We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Chesapeake Beach Resort

Show Prices
Enter dates for lowest prices
powered by PriceFinder
Check In Check Out
1 room 2 adults 0 children
We check 200+ sites to find the latest and lowest prices.
Professional photos
Chesapeake Beach Resort
Chesapeake Beach Resort
Panoramas (12)
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow
JPMiles / PAYBACK
50

686 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
There are newer reviews for Chesapeake Beach Resort
See the most recent reviews
Showing 628: English reviews
milwaukee, wi
Reviewed 19 January 2015

stayed 5 nights - comfortable room over-looking beach. beds comfortable, rooms clean with small refrigerator. charged each day for adequate continental breakfast, whether you had it or not, and at $18 per person, way over-priced. 2 pools, nice beach area. not very up-scale, but adequate, close to 2 marinas. would probably return, although peak season prices are high ($300 per...

 Report
Helpful?
3Thank peseif53
Dallas, Texas
Reviewed 18 January 2015

our family stayed at the hotel for a great price. The place was clean. They have water sports for free! Breakfast included to get your day started. Not the most modern, but for the cost we were pleasantly surprised. Front desk was friendly. Beautiful sunset location.

 Report
Helpful?
2Thank Jennifer G
Atlantis, fl
Reviewed 18 January 2015

The location was great, right on the ocean. Facilities a little tired and dated. Room OK. Bathroom, BAD. Tub/shower had no grab bars and the tub was slippery. Was concerned about my friend as she was recovering from a broken ankle. Had a nice complimentary breakfast with hot and cold items. Had a nice seating area outside. Service people at...

 Report
Helpful?
Thank Golf193
Oldham, United Kingdom
Reviewed 13 January 2015

We drove up from Key West looking to break up the journey back to Fort Lauderdale and came across Islamorada, They have a variety of rooms but we wanted a sea view room and to use the pool, 510 was spacious if a little tired, although I tried my best we only got a 15% walk-up discount although there didnt...

 Report
Helpful?
1Thank STEVE528791
Cape Chin
Reviewed 10 January 2015

Stayed here last year in Feb, Hotel a little run down and the pics they show must of been taken when refurbished years ago, We reserved for 2015 and we had to cancel 1 1/2 months before our stay time, There is no SET cancellation fee, or a description explaining a cancellation. The mgmt decides what you pay, No description...

 Report
Helpful?
5Thank Montana337
Reviewed 30 December 2014 via mobile

This place looks good online however they jip you. Instead of getting a premium room which we paid for they put us in a deluxe room. After going and arguing with them they had two different views on what the room was and were very dishonest. The place although it has nice views, doesn't have a bar on the beach...

 Report
Helpful?
7Thank Megan M
Boston, Massachusetts
Reviewed 18 December 2014

Great spot for a weekend almost halfway between Miami & Key West. This is an older facility built probably in the 50's. Room are very dated. Out bathroom door hit the toilet when opened or closed. Most sliding door in the facility were not very easy to slide, bad rollers. Parking is tight. Grounds are very well maintained. Hot Tub...

 Report
Helpful?
4Thank Indigo1857
Reviewed 14 December 2014

This hotel is filthy. The room smelled like mold. The carpets were dirty, behind the nightstand and around the baseboards were caked with grime and dust. The chair had food and who knows what else all over it. The AC was permanently blowing stale air into the room. I never let my bare feet touch the ground and slept in...

 Report
Helpful?
2Thank Brian A
Buntingford, United Kingdom
Reviewed 10 December 2014

Have stayed at Chesapeake Beach resort on numerous occasions and keep coming back because ,to me , it is the best value for money in the Keys. My room has always been very clean, well appointed and comfortable. The grounds are clean and pleasant and the staff very helpful. When staying with friends we have rented one of the villas...

 Report
Helpful?
4Thank beetobee
Reviewed 7 December 2014

FALSE ADVERTISEMENT. This is my first time to Islamorada and I will never stay at this "resort" again. This is NOT a resort but rather a outdated motel on gravel land with a man made fake beach. The room smelt like must and urine upon arrival and we were informed of an $18 daily fee to utilize old beach equipment....

