Vacation rentals in Tuscany
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Top-rated vacation rentals in Tuscany
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House rentals in Tuscany
Home in Castellina in Chianti
4.98 out of 5 average rating, 104 reviewsStageROOM03 -Chianti Idillic Country living
Very nice apartment in an incredible location. Extremely private and very beautiful setting, but with easy access to access to town / the sights of Tuscany. Ivan was very accommodating and responsive; he went out of his way to support us when we had a little trouble with our rental car. We would love to return someday and would book with Ivan in a minute.
Home in San Martino
4.94 out of 5 average rating, 198 reviewsCasa Bada - Barn
We were so lucky to find this Tuscan gem of a property - it was exactly the peaceful & tranquil location we were looking for. The property was exactly as per the listing, although photos cannot do it enough justice - it was pristine & perfect with everything, + much more available in the property than expected. Suzy is a super host indeed!… the family went out of their way to accommodate us during our stay, with additional help & advice we were extremely grateful for. We hope to be back at Casa Bada in future to stay in this extremely well equipped & beautiful homely property. All we as a family can say is “thank you - so, so much” !!
Home in San Quirico D'orcia
4.99 out of 5 average rating, 198 reviewsAlma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Absolutely loved our stay in Vignoni! The property is exactly as described and pictured - the views are THAT stunning. The apartment was clean and had all the comforts of home; laundry was a great benefit halfway through our two week trip. Stephano was very welcoming showing us the property upon arrival and checked in a few times during the stay; dinner recommendations in both the "uphill town" and the "downhill town" were excellent. Grocery store and pharmacy were close by and easy drive once you get your bearings on the hilly, twisty roads. Stephano and Silvia's pride in the property showed in all aspects of our stay. Highly recommend a stay here to get away from the chaos of the cities! We found this to be an excellent spot for day trips to most of the mid/lower Tuscan villages; nothing was more than an hour. About halfway between Rome and Florence, so very convenient. Don't hesitate to book this beautiful, historic, property in lovely Val D'Orcia!
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 273 reviewsCasa Al Poggio & Chianti view
An incredible renovated rustic and comfortable home with a beautiful view centrally located in the beautiful countryside of Chianti wine country. This is the stuff dreams are made of. Then top it off with the most hospitable host, Ema, a man who works so hard to please and make certain that you feel taken care of. Our family with 2 adult children stayed for 4 amazing nights that we will never forget. We scheduled a hike/ winery tour with Ema that turned into an epic pleasure. The next day he and his sweet sister Tammy came over and taught us how to make authentic ragu, the perfect Italian ravioli and tiramisu. Ema provided us with restaurant recommendations that were perfecto. We ate at Officina della Bistecca in Panzano which was a perfect night. We shopped for groceries at the lovely local store in San Donato, 6 minutes drive from the house. We drove to Maranello to see the Ferrari museum. Casa al Poggio is a lovely place to stay with a fantastic host whom we now call friend.
Home in Villa A Sesta
4.98 out of 5 average rating, 414 reviewsRaffaella's House in Chianti
Raffaella and Claudio were such wonderful hosts! They made us feel right at home the moment we arrived. Their entire property is stunning, and the view from the balcony is worth every penny. My husband describes the shower as “life changing.” :) The bed was also very comfortable! Raffaella’s breakfast is a 10/10! We hope to visit again soon.
Home in Prato
4.98 out of 5 average rating, 126 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
We had a great week staying in the orange apartment - it’s even better than the photos! Rob and Ilonka were lovely and helped us. Would highly recommend for a real week of R&R!
Home in Scrofiano
4.97 out of 5 average rating, 132 reviewsJenny's Barn
We absolutely loved Jenny's little barn! Jenny herself was a joy to speak to as well, and even gave us little gifts when arriving at and leaving the barn. We had everything needed to have a sweet little respite before zipping off to Rome. We walked among the olive groves and rested in her garden. Absolute perfection. Thank you for the rest we needed, Jenny!
