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Vacation rentals in Tuscany

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Popular amenities for Tuscany vacation rentals

Home rentals in Tuscany

Top guest favorite
Home in Panzano
4.98 out of 5 average rating, 437 reviews

Old Farmhouse near Panzano Castle Abbacìo

JulieRating, 5 stars1 week ago
Nicoletta and her husband welcomed us as we arrived. Their beautiful farmhouse will be the highlight, unforgettable memory of our 3 week trip. Nicoletta provided all of the comforts of home. Their beautiful vistas are serene and magical. Their farm home is truly a taste of paradise!
Guest favorite
Home in Castellina in Chianti
4.98 out of 5 average rating, 110 reviews

StageROOM03 -Chianti Idillic Country living

ElizaRating, 5 stars2 weeks ago
Breathtaking location with views that are exactly what you want in the Chianti region. It was a beautiful place and was very nicely setup. Extremely responsive and helpful host. He provided recommendations and was quick to respond to questions. The house is centered nicely within the region and allows access to many different villages, wineries, and restaurants. An amazing experience and I highly recommend!
Guest favorite
Home in Cerreto Guidi
4.95 out of 5 average rating, 473 reviews

Casa del Giardino

SharonRating, 5 stars1 month ago
The house was comfortable, spacious, well equipped. It was very peaceful to relax, wine and dine outside the house overlooking the beautiful sunset view of Tuscany vineyards. Veronica was friendly, responsive and gave us lots of recommendation to go around. Her mom welcomed us when we arrived, walk us through the whole place. She even gave us a bottle of wine! Veronica's parents live next door to the property which was very helpful when we have some questions. Her dad helped us hose down the dirt on our car wheels.
Top guest favorite
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 207 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

HildeRating, 5 stars1 week ago
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.
Top guest favorite
Home in Villa a Sesta
4.98 out of 5 average rating, 433 reviews

Raffaella's House in Chianti

DinoRating, 5 stars1 week ago
We don’t have words to describe the place and welcoming from Raffaella e Cláudio. What a sweet couple, very friendly, very cordial and pleasant. The apartment was spacious, very very clean and an amazing deck with a beautiful view of the vineyards and olive trees. We definitely would stay here again and again!
Top guest favorite
Home in Simignano
4.97 out of 5 average rating, 127 reviews

Casa al Gianni - The Simignano Barn

KatieRating, 5 starstoday
Staying with Carmelo and Christina was an absolute dream. From the moment we arrived, they made us feel like family — warm, welcoming, and genuinely invested in making our stay unforgettable. Their hospitality goes above and beyond anything we’ve experienced before. The cooking class was a true highlight — intimate, hands-on, and filled with laughter and stories. Carmelo and Carlo brought so much heart and tradition to the experience, and the food we made together was better than anything we’ve had in restaurants. The tour they led was equally exceptional — personal, immersive, and filled with local charm. You could feel how much they love sharing their culture and community. After this trip, I honestly can’t imagine staying anywhere else in Italy. Carmelo and Christina set a new standard. This wasn’t just a stay — it was an experience I’ll never forget. I’m already dreaming about my next visit.
Top guest favorite
Home in San Gimignano
4.99 out of 5 average rating, 188 reviews

Garden House

TomRating, 5 stars1 week ago
A great and quiet location even with some nearby building renovation. Didn’t bother us at all. Lovely private garden and the apartment is beautifully presented. Mario and Cristina have thought of and provided everything for a perfect stay. Also their restaurant recommendations were excellent!
Top guest favorite
Home in San Casciano In Val di Pesa
4.97 out of 5 average rating, 192 reviews

The Chianti Classico Sunset

LouisRating, 5 starstoday
What an amazing region and an amazing view from this peaceful and beautiful house! This charming place has all you need to enjoy your stay. It was very clean, very comfortable, very pleasant. Petra, your host, is super nice and will welcome you and give you loads of recommendations for wjat to do and where to eat. You will sleep so peacfully there! If there is anything negative to say is that we thought we wouldn't have anyone around, but the Petra and her family live right next to this house, and there are other houses a little bit furthe, also rented out. That being said, this didnt disturb us and Petra's family was super respectful of the guests and quiet. All in all, it we had an amazing stay in this house and in Tuscany.

