Chesapeake Beach Resort, Islamorada
Key details
About the Hotel
83409 Overseas Highway, Islamorada, 33036,
- Close to the History of Diving Museum
Great
8.4
9.1
3.9
4.2
Chesapeake Beach Resort - A family-friendly oceanfront resort with private beach access, water sports, and newly renovated villas
Chesapeake Beach Resort offers private beach access, oceanfront views, and a range of renovated accommodations including garden-view rooms, ocean-view suites, and multi-bedroom villas. Each room features plush bedding, a private balcony, and modern bathrooms with walk-in showers. The resort provides water sports rentals, including kayaks and paddleboards, along with an outdoor pool and beach lounge chairs. Guests can enjoy fresh seafood at nearby Wahoo's Bar & Grill, located 0.5 km away, or explore local attractions like Theater of the Sea (1 km), where dolphin encounters are available. The property is ADA-compliant, pet-friendly, and features complimentary Wi-Fi, self-parking, and a resort fee covering breakfast, water sports, and beach amenities.
Pros
Newly renovated rooms with private balconies and modern bathrooms.
Direct beach access with complimentary water sports rentals for guests.
Pet-friendly accommodations and ADA-compliant facilities.
Proximity to dining options like Wahoo's Bar & Grill and Theater of the Sea (1 km).
Cons
Some villas are nestled among foliage, limiting direct ocean views.
The resort fee ($50 per night), though covering multiple amenities, is an additional cost.
Select your room type
Chesapeake Beach Resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
- Ocean View Two Queens2 persons345 sq. feet2 Double bedsAir conditioningBalconyroom details
- Ocean View King2 persons345 sq. feet1 King-size bedAir conditioningBalconyroom details
- Deluxe King Suite2 persons595 sq. feet1 Queen-size bed and 1 Sofa bedAir conditioningBalconyroom details
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Facilities
Chesapeake Beach Resort offers amenities for your comfortable stay and unforgettable experiences
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
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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Chesapeake Beach Resort Location
83409 Overseas Highway, Islamorada, 33036,
Map view
City landmarks
Museum
History of Diving Museum
3200 ft
Landmark
Windley Key Fossil Reef Geological State Park
1.5 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
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
Local Attractions and Activities
History of Diving Museum
12 minutes' walk
Diving artifacts and exhibits showcase the deep-rooted history of underwater exploration in Florida's waters.
Florida Keys History and Discovery Center
25 minutes' walk
Interactive exhibits highlight the cultural, natural, and historical aspects of the Florida Keys.
Windley Key Fossil Reef Geological State Park
25 minutes walking
Unique fossilized coral reefs offer scenic trails and educational programs about geology and history.
Snorkeling Tour
3 minutes' drive
A thrilling experience with colorful marine life. Tours available at nearby Whale Harbor Marina.
Yoga by the Sea
7 minutes' drive
Relaxing beachfront yoga classes cater to all skill levels. Registration required for group sessions.
Wahoo's Bar and Grill
3 minutes' walk
Casual Caribbean fare with fresh seafood, vibrant colors, and a laid-back atmosphere perfect for families.
Whale Harbor Seafood Buffet
3 minutes' walk
Bountiful seafood buffet featuring local specialties. Reservations recommended for larger groups.
Shuck N Dive
3 minutes' walk
Lively atmosphere with live music and karaoke. Perfect for a fun night out with friends and family.
Morada Bay Beach Cafe
5 minutes' drive
Beachfront bar with occasional live music events, making it a great spot for sunset views.
Getting around
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Property information and rules
Check-in
from 16:00-23:00
Check-out
from 07:00-11:00
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
A full breakfast is served at the price of USD 0.1 per person.
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.
Pros
Comfortable bed
Helpful staff
Good breakfast
Free kayaking
Villa upgrade
Cons
Road noise
Limited privacy
Noisy neighbors
Guest reviewsShow more reviews
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