless 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
Reviews and Ratings
Feedback about Chesapeake Beach Resort from previous guests about their experience.
Review score
Based on 1183 verified reviews
9.0/10
Perfect
89%
Recommend
Cleanliness
8.9/10
Comfort
8.9/10
Facilities
8.6/10
Free Wi-Fi
8.5/10
Location
9.0/10
Staff
8.5/10
Value for money
7.8/10
Pros
Comfortable beds
Good breakfast
Nice pools
Cons
Dirty rooms
Small beach
Guest reviews
based on 88 reviews
4/5
based on 765 reviews
8.6/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About Chesapeake Beach Resort
Can visitors fish from the beach area?
12 October 2024
Fishing is permitted in the inlet area where guests can enjoy casting their lines.
Are pets allowed at the resort, specifically dogs?
5 November 2024
Yes, up to two dogs are welcomed per room with a pet fee of $50 plus tax for each pet, per night.
Is it safe to swim at the beach?
18 November 2024
Yes! The private beach is accessible from the Oceanside, offering a beautiful swimming experience.
Do the rooms feature kitchenettes?
23 December 2024
Rooms include mini refrigerators and coffee makers, but they do not have full kitchenettes with stoves.
Are pets allowed to enjoy the beach?
7 January 2025
Yes, pets can access the beach and all areas of the property except for the pools, as long as they are leashed.
Do the accommodations come with private balconies?
14 January 2025
Each room includes its own private balcony, allowing guests to enjoy the fresh air.
How early can guests check in and use the facilities upon arrival?
25 January 2025
Check-in time is subject to availability, but guests are welcome to use the pools and beach area while waiting for their room.
Where can dogs roam freely on the property?
9 February 2025
Dogs are allowed in all guest-accessible areas on the property, except for the pools, as long as they remain leashed.
Are the renovated rooms all finished and available for booking?
3 March 2025
All rooms available for rent have been updated, although the property is still undergoing some renovations. The pools and beach bar are currently open.
Is there an on-site restaurant available for guests?
20 March 2025
Currently, there is no restaurant on the property, but three dining options are available within a minute's walk.
Are there accessible ground-floor rooms available?
15 April 2025
Standard rooms with double queen or king beds are available, but they are situated seven stairs above the ground level.
Is there available parking for boats and trailers?
22 April 2025
Yes, boat trailer parking and docking are available for a fee of $60 per day.
Do the room images accurately represent the views offered?
30 May 2025
Yes, the images showcase various angles from the rooms, highlighting the different ocean views available.
Will guests have private bathrooms in their accommodations?
1 June 2025
Each room is equipped with its own attached private bathroom for guests' convenience.
How many floors does the building have, and is there an elevator?
28 June 2025
The property has two floors in the garden view building, which is accessible only by stairs. The ocean view buildings offer elevator access.