What are the check-in and check-out times at Chesapeake Beach Resort?
Check-in is at 16:00 and check-out is by 11:00.
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Chesapeake Beach Resort, Islamorada
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Key details
About the Hotel
83409 Overseas Highway, Islamorada, 33036,
- Close to Whale Harbor Marina
Great
8.6
9.1
3.9
4.2
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.
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
Cons
Additional $50 nightly resort fee applies
Boat and trailer parking requires separate arrangements
“In my opinion, this oceanfront hotel certainly emphasizes family fun with its beach access and complimentary water sports; the airy villas, some right by the highway, could be perfect for longer stays, while others are undergoing construction. The breakfast setup felt cramped, yet the outdoor dining by the water seemed lovely. Overall, a mixed bag of great amenities alongside ongoing improvements, in my view.”
Select your room type
Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
- Ocean View Two Queens2 persons32 sq. feet2 Double bedsOcean viewAir conditioningBalconyroom details
- Ocean View King2 persons32 sq. feet1 King-size bedOcean viewAir conditioningBalconyroom details
- Deluxe King Suite2 persons55 sq. feet1 King-size bedAir conditioningBalconyroom details
Show all rooms
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Check-in/ Check-out
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
- 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, 33036,
Explore Islamorada
Local Experiences
History of Diving Museum
12 minutes walking
Museum showcasing diving history with exhibitions and artifacts. Guided tours available for a deeper understanding.
Windley Key Fossil Reef Geological State Park
25 minutes walking, 4-minute drive
State park featuring fossilized coral reefs and nature trails. Ideal for hiking and exploring geological formations.
Florida Keys History and Discovery Center
25 minutes walking, 5-minute drive
Interactive exhibits highlighting the history and nature of the Florida Keys. Check for special events throughout the year.
Lobster Trap Art Gift Shop and Gallery
25 minutes walking, 4-minute drive
Gallery featuring local art and unique gifts made from recycled materials. A great spot to support local artists.
Water Sports at Whale Harbor Marina
3 minutes walking
Thrilling water sports including fishing and kayaking. Equipment rentals available; bookings recommended during peak season.
Yoga at FNX Club
10-minute drive
Relaxing yoga sessions suitable for all levels. Check schedules for classes or book a private session for tranquility.
Wahoo's Bar and Grill
3 minutes walking
Casual eatery known for fresh seafood and tropical drinks. Outdoor seating available for a laid-back dining experience.
Whale Harbor Seafood Buffet
3 minutes walking
Buffet featuring a variety of seafood dishes. Family-friendly atmosphere and reservations recommended during weekends.
The Sand Bar
3 minutes walking
Charming spot with a relaxed vibe, serving burgers and cocktails. Perfect for enjoying a sunset by the water.
Livin' The Dream
10 minutes drive
Popular nightlife venue with live music and a vibrant atmosphere. Check schedule for themed nights and events.
Holiday Isle Tiki Bar
10 minutes drive
Tiki bar with live music and ocean views. Family-friendly early evenings, and lively nightlife suitable for adults.
Getting around
<br />
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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 the entire hotel 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.
Pros
Ocean front
Comfortable beds
Spacious balcony
Complimentary water sports
Easy parking
Cons
Expensive cost
Unfriendly staff
Dirty beach
Poor breakfast
Guest reviewsShow more reviews
FAQs
About Chesapeake Beach Resort
How far is Chesapeake Beach Resort from Windley Key Fossil Reef Geological State Park?
The resort is 3 km from Windley Key Fossil Reef Geological State Park.
What amenities are included in the rooms at Chesapeake Beach Resort?
Rooms feature a 37-inch flat-screen cable TV, small refrigerator, and free Wi-Fi.
Does Chesapeake Beach Resort offer private beach access?
Guests have access to a private beach area with loungers.
Are there any on-site dining options at Chesapeake Beach Resort?
The resort has an on-site restaurant where guests can enjoy meals.
Is parking available at Chesapeake Beach Resort?
Free private parking is available on-site, but a reservation is needed.
What recreational activities are available at Chesapeake Beach Resort?
Guests can enjoy fishing, access to water sports, and an outdoor swimming pool.
Which notable nearby attractions can be visited from Chesapeake Beach Resort?
Nearby attractions include the History of Diving Museum (0.5 km) and the Theater of the Sea (6 km).
What services does Chesapeake Beach Resort offer for families?
The resort provides children's entertainment options, board games, and spacious family-friendly villas.
What languages do the staff at Chesapeake Beach Resort speak?
The staff can communicate in English and Spanish.
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