Villas & Vacation Rentals in Tuscany

Parker Villas is the premier source for luxury villas and vacation rentals for rent throughout Tuscany. Whether you’re looking for an agriturismo farm stay or an elegant pool villa in the Tuscan countryside, we have the most luxurious vacation rentals in Tuscany.

With our help, you can browse hundreds of handpicked Tuscany villas throughout the region, including Villas in Firenze, Siena, Lucca, Arezzo, and Pisa. Most villas are available to rent for stays starting from two days up to six months. Discounts are usually available for weekly and monthly rentals. We will work with you to find your dream villa for a magical Tuscan vacation!

Best Villa Rentals in Tuscany

We’ve coordinated thousands of Tuscany villas for rent over the years. These villas in Tuscany are our favorites. Each villa has room for at least 8 guests, parking, privacy, and all the necessary amenities. Enjoy the Italian renaissance in style at these luxury holiday villas.

Looking for a custom, tailored experience? Contact us. We will find the best Tuscan villas and experiences for you and your guests.

10. Villa Nora – Villa Rental with swimming pool near Florence for 12

pool overlooking tuscan landscape
Source: Vrbo

One of our favorite luxury villas in Tuscany is Villa Nora. Located just 30km from the Florence airport, the villa is in the perfect location to explore popular Tuscan destinations while enjoying a tranquil visit.

This 5 bedroom, 5 bathroom villa can host up to 12 people (baby cots are available too). And they even have air conditioning in the bedrooms! The fully modern interior with traditional Tuscan touches ensures you and your guests will be comfortable during your stay.

We love Villa Nora because it is great for a family holiday. Everything you need is at this villa, including baby beds. Everyone from the family can find something to enjoy, even your cynical uncle.

Outside you’ll enjoy views of the natural beauty of Tuscany in your private garden and private pool. The outdoor dining area overlooking green hills makes for the perfect setting for every family holiday. Don’t fret, wifi is available. Pets are also welcome, although an additional fee is required.

Nearby towns include Empoli (1.8 km, with a train station) Florence (30km with an airport), San Gimignano (38km), Siena (70km), Pisa (60km with an airport), and Lucca (95km).

Details:

  • 360 m2 living space
  • 5 bedrooms
  • 5 full bathrooms (several ensuites)
  • Wifi
  • Air conditioning in bedrooms/kitchen
  • Dishwasher
  • Washing machine
  • Pets allowed for a fee

For the best price and availability, visit Vrbo for the best pricing and availability here.

9. Villa Borgo la Chiusa, Luxury Villa Rentals near Siena

Borgo la Chuisa kitchen
Source: Vrbo

This unique property is one of few Tuscany villas for rent with independent, semi-detached houses for ultimate privacy for you and your guests. Borgo La Chuisa was fully restored in 2014 with en suite bathrooms and private pools.

Relaxed in the ivy-covered outdoor dining area overlooking other villas in Tuscany and the Italy countryside. The well-known Italian Renaissance city of Siena is nearby, making it the perfect villa to explore the surrounding region.

Nearby towns include Siena, Florence, Arezzo, and Perugia.

Details:

  • 2476 sq. ft living space
  • 5 bedrooms(8 beds, sleeps 10)
  • 5 bathrooms
  • Wifi
  • Air conditioning in bedrooms, heated floors, fireplace
  • Dishwasher
  • Washing machine & dryer
  • Child furniture and travel cot
  • Private pool
  • Pets allowed (maximum 2)

For full details, visit Vrbo for the best pricing here.

8. Villa San Guido, Villa Rental for 10 near Florence

Source: Vrbo

This expansive luxury villa located in Impruneta is only 8 miles from the cobblestone streets of Florence. The villa has been in the same family since the early 1900s and is meticulously maintained.

Luxury villas are rarely this close to a major city, especially one this large. With en suite bathrooms and Renaissance art, you can enjoy the Tuscan countryside and city life all in the same visit. A restaurant and a few grocery stores are just a 3-minute walk away.

This villa sits on 12 acres of beautiful gardens and a private swimming pool. Outside is a large terrace overlooking the sunset with a dining area. Inside is a fully equipped kitchen and everything you could need. The hosts can also book a private chef and chauffeur, or your own private car is available.

