What are the check-in and check-out times at Chesapeake Beach Resort?
Check-in is at 16:00 and check-out is at 11:00.
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Chesapeake Beach Resort, All-Inclusive in Islamorada
149US$
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About This Resort
83409 Overseas Highway,
Islamorada,
Florida,
United States,
33036,
Florida
- Close to the History of Diving Museum
Great
8.5
9.1
3.2
4.2
Loved by guests
"There are 2 heated pools and a hot tub, with 2 hours free of water sports."
"Such a cute boutique hotel! They offer a glass of sparkling wine upon arrival."
"Resort offers a laid back atmosphere with picture perfect views and two pools, hot tub, and pool bar area."
Chesapeake Beach Resort - Oceanfront resort with private beach, 0.3 miles from Whale Harbor Marina
Located between Everglades National Park and Florida Strait in Islamorada. The resort features an outdoor pool with ocean views, private beach access, and water sports equipment rentals (kayaks, paddleboards, fishing rods). On-site facilities include event venues for weddings and meetings, fish cleaning stations, and boat parking. Resort fee ($50/night) includes made-to-order breakfast, two hours of water sports rentals per room, beach chairs, and Wi-Fi. Theater of the Sea, offering dolphin swimming experiences, is 0.9 miles away. Alligator Reef snorkeling site is located 5.8 miles offshore.
Additional perks of the hotel
24-hour coffee and tea service in lobby
Welcome drink upon arrival
Seasonal resort activities and beach games
Group rates available for events
Pet-friendly accommodations
ADA compliant facilities
Full Moon Party access at Pierre's Restaurant
Italian and seafood restaurants within walking distance
Rooms and Suites
Standard rooms feature balconies with pool or ocean views, walk-in showers, and 37-inch flat-screen TVs. Ocean View Suites include separate living rooms with dining tables seating four, and sleeper sofas. Villas offer kitchenettes with full-size refrigerators, two-burner stovetops, and dishwashers. ADA accessible rooms available with roll-in showers. Two-bedroom suites feature master bedrooms with king beds and direct balcony access.
Other conveniences
Air conditioning and heating
Coffee makers and mini-refrigerators
Balcony furniture
In-room safes
Blackout curtains
Wardrobes
Free toiletries
AM/FM alarm clocks
Complimentary robes and slippers
Tiled floors in villas
“This Islamorada resort emphasizes relaxation, especially for families who want a private beach experience. Complimentary water sports add value, and the spacious villas suit longer stays. I think it's a particularly appealing venue for beachfront weddings, given the setting.”
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Choose Your Ideal Room
Choose from suites, family rooms, and more—breakfast, free cancellation, and exclusive perks included
Ocean View King
2 persons
32 m²
1 King-size bed
Shower
Coffee machine
room details
Deluxe King Suite
2 persons
55 m²
1 King-size bed
Shower
Coffee machine
room details
Standard Queen Room
2 persons
29 m²
2 King Size Beds
Shower
Coffee machine
room details
Hearing impaired Ocean view Two Queen Beds
2 persons
34 m²
2 King Size Beds
Shower
Coffee machine
room details
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Rates and Room Availability by Date
Find available dates and compare today’s prices
Resort Features & Services
Unmatched comfort, unforgettable experiences—all built into your stay
General
- No smoking on site
- Free 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
- Patio
- 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,
33036,
Florida
Map view
83409 Overseas Highway,
Islamorada,
Florida,
United States,
33036,
Florida
City landmarks
Museum
History of Diving Museum
950 m
Landmark
Windley Key Fossil Reef Geological State Park
2.3
km
Gallery
Lobster Trap Art Gift Shop and Gallery
2.2
km
Museum
Florida Keys History and Discovery Center
2.3
km
Island
Upper Matecumbe Key
2.9
km
Island
Windley Key
2.4
km
Monument
Hurricane Monument
3.1
km
Gallery
Michelle Nicole Lowe Art Gallery
2.8
km
Landmark
Keys History & Discovery Center
2.4
km
Landmark
In the Doghouse Art Studio
3.0
km
Gallery
Pasta Pantaleo Signature Gallery
3.4
km
Gallery
Gallery Morada
3.4
km
Landmark
Carysfort Reef
3.0
km
Island
Plantation Key
3.0
km
Island
Raccoon Key
3.0
km
Church
Matecumbe United Methodist Church
3.1
km
Gallery
Elena Madden Studio Gallery
3.3
km
Gallery
Portside Studio & Gallery
3.4
km
Landmark
Cheeca Rocks
3.6
km
Landmark
Indian Key State Historic Site
4.1
km
Landmark
Lignumvitae Key Botanical State Park
4.1
km
Landmark
Rain Barrel Village
5.0
km
Landmark
FNX Club by Islamorada Fitness
4.4
km
Landmark
Rain Barrel Sculpture Gallery
5.0
km
Landmark
Crossland Gallery
4.6
km
Nearby
Marina
Whale Harbor Marina
210 m
Restaurants
Wahoo's Bar and Grill
190 m
83413 Overseas Hwy
Whale Harbor Seafood Buffet
210 m
83413 Overseas Hwy
The Sand Bar
210 m
83413 Overseas Hwy
Shuck N Dive
210 m
83413 Overseas Hwy
Casa Mar Seafood
560 m
97001 Oversea Hwy Islamorada
Ziggie & Mad Dog's
910 m
83000 Overseas Hwy
Explore Islamorada
Explore the Area
History of Diving Museum
12 minutes' walk
Diving artifacts and exhibits; highlights the evolution of scuba diving with engaging displays and interactive elements.
Windley Key Fossil Reef Geological State Park
25 minutes walking
Unique fossilized coral reefs and hiking trails; offers a glimpse into prehistoric marine life with guided tours available.
Florida Keys History and Discovery Center
25 minutes walking
Extensive local history exhibits; explore the cultural heritage of the Keys with various themed galleries and free admission days.
Wahoo's Bar and Grill
3 minutes' walk
Casual atmosphere with seafood specialties; try the grilled fish tacos or fresh catch of the day.
Whale Harbor Seafood Buffet
3 minutes' walk
Buffet-style dining featuring a variety of seafood dishes; perfect for families, with kids' options available.
Shuck N Dive
3 minutes' walk
Casual bar with a fun setting; hosts local events and trivia nights that cater to all ages.
Transportation Options & Local Travel
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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
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
FAQs
About Chesapeake Beach Resort
Is parking available at Chesapeake Beach Resort?
Private parking is available on-site for free, but a reservation is needed.
What recreational facilities does Chesapeake Beach Resort offer?
The hotel features a heated outdoor pool with ocean views, private beach access, and complimentary fishing equipment.
Which amenities are included in the guest rooms at Chesapeake Beach Resort?
Rooms offer air conditioning, a 37-inch flat-screen TV, a small refrigerator, and free Wi-Fi.
How far is Chesapeake Beach Resort from the History of Diving Museum?
The History of Diving Museum is just a 3-minute walk from the hotel.
What nearby attractions can guests visit from Chesapeake Beach Resort?
Nearby attractions include Windley Key Fossil Reef Geological State Park (3 km) and Theater of the Sea (6 km).
Is breakfast available at Chesapeake Beach Resort?
Breakfast is available at an additional charge.
What types of views can guests expect from their rooms at Chesapeake Beach Resort?
Rooms offer views of the ocean or patio.
What leisure activities are available at Chesapeake Beach Resort?
Leisure activities include beach access, fishing, and use of outdoor sun loungers.
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