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Tuscany Villas for Rent Family and Friends Reunion:

Our favorite Large Villas for rent in Tuscany
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September 18, 2023

Last updated on March 20th, 2024 at 10:47 pm

Experience the Ultimate Tuscany Getaway with Haute Retreats’ Stunning Villa Selection, tailor-made for family and friend reunions.


Indulge in a dream version of Italy where scenic beauty blends with culture, creating a timeless retreat. We handpicked these Tuscany villas for rent to inspire you and your loved ones with new experiences and breathtaking landscapes. From antique villas to modern retreats, our properties offer the ultimate luxury experience that will leave you speechless. Each villa boasts exceptional amenities, top-notch services and a professional staff to ensure your stay is as unforgettable as possible. Book your Tuscan escape today and live la dolce vita like never before!

Villa Serena Tuscany
Serena | 9 BR | Tuscany Villas for Rent | Haute Retreats

An elegant two-story villa built in the 13th century and, thanks to a meticulous restoration, still keeps its original structure and architectural details, such as warm colors, beamed ceilings and a lovely internal courtyard.

Villa Serena is set atop a hill and its blessed location is ideal for those who wish to spend a unique holiday amidst spectacular views of the Tuscan rolling hills. The beautiful appointed property is located just 15 kilometers away from Siena, while Florence and Rome are easily reachable by car.

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Villa Vittoria, Tuscany, 10 BR

Villa Vittoria |Tuscany Villas for rent
Villa Vittoria Tuscany

Villa Vittoria is nestled among woods and vineyards, a 19th century luxury villa majestically rises nearby a picturesque medieval village in the heart of a private estate, in Tuscany.

Villa Vittoria itself portrays a stately elegance with considerable amenities being distributed over its five floors. Each suite is furnished with original period pieces and the attention is given to the smallest of details. The villa has a glorious past as well as an exciting present; in fact, it has been the residence of some of Europe’s noblest families, and now it belongs to one of the greatest names of the Italian fashion dynasties. The villa is centrally located, with all the attractions and towns for which Tuscany is famous being within easy reach. The villa has been fully remodeled and carefully restored to create an elegant and very sophisticated ambiance in every room, especially in the social spaces that include the living room, sitting rooms with fireplace, study, dining room, and family room.

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There are several spacious common rooms in the villa and all are beautifully decorated, still maintaining the original architectural charm. All rooms have panoramic views and are filled with summer light thanks to the large windows. A spacious independent pavilion performs as home theater while the villa offers many other areas where to relax, to lounge, have a drink or escape from the hot summer hours. A generous dining room allows to host dinners for up 30 people, if you decide once in a while to not to dine alfresco. A fully equipped kitchen completes the villa.


Villa Colle, 7 BR

Villa Colle Tuscany by Haute Retreats


Villa Colle, a charming Tuscan farmhouse with a rich history spanning over four centuries, rests gracefully on a sprawling 2-hectare estate within the enchanting hills of the renowned Chianti region in Tuscany.

Perched atop a picturesque hill, Villa Colle offers breathtaking panoramic vistas and fulfills the desires of every member of your family. Children will delight in the inviting pool and the excitement of the games room, while adults will find solace in the villa’s convenient proximity to both Siena and Florence. Featuring five air-conditioned bedroom suites and expansive gardens that stretch across nearly five acres, there is an abundance of space for everyone to unwind and savor the surroundings.


Villa Bacci, Tuscany, 7 BR

Villa Bacci |Luxury Villas in Tuscany | Haute Retreats
Villa Bacci Tuscany

Villa Bacci is a stunning and uber-stylish villa nestled on a 20-acre estate in a famous wine-producing area and is surrounded by manicured vineyards, lush vegetation, ancient olive trees and Mediterranean flora in Tuscany.

This luxury villa is located within walking distance from the medieval town of Panzano, in the heart of Chianti, perfectly positioned between Florence and Siena. Many more interesting sites, such as Monteriggioni, San Gimignano, Castellina, Radda, and Greve in Chianti, are within short driving distance. The estate where Villa Bacci is built includes also Villa Esoia which can be booked separately or together as an 11-bedroom accommodation. In addition, a newer villa close-by will soon be available to rent.

Villa Bacci features decorated interiors with a mix of contemporary and classical elements that creates a timeless elegance with a fresh touch. The monochromatic grey/beige palette combined with distressed and natural wood generates a suiting welcoming atmosphere, the perfect stage to unwind and relax.

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a selection of Vilas in italy by haute retreats


Villa Cetinale, Tuscany,13 BR

Villa Cetinale | Tuscan Villas | Haute Retreats
villa cetinale tuscany italy by haute retreats

It is a Roman Baroque mansion with imposing statues, stately gardens, deep oak, a perfect destination for a family holiday in the countryside or even an intimate wedding in Tuscany. Though this luxury villa rental is tucked away on acres of private land, it’s not far from the picturesque city of Siena and several famous hill towns.