Apartment rentals in Tuscany

Top guest favorite
Apartment in Montalcino
4.9 out of 5 average rating, 357 reviews

Panoramic Country Suite Montalcino

HeatherRating, 5 stars3 weeks ago
Paradise on earth - for both nature lovers and wine lovers alike! The natural beauty of Alexandra's airbnb cannot be described by words... from the views and organic landscaping, to the sunrise, sunset, and peaceful atmosphere, this place will take your breath away. The proximity to Montalcino and the surrounding wineries is fantastic! We were able to walk to town and were only a short drive away from multiple wineries. We chose to take advantage of the outdoor grille and kitchen to cook most of our meals from home. Thank you Alex for the recommendation to head to Buonconvento (the town near montalcino - a 10minute drive) for the large grocery store we utilized to stock the kitchen! Both Alex and Michelangelo were helpful hosts when needed, but gracious enough to allow full privacy - even though they live in the attached larger home, you would never know. The 4 days we stayed here were 100% the highlight of our trip! I am grateful they share this space with the world!! ⭐️⭐️⭐️⭐️
Guest favorite
Apartment in Massa e Cozzile PT
4.94 out of 5 average rating, 175 reviews

Tuscan olive farm, apartment

YvetteRating, 5 stars2 weeks ago
We had a wonderful time at a beautiful spot. Marinella and Fabio are very kind and helpful.
Guest favorite
Apartment in Asciano
4.93 out of 5 average rating, 123 reviews

Loggiato 2 Apartment in Tuscany with pool

LukasRating, 5 stars1 month ago
very nice place surrounded by a great landscape!
Top guest favorite
Apartment in Poggibonsi
4.97 out of 5 average rating, 252 reviews

OLIVE TREE APARTMENT - CHIANTI

AnnaRating, 5 stars1 week ago
What an incredible stay at this beautiful apartment! Pictures don’t do it justice. A true Tuscan paradise. Apartment is spotless. Beautiful touches everywhere and very spacious. The views are incredible. Great front and back porches to relax and take in the beauty. Mario and Nadia are wonderful hosts. Always responsive and a pleasure to interact with. Loved our stay and would definitely come back again. Highly recommend!
Guest favorite
Apartment in Florence
4.93 out of 5 average rating, 536 reviews

House of Delights - The Medici private leisure house

ValerioRating, 5 stars2 weeks ago
If you wanna do social ig picture and tell to the world that you are in Florence , there is no other place more characteristic then this one . Wonderful . My girlfriend is still thanking me
Superhost
Apartment in Larciano
4.84 out of 5 average rating, 122 reviews

Biancospino apart, amazing view, pool open fromApr

SylviaRating, 5 stars2 weeks ago
Top location, with excellent amenities. The view is stunning and a big plus for the private cooking class! Don't hesitate, just book.
Top guest favorite
Apartment in Poggibonsi
4.99 out of 5 average rating, 274 reviews

Laura Chianti Holidays

MichaelRating, 5 stars4 days ago
Great spacious apartment to explore the surrounding area. Helpful information from the nice hosts. Quiet location. 2 great bathrooms with rain shower. The kitchen is very well equipped, also with many small things that you can use in everyday life. The garden with the barbecue is great with beautiful views of the fantastic landscape with the vineyards and cypresses. If you have a baby, you should bring a good baby monitor with a long-range connection, as the garden is a few meters from the house. We felt very comfortable and can highly recommend the accommodation.
Top guest favorite
Apartment in San Gimignano
4.98 out of 5 average rating, 126 reviews

Apartment at ground floor with garden

TrisRating, 5 stars5 days ago
A beautiful little apartment tucked in a peaceful garden in the heart of the town. Massimo was so helpful with check in and transporting our bags, and the garage worked perfectly for our hire car. We were two couples and the accommodation and location worked perfectly.

