Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Showing deals for:15 Aug - 17 Aug
Image gallery for Islander Bayside Villas and Boatslips
You can spend an afternoon browsing the exhibits at History of Diving Museum during your travels in Islamorada. Amble around this family-friendly area's seaside and enjoy its lively bars.
Learn about the local history of Islamorada when you take a trip to Hurricane Monument. Discover the beautiful sunsets and lively bars in this family-friendly area.
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travellers also say the area is family-friendly and that it has lots of nice beaches.
Find out about the history of Islamorada when you spend time at Matecumbe United Methodist Church. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
"We can't say enough about this property! The front desk staff was beyond accommodating! Olivia and all the girls were absolutely fabulous Staff throughout the hotel were all very friendly! We would highly recommend this hotel. Nicole the Tiki bartender was very pleasant and gave us great suggestions for restaurants which we really enjoyed!"
"We had a great room with a balcony and a marina view and we loved it. It was updated and clean. They have two pools that are open till 11pm and and a tiki bar in between.
Very lovely property."
"We have been coming to the Islander for five years every summer to celebrate my son’s birthday. We are fans even before the renovations.
This property is very convenient for families and you dont ever have to leave the hotel. Everything is right there and kid friendly.
The pool has service with food and drinks. Only until 4PM. The new food truck is OK.
However, after so many years of coming to this property they dont have like a rewards program or they dont even have it on their system that we are repeat customers.
"
Can I book a refundable accommodation option in Upper Matecumbe Key?
If you want the flexibility to change your plans to Upper Matecumbe Key, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Upper Matecumbe Key if I want a holiday rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 115 holiday homes. In addition, there are 9 apartments and 13 condos.
Why should I book my Upper Matecumbe Key hotel with Hotels.com?
There are lots of reasons to book your Upper Matecumbe Key trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.