Chesapeake Beach Resort offers a variety of rooms, suites, and villas, providing ample options for travelers. Guests can choose from ocean view rooms, spacious one-bedroom suites, and standalone villas, each equipped with private balconies for scenic views. The newly renovated accommodations feature plush bedding and modern bathrooms complete with rainfall showers.
Unique Selling Point
Located in the Sport Fishing Capital of the World, Chesapeake Beach Resort provides exclusive access to the stunning waters of Islamorada. The resort features private beach access, offering guests direct enjoyment of white sandy shores. On-site water sports rentals such as kayaks and fishing rods enhance the Florida Keys experience.
Amenities
The hotel includes multiple outdoor pools with ocean views for guest relaxation. Visitors will find beach lounge chairs and games available for use on the sand. A variety of seasonal activities is also provided, ensuring enjoyment throughout the year.
Location
Chesapeake Beach Resort is centrally positioned in Islamorada, making it convenient for exploring local dining, shopping, and attractions. Guests can enjoy nearby access to the famous Islamorada Sandbar and all water-based activities available in the area. The proximity to key attractions makes it an appealing choice for guests looking to discover the Florida Keys.
Family and Group Features
The resort invites families and groups to experience its spacious accommodations and group rates for easy trip planning. Pet-friendly policies allow guests to bring their furry friends along for a beach getaway. Children can enjoy a range of outdoor games and beach activities right on the property.
Highlights
Location: Sport Fishing Capital of the World
Rooms: Newly renovated spacious suites
Amenities: Private beach access and outdoor pools
Activities: Water sports rentals onsite
Must-do experiences
Snorkel at the John Pennekamp Coral Reef State Park for vibrant marine life.
Taste fresh Key lime pie at Mrs. Mac's Kitchen, a local favorite.
Visit the Theater of the Sea for marine animal encounters and shows.
Kayak through Florida Bay at sunset for breathtaking views.
Explore the history at the Florida Keys History and Discovery Center.
Select your room type
Chesapeake Beach Resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
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
Show all rooms
Price and Room Availability Calendar
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Check-in/ Check-out
Facilities
Chesapeake Beach Resort offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.6/10Review score
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
Location
83409 Overseas Highway, Islamorada, 33036,
Explore Islamorada
Explore the Local Scene
Top Attractions
Activities
Dining
Entertainment
History of Diving Museum
12 minutes' walk
Diving history showcased through artifacts and exhibits. Unique guided tours available to enrich your visit.
Florida Keys History and Discovery Center
25 minutes walking
Interactive exhibits on Florida Keys' culture and history. Family-friendly with educational programs and events.
Windley Key Fossil Reef Geological State Park
25 minutes walking
Explore stunning fossilized reefs. Features scenic trails and picnic areas, perfect for nature lovers.
Lobster Trap Art Gift Shop and Gallery
25 minutes walking
Local art and crafts using recycled materials. A great spot for unique souvenirs and art appreciation.
Water Sports at Whale Harbor Marina
3 minutes' walk
Thrilling water sports available, including boating and fishing. Rentals and tours accessible on-site.
Wellness at FNX Club
10 minutes' drive
Relaxation-focused classes, including yoga and fitness sessions. Perfect for unwinding after a busy day.
Biking along Upper Matecumbe Key
30 minutes walking
Scenic biking trails with picturesque views of the Keys. Rentals are easily available nearby for convenience.
Local Fishing Tours
3 minutes' drive
Guided fishing tours for both novices and experts. Experience local fisheries and enjoy the Florida atmosphere.
Wahoo's Bar and Grill
3 minutes' walk
Casual atmosphere with tasty seafood and tropical drinks. Reservations recommended during peak hours.
Whale Harbor Seafood Buffet
3 minutes' walk
Delicious seafood buffet featuring local specialties. Family-friendly with options for various dietary preferences.
Shuck N Dive
3 minutes' walk
Relaxed vibe offering fresh seafood and key lime pie. Great for casual dining and local seafood lovers.
Casa Mar Seafood
7 minutes' walk
Authentic seafood dishes with a cozy atmosphere. Offers options for various dietary needs; reservations recommended.
Live Music at Shuck N Dive
3 minutes' walk
Weekly live music events create a lively atmosphere. All ages welcome for a fun evening with family and friends.
Whale Harbor Marina
3 minutes' walk
Vibrant nightlife with bars and entertainment events. Regular gatherings and activities make it a lively destination.
Funky Fish Art Cafe
10 minutes' drive
Art-themed café offering occasional live performances. Kid-friendly with a colorful atmosphere and delicious bites.
Local Art Galleries
10 minutes' drive
Showcases local artists' work; great for cultural exploration. Regular exhibitions and events provide family-friendly fun.
Getting around
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
Reviews and Ratings
Feedback about Chesapeake Beach Resort from previous guests about their experience.
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
Guest reviews
based on 88 reviews
4/5
based on 737 reviews
8.6/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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Questions of the users
About Chesapeake Beach Resort
Can guests enjoy fishing along the beach at Chesapeake Beach Resort?
5 November 2024
Fishing is permitted in the inlet area of the resort, offering a great experience for fishing enthusiasts.
Are pets allowed to accompany guests at the resort?
12 September 2024
Yes, up to two dogs are welcome per room, with a pet fee of $50 plus tax per pet, per night.
Is swimming permitted on the private beach?
1 January 2025
Swimming is allowed on the beautiful private beach along the oceanside, providing a perfect spot for guests to relax.
Do the rooms include kitchen facilities?
18 December 2024
Rooms feature mini-refrigerators and coffee makers, but they do not include full kitchen facilities like a stove.
Are dogs allowed on the beach and throughout the property?
22 March 2025
Pets are permitted on the beach and in many areas of the property, except for the swimming pools, as long as they are leashed.
Do the accommodations come with private balconies?
8 February 2025
Yes, each room offers its own private balcony, perfect for enjoying the seaside views.
If I arrive early, can I access the resort's amenities while waiting for my room?
15 April 2025
Early check-in is based on availability, but guests can enjoy the pools and beach area and utilize bathroom facilities until their room is ready.
Are there specific areas where my small dog can accompany me?
3 July 2024
Small dogs can access all guest areas on the property except for the pools, but must be on a leash.
Have all the guest rooms been recently updated?
27 November 2024
All rooms available for rent have been updated, though the property is still going through some renovations.
Is there a restaurant on-site at the resort?
30 June 2024
Currently, there are no dining options on the property, but several restaurants are located just a short walk away.
Are there rooms available on the ground floor?
11 September 2024
Yes, standard double queen and king rooms are available on the first floor, accessed via seven stairs.
Is there parking available for boats and trailers?
19 August 2024
Boat trailer parking and docking services are available for a fee of $60 per day.
Can I expect the views in the room to match what is shown in the photos on the website?
29 October 2024
Photos of the rooms illustrate various angles and direct views of the ocean, with options for the best ocean views indicated next to room types.
Does each guest room include a bathroom?
24 January 2025
Indeed, each room features a private bathroom for guests' convenience and comfort.
Is the resort accessible for guests with mobility impairments?
16 October 2024
The property provides ADA-compliant accommodations and welcomes guests of all abilities with accessible features.