Vacation rentals in Tuscany
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Top-rated vacation rentals in Tuscany
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Cottage in Geggiano
4.99 out of 5 average rating, 103 reviewsVilla di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
Nov 4 – 11
Home in Vaiano
4.99 out of 5 average rating, 132 reviewsCottages in Tuscany in ancient garden villa with garden
The Cottage is part of a property of the Bernocchi family, already present in the maps of the area of 1500 and is located right on an ancient Roman road that crossed the mountains of Calvana. It is about 9 km from Prato and 20 km from Florence. The Cottage, free on three sides, is located in a panoramic position surrounded by a private park, ideal for walking and sports. A real home, with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden and botanical garden.
Oct 21 – 28
Farm stay in Seggiano
4.98 out of 5 average rating, 189 reviewsTerra Delle Sidhe, Seggiano, Tuscany
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.
Mar 25 – Apr 1
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Tuscany vacation rentals
House rentals in Tuscany
Home in Vaiano
5.0 out of 5 average rating, 194 reviewsThe MOONLIT & SUNNY COTTAGE near Florence
Nov 6 – 13
Home in San Quirico D'orcia
4.99 out of 5 average rating, 177 reviewsAlma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Mar 21 – 28
Home in Poggio San Marco
4.97 out of 5 average rating, 232 reviewsCharming converted Hayloft overlooking the Chianti Hills
Nov 25 – Dec 2
Home in San Casciano in Val di pesa
4.98 out of 5 average rating, 146 reviewsThe Chianti Classico Sunset
Jun 11 – 18
Home in Bagno a Ripoli
4.99 out of 5 average rating, 132 reviewsThe house of peacocks eco-house
Nov 3 – 10
Home in Anghiari
4.99 out of 5 average rating, 189 reviewsCasa Rosmarino Eco-Wellness Country Home
Mar 10 – 17
Home in Marano Sul Panaro
4.99 out of 5 average rating, 123 reviewsGlamping in Italy - Airstream with stunning views
Sep 26 – Oct 3
Home in Certaldo
4.9 out of 5 average rating, 105 reviewsPaluffo Stillo House
Oct 17 – 24
Home in Orvieto
5.0 out of 5 average rating, 175 reviewsVineyards Paradise
Mar 16 – 23
Home in Villa A Sesta
4.98 out of 5 average rating, 381 reviewsRaffaella's House in Chianti
Mar 20 – 27
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 246 reviewsCasa Al Poggio & Chianti view
Nov 19 – 26
Home in Monticchiello
4.97 out of 5 average rating, 134 reviews"La Lambarda" tower Suite
Feb 26 – Mar 5
Cottage rentals in Tuscany
Cottage in San Gimignano
4.94 out of 5 average rating, 246 reviewsSmall renovated barn
Jan 15 – 22
Cottage in Ozzano dell'Emilia
4.99 out of 5 average rating, 180 reviews700-year-old restored barn in the hills of Bologna
Nov 20 – 27
Cottage in Chianni
4.98 out of 5 average rating, 116 reviewsLa Pietruzza - The Private Chalet with a Soul -
Feb 10 – 17
Cottage in Vetulonia
4.96 out of 5 average rating, 115 reviewsLa Dolce Vita ~ romantic retreat in quiet nature
Feb 27 – Mar 6
Cottage in Riomaggiore
4.87 out of 5 average rating, 210 reviewsUWABIO Sea view eco lodge in a vineyard
Dec 10 – 17
Cottage in Castell'azzara
4.98 out of 5 average rating, 110 reviewsYour Private Tuscan Retreat
Oct 19 – 26
Cottage in Ponte Feccia
4.95 out of 5 average rating, 130 reviewsCountry cottage C&M surrounded by green love Tuscany
Dec 6 – 13
Cottage in Lucardo
4.99 out of 5 average rating, 209 reviewsBest view ever & private pool
Dec 30 – Jan 6
Cottage in Cennina
4.88 out of 5 average rating, 146 reviewsThe Five Oaks Cottage
Sep 30 – Oct 7
Cottage in Radicondoli
4.94 out of 5 average rating, 107 reviewsBeautiful renovated barn in Tuscany
Feb 23 – Mar 2
Cottage in San Gimignano
4.87 out of 5 average rating, 159 reviewsCountryside Cottage With View - Le Rondini apt
Feb 14 – 21
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 171 reviewsStone House with Exclusive Pool Codilungo in Chianti
Nov 9 – 16
Apartment rentals in Tuscany
Apartment in Manarola
4.96 out of 5 average rating, 539 reviewsOpen Heart Apartment sea view
Jan 17 – 24
Apartment in Montepulciano
4.97 out of 5 average rating, 327 reviewsA view from the top
Feb 22 – Mar 1
Apartment in Caminino
4.92 out of 5 average rating, 123 reviewsPieve di Caminino Historic Farm
Feb 11 – 18
Apartment in Asciano
4.96 out of 5 average rating, 111 reviewsLoggiato 1 in farm stay with shared pool
Oct 13 – 20
Apartment in Florence
5.0 out of 5 average rating, 416 reviewsRenaissance Apartment with Duomo Views!
Mar 14 – 21
Apartment in La Presura
4.91 out of 5 average rating, 107 reviewsCountry house 9 km to Florence-2+1g,free parking
Nov 17 – 24
Apartment in Barberino Tavarnelle
4.99 out of 5 average rating, 159 reviewsOld medieval apartment
Jul 20 – 27
Apartment in Panzano in Chianti (FI)
4.96 out of 5 average rating, 196 reviewsApt. Panzanello-Panzano in Chianti
Nov 29 – Dec 6
Apartment in Castiglione del Lago
4.9 out of 5 average rating, 114 reviewsUlivo - Charming apartment in the countryside
Apr 13 – 20
Apartment in San Gusmé
4.99 out of 5 average rating, 274 reviewsBeautiful medieval village!!!
Nov 29 – Dec 6
Apartment in Vicolo dell'Oro, 1A
4.99 out of 5 average rating, 159 reviewsSpectacular Location Ponte Vecchio
Jul 16 – 23
Apartment in Pitigliano
4.94 out of 5 average rating, 373 reviewsPanoramic penthouse in the ancient village
Dec 27 – Jan 3
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.
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.
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.
Destinations to explore
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