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CHESAPEAKE BEACH RESORT, Islamorada
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About the Hotel
83409 Overseas Highway, Islamorada, 33036, -
Close to the History of Diving Museum
Key Highlights
Oceanfront resort with direct private beach access and two heated pools overlooking the Atlantic.
Complimentary daily breakfast with made-to-order omelets, pancakes, and fresh fruit.
Free use of kayaks, paddleboards, fishing gear, and bicycles (2-hour limit).
Pet-friendly policy: up to two dogs per room ($50/night each), allowed on the beach but not in pools.
Free parking and WiFi; boat dockage available for $60/day.
Hotel Details
Highly rated by guestsof Chesapeake Beach Resort
Critical Operational Notes
- A daily resort fee of $13.50 applies and includes parking; parking reservation is required.
- Check-in from 16:00 to 23:00; check-out until 11:00. Late check-out is not guaranteed.
- Pet fee is $50 plus tax per pet per night (up to 2 dogs per room).
- No restaurant or bar on site; three restaurants are within a 1-minute walk.
- Standard rooms are located in a non-view building accessed by stairs (7 steps) - no elevator in that building.
- Daily housekeeping is provided, but full cleaning requires you to vacate the room and notify front desk.
Most popular facilities
at Chesapeake Beach ResortWi-Fi
Free parking
24-hour services
Swimming pool
Air conditioning
Facilities for kids
Choose your room type
Chesapeake Beach Resort — double rooms, family rooms, and suites. Breakfast options and free cancellation available on selected rates
Show all rooms
Hotel Price Calendar
Check availability and prices for your dates
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Check-in/ Check-out
Facilities
What's included at Chesapeake Beach Resort — facilities and services available during your stay
General
- No smoking on site
- Wi-Fi
- Free 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
Explore Islamorada
History of Diving Museum
12 minutes' walk
Museum showcasing the history of diving with exhibits and artifacts. Interactive displays enhance the experience for all ages.
Florida Keys History and Discovery Center
25 minutes' walk
Center with exhibits on the cultural history and ecology of the Florida Keys, great for families and history buffs.
Windley Key Fossil Reef Geological State Park
4 minutes' drive
Geological park featuring fossilized coral reefs and nature trails. Ideal for hiking enthusiasts and eco-lovers.
Lobster Trap Art Gift Shop and Gallery
4 minutes' drive
Local art gallery featuring unique works by local artisans. Perfect for picking up a special souvenir.
Water Sports Rentals
3 minutes' walk
Equipment rentals for kayaking, paddleboarding, and snorkeling right by the hotel. Exciting for solo adventurers and families.
Relaxing Spa Services
10 minutes' drive
Spa offering a range of treatments, from massages to facials, perfect for unwinding after a busy day.
Wahoo's Bar and Grill
3 minutes' walk
Casual dining spot with fresh seafood and tropical cocktails. Great atmosphere with live music on weekends.
Whale Harbor Seafood Buffet
3 minutes' walk
Buffet featuring a variety of seafood and local dishes. Family-friendly with a vibrant atmosphere.
Casa Mar Seafood
7 minutes' walk
Charming seafood restaurant known for its fresh catches and lovely outdoor seating. Reservations recommended.
Islamorada Beer Company
10 minutes' drive
Craft brewery with tastings, tours, and live music events. A relaxed spot perfect for enjoying a local brew.
The Islander Watersports
5 minutes' drive
Family-friendly watersport venue offering sunset cruises and dolphin tours. Fun for all ages, with memorable experiences.
Getting around
Book early and pay less
See available rates for your dates
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
Guest Reviews and Ratings
What guests said after staying at Chesapeake Beach Resort
Pros
Helpful staff
Clean rooms
Daily breakfast
Sandy beach
Free parking
Cons
Rundown hotel
Show more reviews
FAQs
About Chesapeake Beach Resort
What time is check-in and check-out at Chesapeake Beach Resort?
Check-in is at 16:00 and check-out is by 11:00.
Is parking available at Chesapeake Beach Resort?
Free private parking is available on-site, with prior reservation needed.
What nearby attractions can be visited from Chesapeake Beach Resort?
Nearby attractions include the History of Diving Museum (0.5 km) and Theater of the Sea (6 km).
What outdoor amenities are featured at Chesapeake Beach Resort?
The resort offers a private beach, an outdoor heated pool, and sun loungers.
What kind of dining options are available at Chesapeake Beach Resort?
An on-site restaurant is available along with nearby options like Whale Harbor Seafood Buffet, Wahoo's Bar and Grill, and Shuck N Dive, all within 0.5 km.
What are the room features at Chesapeake Beach Resort?
Rooms include free Wi-Fi, air conditioning, a flat-screen TV, and a refrigerator.
Are there recreational activities offered at Chesapeake Beach Resort?
Guests can enjoy beach access, fishing, and free kayak and paddleboard rentals.
Does Chesapeake Beach Resort provide business services?
The resort offers a 24-hour reception and luggage storage services.
What facilities help to ensure accessibility at Chesapeake Beach Resort?
The resort features wheelchair access throughout the property.
What special features does Chesapeake Beach Resort offer for guests?
Guests enjoy personalized breakfast delivery service and complimentary water sports equipment rentals.
What languages do the staff at Chesapeake Beach Resort speak?
The staff speaks English to assist guests.
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