Chesapeake Beach Resort, All-Inclusive in Islamorada
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About This Resort
83409 Overseas Highway, Islamorada, 33036,
-
Close to the History of Diving Museum
Great
8.6
9.1
/10
3.9
4.2
/5
Loved by Chesapeake Beach Resort guests
Comfortable rooms
Beautiful views
Friendly staff
Beach area
"There are 2 heated pools and a hot tub, with 2 hours free of water sports."
Jia from United Kingdom
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"Such a cute boutique hotel! They offer a glass of sparkling wine upon arrival."
Lexxi71 from United States
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"Resort offers a laid back atmosphere with picture perfect views and two pools, hot tub, and pool bar area."
Joshua from United States
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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.”
Madeline ScottChief Content Curator at Allinclusiveresorts
Choose Your Ideal Room
Choose from suites, family rooms, and more—breakfast, free cancellation, and exclusive perks included
Ocean View Two Queens
2 persons
32 sq. feet
2 Double beds
Air conditioning
Balcony
room details
Ocean View King
2 persons
32 sq. feet
1 King-size bed
Air conditioning
Balcony
room details
Deluxe King Suite
2 persons
55 sq. feet
1 King-size bed
Air conditioning
Balcony
room details
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Rates and Room Availability by Date
Find available dates and compare today’s prices
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Check-in/ Check-out
Resort Features & Services
Unmatched comfort, unforgettable experiences—all built into your stay
Facilities: Great
8.6/10Review score
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
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Location
83409 Overseas Highway, Islamorada, 33036,
Explore Islamorada
Explore the Area
Top Attractions
Activities
Dining
Entertainment
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.
Water Sports at Whale Harbor Marina
3 minutes' walk
Thrilling jet ski rentals, kayaking, and fishing charters; ideal for adventure seekers wanting to explore the waters.
Yoga Sessions at FNX Club
10 minutes' drive
Relaxation-focused yoga classes; a perfect way to unwind while enjoying a calming atmosphere in a fitness community.
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.
Live Music at The Sand Bar
3 minutes' walk
Lively atmosphere with local bands performing; enjoy a mix of genres and a family-friendly vibe.
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
City Centre
Islamorada 24 min · 1.2 mi
Bus
Bus stop 8 min · 3.3 mi
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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
Guest Reviews & Star Ratings
Hear from Guests Who’ve Stayed Before
Review score
Based on 993 verified reviews
8.9 /10
Great
89 %
Recommend
Cleanliness
9.0/10
Comfort
8.9/10
Facilities
8.6/10
Free WiFi
8.5/10
Location
9.0/10
Staff
8.6/10
Value for money
7.9/10
Pros
Sheltered dock
Private beach
Easy snorkeling
Comfortable room
Cons
Noisy traffic
Uncomfortable pillows
Lukewarm shower
Construction noise
Guest reviews
based on 88 reviews
4/5
based on 734 reviews
8.6/10
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FAQs
About Chesapeake Beach Resort
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.
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.