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

PricelineUS$ 218*
View Deal
07/05/2017 08/05/2017
1 room 2 adults 0 children
US$ 218*
US$ 222*
US$ 222*
Compare best prices from top travel sites
and 8 more sites!
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"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"moduleList":["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

686 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
  • More
There are newer reviews for Chesapeake Beach Resort
See the most recent reviews
Showing 628: English reviews
Reviewed 4 weeks ago

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...

Thank NYCJulie
Fort Collins, Colorado
Reviewed 5 weeks ago 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...

Thank AngieBlairWard
Reviewed 20 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...

Thank Susan G
Rathdrum, Idaho
Reviewed 14 March 2017

Great resort, super clean and friendly. Lots to do but no ocean swimming, too shallow and dirty. The pools are sparkling, inviting and never crowded. Enjoyed the hot tub and kayaking along the mangroves looking for iguanas. The staff is very friendly and helpful, would definitely recommend this resort. Reasonable prices.

Thank bridges1111
Newport, Rhode Island
Reviewed 13 March 2017

A friend had stayed at the Chesapeake in February and said it was fine. As I was booking two nights in Islamorada for the first weekend in March, the Chesapeake turned out to have the best prices on a busy high-season weekend, so I went for it. Including the $18 a day resort fee and taxes, the bill for two...

1Thank pthomas156
Poway, CA
Reviewed 11 March 2017

We stayed at Chesapeake Beach Resort in Islamorada for 2 nights on the way to a couple of nights in Key West and then another 2 nights on the way back to Miami. Nice Atlantic beachfront location with good amenities such as pool, jacuzzi, use of kayaks and bikes and a small marina. Breakfast included but fairly meager. Ceasar at...

Thank mrlar13
Ann Arbor, Michigan
Reviewed 10 March 2017

Two pools, Jacuzzi, ocean front (swim through sea grass with Matinees, if you are lucky), tennis court--well maintained. Large resort grounds. Lots of beach seating. Free breakfast. Clean and well-appointed rooms. Friendly and helpful staff. Driving distance to restaurants--some delivery available. Rooms include refrigerator, TV, two full beds, balcony or screened-in porch, lots of drawer space, bathtub. Water pressure in...

Thank llwingate
Brisbane, Australia
Reviewed 6 March 2017

On the whole we were very disappointed with the hotel. I had expected more for a special occasion but the room was very dated: looked like it was built in the 1980's and desperately need a remodel, especially for the price. The room we had had a connecting door so we could hear all the noise from next door. The...

Thank Anthony S
Butler, Pennsylvania
Reviewed 3 March 2017

I love the Chesapeake Resort. This is the second time I have stayed there. Be sure to mention you are a returning customer to get a discount. CLEAN is the most important thing to me in a room, and it definitely is. Both pools are nice size and never felt crowded. I am not a hot tub person but theirs...

Thank klf418
Philadelphia,Pa. USA
Reviewed 1 March 2017

nice resort beautiful scenery. could have been better if the two heated pools were actually heated as advertised. kayak's and hobie cats for use free. free continental breakfast in the a.m. scrambled eggs,cereal,bread,fruit,yogurt,juice and coffee.

Thank tanmanjim

731 photos of this hotel

Traveller photos: See what travellers like you saw

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

TripAdvisor Photos: Professional photos exclusively commissioned by TripAdvisor

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

Management photos: Courtesy of the property manager

All Management Photos (22)
Pool/Beach Area (10)
Room/Suite (5)
View from Room (3)
Other (4)
07/05/2017 08/05/2017
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
3,192 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


  • 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
  • Free Internet
  • Public Wifi
  • Free High Speed Internet ( WiFi )
  • 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: ₹ 12,799 - ₹ 20,039 (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, Expedia, Hotwire, Orbitz, Travelocity, Hotels.com, TripOnline SA, Priceline, 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
US$ 218* /night
View Deal
Booking.comUS$ 222
Expedia.comUS$ 222
Orbitz.comUS$ 222
View all 10 deals
Prices are for 1 room, 2 adults
Change dates