Vacation home rentals in San Gimignano

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Top-rated vacation home rentals in San Gimignano

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Guest favorite

Vacation home in Pistoia

4.89 out of 5 average rating, 106 reviews

CountryAl, Stay in the green at my house.

Independent accommodation, large living/equipped kitchen area, bedroom and bathroom with shower. A part of a family villa, immersed in the green of the Tuscan countryside between vineyards and olive groves, on the slopes of the Apennines, in a strategic position for those who want to discover the wonders of Tuscany and stay in a quiet place five minutes from the city center but away from the noise of the city, because here the tranquility typical of this place reigns. Reserved parking with a maximum height of 190 cm.

Jan 28 – Feb 4

G$14,356 GYD per night

Guest favorite

Vacation home in Florence

4.89 out of 5 average rating, 633 reviews

charming studio ponte vecchio/ lift

Quite and luminous studio to sleep 2, located on the left side of the river arno, only at 30 yards/meters from ponte vecchio. The studio is on the third floor with lift and has a living room with parquet floor and a real double sized bed, bathroom with shower and fully equipped kitchenette. the double glaze window is overlooking the main street and the bathroom window has mosquito net . it is also provided of air conditioning/heating, Wi-Fi connection and tv wall mount for all your conforts.

Jul 28 – Aug 4

G$31,932 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 110 reviews

Victoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Feb 10 – 17

G$23,025 GYD per night

Guest favorite

Vacation home in San Gimignano

4.97 out of 5 average rating, 73 reviews

Breathe in Tuscany - 180° view of the Hills

Live your experience in San Gimignano with a wonderful view of the Tuscan hills! In the heart of San Gimignano, among the medieval streets this is the ideal starting point to discover the city of one hundred towers. Independent entrance, first floor and breathtaking view of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom, free wifi. city tax to be added to the price, 1.5€ for each person for each night.

Sep 3 – 10

G$32,213 GYD per night

Superhost

Vacation home in Impruneta

4.87 out of 5 average rating, 190 reviews

Lovely house with fabulous view....

Typical Tuscan farmhouse with splendid views of the Chianti, suitable for 2 people. The house is furnished in Tuscan style being a former barn, has been recently renovated and is 70 square meters. Double bedroom with bathroom, large living room with sofa and nice mezzanine, kitchen equipped with stove, refrigerator, etc. Customers are requested to come by car. If you want the heating is paid and according to consumption and can only be switched on from the period established by the region.

Feb 16 – 23

G$18,962 GYD per night

Guest favorite

Vacation home in Florence

4.96 out of 5 average rating, 339 reviews

Breathtaking view from romantic nest in citycenter

Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.

Oct 10 – 17

G$68,946 GYD per night

Guest favorite

Vacation home in Barberino Tavarnelle (Fi)

5.0 out of 5 average rating, 58 reviews

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

Apr 14 – 21

G$38,085 GYD per night

Guest favorite

Vacation home in Casole d'Elsa (SI)

4.92 out of 5 average rating, 175 reviews

Off the beaten path Tuscan Farmhouse, great views

Away from it all in the heart of Tuscany, Agriturismo Timignano is a beautiful farmhouse surrounded by stunning unspoilt countryside. Perfect for couples and older families to relax, recharge or work remotely, the apartment has a private entrance and garden with outdoor seating area and a private rooftop balcony - stunning views, fantastic sunsets and big night skies. There are two other independent apartments on the olive farm that share the pool and private parking.

Nov 23 – 30

G$29,415 GYD per night

Guest favorite

Vacation home in San Gimignano

5.0 out of 5 average rating, 6 reviews

2-Crougru House with Property Parking

This strategically located space means you won't have to give up: a spacious loft equipped with an induction hob and Carrara marble,a comfortable sofa bed that will welcome you in your afternoons of relaxation,a large bathroom adorned with wallpaper by Wall&Deco' WET System, and finally an exclusive and magical outdoor space, all within walking distance of the Piazza della Cisterna, the vital core of San Gimignano (UNESCO heritage site).

Aug 28 – Sep 4

G$28,595 GYD per night

Guest favorite

Vacation home in Dimezzano

4.88 out of 5 average rating, 264 reviews

Authentic StoneHouse & ViewPool

Authentic, quiet and cozy entire Stonehouse situated in a medieval small village, with stunning view pool on the top of the garden overlooking hills and vineyards, wide garden, many resting areas, stone-bbq and Pizza oven. Few Km away from Greve in Chianti, about 30 minutes from Florence and Arezzo, 45 minutes from the horse-ride city of Siena. Typical tuscany restaurant and wineries within 5 minutes by car.

Mar 1 – 8

G$31,591 GYD per night

Guest favorite

Vacation home in San Casciano in Val di Pesa

4.83 out of 5 average rating, 201 reviews

lovely farm- apartment (Fox)

The apartment consists of a double bedroom, kitchen and private bathroom. The local tourist tax of € 2.00 per night for a maximum of 7 nights per person, must be paid in cash, upon check-in. Towels and sheets are provided free of charge upon booking. Upon request, the change of linen (bed + towels) will cost €20.00 There is an area under the gazebo where guests can dine outdoors and use the barbecue.

Oct 3 – 10

G$26,467 GYD per night

Guest favorite

Vacation home in Pianella

4.93 out of 5 average rating, 114 reviews

AM Apartment

The apartment is 10 km from the center of Siena in a very relaxing and quiet place in Chianti where you can enjoy a beautiful view, take long walks on foot and by bike or taste good wine in local companies. The house includes two bedrooms, two bathrooms, a living room with fireplace, sofa and smart TV and a large equipped kitchen. In addition, there are sheets, towels, hairdryer and free wifi

Feb 23 – Mar 2

G$21,565 GYD per night