Family friendly vacation rentals in Tuscany

Top guest favorite
Farm stay in Ruscello
4.99 out of 5 average rating, 412 reviews

Farmhouse Fattoria La Parita

ElinaRating, 5 stars1 week ago
What an icredible place! We travelled with our 4 years old daughter and she also loved this place! Sandra was so kind and caring. The beds were PERFECT, we slept so well!! The breakfasts are unbelievable! We really really loved our stay in Sandra’s beautiful place and would definitely recommend it to everyone! Thank you Sandra so much!
Guest favorite
Farm stay in Greve in Chianti
4.96 out of 5 average rating, 202 reviews

Le Balze di Pile Farmhouse - Greve in Chianti

YamilaRating, 5 stars2 days ago
The place is amazing!!!! It’s a paradise in Tuscany. Luigi and Roberta thought about everything that we’ll make you feel like home. The place is even better than the pictures. They recommend us a restaurant in a nearby village that we absolutely loved. This is a must go place if you want to escape from the crowd of all the cities. I will definitely recommend it !
Top guest favorite
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 145 reviews

GUIDI POWER

KathyRating, 5 stars1 week ago
From the moment we walked through the entry gate, we knew this was going to be a very special place to stay. The views of the Tuscan countryside were amazing. The interior was so charming - beautifully furnished and very comfortable. Giulia, the host was so thoughtful - even providing us with a wonderful welcome snack. The pool was refreshing and the gardens beautiful. Fantastic location - we could get to all our destinations within an hour. We loved every minute and definitely hope to return some day!!
Top guest favorite
Farm stay in Palaia
4.98 out of 5 average rating, 167 reviews

Countryside Dream farm in Tuscany

JamesRating, 5 stars1 week ago
We spent 4 nights at Francesco’s farmhouse and loved every minute. The upstairs apartment is spacious with high ceilings and a great space to relax. There was a basket of toys for the kids to enjoy and Francesco kindly provided some of the amazing wines and olive oil from the farm. The location of the farmhouse is absolutely stunning, with incredible views of the surrounding Tuscan countryside. The pool is beautiful and the perfect place to relax and enjoy the view while the kids loved meeting the dog and cats. The location is perfect and an hours drive to most attractions in Tuscany. We went on a number of day trips during our stay including Florence, Cinque Terre & Pisa, as well as smaller villages like San Miniato & Palaia itself. Francesco is a fantastic host and I’m sure we’ll be back one day!
Superhost
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 249 reviews

House between Firenze, Arezzo, chianti e Siena

DebbieRating, 5 stars2 weeks ago
My husband and I adored the tranquility of this stay. Our host Oscar was so proactive, responsive, and helpful. We are so grateful for the kind acts of service Oscar and his team extended towards us. I have Celiac and they took into serious consideration ways to prevent cross contamination and made sure that there were options available for me. Their restaurant was likely the best food that we’ve tasted throughout our stay in Italy! The lobby is filled with its aroma of fresh herbs being cooked. We also adored the little furry friends that would hand around our porch! He had a team of people who would take us to and from the nearest train station and were extremely flexible! The stay is up a mountain so we were so thankful there was someone skilled enough to drive us up and down! Oscar, thank you for everything! We definitely plan to visit again and strongly recommend that anyone stay at your accommodation for peace, tranquility, and amazing food!
Guest favorite
Farm stay in Campiglia D'orcia
4.91 out of 5 average rating, 466 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

DeepakRating, 5 stars1 day ago
Very helpful and friendly host. Available on just a message. Great proactive inputs for sightseeing. Place is serene as shown in pictures. Gets you Tuscany experience
Guest favorite
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castle of Valle

KapoRating, 5 stars1 week ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Top guest favorite
Apartment in Monticchiello
4.98 out of 5 average rating, 373 reviews

Romantic Tower's dating 1200

RebekahRating, 5 stars1 week ago
Deb has been the best host I have ever had. Responsive from day one setting up a chat and we were communicating from booking to the time of leaving. The accommodation itself was clean and comfortable - I was able to relax instantly. The tap that also gives you instant sparkling water - it was a revelation!!! Deb also has amazing staff and a restaurant which is absolutely delicious. Book now and if not available, check out her profile as she has many other accomodations in the town.

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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