Chesapeake Beach Resort Islamorada, Islamorada
149US$
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Key details
About the Hotel
83409 Overseas Highway,
Islamorada,
Florida,
United States of America,
33036,
Florida
Chesapeake Beach Resort - Oceanfront Resort with Private Beach, Water Sports, and Two Outdoor Pools
Located along the Florida Keys coastline, this family-friendly Islamorada hotel features newly renovated accommodations with private balconies and ocean views. The resort offers rooms with plush bedding, premium villas with full kitchenettes, and spacious suites with separate living areas. Two outdoor swimming pools overlook the ocean, while the private beach provides lounge chairs and water sports equipment rentals including kayaks and paddleboards. A cooked-to-order breakfast service is available daily, accompanied by continental options. Chesapeake Beach Resort's location puts guests within walking distance of multiple seafood restaurants and bars. The property sits just 0.5 miles from Whale Harbor Marina and 0.5 miles from the History of Diving Museum.
Chesapeake Beach Resort: Pros
- Private beach access with complimentary water sports equipment rentals - Each accommodation includes a private balcony - Daily cooked-to-order breakfast included in resort fee - Pet-friendly policies allow families to travel with pets
Chesapeake Beach Resort: Cons
- Additional $50 nightly resort fee applies - Boat and trailer parking requires separate arrangements
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Select your room type
Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Queen Room
Max:
4 persons
345 sq. feet
Bed options:
2 Double beds
Sea view
Shower
Coffee machine
room details
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Guest Room
Max:
2 persons
345 sq. feet
Bed options:
1 King Size Bed
Sea view
Shower
Coffee machine
room details
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Deluxe King Suite
Max:
4 persons
595 sq. feet
Bed options:
1 King Size Bed
Sea view
Shower
Coffee machine
room details
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Price and room availability calendar
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Getting around
Easily find local transportation options to help you explore
Facilities
Enjoy premium amenities for a relaxing stay with your pet
General
- No smoking on site
- Wi-Fi
- Parking
- 24-hour reception
- VIP check-in/ -out
- Pets allowed
- Rooms/ Facilities for disabled
- Wheelchair access
- Security
- Baggage storage
- Private beach
- Allergy-free rooms
- Elevator
- Smoke detectors
- Fire extinguishers
- Key card access
Sports & Fitness
- Fishing
Guest Parking
- Cookware/ Kitchen utensils
Services
- Housekeeping
- Stores/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 of America,
33036,
Florida
Map view
83409 Overseas Highway,
Islamorada,
Florida,
United States of America,
33036,
Florida
City landmarks
Museums
History of Diving Museum
3200 ft
Mile Marker 84.5 Windley Key
Windley Key Fossil Reef Geological State Park
1.4
mi
Gallery
Lobster Trap Art Gift Shop and Gallery
1.4
mi
Museums
Florida Keys History and Discovery Center
1.4
mi
Island
Upper Matecumbe Key
1.8
mi
Island
Windley Key
1.5
mi
Monuments and Landmarks
Hurricane Monument
1.9
mi
Gallery
Michelle Nicole Lowe Art Gallery
1.8
mi
82100 Overseas Hwy
Keys History & Discovery Center
1.5
mi
81868 Overseas Hwy
In the Doghouse Art Studio
1.8
mi
Gallery
Pasta Pantaleo Signature Gallery
2.1
mi
Gallery
Gallery Morada
2.1
mi
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
9700 Old State Rd 4a
Cheeca Rocks
2.2
mi
Mile Marker 78.5
Indian Key State Historic Site
2.6
mi
U.S. 1 at Mile Marker 78.5 77200 Overseas Highway
Lignumvitae Key Botanical State Park
2.6
mi
86700 Overseas Hwy Mile Marker 86.7
Rain Barrel Village
3.1
mi
81011 Overseas Hwy
FNX Club by Islamorada Fitness
2.7
mi
86700 Overseas Highway
Rain Barrel Sculpture Gallery
3.1
mi
86560 Overseas Hwy
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
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