Nearby towns include Impruneta (2 miles), Firenze (8 miles, accessible by bus), and Greve in Chianti (15 minutes by car, 20 by bus).

Details:

  • 9000 sq. ft living space
  • 6 bedrooms (8 beds, sleeps 10)
  • 6 bathrooms (5 full, 1 half)
  • Wifi
  • Air conditioning in bedrooms, fireplace
  • Dishwasher
  • Washing machine
  • private pool
  • Child furniture
  • Pets allowed

For full details and booking, visit the Vrbo listing for availability and pricing here.

7. Casale Tagliafune, Villa rental near Florence on a vineyard for 10

Casale Tagliafune Italian villa rental for 10
source: Vrbo

Picture you and your guests in a 15th-century luxury villa previously owned by the Medici family in the Chianti hills. Perfection.

Indoors you’ll enjoy traditional Tuscany charm with all the modern amenities. There are wooden beams on the ceiling, a fully equipped kitchen, and cozy furniture in every room. Outdoors you will enjoy two covered dining areas, a private pool, cypress trees, and 3 hectares of manicured grounds.

Casa Tagliafune is known for its privacy, with fenced-in grounds filled with olive groves, and a large garden with fresh-grown vegetables, and fruit trees. Nestled in a vineyard, you won’t have neighbors peering into your festivities. This type of charm is what Tuscany is famous for.

Nearby towns include San Casciano Val di Pesa (4km), Firenze (international airports 22km), and Siena (40km).

Details:

  • 4844 sq. ft. living space
  • 5 bedrooms (10 beds, sleeps 10)
  • 5 bathrooms
  • Wifi
  • Air conditioning in
  • Dishwasher
  • Washing machine
  • Pets allowed (1)

For full details and booking, visit the villa’s listing on Vrbo here.

6. Villa Clara – Villa rental near Lucca for 10

source: Vrbo

Of all the luxury villas in Tuscany, Villa Clara has the most charm. Crystal chandeliers hang from beamed ceilings over brick floors, all with the city center of Lucca is a short 12 km away.

On the grounds, you can enjoy a private pool surrounded by gardens. Your breathtaking view of the Italian countryside makes for the perfect scenery for dinner and local wine. Nearby, horseback riding, tennis, and golf are all within range.

Nearby towns include Lucca, Pisa, Pistoia, Florence, and several other smaller Tuscan towns. With private parking on site, it makes for the perfect Tuscany family holiday!

Details:

  • 3983 sq. ft living space
  • 5 bedrooms (sleeps 10)
  • 4 bathrooms
  • Wifi
  • Air conditioning
  • Dishwasher
  • Washing machine
  • Private pool
  • No pets

For full details, visit the Vrbo listing here to see current availability and pricing here.

5. Villa Il Gelso, Charming Villa Rental by Montepulciano for 12

source: Vrbo

Of all the villas for rent in Tuscany, Villa Il Gelso is the most consistent vacation rental. After a full restoration in 2015, this villa is nestled in the red wines region of Italy.

The main villa can host most guests, while two separate cottages offer a private experience on the same grounds. All bedrooms and bathrooms are stylish and spacious. The fully equipped kitchen is next to an outdoor gazebo area with incredible views of Montepulciano. Outside you can also enjoy a lush private garden and a panoramic private pool.

Enjoy several wonderful experiences such as a typical Tuscan dinner, cooking class, truffle hunting, or a relaxing massage on request

Nearby towns include Montepulciano, Pienza, Siena, Perugia, Arezzo.

Details:

  • 3229 sq. ft living space
  • 5 bedrooms (7 beds, sleeps 12)
  • 5 bathrooms
  • Wifi
  • Air conditioning throughout, 3 Fireplaces
  • Dishwasher
  • Washing machine and dryer
  • Children’s furniture and baby gates
  • Pets allowed

For full details and booking, visit the official Vrbo booking page for the best price.

4. Villa rental in Cortona for 18

source: Vrbo

For larger groups who want to enjoy stunning views and the entire Tuscan region, this 8 bedroom (10 beds), 7 bathroom is the perfect villa rental for you.

