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

Booking.comUSD 181*
View Deal
04/06/2017 05/06/2017
1 room 2 adults 0 children
Lock in the lowest price from our partners
View Deal
Compare best prices from top travel sites
and 11 more sites!
Professional photos
Chesapeake Beach Resort
Chesapeake Beach Resort
Panoramas (12)
View Map
{"widget":{"name":"ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

693 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 635: English reviews
rye, ny usa
Reviewed 6 April 2017

We stayed at the Chesapeake with a large group of fisherman. Hotel was clean, maid service pretty prompt. Nice pool and hot tub. Couldn't take advantage of free breakfast, had to be out on the boat too early. Would stay there again.

 Report
Helpful?
Thank lukegt3
Reviewed 6 April 2017

We came back here because we had gotten engaged here 25 years ago. I am afraid some of the decor was from the same time. We were supposed to get water daily, we had to go to the office two nights in a row cause no water appeared. The bathroom is in great need of renovation. Overall, the staff was...

 Report
Helpful?
Thank Marti M
Reviewed 4 April 2017

If you wanna spend quality time with your loved ones and need some time away from friends, family & hustle bustle of the city, this is the place to go. Agreed, this place is old fashioned but it's Clean!! and the housekeeping is outstanding. The continental breakfast does not quite justify the $18 resort fee they charge, but it's all...

 Report
Helpful?
3Thank holyslayer
West Palm Beach, Florida
Reviewed 4 April 2017

I booked an oceanfront suite midweek for 3 nights. Last minute reservation. I live only 2.5 hrs away. Room was ready at noon which was a big plus. Great views from these rooms. I don't like the connecting doors to other room though it doesn't matter at night as I can close my bedroom door if folks are watching tv....

 Report
Helpful?
1Thank Ray S
Atlantic City, New Jersey
Reviewed 3 April 2017

I did a lot of research looking for a few things in a place to stay. First I was looking for something within driving distance to Key West so I can spend the day and then get back to a hotel that was quiet. Also looking for free breakfast and parking. Chesapeake Beach Resort has a great staff who are...

 Report
Helpful?
3Thank NicoleD416
green bay
Reviewed 1 April 2017

We recently had our wedding in Islamorda, Florida. Some of our guests we secured lodging at Chesapeake Beach Resort. Upon arrival all our guests were treated rudely by the receptionist. On our wedding night I called the Resort to try and get the billing figured out and the desk clerk actually yelled at me. Seriously, I told her it was...

 Report
Helpful?
1Thank WIdivers
Key West, Florida
Reviewed 30 March 2017

Can you imagine being assigned the wrong room? Well that might be humorous to some, that is unless the person or persons in the already occupied room have a gun. With no notice of entry such as "room service" or "maid." one can easily be considered an intruder. Anyone who is the occupant of such a room has a right...

 Report
Helpful?
2Thank lfa1360
NYCJulie
Reviewed 29 March 2017

we had an efficiency with a balcony on a second floor with ocean views, it was perfect! the room was clean and plenty spacious. the best part was the balcony with the ocean view. the property is great too. would have been nice if the tiki bar served food (it does have drinks) but you can order from Wahoos next...

 Report
Helpful?
Thank NYCJulie
Fort Collins, Colorado
Reviewed 23 March 2017 via mobile

We enjoyed the hotel, the beach was beautiful and the efficiency villa was perfect for our family. Loved the screened in porch and we cooked the fish we caught at Robbie's in the little kitchen. I just don't know why the staff was so cranky. Not a friendly greeting when we arrived, the man driving around in the golf cart...

 Report
Helpful?
Thank AngieBlairWard
Reviewed 21 March 2017

This resort was right off the highway. We had a Efficiency Room which was at the back of the complex. The room wasn't too bad. It had stove, fridge etc. and a screened in porch. This room might be great for couples with children. You could see there were premium rooms at the front of the hotel but we were...

 Report
Helpful?
Thank Susan G

739 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (465)
Viewed
Pool/Beach Area (77)
Viewed
Hotel & Grounds (98)
Viewed
View from Room (38)
Viewed
Room/Suite (46)
Viewed
Bathroom (13)
Viewed
Dining (1)
Viewed
1:58
Videos (1)
Viewed
Other (191)

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)
04/06/2017 05/06/2017
Hotels you might also like...
Travellers also viewed these Islamorada hotels
5.8 km away
Amara Cay Resort
Amara Cay Resort
#6 of 19 in Islamorada
1,295 reviews
1.0 km away
Postcard Inn Beach Resort & Marina
1.3 km away
Pelican Cove
Pelican Cove
#5 of 19 in Islamorada
647 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
3,258 reviews
5.3 km away
La Siesta Resort & Marina
La Siesta Resort & Marina
#11 of 19 in Islamorada
558 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
  • Public Wifi
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
  • Room Service
  • Breakfast included
  • Multilingual Staff
  • Laundry Service
  • 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: $277 - $396 (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 Booking.com, Hotels.com, Orbitz, Travelocity, Expedia, Hotwire, Cancelon, Cheap Tickets, Evoline ltd, Priceline, getaroom.com, TripOnline SA, HotelsClick 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
Chesapeake Beach Resort Islamorada, Florida
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

“Rooms are very quiet and the AC is very cold! Very clean place!”
melaniekelly40, 20 May 2017 | Read review
“facing the ocean ..we stayed in 505. perfect. Rooms near office and road face the gardens but the traffic noise is audible.”
clj400, 8 May 2017 | Read review
“Ocean view”
john9572, 29 Apr 2017 | Read review
“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
5 of 5
Booking.com
USD 181* /night
View Deal
TripAdvisorUSD 181
HotelsClickUSD 241
TravelocityUSD 222
View all 14 deals
*Disclaimer
Prices are for 1 room, 2 adults
Change dates