Home in Vaiano
4.99 out of 5 average rating, 181 reviewsCottages in Tuscany in ancient garden villa with garden
Lovely property in the country. A little tricky to find at night in the dark, but we enjoyed it once we arrived. Comfortable king sized bed. Your host, Felippo outdoes himself in greeting you and providing a variety of food and wine so you don’t have to shop. Easy trip into Florence from the Prato station. Enjoy!
Cottage rentals in Tuscany
Cottage in Gaiole In Chianti
4.84 out of 5 average rating, 106 reviewsOld Chianti chapel-style cottage
Quaint old cottage in the heart of vineyards and countryside. Very quiet and peaceful. You need a car to get around the area or have a driver arranged. No Uber or taxis locally. The walk to Gaiole is downhill and on the road edge. The walk back to the cottage is uphill 8-27%grade.
Cottage in Volterra
4.9 out of 5 average rating, 174 reviewsPodere Grignano, beautiful Tuscany
Beautifully located house in beautiful surroundings! House stands under a giant old oak tree that blows over the roof of the house, views over the Tuscan country are spectacular. The tranquility that the house exudes and the surroundings contributes to the perfect holiday feeling!
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 186 reviewsStone House with Exclusive Pool Codilungo in Chianti
The Stone House was gorgeous - beautifully and thoughtfully decorated, with amazing views. It was private yet easy to get to many amenities/tuscany towns/wineries nearby. Emanuela and Giovanni were very responsive to our questions and requests. We requested for help to buy a bouquet of flowers to surprise our friend for her birthday on the day we arrive - not only did they take the time to help us buy it, they refused to let us pay for it! it was too cold for us to use the pool but I can imagine how wonderful it would have been if we could have used it. all in all, it was a great place to enjoy a dreamy tuscan holiday.
Cottage in Radicondoli
4.92 out of 5 average rating, 127 reviewsBeautiful renovated barn in Tuscany
Gloria's place is in the middle of the forest and looks like the photos. The facility leaves nothing to be desired. The hot tub next to the house is a dream. If you are looking for absolute peace, this is the place. The house is fenced with an electric fence to keep wild boars. It works very well, too. Only the way to the property is a bit arduous. You drive about 2 km over a gravel road, which is very steep in places.
Cottage in Ozzano dell'Emilia
4.99 out of 5 average rating, 216 reviews700-year-old restored barn in the hills of Bologna
We loved our get way at Amy & Carlo's. A very drive from Bologna with lots of interesting places within 1-2 hours drive. We didn't get to see them all but enjoyed Varignana-Palesio for lunch on a rainy day, the castle at Dozza and spectacular Byzantine mosaics at Ravenna. The house was beautifully renovated and a great space to relax at the start and end of the day.
Cottage in Riomaggiore
4.88 out of 5 average rating, 249 reviewsUWABIO Sea view eco lodge in a vineyard
Amazing stay and Laura and Pala were excellent hosts. They met us when we arrived and made sure we were situated with everything before leaving. Would recommend to anyone who is okay with a bit of a hike up to this tranquil place. Worth every step!
Cottage in Monteriggioni
4.97 out of 5 average rating, 213 reviewsMonteriggioni Castello, holiday house in Tuscany
What a special place. Definitely a great stay. Monterrigione is so unique and beautiful, to stay inside it for three nights was fantastic. Driving back “home” through the medieval gate is a great and unforgettable experience. The hosts are very nice, helpful and so enthusiastic. The parking is a great asset, and it’s local to so many things to do, you could spend a week. Restaurant across the road excellent. Book it!
Cottage in San Gimignano
4.84 out of 5 average rating, 180 reviewsCountryside Cottage With View - Le Rondini apt
Nice place with beautiful surroundings, would recommend!
