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“Excellent location/family friendly ”

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Chesapeake Beach Resort
Ranked #14 of 19 Hotels in Islamorada
Reviewed 18 October 2017 via mobile

Over the last 10yrs I have spent several weekends at Chesapeake. The experience as far as customer service and quality of stay has varied. The one constant is the location and the convenient boat ramp. That coupled with boat docks and decent trailer parking make it nice for the fisherman/lobster hunter alike. Cool lagoon to swim in and nearby all the amenities one could desire. Continental breakfast is ample and though there is a $18/day resort fee they offer kayaks and water equipment which is family friendly. Pool is also a plus.

Stayed: November 2016, travelled with family
Thank redman852
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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11 - 15 of 734 reviews

Reviewed 11 October 2017 via mobile

Pro: convenient if desiring to bring your own personal boat and keep it in the water. For an additional daily fee, you can dock your boat. The location of this hotel is great. The views this hotel offers.

Con: like most hotels in Islamorada, it is outdated and is in need of some TLC. For the price paid, definitely could use better housekeeping. Hard to sit outside on balcony of room and enjoy your view when your air condition unit is dripping such ugly rust colored water and is so loud that it is almost unbearable.

Stayed: July 2017, travelled as a couple
1  Thank solofishergal
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 7 September 2017 via mobile

Exceeded our expectations. Clean beautiful rooms, gorgeous ground that are overseen by the owner (I was told by staff member) There was even banana tree with bananas. Beautiful pools with ocean view from their beach. Right on a small man made harbour there where you can take a fishing trip. I could go on and on but you get the point. One last thing is the price is very reasonable and you get a free full hot breakfast every morning. Can't wait to go back next year ♡♡♡

Stayed: February 2017, travelled as a couple
Thank Mylooygirl328
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 September 2017 via mobile

There are many things to like about this hotel/motel. It's on the water... great ocean views, the back grounds are pretty. There's available watercraft like paddle boats, kayaks, etc. You can use their bikes, and there's two smallish but very clean pools. All covered in the $18/day resort fee. There's a small tiki bar that has limited menu and unfortunately limited hours--closes between 5-6 pm. The font desk clerk was very helpful. Great location and a Publix is currently under construction across the street. The minuses: our room was extremely clean, however, it had a constant slight musty smell I believe was coming from the air conditioner. This place has been around for a while and is very outdated. Didn't take advantage of the breakfast served in the tiny breakfast room. Next door is an outdoor music venue that plays live music until 10:30 pm. A minor annoyance but be aware.

Still, ok for the price.

Stayed: September 2017, travelled as a couple
Thank Deb C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 31 August 2017

This is the second time I've stayed with the Chesapeake. Once again, my family and I had a great time. Better than expected. Great staff and great 'Keys style" resort. I've stayed at Cheeka Lodge, and other high end places. This is a WAY better experience for the family. My favorite moment was sitting under the stars with my feet in the Atlantic watching a full moon rise up from the horizon. Then, my son and I watched three satellites cross the sky! I will go back every year we return to the Keys!

Room Tip: Pretty much all hotel rooms have great ocean views as do the higher cottage numbers
See more room tips
  • Stayed: August 2017, travelled with family
    • Value
    • Cleanliness
    • Service
Thank frankieg0067
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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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
Beach Business Centre with Internet Access Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Kitchenette Room Service Suites Swimming Pool Wheelchair access
Hotel Style:
#6 Top resorts Hotel in Islamorada
#11 On the Beach Hotel in Islamorada
Price Range: $284 - $612 (Based on Average Rates for a Standard Room)
Hotel Class:2.5 star — Chesapeake Beach Resort 2.5*
Number of rooms: 65
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 
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Also Known As:
Chesapeake Beach Hotel Islamorada

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