Find ski-in/ski-out rentals near Jackson Square

Owners are on the property all day. Rooms were stocked with everything - right down to night lights in the bathrooms and extra fans (ceilings & floors) in all rooms with A/C which made the rooms VERY comfortable, as much bottled water you needed WITHOUT charge, the free snacks in the office were out of this world, the pool was VERY clean. Love the hospitality by the friendly owners - we would definitely stay here again!!!

Came down to visit our daughter who’s stationed in key west with the coast guard. It was my wife’s first time in key west. Everything was great.

Inviting, cleanly, and SO hospitable. We were excited to hit town, but KW Villas makes hanging around their beautiful property just as great!! You will not regret this gem!!*wrist electronic key entrance (did not think one time…who has a key)*convenient grab-go bfast*cheap bike rental*daily happy hour *very helpful with any questions

Perfect townhouse, everything we needed and more. One of the kindest person I have ever rented from! Love Truman Annex area! Convenient, safe and beautiful!

A perfect location and gorgeous property. The community pool was incredible. We rented bikes and easily made it around to every attraction. The property had everything you would need for a week in paradise. Thank you!

Very clean and quiet condo. Everything was as listed. I would definitely stay here again. Loved the balcony off the back and location in Truman annex can’t be beat.

This is a nice little condo in a great neighbor. Within walking distance or golf cart ride to everything in Key West. Beds were comfortable, appliances worked. Nice to have washer/dryer. Great Place! (Only suggestion would be to add a Keurig coffee machine. Drip machines have gone by the wayside!)

Dan, property manager, is the hardest working and most attentive manager that we EVER had the pleasure of working with in KW. Dan answered our questions about gate entry, tv access, getting cutting board and a knife block. Dan also got my overnight mail and did everything with a smile and promptly. 5 stars would be an insult to Dan.The property concierge arranged a trip to Cuba for five of us and scheduled a private boat trip around KW with an extremely knowledgeable captain, that I would highly recommend. The captain recommended a nature garden at Higgs Beach that we had NEVER discovered. We went and it was a trip highlight. We will go again in January and take a picnic lunch with wine which is allowed!