A modern, fully-equipped kitchen and a large bathroom bring this villa to the top of our list, not to mention some of the most amazing views of the Tuscan sun in Italy. Enjoy the outdoor pool or have a glass of vino rosso in the garden.

There is convenient onsite parking so you can easily drive to the nearby medieval town Cortona’s Piazza della Repubblica with several dining options.

Nearby towns include Cortona, Arrezzo, and Perugia. Florence is also easily accessible by car. And for nature lovers, you can enjoy the beautiful Parco Regionale del Lago Trasimeno complete with historic towers and a lake.

Details:

  • fully updated living space
  • 8 bedrooms
  • 7 bathrooms (6 full)
  • Pool
  • Wifi
  • Air conditioning and fireplace
  • Dishwasher
  • Washing machine and dryer
  • Pets (up to 4)
  • Child-specific toys, furniture, and beds

For full details and booking, visit the Vrbo to book and see current availability.

3. Villa Sarah – Luxury Villa for rent in San Gimignano

source: Vrbo

If you want a beautiful Tuscany villa nearby a UNESCO world heritage site, Villa Sarah is the villa rental for you. This 5-bedroom, 5-bathroom villa accommodates 10 guests and is within walking distance from San Gimignano.

This luxury Tuscany villa rental has been meticulously restored to its former glory. The interior restoration was completed using ancient materials such as handmade terra cotta, chestnut wood, and Carrara marble.

Your unabated view from this Tuscan villa is one of a kind. Over the rolling hills is a view of Sam Gimignano with all of its famous towers. Stroll through the garden surrounding the villa or take a swim in your private pool including a spa whirlpool made from local stone.

If you like to cook, you’ll enjoying the outdoor kitchen with panoramic views of the surrounding countryside and city center of San Gimignano.

Probably the best part of your stay, however, will be the owners. They will welcome you with an authentic Tuscan buffet and assist you with every need. Their concierge service is what really sets Villa Sarah apart. Just ask and you’ll have a massage therapist, private chef, car service, or meal delivery at your doorstep.

Nearby towns include San Gimignano (2km which can be reached by for through the Vernaccia vineyards), Florence, Siena, Volterra, and many Chianti villages.

Details:

  • 3767 sq. ft living space
  • 5 bedrooms
  • 5 bathrooms
  • Wifi
  • Air conditioning
  • Dishwasher
  • Washing machine
  • Game room
  • Pets not allowed
  • Wheelchair accessible

Visit the Vrbo page for the best prices and to book.

2. Villa Lean – luxury villa rental near Lucca

source: Vrbo

This charming 5-bedroom, 3-bathroom villa on the hills of Lucca is a wonderful option for your next vacation. Nestled in the Tuscan wine region, this fully restored and modernized holiday villa is at the top of our list.

Villa Lean is at the top of our luxury Tuscany villas list because it is well-equipped, charming, and affordable. Plus it has a private swimming pool. It has lounge areas, a large kitchen, sitting rooms, and an adjoining sleeping area that dates back to the 12th century.

Outside you can enjoy a private pool surrounded by beautiful gardens and views of olive groves and vineyards below. There is also an outdoor cooking area.

If you don’t like to cook, no problem. Monica Ferrucci, who is an expert cook offers an extensive menu of superb, affordable Italian and local Tuscan cuisine.

Nearby towns include Lucca, Pisa, Pistoia, and Florence.

Details:

  • 4198 sq. ft living space
  • 5 bedrooms (sleeps 10)
  • 3 bathrooms
  • Wifi
  • Fireplace
  • Dishwasher
  • Washing machine
  • Private pool
  • No pets
  • Wheelchair accessible
  • Child furniture

Visit the Vrbo listing here to see current availability and pricing.

1. Hilltop Villa rental in Chianti near Florence

source: Vrbo

At the top of our list of Tuscany villas is this spectacular 17th-century hilltop villa in the world-renowned wine region of Chianti. With 40 acres of private land and a dedicated concierge, you’ll enjoy an intimate experience with all the bells and whistles.

