Search Upper Matecumbe Key Villas

We originally booked Kona Kai for one night but we loved it so much we stayed for three nights. Kathryn and Zee, the office staff, were both a pure delight and very helpful. The room we had was like a small apartment and very well equipped. Nice private beach with kayaks, paddle boards and iguanas provided. There is a fairly decent restaurant across the road but it would be great if Kona Kai had a restaurant or bar too. We would definitely stay here again.

Loved everything about our stay. Unfortunately we only stayed one night but would have spent a month here if we could. We arrived on Halloween and received a trick or treat bag full of goodies and a rum cocktail as a welcome. The lady who checked us in was excellent. So friendly and helpful. We can't praise her enough. Our room was very clean, and very tastefully decorated in a beach hut style. We loved it. We took out the kayaks and paddle boards which was a lot of fun. The beach area and...

What a fantastic time we had at The Islands of Islamorada. The resort is maintained to the highest standards while having a laid back, traditional Keys vibe. Staff stay in background but are always there to help and assist if needed. Can't recommend highly enough - although in truth I'd rather not too many people get to know about the Islands, just in case it gets too busy to book!

Brilliant excellent location on the sea front . April was fantastic and helpful. Totally spotless and beautifully updated apartment.

Beautiful cannot fault.

We had a lovely stay at Lime Tree Bay! We even decided to book on an extra night as we loved it there, they have free use of paddle boards and kayaks and the location mid way down the keys is perfect.

Great stay, our second time at the resort. Very chilled atmosphere, attentive staff and a wonderful location. Stayed in the same room as last time #14 which has been updated since last year. Comfortable room with a very efficient if slightly noisy air conditioner. We will be returning again.

Once you get through the gate the setting is absolutely breathtaking. Such a relaxing environment. Sunset was amazing. We was also very privileged to see a manatee feeding at the waters edge of the property at sunrise.

We spent 3 fab nights at Cheeca Lodge and we had a great time. Only problem with such a lovely resort is that you don’t want to go and explore the islands (although we did) and to do so means not using the ample facilities enough. The beach and pier area was beautiful and peaceful, the gym was just about right and the room was ideally sized. We heard one lady moaning about their TV not working so we checked and ours wasn’t either - so if you want to stay in your room and watch tv…!! We...

Nice, cool lodge, but the beautiful location on Florida Bay is the real prize here. Why go out when youve got this view on your doorstep? Best seats in the house!!

When we arrived the check in was very friendly. We stayed in the Hideaway, a little place tucked away. It was a lovely little room. All accommodations are close to the private beach where there were a few sun loungers to watch the sunset and free paddle boards and kayaks. The decorative animals scattered around the place just add to its quirkiness.

We stayed for 1 night before traveling on but this was a wonderful place to stay it was very relaxing and calm and the free kayak use was a bonus, the free breakfast was basic but sufficient this location was beautiful

This place is such a pleasant surprise, when you pull up it looks like a tired motel, but once you get inside my room has recently been renovated including a very nice bathroom and the view over the ocean at the rear of the property is breathtaking

We stayed in Orchid Cottage which is set in its own garden and beach area. The cottage was incredibly clean with the best equipped kitchen we have come across. It was extremely private and peaceful with lovely views across the ocean. We could even fish off our own dock in the evenings. The staff at the resort were all very friendly and helpful with special thanks to Jacob (Assistant Manager) and Chris who worked behind the bar and took us out on his boat for half a day's fishing (highly...

Everything about our stay was perfect, the beautiful hotel and gardens, the helpful and friendly staff and our lovely room. Just wished we'd stayed longer!!

The resort, staff and facilities are excellent. The location in Islamorada is great either for a few days in the keys or as a stopping point to or from Key West. We didn’t get time to use all of the facilities but there are restaurants on site, kayaks, pools, a lively beach and breakfast so you don’t have to leave if you don’t want to.

A stunning resort inspired by the charm of the “Old Keys.” The manager at reception was exceptionally friendly, and breakfast is conveniently included in the room rate. The property has so much to offer that it’s best enjoyed with a stay longer than just one or two days. Highly recommended for a relaxing getaway.