Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, FL 33036, United States
+1 305 664 4662
C$ 153

rate per night


based on 443 reviews

Chesapeake Beach Resort
Wed 30/11
Sun 4/12

About Chesapeake Beach Resort

  • Resort Room
    Enjoy the many amenities of the resort
  • Clean and Tidy
    This stay has listed several different cleanliness practices.
  • Freebies
    This stay includes Wi-Fi and Breakfast for free

Chesapeake Beach Resort is located in Islamorada and is close to Hurricane Monument. It has a spa and wellness center, as well as a Jacuzzi, a sun deck and a private beach.

Chesapeake Beach Resort Islamorada treats guests to an outdoor pool, outdoor tennis courts and a bike rental service. Guests have access to a terrace and a barbecue area.

The resort features 65 rooms, all of which are filled with a variety of facilities to ensure an enjoyable stay.

Chesapeake Beach Resort is situated amongst the area's well-known sightseeing attractions, including Theater of the Sea, which is a short walk away. Guests are able to visit Key Largo and Long Key, situated a short drive away from the property.

Photos of Chesapeake Beach Resort

Latest deals for Chesapeake Beach Resort

Wed 30/11
Sun 4/12
Show deals with
Standard Rooms(C$ 153 - C$ 1,511)
Standard Room
bed type unknown
bed type unknown

C$ 153/night

C$ 153
bed type unknown
bed type unknown

C$ 189/night

C$ 189
bed type unknown
bed type unknown

C$ 208/night

C$ 208 totalExpedia
Double Rooms(C$ 161 - C$ 1,320)
Double room
bed type unknown
bed type unknown

C$ 161/night

C$ 161
bed type unknown
bed type unknown

C$ 179/night

C$ 179
bed type unknown
bed type unknown

C$ 313/night

C$ 313 totalTraveluro
King Rooms(C$ 359 - C$ 1,609)
King room
bed type unknown
bed type unknown

C$ 359/night

C$ 359
bed type unknown
bed type unknown

C$ 359/night

C$ 359 totalExpedia
bed type unknown
bed type unknown

C$ 397/night

C$ 397
Queen Rooms(C$ 502 - C$ 1,547)
Queen room
1 queen bed

1 queen bed

C$ 502/night

C$ 502
2 queen beds

2 queen beds

C$ 508/night

C$ 508
2 queen beds

2 queen beds


C$ 794/night

C$ 794 totalKAYAK
Deluxe Rooms(C$ 653 - C$ 954)
Deluxe room
bed type unknown
bed type unknown

C$ 653/night

C$ 653
bed type unknown
bed type unknown

C$ 696/night

C$ 696
bed type unknown
bed type unknown

C$ 705/night

C$ 705

Amenities at Chesapeake Beach Resort

  • Private beach
  • Outdoor pool
  • Room service
  • Bicycle rental
  • Tennis
  • Free Wi-Fi
  • Coffee machine
  • Wi-Fi available in all areas
  • Flat-screen TV
  • TV

Accessibility and suitability

  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • Multi-lingual staff
  • Hypoallergenic
  • No smoking
  • Lowered sink
  • Non-feather pillow
  • Private entrance
  • Pets allowed on request. Charges may apply.
  • Roll-in shower
  • Disabled Access
  • Elevator
  • Accessible by elevator
  • Toilet with grab rails
  • Upper floors accessible by elevator
  • Upper floors accessible by stairs

Health and safety

  • Contactless check-in/check-out
  • Face masks for guests available
  • Physical distancing rules
  • Hand sanitizer in guest accommodation and key areas
  • Screens or physical barriers placed between staff and guests in appropriate areas
  • Use of cleaning chemicals that are effective against coronavirus
  • Guest accommodation is disinfected between stays
  • Guests can opt out of accommodation cleaning
  • Staff follow all safety protocols as directed by local authorities
  • Disinfection of high-touch surfaces
  • First-aid kit
  • Enhanced cleaning
  • Carbon monoxide detector
  • Thermometers for guests provided by property
  • Safe


  • Wi-Fi available in all areas
  • Internet
  • Fan
  • Fire extinguisher
  • Free toiletries
  • Smoke alarms
  • Heating
  • Air-conditioned
  • Free Wi-Fi
  • Linens
  • Towels
  • Shampoo
  • Body soap
  • Trash cans
  • Conditioner


  • Kitchenware
  • Kitchenette
  • Dishwasher
  • Microwave
  • Stovetop
  • Toaster
  • Refrigerator
  • Coffee machine


  • Hairdryer
  • Private bathroom
  • Shower
  • Shower cap
  • Spa bath
  • Toilet
  • Toilet paper
  • Walk-in shower


  • Window
  • Interconnected room(s) available
  • Pool view
  • Sea view
  • Seating area
  • Sofa
  • Telephone
  • Tile/marble floor

Services and conveniences

  • Wake-up service
  • Mini-market on site
  • Room service
  • Key access
  • Key card access
  • Private check-in/check-out
  • 24hr front desk

Pool and spa

  • Heated pool
  • Spa
  • Hot tub
  • Outdoor pool
  • Pool towels
  • Pool with a view


