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Family and Friends Reunion:

Our favorite Large Villas for rent in Tuscany
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August 5, 2021

Live La Dolce Vita at These Stunning Tuscan Villas for rent perfect for a family and friends reunion.

What follows is Haute Retreats pick of the luxury homes that are either new to the scene or have made big changes in recent years perfect for families and friends to gather together and enjoy a nice vacation. We want to inspire for that dream version of Tuscany where landscape is culture,  where ever since the Medicis a virtuous feedback loop has existed between locals and visitors, dreams are often indistinguishable from the real thing. Professional staff is ready to attend all your needs.

Villa Serena, Tuscany

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

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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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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Villa Laura, Tuscany, 8 BR

Villa Laura | Villas in Tuscany | Haute Retreats
Villa Laura Tuscany

Villa Laura is a remarkably restored three-floor 15th century villa, which includes alongside a lovely annex. Both preserve much of their exterior appearance, yet, offering to the guests all amenities of the design-led accommodation of today. The villa is set amid 100-acre estate including woodland, olive groves, cypresses, palm trees and a private vegetable garden, and offers staggering views of the surrounding countryside in Tuscany.

Pisa is reachable by car in 30 minutes, Lucca, the city of 99 churches, in 15 minutes, Florence and the glitzy beaches of Forte dei Marmi are both 45 minutes away. Tuscany is one of the most sought-after destinations for travelers thanks to the plethora of activities available, and the great food and superb wine it offers. So, when your villa has a prime location and a comfortable design such as Villa Laura’s, the only question popping in your mind should be Why haven’t I book it yet?


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Villa Cetinale, Tuscany,13 BR

Villa Cetinale | Tuscany | 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 Pesa, near Florence, Tuscany

Tuscany Villas By Haute Retreats
Tuscany Villas by 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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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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Updated December 19th 2022

Tuscany Villas for Rent by Haute Retreats
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