Apartment rentals in Tuscany
Rental unit in Vicolo dell'Oro, 1A
4.99 out of 5 average rating, 167 reviewsSpectacular Location Ponte Vecchio
We absolutely adored our stay at Casa Ventura. Karin is a lovely host, friendly and responsive to questions and requests, throughout our stay she was always available to us. The unit is beautifully decorated, with a high-end kitchen and baths, comfortable bed and wonderful outside terraces with breathtaking views. Unfortunately, a rainy week limited our time on the terraces, but with good weather these spaces will really add to the joy of your stay. The location is ideal, just steps from the Ponte Vecchio with shops and restaurants all around. I can’t say enough how much we enjoyed our time at Casa Ventura, we will happily return and highly recommend. Thank you, Karin, for everything!
Rental unit in Castellina in Chianti
4.97 out of 5 average rating, 101 reviewsVisit Chianti, Siena, S.Gimignano, Florence
We had a great time at Franco’s place. We received several suggestions for the tours that we could make on our race bikes. Also, for the rainy days the hosts provided input on the activities in the area.
Rental unit in Manarola
4.95 out of 5 average rating, 590 reviewsOpen Heart Apartment sea view
This place looks exactly like the photos. You have all you need for a comfortable stay: amazing coffee, comfortable bed, hot shower, and the best view. And Jvan is readily available if you need anything. Would stay here again in a heartbeat! Thank you so much, Jvan, for welcoming us in to your home 🥰 One thing to note, as Jvan says in his listing, there are MANY stairs that are very steep, so bring as little as you can or you’ll be swearing at yourself for not packing less as you struggle up and down the stairs and ramps.
Rental unit in San Gimignano
4.97 out of 5 average rating, 200 reviewsCasa Irene
Great stay just outside the walls of the town, Clara is very communicative and our stay was lovely - would highly recommend
Rental unit in La Presura
4.92 out of 5 average rating, 128 reviewsCountry house 9 km to Florence-2+1g,free parking
The place was very Tuscany. The pool was immaculate. Too bad we were not able to use it as the weather was not cooperating at that time. The hostess was outstanding and took care of any requests we made. She offered great information as to places to go. You could take a bus about a quarter mile down the road but we found renting a car in Tuscany was the way to go. Would highly recommend Fredrico’s place in the Chianti countryside
Rental unit in Montepulciano
4.97 out of 5 average rating, 361 reviewsA view from the top
Stunning views and a fabulous location in town! My husband and I spent an incredible week at Luca’s, enjoying sunset dinners and amazing wine on his balcony with fresh pasta from a local shop that we cooked in his well equipped kitchen. Montepulciano is a great base with much to do - great art, history, restaurants, churches and shops. We also enjoyed exploring other hilltop towns with a fabulous driver - Emanuele - who Luca recommended. A View from the Top is a gem and Luca is a great host!
Rental unit in Riomaggiore
4.91 out of 5 average rating, 422 reviewsVillino Caterina Luxe & Relax
Chiara and Manuel's place was a dream. Easy to find with instructions from Manuel, and allowed great use of the elevator from just outside the station otherwise would have been a very difficult trek with luggage. The place itself was picturesque, clean, and perfectly situated with a 5 min walk into the centre of Riomaggiore, but away from all the noise too. We didn't get to meet Chiara however we met Manuel by pure coincidence when we went into a shop to buy some focaccia to be greeted my Manuel (who recognised us from the passport photos we sent in) who was kind enough to give us the focaccia and a bottle of wine on the house! Riomaggiore was our favourite of the five coastal towns, and Chiara and Manuel's place was the perfect little home for us to spend our three nights
Rental unit in Poggibonsi
4.99 out of 5 average rating, 226 reviewsLaura Chianti Vacanze
I think the place is cozy, quiet and the best for families who enjoy the scenery of Tuscany. It was recently renovated, so it was so clean and well maintained. The bedding was comfortable, and most importantly, the heating was good, so my family was able to sleep comfortably. I don't think it's a 4.99 rating for nothing. I would also recommend it to people around me. Thank you.
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.
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