Search Condominium Resorts in Upper Matecumbe Key

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!

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!!

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!!

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...

Very clean, spacious, well located.

We stayed here on our trip to the Keys. I can't fault anything about this place. The townhouse was great, very clean and well equipped. There is a full bathroom upstairs and a toilet and washbasin downstairs off the kitchen. We didn't cook but there is a full oven and dishwasher. On the landing upstairs is a washer and dryer. There were washing products provided. The bathroom had very nice complimentary toiletries. The pool and beach area are beautiful and the view over the bay was fantastic. I...

We had a great stay here. The front desk staff greeted us with genuine warmth and made the check-in process completely seamless. The room was spotless, quiet, and very comfortable. The housekeeping team worked had to keep everything fresh and well-maintained. The bed was comfortable, and the bathroom had a great shower with quality toiletries. The range of amenities really stood out, from the reliable high-speed Wi-Fi and well-equipped fitness center to the breakfast options available in the...

Fab location , room just needed a lick of paint c would definitely stay again

Excellent stopover

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.

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

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...

Beautiful cannot fault.

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.

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.