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Vacation rentals in Tuscany

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Tuscany

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

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa 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

G$139,650 GYD per night
Guest favorite

Home in Vaiano

4.99 out of 5 average rating, 132 reviews

Cottages 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

G$33,284 GYD per night
Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 189 reviews

Terra 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

G$23,229 GYD per night

Popular amenities for Tuscany vacation rentals

House rentals in Tuscany

Guest favorite

Home in Vaiano

5.0 out of 5 average rating, 194 reviews

The MOONLIT & SUNNY COTTAGE near Florence

Nov 6 – 13

G$35,594 GYD per night
Guest favorite

Home in San Quirico D'orcia

4.99 out of 5 average rating, 177 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Mar 21 – 28

G$63,506 GYD per night
Guest favorite

Home in Poggio San Marco

4.97 out of 5 average rating, 232 reviews

Charming converted Hayloft overlooking the Chianti Hills

Nov 25 – Dec 2

G$39,386 GYD per night
Guest favorite

Home in San Casciano in Val di pesa

4.98 out of 5 average rating, 146 reviews

The Chianti Classico Sunset

Jun 11 – 18

G$29,266 GYD per night
Guest favorite

Home in Bagno a Ripoli

4.99 out of 5 average rating, 132 reviews

The house of peacocks eco-house

Nov 3 – 10

G$30,449 GYD per night
Guest favorite

Home in Anghiari

4.99 out of 5 average rating, 189 reviews

Casa Rosmarino Eco-Wellness Country Home

Mar 10 – 17

G$97,585 GYD per night
Guest favorite

Home in Marano Sul Panaro

4.99 out of 5 average rating, 123 reviews

Glamping in Italy - Airstream with stunning views

Sep 26 – Oct 3

G$34,346 GYD per night
Guest favorite

Home in Certaldo

4.9 out of 5 average rating, 105 reviews

Paluffo Stillo House

Oct 17 – 24

G$70,954 GYD per night
Guest favorite

Home in Orvieto

5.0 out of 5 average rating, 175 reviews

Vineyards Paradise

Mar 16 – 23

G$73,833 GYD per night
Guest favorite

Home in Villa A Sesta

4.98 out of 5 average rating, 381 reviews

Raffaella's House in Chianti

Mar 20 – 27

G$25,294 GYD per night
Guest favorite

Home in Tavarnelle Val di Pesa

4.96 out of 5 average rating, 246 reviews

Casa Al Poggio & Chianti view

Nov 19 – 26

G$36,408 GYD per night
Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

Feb 26 – Mar 5

G$67,548 GYD per night

Cottage rentals in Tuscany

Guest favorite

Cottage in San Gimignano

4.94 out of 5 average rating, 246 reviews

Small renovated barn

Jan 15 – 22

G$22,713 GYD per night
Guest favorite

Cottage in Ozzano dell'Emilia

4.99 out of 5 average rating, 180 reviews

700-year-old restored barn in the hills of Bologna

Nov 20 – 27

G$35,348 GYD per night
Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 116 reviews

La Pietruzza - The Private Chalet with a Soul -

Feb 10 – 17

G$34,055 GYD per night
Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Feb 27 – Mar 6

G$27,585 GYD per night
Superhost

Cottage in Riomaggiore

4.87 out of 5 average rating, 210 reviews

UWABIO Sea view eco lodge in a vineyard

Dec 10 – 17

G$56,058 GYD per night
Guest favorite

Cottage in Castell'azzara

4.98 out of 5 average rating, 110 reviews

Your Private Tuscan Retreat

Oct 19 – 26

G$38,621 GYD per night
Guest favorite

Cottage in Ponte Feccia

4.95 out of 5 average rating, 130 reviews

Country cottage C&M surrounded by green love Tuscany

Dec 6 – 13

G$25,011 GYD per night
Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 209 reviews

Best view ever & private pool

Dec 30 – Jan 6

G$108,403 GYD per night
Superhost

Cottage in Cennina

4.88 out of 5 average rating, 146 reviews

The Five Oaks Cottage

Sep 30 – Oct 7

G$24,133 GYD per night
Guest favorite

Cottage in Radicondoli

4.94 out of 5 average rating, 107 reviews

Beautiful renovated barn in Tuscany

Feb 23 – Mar 2

G$34,043 GYD per night
Guest favorite

Cottage in San Gimignano

4.87 out of 5 average rating, 159 reviews

Countryside Cottage With View - Le Rondini apt

Feb 14 – 21

G$19,134 GYD per night
Guest favorite

Cottage in San Filippo A Ponzano

4.98 out of 5 average rating, 171 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Nov 9 – 16

G$73,273 GYD per night

Apartment rentals in Tuscany

Guest favorite

Apartment in Manarola

4.96 out of 5 average rating, 539 reviews

Open Heart Apartment sea view

Jan 17 – 24

G$19,753 GYD per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 327 reviews

A view from the top

Feb 22 – Mar 1

G$33,660 GYD per night
Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 123 reviews

Pieve di Caminino Historic Farm

Feb 11 – 18

G$32,704 GYD per night
Guest favorite

Apartment in Asciano

4.96 out of 5 average rating, 111 reviews

Loggiato 1 in farm stay with shared pool

Oct 13 – 20

G$20,114 GYD per night
Guest favorite

Apartment in Florence

5.0 out of 5 average rating, 416 reviews

Renaissance Apartment with Duomo Views!

Mar 14 – 21

G$65,042 GYD per night
Guest favorite

Apartment in La Presura

4.91 out of 5 average rating, 107 reviews

Country house 9 km to Florence-2+1g,free parking

Nov 17 – 24

G$24,778 GYD per night
Guest favorite

Apartment in Barberino Tavarnelle

4.99 out of 5 average rating, 159 reviews

Old medieval apartment

Jul 20 – 27

G$25,718 GYD per night
Guest favorite

Apartment in Panzano in Chianti (FI)

4.96 out of 5 average rating, 196 reviews

Apt. Panzanello-Panzano in Chianti

Nov 29 – Dec 6

G$26,591 GYD per night
Superhost

Apartment in Castiglione del Lago

4.9 out of 5 average rating, 114 reviews

Ulivo - Charming apartment in the countryside

Apr 13 – 20

G$23,321 GYD per night
Guest favorite

Apartment in San Gusmé

4.99 out of 5 average rating, 274 reviews

Beautiful medieval village!!!

Nov 29 – Dec 6

G$23,321 GYD per night
Guest favorite

Apartment in Vicolo dell'Oro, 1A

4.99 out of 5 average rating, 159 reviews

Spectacular Location Ponte Vecchio

Jul 16 – 23

G$198,270 GYD per night
Guest favorite

Apartment in Pitigliano

4.94 out of 5 average rating, 373 reviews

Panoramic penthouse in the ancient village

Dec 27 – Jan 3

G$29,617 GYD 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.


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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