Tuscany Villa Rentals

Private Villas

Plan your trip of a lifetime by reserving one of our 5-star villas now. We will help you select the villa that is right for you. We have a variety of sizes of villas that have a variety of layouts. Pricing is according to size, features and as well as the dates that you choose. We have a vacation to fit everyone's budget and you will find that you can take the "Trip of a Lifetime" that you have always been dreaming about.

You will find that our travel expertise can simplify the process and help you to feel comfortable and confident from start to finish. When you click above on the Villas tab, your four choices of villas will show and you can start to learn about what we have to offer and to decide on what best fits your needs. Once you have chosen your villa, it is very easy to make your reservation and get started. Then when you arrive at Totally Tuscany's Villas, you will be greeted by your host and property manager, Elizabeth who is the American owner. She has filled the villas with all the amenities that your are accustomed to so that you feel right at home. She is on-site 24 hours a day to assist you with any needs you may have. Elizabeth is always ready with her big smile to help. You can not get better service at a villa in all of Tuscany! Additionally, we have experience in hosting guests that have special needs and welcome everyone to stay with us. Both young and old and anyone in between can enjoy their vacation in Tuscany at our villas. So please have a look at what Tuscany has to offer and get started planning your dream vacation. All this at some of the best prices of the season! So step onto our property, and step back into a timeless era. Give us a call and let's discuss your vacation dreams! We have some great options and 2017 dates are filling fast. We can be reached at (347) 512-5869.

This exclusive two story villa is highlighted by it's private pool with a nice recreational space surrounding the pool and it's own garden area. 3 bedrooms and 4 baths make for plenty of room for family and overnight guests. You'll enjoy the view of the hillside from your terrace.

The spacious two story villa sits on hillside overlooking the valley. It is a three bedroom, 3 1/2 bath villa with a private courtyard and terrace that overlooks the hillside. Surrounded by beautiful landscaping this villa is a paradise all it’s own, which shares the main pool.

This single level 3 bedroom 3 bath villa is all about modern convenience and ease of movement. The moderately priced villa provides quaint comfort and value. The view is elegant and peaceful. You'll love the open floorplan of this villa.

This single level convenient living, ground floor, 3 bedroom, 3 bath villa is located directly below villa #3. It provides an exceptional value and unique privacy. The villa itself is outfitted with a chef's style kitchen. and an open floor plan as well.


Wonderful Tuscan villa experience with vineyards, olive groves and rolling hills. Situated in a picturesque setting. Wonderful, homey villa with Tuscan spirit and American style amenities. Next time I want to rent a motorcycle and ride through the hillsides and back roads; I might run into fellow biker George Clooney. The roads in the Chianti Classico region, where the tour of Italy bicycle race takes place, is on my agenda too.

I can't wait for my next stay at these beautiful Tuscan Villas! The property is private, has breathtaking views, and is conveniently located near the Certaldo train station and other Tuscan cities. Valerie was so helpful in setting up my arrangements and Elizabeth was a wonderful hostess. They helped me find my way around Tuscany, suggested places to go, and made me feel so welcomed! The villa was beautifully decorated, and fully equipped with everything necessary for cooking. The rooms are spacious, and the beds are comfy! When exploring Tuscany, I recommend taking a trip to the local town of San Gimignano, perfect for walking around and visiting little shops.

It was a once-in-a-lifetime vacation that was a great cultural experience. We had exceptional exposure to local life and cuisine. Having Chef Matisse cook for us in our Villa was the highlight of my trip. The Tuscan food was amazing and his wine selections complimented each dish. It gave us an unforgettable ambiance in our Villa. There is no better way to enjoy your family that being with family with good food and wine in the amazing Tuscan setting. The accommodations were modern and I enjoyed the leisurely lifestyle. The location gave us exceptional access to extraordinary destinations. I can't wait to go back!