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Villa rentals in Tuscany

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Top-rated villa rentals in Tuscany

Guests agree: these villas are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire villa
  2. Tavarnelle Val di Pesa
PODERE GUIDI

Villa panoromica tra Firenze e Siena, nel cuore del Chianti, in un borgo incantevole. Piscina ad uso esclusivo degli ospiti, aperta dal 1 magggio al 30 settembre

$359 per night
SUPERHOST
  1. Entire villa
  2. Scrofiano
Villa SacroFanum

SacroFanum is a villa with swimming pool, ideal for five people located in a panoramic position from which you can enjoy a breathtaking view of the Valdichiana and the nearby medieval village of Scrofiano. The villa is in perfect Tuscan style, surrounded by olive groves and oak woods. The environment is equipped with everything you need to stay and relax, a few kilometers away is the Valdorcia, Chianti and the cities of Montepulciano, Cortona, Siena, Pienza and Florence.

$191 per night
SUPERHOST
  1. Entire villa
  2. Castellina in Chianti
Villino Farmhouse

The entire upper floor of the recently renovated Villa Padronale in traditional Tuscan style.The high ceilings with exposed beams make the place cozy and perfect for families or groups of friends.In the house there are two large fireplaces(in the living room and kitchen). The house has a large covered terrace and garden with sofas and bbq both private. The pool among olive trees and vineyards is ideal for relaxation.

$371 per night

Vacation rentals for every style

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Holiday villa rentals in Tuscany

  1. Entire villa
  2. Lucignano
Villa Ancano
$511 per night
SUPERHOST
  1. Entire villa
  2. Castiglion Fiorentino
Tuscan charm of villa - countryside
$523 per night
  1. Entire villa
  2. Volterra
Tuscany Holiday Services - Villa Fraggina
$453 per night
SUPERHOST
  1. Entire villa
  2. Peccioli
Modern villa, panoramic pool for 4 pax Pisa area
$342 per night
SUPERHOST
  1. Entire villa
  2. Greve in Chianti
Villa La Doccia, Greve in Chianti.
$241 per night
  1. Entire villa
  2. Poggibonsi
Villa with pool in Chianti Area
$382 per night
SUPERHOST
  1. Entire villa
  2. Barberino Val D'elsa
CasaDiManuela:TotallyPrivateChiantiVilla withTub
$240 per night
  1. Entire villa
  2. Lucca
Panoramic 4 Bedrooms Farmhouse with Private Pool i
$618 per night
SUPERHOST
  1. Entire villa
  2. Capannori
La Furbina
$215 per night
  1. Entire villa
  2. Capannori
Villa with Private Pool on the Lucca Hills in S. A
$523 per night
  1. Entire villa
  2. Uzzano
ROSYABATE COTTAGE with Private Garden and views be
$152 per night
  1. Entire villa
  2. Rosignano Solvay-Castiglioncello
Cliffside Pool Villa
$191 per night

Villa rentals with pools in Tuscany

SUPERHOST
  1. Entire villa
  2. Sesto Fiorentino
Part of villa private pool, view on Florence
$276 per night
  1. Entire villa
  2. Gaggioleto
Gaggioleto, beautiful hilltop villa
$527 per night
  1. Entire villa
  2. Monte San quirico
A Romantic Farmhouse with Pool in 10 mins walk awa
$549 per night
SUPERHOST
  1. Entire villa
  2. Montecastelli Pisano
Deal 2019 Tuscany Villa le Capanne with pool
$179 per night
  1. Entire villa
  2. Pescia
Romantic and Luxury COTTAGE NANNI with Pool
$256 per night
  1. Entire villa
  2. San Feliciano
Villa Bianca la Luna ... The lake from a cloud
$529 per night
SUPERHOST
  1. Entire villa
  2. Camaiore
Villa"Il Grillo" Private pool Panorama Privacy
$478 per night
SUPERHOST
  1. Entire villa
  2. Sovicille
Podere La Castellina - No. 1 COTTAGE
$171 per night
SUPERHOST
  1. Entire villa
  2. Pescia
Farm in the Tuscan hills
$224 per night
SUPERHOST
  1. Entire villa
  2. Loro Ciuffenna
Il Villino del Daino - Tuscany
$145 per night
SUPERHOST
  1. Entire villa
  2. Siena
Il Palazzetto - Granaio (Superior 4+2)
$219 per night
SUPERHOST
  1. Entire villa
  2. La Cetina
Lovely Villa + Private Pool near Siena
$302 per night