  • Outdoor furniture
  • Private beach
  • Garden
  • Terrace/Patio
  • Beach towels
  • Balcony


  • Socket near the bed
  • Sofa bed
  • Alarm clock
  • Clothes rack
  • Wardrobe or closet

Media and entertainment

  • Flat-screen TV
  • Cable or satellite TV
  • TV

Things to do

  • Bicycle rental
  • Board games/puzzles
  • Fishing

Parking and transportation

  • Parking
  • Private parking


  • Laundry facilities
  • Iron and ironing board


  • Computer use available


  • Dining table

Family friendly

  • Complimentary breakfast


  • Tennis

Reviews of Chesapeake Beach Resort

GreatBased on 443 verified guest reviews

Time of Year:
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Newest first
4.0 Mediocre
6.8 Okay
Pros:The view and well kept grounds were incredible. The view of sunrise and sunset were breathtaking. The tiki bar with local beers was a plus.
Cons:Unfortunately we arrived and immediately jumped in the shower. The shower was not cleaned property with black long hair all over the shower wall. This was not s good start to our stay. Also, the shower and bathroom could be updated to reflect the beauty of the locale and the price of the rooms.
5.4 Passable
Pros:Breakfast awesome fresh
Cons:Construction all day next door, no food at property. The have a bar/tiki but it is closed. Rug in rooms very clammy. Only to sleep and leave.
7.4 Good
Pros:Great waterfront view from our room, heated pools, and nice harbor for the boats. Covered parking was nice and the staff was also very friendly.
Cons:You are charged a daily resort fee not included in the original cost, but I have to say it's less of a resort and more of a hotel.
5.7 Passable
Pros:We liked the views and proximity to water and water sports. Breakfast was good. Plenty of outdoor seating to relax. Good location.
Cons:Our bed was so tough to sleep in, and we tried both beds in the room. We woke up with sore backs and tossed all night. So we were tired a lot of the trip from barely sleeping. We are young too so this is not regular for us. Other than that, the room could have been cleaner, specifically the shower. And we wished for a tiki bar for drinks on resort.
8.5 Great
Pros:Just ONE catamaran is not ready for sailing. Lack some important accessories for normal sailing.
10.0 Excellent
Pros:We stayed in one of the cottages. Nice screened in porch and beds were very comfy. Sitting on top of the tiki hut was awesome in the breeze watching the motor sports on the water. Really nice place.
Cons:We saw a sign that said no taking wildlife from the lagoon so we didn't fish off the dock. The dock was full of snapper but we could only fish off the beach were there were no fish.
9.7 Excellent
Pros:i liked the location of the resort. The activities like kayaking, biking and sailing were of no extra charge. Breakfast was included. The views and grounds were very attractive. Our college aged daughter and friends joined us for an overnight, and really loved the resort.
9.4 Excellent
Pros:We upgraded from a regular room to a suite 702, and was thrilled with the accommodations, could not have asked for a better view. Felt like royalty for 3 days. PS Breakfast is included I think with most rooms was acceptable
9.3 Excellent
Pros:Staff was very helpful in getting our room upgraded to a king room. We were even able to upgrade to a king suite with ocean view. We did have to pay more, but it was discounted for us. Very quiet and relaxing with a beautiful view!
Cons:Our room at first had 2 double beds and we wanted a king.


83409 Overseas Highway, Islamorada, FL 33036

What's nearby

  • History of Diving Museum0.9 km
  • Theater of the Sea1.4 km
  • Blu Bamboo Salon and Day Spa2.2 km
  • Lobster Trap Art Gallery2.2 km
  • Hooked on Books2.8 km
  • Cheeca Lodge & Spa3.1 km
  • Matecumbe United Methodist Church3.1 km
  • Hurricane Monument3.1 km
  • Island Body & Sol Spa3.3 km
  • The Rain Barrel Artisan Village5 km
  • Bud n' Mary's Fishing Marina6.2 km
  • Bud n' Mary's Dive Center6.2 km



Check in anytime after 4:00 PM, check out anytime before 11:00 AM


Cancellation/prepayment policies vary by room type and provider.

FAQs when booking at Chesapeake Beach Resort

  • Chesapeake Beach Resort is located at 83409 Overseas Highway, 2 km from the centre of Islamorada. History of Diving Museum is the closest landmark to Chesapeake Beach Resort.

  • Check-in time is 4:00 PM and check-out time is 11:00 AM at Chesapeake Beach Resort.

  • Yes, Chesapeake Beach Resort offers free Wi-Fi.

  • Chesapeake Beach Resort is 101 km from Miami. Chesapeake Beach Resort is 113 km from Miami Opa Locka.

  • Yes, Chesapeake Beach Resort has a pool on-site.

  • KAYAK scours the web for all room deals available at Chesapeake Beach Resort in Islamorada and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Chesapeake Beach Resort and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Chesapeake Beach Resort.

Nearby hotels and places to stay

Good to know

Value for money


Distance to city centre

2.0 km

Location rating


Nearest Airport


Distance to airport

101.0 km