My family and I stayed there for 4 nights. We had an Oceanfront View room. These rooms have a great view on the sea but more important they are not facing to the loud highway. So I would recommend to book one of those rooms - it is worth the money. Staff was extremely friendly and helpful.
The buildings of the little resort are old. BUT they have renovated them nicely and the garden is very well maintained. New A/C, plasma TV, new and nice furniture, new beds and matress.
Breakfast is simple but good. With two pools and enough places and chairs it never felt crowded. The atmosphere is relaxing and perfect for vacation.
For dinner very convenient there is a brazilian steak house a seafood restaurant and a more basic restaurant at the marina right next door to the hotel. Half a mile south there is a post office and a CVS. At check in you get a helpful list of restaurants and shops. I would not go again to "Ziggies & Mad Dog's". Staff was not the friendliest and for what you get it is to expensive.
For 18$ a day you have unlimited access to the hotel's bikes and a lot of water sports gear. The kids love it to use it whenever they want.
If we come back to the Keys we would definitely stay at the Chesapeake Resort again.

I was amazed with the Chesapeake Beach Resort. My wife and I were greeted with the most friendly staff I've ever encountered. From the grounds keepers (who do an immaculate job and keeping everything trimmed and even groom the white sand beaches EVERY morning) to manager. My family absolutely loved the chartered fishing (no doubt that Chesapeake hired some truly professional fishermen because even after a cold spell had killed off thousands of fish, their Pro Anglers took us "back country" fishing and caught lots of Black Drum (very tasty with some Tony's seasoning and lemon). But i can't forget to mention all the kayaking and Hobie Cat sailing we did there as well. And after days and days of having the best time of our lives, each night we would come back to our spotlessly cleaned room, relax on the brand new furniture (which they put in the day we arrived) and watch HDTV (i don't know about you fellas, but i never expect a place to have large flat screen TVs with Hi Def football on. Definite plus about this place).

By the way, if you're military, you'll be amazed at how warmly you'll be recieved.

So i've sat here writing for the past 5 minutes only giving praise...and well...that's all i got.

And if you can...get to Ziggy and Mad Dogs, AWESOME FOOD!

Not a resort. It's a typical two level motel right on route 1. The photos on their website make it look much better than it is. I agree with another reviewer here in that it needs a deep cleaning. It's very dated in decor and the building style itself. The "private lagoon" is very tiny. The "white sand" beach is not sandy at all, very rocky, which i suppose is like most of the beaches on the ocean here. I was very disappointed, and wished we had booked the Chica Lodge instead. Now THAT's a resort. The only good thing was the ocean view from our balcony.

we stayed at chespeake lodge resort on Islamorada, and I would tell anyone GO and VISIT!! evrything and evrybody including the weather was
perfect, just a great relaxing vacation...we are returning next year!!