Villa rentals with jacuzzis in Tuscany

SUPERHOST
  1. Entire villa
  2. Impruneta
Exclusive Luxury Chianti Villa 7km from Florence
$756 per night
  1. Entire villa
  2. Poggibonsi
Wonderful villa for 6 persons with heated pool
$362 per night
SUPERHOST
  1. Entire villa
  2. Monteroni D'arbia
San Giovanni in Poggio, Meriggio villa 95sqm
$292 per night
  1. Entire villa
  2. Castiglion fiorentino
Tuscany Villa Mammi
$540 per night
SUPERHOST
  1. Entire villa
  2. Metato
Borgometato - Farm
$513 per night
  1. Entire villa
  2. Lucca
Charming small villa with jacuzzi and large garden
$194 per night
SUPERHOST
  1. Entire villa
  2. Monteroni D'arbia
"Villa Daisy" overlooking Siena
$121 per night
SUPERHOST
  1. Entire villa
  2. San Leolino
Poggio del Fattore-Villa with pool,hilltop,Chianti
$458 per night
  1. Entire villa
  2. Capannori
LA DIMORA DEI CONTI: Indulge in a Country Farmhous
$213 per night
  1. Entire villa
  2. Lucca
VILLA REGINA, 4 bedrooms and a luxury style among
$458 per night
  1. Entire villa
  2. Gaiole In Chianti
Cheesecloth
$719 per night
SUPERHOST
  1. Entire villa
  2. Greve in Chianti
Put down your luggage, this is just the beggining!
$453 per night

Your guide to Tuscany

All About Tuscany

Home to one of the world’s most famous renaissance sculptures, the Leaning Tower of Pisa, and legendary wines, Tuscany is a picturesque region in central Italy bordered by the Tyrrhenian and Ligurian seas and scattered with terracotta rooftops and lush vineyards. South of Cinque Terre and north of Rome, Tuscany is home to diverse, awe-inspiring landscapes, from ancient walled cities to the sugary sands of Cala Violina. You can ski in the northern Apennine Mountain villages, soak in southern Santurnia’s hot springs, swim in eastern Arezzo’s wooded Arno River, or sunbathe on the western beaches of Elba and the Tuscan Isles. Between these borders, there are medieval hill towns to explore, sunflower and poppy fields to cycle alongside, and scenic spots in the verdant countryside for picnics made up of local olives, figs, and cheeses.

Tuscany’s 10 provinces include the cities of Pisa, Siena, and Florence — all World Heritage sites — along with hilltop San Gimignano, which blends ancient towers with contemporary art installations. Visitors are drawn to the region to explore over 100 protected nature reserves, the renowned cultural treasures at the Uffizi gallery, and spectacular churches and cathedrals including the ancient Basilica of San Frediano with its 13th-century Romanesque mosaic exterior. Unforgettable local cuisine includes hearty ribollita soup and cantucci — crunchy almond biscuits — and Florence in particular is a big draw for steak, which is traditionally cooked over embers.


When is the best time to stay in a vacation rental in Tuscany?

Ideal times to book a Tuscany vacation rental are April through June or September and October when temperatures are moderate. The hills and mountains are typically cooler and temperatures drop at night.

Bear in mind that the summer heat can be uncomfortable in the region’s cities. Many buildings don’t have air conditioning, and this is when a lot of businesses close to take their own summer holidays.

December through February is usually cold enough in the north to snow.

Summer festivals include Pisa’s June regatta along the Arno River and Montepulciano’s Bravio delle Botti in late August, a barrel-rolling race between the city’s eight divisions with a street banquet and costumes. On January 6, Epiphany celebrations happen throughout Tuscany.

Before Easter, some of the best known carnival celebrations in Italy happen in Viareggio, a small northern village on the Tuscan Riviera.


What are the top things to do in Tuscany?

Siena

Centrally located Siena draws visitors to the Italian Gothic Palazzo Pubblico, seat of Siena’s government, while its 13th-century Torre del Mangia — one of the largest secular towers in Italy — is as impressive as the frescoes inside. Restaurants and bars radiate with live music from Piazza del Campo, and you can hop on an electric bike or stroll along the river to join the locals in a sunset passeggiata.

Val d’Orcia

In bucolic Val d’Orcia you can sip world-famous Brunello di Montalcino and sample traditional country cooking while peering down from pretty villages at hills dotted with vineyards and cypress trees. The towers of San Gimignano, the city of Pienza, and Abbazia di Sant'antimo — a Romanesque church where you can still hear Gregorian chants by resident monks — are just some of this area’s treasures.

Pitigliano and Saturnia

Built on hills of volcanic tuff, the ancient town of Pitigliano is home to exposed caves and historic tombs. At certain times of day, the interior of the Pitigliano Cathedral is tinted gold and purple as the sun’s rays reach through colored glass windows, while the narrow streets are lined with shops and restaurants. A half-hour drive will take you to Saturnia, a spa town where you can slide into warm sulphurous waters that pool around cascading waterfalls.

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