Villa vacation rentals in Grassy Key

Beautiful property and townhome in the perfect location of Islamorada. This location is walking distance to many of the great restaurants that the island has to offer. We’ll be back!

Beautiful home away from home - great kitchen, everything white and natural Inside, easy parking, lovely pool and private veranda to have a sunset drink. We loved it. Even though I booked a 2/2, there was only ONE bathroom. Make sure to double check you are getting two bathrooms - we managed but I felt a little disappointed because that was my search criteria on air bnb and a must-have. Besides that we loved that there is a golf shuttle to the main hotel. We will be back ! A lovely get away in the Keys

It was quiet and comfortable. Very clean throughout. Beautiful location. Loved the decks upper and lower. I would rent again.

Lloyd was a very friendly and responsive host with a very genuine nature. The Keys Kottage had all the amenities we needed with all modern appliances. Located in a very lush, peaceful, well maintained Villa with friendly neighbors. Boat slip was easily accessible off the bay. We had a great stay. Just ran out of time. We’ll be back.

Very nice townhouse, it was also really convenient to call the golf cart and go to the larger resort, which was beautiful.

Very nice place, quiet, with pool and private beach. Great shower, too! Our condo did not have a kitchen or washer dryer, but it was phenomenally located and so clean and comfortable. We even saw a manatee! Highly recommend!

Our family of 5 loved our time in Islamorada. The community was beautiful and quiet. It was definitely mostly retired couples but everyone was friendly with our young kids. The condo was bigger than the pictures made it seem- we had more than enough space. Everything was clean and we had everything we needed.

We had a wonderful time. The neighborhood is beautiful, super quiet and nice to walk around. We used the provided paddle boards to go to nearby Sombrero Beach which was lovely. We also walked to Publix and Walgreens. The house itself is really two houses - one upstairs and one downstairs - each with their own kitchens, bedrooms and bathrooms. The house itself is simple and utilitarian, but backyard area is really spectacular. We spent the vast majority of our time outside lounging, playing tennis or swimming in the pool. The location also makes for an easy day trip to Key West. The property manager Jesús was extremely responsive and took care of everything we needed.

We absolutely loved our stay and can’t wait to return! The unit was pristine and we loved watching the sunsets from the porches. The pool was pristine and never crowded. The hosts were amazingly responsive and helpful.

All was great and as expected! Would stay again! Beautiful views.

A beautiful quiet place to stay. Kayaking in the morning and swimming in the pool at night. We loved exploring other Florida Keys and coming back to sleep. Easy check in and out.

My family really enjoyed our stay at Vivian’s place! The photos do not do it justice! Very roomy, amazing water views, and beautiful decor/upgrades. Vivian had everything we needed for our stay - we traveled with a toddler and baby and everything we needed was there. Vivian was responsive and helpful. We would definitely stay again! Thanks Vivian!

The villa was squeaky clean when we arrived, our family really loved the pool, grill and docks for fishing and paddle boarding. Thank you for having us.

Great location on the property. Beautiful view of the water and the pool. Nice big porch to relax on with plenty of chairs. Provided plenty of towels and the kitchen had everything you needed. Could have used more TB, PT and some dishwasher soap but all good. This place is a favorite of ours to just relax and go boating! Highly recommend!!

very comfortable villa. Absolutely loved the little swimming pool. Clean and comfortable villa.

Property was excellent and very well prepped for our stay. Andrea did a great job of assisting us and support!

A beautiful unit, nice beds and everything as pictured! Paul was good on communication. However, the small community at Kawama is becoming over- crowded. Many times the pools are full and over capacity with screaming kids, and no chairs are available to just sit by the pool. Large parties are happening most every weekend, with a lot of drinking, smoking, and loud music. It’s not Paul’s fault, but the atmosphere here isn’t as quiet and kid friendly as it used to be!

The property was better than described. A great quiet getaway. At the same time a lot to do for all. For kids, a playground, park and library adjacent to the property. This is beyond what is available throughout the Keys. Looking forward to our next stay.

We really enjoyed our stay at this beautiful home! The host was very responsive and helpful. Duck Key was a nice place to stay and just a short drive to lots of fun things to do and great dining. The backyard and pool area was awesome and our kids loved the pool so much. Highly recommend this property!