House vacation rentals in San Gimignano

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Top-rated house rentals in San Gimignano

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Superhost

Home in Pratolino

5 out of 5 average rating, 5 reviews

nat home 20 minutes from Florence

Casa di Nat offers a unique experience immersed in nature but a few minutes from the center of Florence, a unique vacation for those who want to relax and have fun with friends and family, suitable for adults and children, with its outdoor space it will be possible to involve everyone in lunches or dinners, with barbecues and deck chairs, the covered porch will allow you to eat outdoors even in the colder months, to facilitate travel there is free parking on the street and bus stop nearby.

Guest favorite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favorite

Home in Greve in Chianti

4.88 out of 5 average rating, 115 reviews

The Sundial in Montefioralle

In the village of Montefioralle, the Meridiana, the charm of historic homes. In front of one of the ancient castle gates, the house is part of the medieval castle. On the ground floor you will find the kitchen, the dining room with a large fireplace, a sitting area and the ancient vaulted cellar, on the first floor the two double bedrooms, the bathroom, a living room/study and the garden with table and chairs where you can spend pleasant evenings. Free high-speed Wi-Fi is available.

Guest favorite

Home in Castellina in Chianti

4.98 out of 5 average rating, 106 reviews

StageROOM03 -Chianti Idillic Country living

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Guest favorite

Home in Siena

4.95 out of 5 average rating, 135 reviews

[Villa with Park] Free Parking and Wi-Fi

Beautiful villa, nestled in the green hills covered with beautiful olive trees. If your dream is to stay in the beautiful Tuscan hills and wake up in the morning with the singing of birds, thanks to this superlative villa you can do it. It can accommodate up to 7 guests. Its very central yet quiet location, just 10 minutes' drive from the historic center of Siena, and from supermarkets, bars and historic sites, makes it the ideal location for a relaxing stay in Siena.

Superhost

Home in Chianni

4.82 out of 5 average rating, 55 reviews

Three bedroom historical house with the best views

Newly renovated and beautifully furnished Tuscan home in Chianni, Italy. There are two units within the property which are both inclusive of the price and both connected. The upstairs area boasts two large bedrooms, a modern chef's kitchen, dining hall and living room with a sleek bathroom. The studio unit below has a bedroom, kitchenette and full bathroom. Guests receive a welcome package with a bottle of wine, water, and a free wine-tasting ticket at Castelvecchio.

Guest favorite

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.

Guest favorite

Home in Magliano

5 out of 5 average rating, 11 reviews

Sunset in Chianti

Relax with the whole family in this quiet, panoramic accommodation immersed in the beauty of the Tuscan countryside. This apartment offers a view that will leave you breathless. Equipped with a large garden, above ground pool, 2 cozy bedrooms, 2 elegant bathrooms, a fully equipped kitchen, a comfortable living area and a panoramic terrace with a table, perfect for dining under the stars. This place is ideal for living a unique and unforgettable experience.

Guest favorite

Home in Larciano

4.92 out of 5 average rating, 12 reviews

Stone house

Splendida casa in Toscana perfettamente collegata ai principali luoghi di interesse turistico, per un soggiorno indimenticabile tra storia, arte e natura. &rtrif; Potrai raggiungere: &rtri; Lucca &rtri; Firenze &rtri; Vinci &rtri; Pisa &rtri; Pistoia &rtri; Montecatini Terme • Alcuni servizi: &compfn; WiFi &compfn; Aria condizionata &compfn; Parcheggio &compfn; SmartTV 55 pollici &compfn; Cucina completa, lavastoviglie, lavatrice

Guest favorite

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Guest favorite

Home in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 138 reviews

Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

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What guests are saying

Casa Fattore - Tuscan countryside house

4.93 out of 5 average rating, 45 reviews7 months ago

The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.

Home in Civitella in Val di Chiana

What guests are saying

Casa Ora d"Oro - Panoramic Views

4.97 out of 5 average rating, 37 reviews1 week ago

Words cannot really express the beauty of this place, we stayed at Rocky's home for a few nights at the end of our 2 week trip to Italy. It was the perfect wind down to a busy pace in Rome and Florence. We were lucky enough to catch the gorgeous sunset on our first night and enjoy a lovely bottle of wine left for us as a welcome gift. Rocky stayed in communication with us for our stay ensuring we had a successful arrival and check out, gave recommendations for local spots and had arranged for a private chef to prepare a gourmet meal for us at the villa, which was a highlight of our stay here. Even with rain coming in this place is magical, so serene and peaceful. Highly recommend, Thank you Rocky!