Originally built in 1680 it transformed the ruins of an Etruscan settlement into a Roman Baroque villa for Pope Alexander VII. This grandiose Tuscan villa fringes the equally historic walled city of Siena, and offers easy access to the archetypal Tuscan towns of Volterra and San Gimignano. Siena’s world famous horse race, the Palio of Siena, was actually held in the property’s wood on seven occasions because of riots in the city. So take care when out for a stroll!

The magnificent and extensive garden, with its climbing roses, vine-covered pergolas, antique statues and the Scala Santa (Holy Stair), has been called the epitome of garden design. It’s one of the most beautiful gardens in Italy.

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Villa Carlotta, Tuscany, 7 BR

Villa Carlotta Tuscany
Villa Carlotta Tuscany

Welcome to Villa Carlotta! This two level luxury villa is one of the most unique and stunning homes in this area. Set atop a hill, this elegant contemporary property dominates the surroundings and offers dramatic panoramas of the rolling Tuscan Hills.

An exquisite selection of custom-made furniture and extraordinary artisanal finishing are evident throughout the house, from the ample airy social rooms to each of the bright seven bedrooms; an impressive list of luxurious amenities make this villa a superb choice for first-class vacation retreats.
The recent meticulous restoration brought this property back to its authentic character with an eye on modern sophistication through high quality materials, attentive detailing, and a soothing color palette. The custom-built private wellness area includes an indoor swimming pool with counter-current swimming system, a steam room, a sauna, a shower, and a fully equipped gym. These features make the villa an ideal retreat also in the colder months.

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Villa Zietta, near Florence, Tuscany

Zietta | 9 BR | Tuscan Villa | Haute Retreats
Zietta | Tuscan Villa | Haute Retreats
Tuscan Villa by Haute Retreats

Villa Zietta

Discover the allure of Tuscany with this expansive Italian holiday villa nestled in the enchanting Chianti region, just a short ten-minute drive from the charming town of Castellina in Chianti.

Recently restored in 2021, this exquisite vacation retreat comprises a main villa and two guest houses, offering a total of 9 bedrooms to comfortably accommodate up to 22 guests.

Surrounded by three hectares of private land adorned with olive trees, this property creates an idyllic haven. Seamlessly integrated into the picturesque landscape of rolling hills, olive groves, and vineyards, Villa Zietta embodies tranquility and harmony with nature, providing guests a true sense of well-being.

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Tuscany Villas for Rent by Haute Retreats

Villa Pesa, near Florence, Tuscany

Tuscany Villas By Haute Retreats
Tuscany Villas by Haute Retreats
Villa Pesa | 8 BR | Tuscany Villas for Rent | Haute Retreats

Villa Pesa

Villa Pesa is located in the Chianti region, Tuscany and half way between Florence and Siena surrounded by green hills and vineyards.

Here you will enjoy the peace and tranquility of this beautiful region. A wine tasting is included with your reservation.

What we love about this villa is the location near Florence, Siena, San Gimignano, Certaldo and Volterra, known world-wide for their unique artistic patrimony and the charming atmosphere. Villa Pesa features a private swimming pool and a SPA facility perfect for your Tuscan holiday.

During your vacation  you can count on our professional service to arrange and book museums and exhibitions, guiding you in the tasting of local products like oil, wine etc. as well as cooking classes in the villa.

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Tuscany Villas for Rent by Haute Retreats

Villa Tuori near Florence

Tuscany Villas by Haute Retreats
Tuscany villas by Haute Retreats
Tuscany Villas by Haute Retreats

Villa Tuori

Featuring a garden, a seasonal outdoor pool and pool views,  Villa Tuori at Tenuta Schifanoia is located in San Piero a Sieve in Tuscany. The air-conditioned accommodation is 20 km from Prato, and guests benefit from private parking available on site and free WiFi.

This villa is equipped with 6 bedrooms, a kitchen with a dishwasher and a microwave, a flat-screen TV, a seating area and 6 bathrooms equipped with a bidet. Towels and bed linen are provided in this accommodation.

Guests at the villa can enjoy a continental breakfast.

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Villa Davinia between Greve and Panzano, Chianti area

Large villa in Tuscany by haute retreats
Villa Davinia in Tuscany by Haute Retreats
Villa Davinia in Tuscany by Haute Retreats

Villa Davinia

Nestled on the iconic rolling hills of Tuscany, between Greve and Panzano, Davinia is a quaint hamlet ideal for large gatherings.

The prestigious Chianti is a region to enjoy from sunrise to sunset, offering a variety of activities, from tasting the most renown local wines to visiting the captivating hilltop medieval villages set among picture-perfect landscapes, and many other one-day experiences. Sightseeing could easily become your favorite pastime here, so push yourself and venture outside the villa gates!
Among the three separate constructions, the main villa can accommodate 23 guests. Larger parties, up a maximum of 32 people, may rent at a supplement other rooms located in the adjacent two buildings.

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