 Report
Helpful?
10Thank Jkkell

731 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (457)
Viewed
Pool/Beach Area (74)
Viewed
Hotel & Grounds (96)
Viewed
View from Room (38)
Viewed
Room/Suite (46)
Viewed
Bathroom (13)
Viewed
Dining (1)
Viewed
1:58
Videos (1)
Viewed
Other (188)

TripAdvisor Photos: Professional photos exclusively commissioned by TripAdvisor

Viewed
All TripAdvisor Photos (252)
Viewed
Amenities (23)
Viewed
Beach (13)
Viewed
Efficiency Villa (30)
Viewed
Ocean View Queen (29)
Viewed
Pool (22)
Viewed
Premium Ocean Front Suite (47)
Viewed
Dining (9)
Viewed
The Hotel (16)
Viewed
Two Bedroom Villa (41)
Viewed
Two Doubles Garden View (22)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (22)
Viewed
Pool/Beach Area (10)
Viewed
Room/Suite (5)
Viewed
View from Room (3)
Viewed
Other (4)
Check In Check Out
Hotels you might also like...
Travellers also viewed these Islamorada hotels
5.8 km away
Amara Cay Resort
Amara Cay Resort
#5 of 19 in Islamorada
1,280 reviews
1.0 km away
Postcard Inn Beach Resort & Marina
1.3 km away
Pelican Cove
Pelican Cove
#6 of 19 in Islamorada
636 reviews
Show Prices
Show Prices
Show Prices
2.5 km away
Islander Resort, a Guy Harvey Outpost
3.0 km away
Cheeca Lodge & Spa
Cheeca Lodge & Spa
#7 of 19 in Islamorada
3,195 reviews
5.3 km away
La Siesta Resort & Marina
La Siesta Resort & Marina
#11 of 19 in Islamorada
547 reviews
Show Prices
Show Prices
Show Prices

Amenities

Highlights
  • Free Parking
  • Pool
  • Beachfront
  • Room Service
  • Breakfast included
  • Free High Speed Internet ( WiFi )
About the property
  • Beachfront
  • Wheelchair Access
  • Non-Smoking Hotel
Things to do
  • Pool
  • Tennis Court
  • Hot Tub
Room types
  • Suites
  • Non-Smoking Rooms
  • Kitchenette
  • Family Rooms
  • Accessible rooms
In your room
  • Air Conditioning
  • Refrigerator in room
Internet
  • Free Internet
  • Public Wifi
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
  • Room Service
  • Breakfast included
  • Laundry Service
  • Multilingual Staff
  • Self-Serve Laundry
Official Description (provided by the hotel)
Islamorada's famous beach and fishing destination, Chesapeake Beach Resort, rests on 6.5 Acres of oceanfront sands and gardens halfway between Miami and Key West, in the Florida Keys. Our property delivers state-of-the-art amenities and luxurious accommodations to our guests. We are proud to offer HDTV, Stereo radio/CD/alarm and wireless internet connection, along with carpeting, furniture, bathrooms and kitchens including granite countertops and vanities; all to make your stay more enjoyable and relaxing. ... more   less 

Additional Information about Chesapeake Beach Resort

Address: 83409 Overseas Hwy, P.O. Box 909, Islamorada, FL 33036-3526
Region: United States > Florida > Florida Keys > Islamorada
Price Range: ₹ 12,759 - ₹ 19,977 (Based on Average Rates for a Standard Room)
Hotel Class:2.5 star — Chesapeake Beach Resort 2.5*
Number of rooms: 65
Reservation Options:
TripAdvisor is proud to partner with Expedia, Booking.com, Hotwire, Hotels.com, Travelocity, Orbitz, Priceline, TripOnline SA, getaroom.com, Evoline ltd and HotelQuickly so you can book your Chesapeake Beach Resort reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
Chesapeake Beach Hotel Islamorada
Hotel Style:
#6 Top resorts Hotel in Islamorada
#11 On the Beach Hotel in Islamorada
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Chesapeake Beach Resort staff and other travellers.
17 questions
Ask a question
Batavia, New York
over a year ago
Chicopee, Massachusetts

See all questions (17)

Questions? Get answers from Chesapeake Beach Resort staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“A king suite ocean view top floor is best”
204martim, 5 Apr 2017 | Read review
“Skip the garden view rooms. Get an ocean view or ocean front.”
RayS902, 3 Apr 2017 | Read review
“beach side view”
NicoleD416, 2 Apr 2017 | Read review
“I was happy we paid a little more for the balcony room with ocean views”
NYCJulie, 29 Mar 2017 | Read review
“Ask for a room with a view; why not?”
pthomas156, 12 Mar 2017 | Read review
5 of 5