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Discover the Chianti Region of Tuscany...

With Totally Tuscany Villas & Tours!

Couple in Vineyard

Romantic Get-Away

The perfect place to get away from it all in the beautiful Tuscan countryside. Enjoy a wonderful trip with your loved one and explore vineyards, taste amazing wine, and share special moments you'll remember forever. 

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Family Vacation

Bring your loved ones to Tuscany for a vacation your whole family will enjoy. It's an amazing location to view history and culture at its very best. Plus, there is something for everyone to do as you visit all of the area sites and attractions. 

Group Tour at Winery

Group Experiences

Enjoy a customized group tour experience with your family, friends, or colleagues. We can even host your destination wedding. Tour groups can be hosted for any size, both large and small.

Lovely Villa Rentals to Fit Your Needs and Your Budget!

Explore Chianti from Your Luxury Villa

If you're looking to explore the Chianti region of Tuscany with its quaint old-world architecture, artisan shops, vineyards, and local restaurants, then look no further. You've come to the right place.


At Totally Tuscany Villas, you'll find everything you need for an amazing and fun-filled vacation! Simply relax at pristine swimming pools, view breathtaking vistas of the beautiful Tuscan countryside from your terrace, and enjoy all the amenities of home in your authentically decorated, fully-furnished villas.


It's great knowing that after a full day of sight-seeing you'll return to your luxury villa and enjoy the comforts of home...with a completely furnished kitchen, laundry facilities, luxury beds, and breath-taking views of vineyards and the beautiful surrounding landscape. 

Quaint Walled Town

Choose the Villa That's Right for You 

There are multiple properties to choose from, conveniently located from the center of Tuscany. Your selection will be based on the size of your group, as well as your budget. 


Easy Drive to Area Attractions

All properties are centrally located in the heart of Tuscany in the Florence region. Take an adventure to famous cities and medieval towns like San Gimignano, Siena, Lucca, Florence, and other local walled cities.


The airports in Pisa and Florence are easy arrival points where you can rent a car and drive to your location. Don't miss a chance to visit this amazing region!

Explore quaint local towns throughout Tuscany

Villa Pozzo

Sleeps:  26 - 13 bedrooms/12 bathrooms. Queen & Single beds mixed. 


Villa Pozzo is a large luxury villa on the hillside of Certaldo.  It suits tour groups, weddings and a large group of friends or family as it holds 26 guests.  It has many apartments within the villa, along with common sitting areas filled with antiques. It has a large kitchen for indoor or outdoor chef's meals or to host your event.

Villa Pozzo

Villa Paolo

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This beautiful villa estate sits on the Certaldo hillside in the Heart of Tuscany with an epic view.  This is the sister-villa to Villa Pozzo and can be rented in its entirety, or by separate apartments which vary in size.  All apartments within the villa are separate and private and each bedroom (s) includes an ensuite bathroom and all have an outdoor terrace.

Tours and weddings hosted by Totally Tuscany use both villas to accommodate guests, and coordinate meals at Villa Pozzo utilizing the chef's kitchen there. This offers flexibility for events or just a simple rental as a couple or with friends.


The location is peaceful and serene, and is centrally located to reach all the main sightseeing and activites in Tuscany.

The pricing depends on the villa selected as well as the length of stay.  A discount is offered for total estate and villa rental. Please call us at 347-512-5869 or click on the link below to inquire about your price.

Sleeps:  22 - 11 double beds, 11 bathrooms. Double beds can be split into twins.

Villa Paolo

Villa Vetri

Become fully immersed in Tuscan culture and enjoy the best that Tuscany has to offer.


Sleeps 12 adults privately and can add 2 children.  5 Kings, 1 Queen and 2 Singles. 


Villa Vetri is ideal for private customized group tours of up to 12 adults, or, as a self-catering villa rental.  The highlight of Villa Vetri is the on-sight chef and private restaurant as well as Al Fresco dining areas.  


Your customized tour can include chef's dinners, pizza making party and cooking classes while at the villa. Then choose from a wide range of tour day adventures including guided sight seeing, wine tasting, vineyard and olive grove tours, as well as other fun activities. 

Villa Vetri

Villa Greve

Sleeps 14 people. 6 Queen beds and 2 twins.

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Villa Greve is located on a wine estate in Greve in Chianti in the Chianti Classico Wine Region. This self-catering villa sleeps up to 12 people with six bedrooms and four bathrooms and has a gorgeous terrace with a private pool and hot tub. 

Come and enjoy the best of what Italy has to offer at Villa Greve!

Villa Greve

Certaldo Apartment

Sleeps 2 people. 1 Queen bed.


This cozy one-bedroom, one-bath condo is located in Certaldo near local stores and cafes. It's ideal for one or two people traveling on a budget but that want to be in the center of the region and have lots of amenities. It's easy to get to and you can head in any direction for wine tastings or sightseeing. It's great for business travelers as well.

Certaldo Apartment

All the Comforts of Home Are Here for You in Our Luxury Villas!


Fully Equipped Kitchens

Each villa has a full-service kitchen with all the modern conveniences of home. You can cook to your heart's content or try out our local Tuscan cuisine. The choice is yours!

Spacious Living Areas

You'll be amazed by all the spacious living areas which are great for family vacations, reunions, or trips with friends. You'll have plenty of space to be by yourself or enjoy the company of others!


Comfortable Sleeping

You'll enjoy the luxury beds that offer comfortable sleeping. Open your window and breath in the fresh Tuscan air as you take in the amazing views from your windows!

Luxury Bathrooms

There are ensuite bathrooms in most of the bedrooms in each villa and all are equipped with luxury showers and/or tubs. Enjoy a hot relaxing bath or shower after a long day of sightseeing.

Your Totally Tuscany Hosts Ensure Your Stay is Superb!



Valerie Malecki

US Travel Consultant

"I live part-time in Certaldo, Tuscany, as well as in North Carolina, in the US. It's my passion to help clients plan their dream Tuscany vacation. In addition to clients, I also work with travel advisors and providers for Tuscany travel and group tour operations." 

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