Home in Castelmuzio

What guests are saying

Vacation immersed in the Tuscan countryside 'Canaiolo'

4.83 out of 5 average rating, 70 reviews7 months ago

We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria

Home in Montespertoli

What guests are saying

Casale La Giara - Enclosed patio, exclusive view

4.82 out of 5 average rating, 17 reviews6 months ago

If you want to have an experience to live in olive garden with a beautiful view of Tuscany's hills and historical city - that's a spot! Peaceful, calm, silent with just a noise of nature (morning birds, owl at night). On ground floor you will find nice kitchen (well equipped) and bathroom (that looks better than on pictures), washing machine, iron, hairdryer, good wifi. On the first floor 2 charming bedrooms with a nice view. Great spot. Truly recommended!

Home in San Miniato

What guests are saying

Cuore Di Mela House

4.97 out of 5 average rating, 33 reviews4 days ago

The views are just as good as the pictures! The house was spacious and nicely decorated, clean and tidy. The little town has a couple of small grocery type shops, cafes and restaurants. (Doriane gave recommendations and offered to book restaurants which was great when my phone didn’t work.) It is a great location, in a particularly picturesque part of Tuscany and close to lots of the sites of Tuscany. Would recommend. (If you are a particularly light sleeper and like going to bed very early, I would suggest bringing ear plugs, as the old lady next door has her tv loud, but not late.)

Home in Gambassi Terme

What guests are saying

Lallina. House with a View

4.91 out of 5 average rating, 69 reviews1 month ago

We stayed here for a week as a family of four along with our 18 months old baby. Alfredo was incredibly quick to respond with anything we needed and we felt at home from the very beginning. The setting and area for me was stunning and incredibly peaceful. The views from the windows offer landscapes across the nearby hills filled with vineyards, olive groves and farmhouses dotted around. Everywhere you looked was like a painting. Across to the left you also had a great view of nearby Peccioli up on the hill which is covered with sunlight in the afternoon. The lovely house which felt modern but with lots of character, is within a small community which includes two restaurants, along with a cheese maker and wineries in walking distance just along the road. It is a few minutes drive to nearby villages and perfect base to discover all the main towns and cities. Only problem we had is that we didn't stay longer! We will be back for sure. Thank you Alfredo for an amazing stay!

Home in Casanova

What guests are saying

charming apartment a few kilometers from the sea

4.94 out of 5 average rating, 32 reviews7 months ago

I am very glad that we got such a hostess! She is very polite, very responsive! We met for the first time, but it was as if we had known each other for many years. The house is in a very comfortable and beautiful place!! It is very clean and very cozy!! If I come to Tuscany again, then only to Caterina!)

Home in Bibbona

What guests are saying

Dependance Petri - with Jacuzzi

4.96 out of 5 average rating, 27 reviews4 days ago

Roberta went above and beyond to provide an excellent service, with lots of recommendations and was there if we needed anything at all. The house was absolutely beautiful, with stunning views and the breakfast provided was a very nice touch! Would definitely stay here again :)

Home in Torricchio

What guests are saying

Tuscan vineyard house, near Florence

5 out of 5 average rating, 13 reviews3 months ago

My husband and I stayed here for 10 days while traveling around Europe. Jane is not only a wonderful host who was always responsive and had wonderful recommendations but was proactive from the beginning, making sure we had clear instructions for arrival and checking in periodically to make sure things were running smoothly. The house itself is perfection. A private farmhouse as described with Jane close by if we needed anything. The views are stunning and the home itself is cozy and inviting with the listed amenities accurate 100%. We used the kitchen to make simple meals and had a perfectly clean kitchen, bathroom, living room and bedroom. Having a car is a must to explore Florence (45 minutes away) Pisa (1 and 1/2 hours away) and surrounding small towns filled with history and the beauty of Tuscany. I’d highly recommend this beautiful stay and look forward to coming back!

Home in San Francesco

What guests are saying

house in the village my dream

5 out of 5 average rating, 11 reviews6 months ago

Giglio was always available and helpful. Communication in English was smooth. The apartment is very cozy and matches the photos. Giglio is a very friendly and empathetic person with whom we laughed a lot and she welcomed us extremely lovingly and also said goodbye at the end.

Home in Guardistallo

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