Resorts >Chesapeake Resort
83409 Overseas Hwy, Islamorada, FL | Directions 3303624.936497 -80.613545
Mon. - Sun. 24 Hours
We love this resort! This was our second stay at the Chesapeake, as it has become our "go-to" place in Islamorada. The polite staff, spotless accommodations and serene surroundings made our vacation even more enjoyable.
I really enjoyed the place. There was nothing unpleasant throughout my 3 night stay. We paid $384 per night for this place 2/08/2013 and shared that with 5 people in the villa. We chose the ocean front view villas too. This is an outstanding deal. Breakfast right on the beach. Free kayak/paddleboat/sailboat rental. The sailboat was a 2 person sailboat.
There is a somewhat famous cat there that waits every morning for one of the staff ladies to give her a bowl of milk. The cat is very old, but has character.
Our family of 4 just came back from an excellent stay in a suite at the Chesapeake. Last year, we stayed in a Lanai room at Hawks Cay Resort but found it very expensive for what was provided. We are so pleased that we found the Chesapeake this year! We appreciated being able to use the kitchen to prepare meals which was very helpful. The full fridge, stove and microwave came in very handy. Our daughters, age 11 and 10, enjoyed the complimentary kayaking, shuffleboard, and the pools were terrific. The tiki hut was also a nice place for our whole family to sit and relax. The lagoon was picturesque and it was great to sit beside during the morning as we enjoyed our complimentary breakfast. This hotel is in a great location and it provided us with great value for our money. We will definitely stay at the Chesapeake again!
The deep sea fishing was as challenging and exciting as everyone has told me. While the tropical nights where romantic and leisurely spent in our clean and well maintained villa over looking the lagoon. With such helpful and courteous staff I could not imagine a better vacation get away.
I am from Toronto, Canada and here at the Chesapeake Beach Resort for two weeks “working”. My room is overlooking the lagoon, there are hammocks between the palm trees, and the views are spectacular. I come every year to recharge my batteries. I love to swim in the lagoon; I have seen manatees and dolphins. I spend many leisurely hours on the point taking pictures, enjoying the sunrise and getting inspiration for my writings. The room is clean; the staff is so friendly and helpful. This is a wonderful place. A # 10 for me. it is a piece of Paradise.
Decided to go to Islamorada for the weekend to surprise my son for his 13th birthday! After reading reviews here on tripadvisor, picked Chesapeake Beach Resort and what a gem. From Overseas Hwy, it looks like a small resort but it opens up on the ocean to a large stretch of hammocks and tiki huts and numerous beach chairs and seating areas, with 2 nice pools. The grounds were very tropical and well kept. We made use of the complimentary kayaks and paddle boats and had a blast! The complimentary breakfast was good, especially when sitting outside while eating enjoying the ocean view. We found a great place to eat right next to Bass Pro Shop called Morada Bay Beach Cafe which I highly reccomend...all outside dining and beautiful sunset views. Also, don't miss going the Robbie's Marina right down the road to feed the tarpon. I think my son went through 8 buckets of fish and had a blast. All in all, a great weekend at a great resort in beautiful Islamorada in the Keys!
This property looks like an old rundown keys hotel from the road but is far from it. The rooms are very clean as is the property. It has all of the amenities and the staff is very friendly and hard working. Do not pass up on the wonderful place. I hate to say too much then too many people will want to stay there and I will not be able to get a room
This was my husband and I's 2nd stay at the Chesapeake. We are locals who live just 45 min. from Islamorada but like to "get out of town" and away from the kids for a weekend alone every now and then. Both times, we have had a room with a view of the ocean. The rooms are spacious and very clean, beds are comfortable. The room has a mini fridge for your adult beverages. I hope the manager is reading this review because the one thing they could really improve on is their service of the morning coffee! Sounds silly, but you are given small cups (seems not much larger than a shot glass) Really, people, give your guests a decent sized cup of coffee! With no Dunkin Donuts nearby or anything similar, you are kind of stuck, unless you go out. The coffee maker in the room is nice but very small (4 c.) We considered taking our own normal sized coffee cup downstairs and filling them up, but they put so little coffee out, you feel funny hogging it all. This is my only suggestion for improvement and I think easy to remedy. Covered parking is especially nice, we never lost our spot and it's nice for keeping your car cool. Didn't spend much time on the beach or pool, as we like shopping and having drinks or lunch at the Lorelei or at Wahoo's next door. I was disappointed with the $18 daily fee, I think this is new, I don't remember this from a year ago. Since we really didn't use the amenities, it seemed a waste of money. We will definitely return
This place is clean, fresh, and the views are beautiful. It is reasonably priced and the staff couldn't be nicer or more helpful. You must check out the tiki hut. The breeze is refreshing the ocean view is calendar picture good. A good book and a glass of something and what a good day. I tried to come up with something to be critical about but... Do watch for the guard iguanas that march up the beech every afternoon. Very cool!
The Chesapeake Resort was exactly what we needed -- low key, comfortable, great location, friendly staff. We ended up being upgraded from a 1 bedroom ocean view villa to a 2 bedroom ocean view villa. It was huge! 1200 sq. ft. with a full kitchen, dining area, living room and 2 bathrooms. As promised, we had a great view of the ocean and the hotel's lagoon.
The continental breakfast was included and was very generous. The heated pool was wonderful and the hot tub/spa was also great. There is no real swimming beach but we didn't really need it. There are several kayaks you can use for free as well as bicycles and rackets for the tennis court.
We would definitely recommend staying here.
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