Just a 20-minute drive from Florence with a full concierge service, this Tuscany villa is unmatched. Relax by a heated private pool, enjoy fresh pizza from the wood-fired oven, and borrow the bikes for a beautiful bike ride through the rolling hills and surrounding countryside.

This location is what sets this villa apart. There are a number of wine tours and vineyards for wine tasting (that the villa’s private concierge can book for you) and the historic city centers of Firenze and Siena are just around the corner. The historic town of Impruneta is just over a mile away.

The concierge is also incredible. Upon booking, you receive a dedicated service for your every need. From a private car to airport transfers, a private check to cooking classes, they will ensure an unforgettable stay.

Spacious indoor and outdoor living areas and 5 bedrooms with ensuite bathrooms under one roof: you can enjoy all the privacy you need to be together and quality family and friends time.

Details:

  • 40 acres of private land living space
  • 5 bedrooms (sleeps 10, can hold 13 upon request)
  • 6 bathrooms
  • Wifi
  • Air conditioning in bedrooms, fireplace
  • Dishwasher
  • Washing machine
  • Pets allowed
  • Private pool (heated)
  • Child friendly (including full Kids Program and furniture on request)

For full details and booking, visit the villa’s Vrbo listing here.

Ultra-Luxury Rental Villas in Tuscany

Villa Cetinale, Tuscany, 13 Bedrooms

Known as “The most beautiful villa in Tuscany” Villa Cetinale is known for hosts that enjoy lavish entertaining. The Villa has immaculate, world-famous gardens, a private chapel, and holy wood. The gardens contain over a dozen statues and nearly 30 busts as well as animals.

Villa Cetinale was built in the late 1600s for Pope Alexander VII. The villa even hosted the famous Palio of Siena horse races. Onsite you can joy tennis courts, a heated pool, and a full staff including chefs, waiters, daily housekeeping, and concierge. You can also arrange vintage Bordeaux wines.

You can’t book this one online. Contact us to arrange your stay.

Villa Vittoria, Tuscany, 8 guests

Villa Vittoria prides itself on beautiful suites, a stunning garden, and an outdoor terrace with incredible views. The villa has hosted the finest European royalty and is a prestigious name in Italy. And it is centrally located less than an hour from Firenze, Siena, Pisa (international airports), and Lucca. Smaller towns are even closer.

From Villa Vittoria, you can experience private excursions to secret spots in the area for white truffle hunting. Or you can enjoy wine tasting, horseback riding, hiking, e-bike trips, and cooking lessons.

Contact us to book your exclusive stay.

Villa Laura, Tuscany, 20 guests

source: Villa Laura

Villa Laura is the villa used in the popular movie Under the Tuscan Sun, known as Bramasole in the film, and it can be all yours. Experience history, nature, privacy, and comfort all at one nestled just outside of the romantic village of Cortona.

There are three buildings for your use. The villa hosts 10 guests in 5 bedrooms. The Farmhouse hosts 8 guests in 4 bedrooms, and the Limonaia is a luxurious double suite. The property dates back to 600 AD but was fully restored in 2006. Nearby you’ll visit Pisa, Lucca, and even the glittery beaches of Forte Dei Marmi. All the top areas of Tuscany.

Contact us to book an Under the Tuscan Sun private experience.

Villa Bernardi, Chianti, Tuscany

Villa Bernardi is one of our favorites. Situated on a small vineyard with beautiful gardens, the villa dates back to 1085 but has been wonderfully renovated to over 4,400 sq. ft. of living space complete with wood-beam ceilings and terracotta floors. There are 5 bedrooms, a large gourmet kitchen, a private pool, and an outdoor shaded area as well as a gym.

Villa Bernardi is situated on a small vineyard that makes its own wines and olive oil.

Contact us to book Villa Bernardi.

Custom Tuscany Villa Rentals Package

Don’t see what you need? Our specialty is finding custom Italian villa experiences for our clients. Contact us and we can help you plan the perfect setting for your visit to Tuscany.

Luxury pool villa vacation home for rent, Tuscany, Italy

Tuscan Villas.

  • Villas for rent in Florence
  • Villas for rent in Arezzo
  • Villas for rent in Siena
  • Villas for rent in Lucca
  • Agriturismo villas for rent in Tuscany