Holiday rentals in Upper Sugarloaf Key

This place was perfect! To have your own pool to relax in without other guests was amazing. Such a peaceful space. Views are amazing! Mitch and Lu were so quick with answers. Did have a small problem finding it. GPS had me going a weird way and some construction going on. Mitch was quick to help me find his place! I miss it already!

Condo was exactly as pictured. Beautiful resort and everyone very friendly onsite. Great location and close to lots to do. Cannot wait to book again.

We stayed for 3 days for kids spring break to travel down to the different Keys and eventually hit Key West. We were on the 3rd floor unit. The space was very clean. Kitchen had everything you need to make a basic meal. Small balcony to overlook the waterfront. There were little toys for the kids to play. There’s a communal storage room that had all sorts of goodies: life jackets, fishing rods, electric scooter, ice maker. We didn’t have time to use the bikes and kayaks. The kids enjoyed the pool. Noodles were provided as well. The neighborhood was nice. There’s a seafood market/eatery across the street. One small thing but it didn’t affect our stay as much: the lights kept flickering. It was a cozy stay overall and I would definitely come back!

This was my favorite Airbnb I have ever stayed in. The unit is stunning inside and very modern. The view is beyond gorgeous. The location is perfect and only a short walk to fantastic beach side restaurants. The hosts were very accommodating and made our stay very memorable. The unit is very clean and the furniture is also in great condition.

Exactly as pictured! Beautiful getaway in the Keys! It was very clean, even up to my picky healthcare expectations! Had everything we needed! A few more towels would have been great but we made it work. Kitchen stocked with all we needed. It was great to know what amenities and products were included and how much up front. The recommendation book was awesome! Beds were comfortable, all tvs worked well. Nice to have cable included too! The pool was absolutely beautiful, especially at night. Very clean facility outdoors as well. The beach area was probably the only disappointment, and out of their control. Just wasn’t as sandy etc. as we thought from pictures. Still very nice. It was also so nice to have a door code and not worry about a key. The neighborhood was welcoming too and safe to go for a morning run. All in all we would highly recommend this condo for your Keys vacation, family or couple! Our family of 6 fit :). Thanks for a great home away from home!

Pedro was extremely helpful and very responsive with communication. We had a few hiccups but Pedro was able to help sort it out. Beautiful house! Beautiful neighborhood! Very relaxing and accommodating for all ages and families! We had our 3 year old and 7 month old with their grandma and we all had a blast. Would definitely return!

We stayed here over spring break 2025- and it was very fun. It has such close proximity to John Pennekamp State Park.. so if you are an avid snorkeler, this is the place for you. My kids loved the pool, and went for night swims every night. It's very safe, and the neighborhood can be a little loud at night, but if you close the windows it's so peaceful. We weren't here often ( out doing adventures on the Florida Keys) but it was a nice place to come back to after a long day. The hammocks are very very nice and the marina has a gorgeous view. Thank you!

We had a nice stay at the condo. The place was very clean and spacious. The beds were comfortable. There are 3 levels and another outdoor staircase to get up on to the rooftop area. The outdoor patio was nice to sit on in the morning and evening. The grounds and the pools at the resort were great. We spent most of the days outside. The condo is located in a busy area and close to restaurants and grocery stores. There are some basic supplies like small shampoo bottles and some spices for cooking but you will need to bring or buy your own. There are plenty of dishes and cookware between the 2 kitchens but no plastic cups to take outside.

Melanie was awesome and accommodating with our questions and needs. So much to do on the property for couples and families. We loved the pool, beach front and pickleball available all on site. We will definitely be back again!