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Holiday houses in San Gemignano

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Top-rated holiday rentals in San Gemignano

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Guest favourite
A dining table is set on a terrace, featuring an orange tablecloth and a vase of flowers. Mountains and a clear sky form the scenic backdrop, with soft drapes gently swaying in the breeze. Glasses and a wine bottle are placed on the table, inviting guests to enjoy the view.
Home in Lugnano-monti di Villa
4.9 out of 5 average rating, 126 reviews

House in the mountains in relaxatio

Pretty mountain house is located 700 meters above sea level, surrounded by greenery in an atmosphere of complete relaxation, equipped with every comfort, with garden and panoramic roof terrace. The residence is located in the village of Monti di Villa, the starting point for pleasant and relaxing walks through the woods, along the paths of the Appennini and a few miles from the Alpi Apuane. Nearby is also the Orrido di Botri, a natural canyon, beautiful and impressive to go. The house is located about 30 km from Lucca and 7 km from Bagni di Lucca spa, feature spa town with thermal baths, restaurants and taverns where you can taste typical Tuscan dishes. The house consists of a living room complete with fireplace, sofa bed and TV, in the kitchen area is a pellet stove, oven, microwave, washing machine, refrigerator and grill. Upstairs is the master bedroom with TV, a second bedroom with two bunk beds (4 beds) and a loft where you can get an extra bed, and finally the bathroom with shower. The garden is equipped with lawn chairs to enjoy the sun, wood-burning oven and barbecue. In the roof terrace there is a large table and chairs for dining outdoors and enjoying the view. On the back of the house there is a parking place.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 336 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Guest favourite
The exterior of the house features a two-story structure with large windows and a covered terrace, surrounded by lush greenery and colorful flowers. An infinity pool stretches out in front, reflecting the mountains in the background, creating a serene outdoor space.
Home in Bagni di Lucca
4.95 out of 5 average rating, 63 reviews

Infinity pool Pisa-Lucca-Florence View all around

Beautiful house with spectacular views and infinity pool. Very private, no other guests or sharing anything. This is something else. Villa Vetteglia is built on a hilltop, the views are 360 degrees. 3 bed (with AC) and 3 bath (beds 7/8 are a comfortable pull out bed in the living room) The location is private and remote yet close to Lucca, Pisa, Florence. Bagni di Lucca (for shopping) is 7km. About the location, it is on a asphalted mountain road, but see the pics before you make a booking :)

Top Guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 293 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top Guest favourite
Villa in Pistoia
5.0 out of 5 average rating, 84 reviews

Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

Top Guest favourite
A charming stone chalet is surrounded by colorful autumn foliage, featuring wooden shutters and a balcony that overlooks the landscape. The vibrant leaves contrast with the earthy tones of the building, while the lush green lawn is scattered with fallen leaves.
Cabin in Monzuno
4.97 out of 5 average rating, 118 reviews

House with a view surrounded by nature_ 5

A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!

Top Guest favourite
Home in Montefegatesi
5.0 out of 5 average rating, 39 reviews

Casa Bellavista

Relax with the whole family in this mountain house surrounded by greenery. The house is located in the small village of Montefegatesi, 850 meters above sea level. It includes an entrance, a kitchen with all amenities, a living-dining room with a panoramic view from the terrace (TV and Wi-Fi). A bathroom with a shower, a double bedroom with a terrace, and a small bedroom with two beds (a crib and a changing table are available). An outdoor courtyard with a table, umbrella, and barbecue.

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 226 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guest favourite
Castle in Tignano
5.0 out of 5 average rating, 25 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

Superhost
An outdoor swimming pool is centrally located, surrounded by a stone patio and lounge chairs. Lush greenery and gently sloping hills frame the area, while distant mountains provide a scenic backdrop under a clear blue sky.
Villa in Bagni di Lucca
4.73 out of 5 average rating, 37 reviews

5 Star Luxury Villa Tuscany

This gated villa, with its own private road, is set in five acres of spectacular countryside; commanding breath taking views of the Serchio Valley and Apennine mountains. Villa Barsellotti offers a pocket of peace and tranquillity and is the ideal location for those seeking five-star accommodation within a rural setting. The environment permeates an aura of serenity and harmony and the area is a paradise for walkers, artists, nature enthusiasts, gourmets and adventurers.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 61 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Luxe
An infinity pool is set against a backdrop of lush greenery, with comfortable seating options placed nearby. Soft lighting creates a serene atmosphere as the landscape gently slopes away, revealing hills in the distance under a twilight sky.
Villa in Lucca
4.94 out of 5 average rating, 32 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

Lush vegetation invites you to surround to huge stretches of verdant woods. Extensive views towards the city of Lucca and the Tuscan rolling hills on the back are ready to embrace you during lazy summer days. Time can be stopped at Villa Lina, and you will easy forget your busy life left behind. If Stendhal syndrome is known to develop when encountering something overwhelmingly beautiful, then be careful, as you could be subject to it at this magic place.

Popular amenities for San Gemignano holiday rentals