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Vacation rentals in San Martino A Maiano

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Top-rated vacation rentals in San Martino A Maiano

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

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Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 339 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

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Top guest favorite
Home in Montespertoli
5.0 out of 5 average rating, 26 reviews

Villa la scuderia quiet luxury private garden pool

Once a 19th-century horse stable, this Tuscan home was discovered by my mother : a Dutch artist and traveller, she moved here in search of beauty, nature and light. She stayed for twenty years. My brother and my daughter grew up running barefoot on these ancient terracotta floors. Even today I still fall in love with the light that enters through the old arches and reflects into the house and the flower-filled private garden.its not an hotel is a lifetime experience, welcome to” La scuderia “.

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Guest favorite
Vacation home in San Gimignano
4.95 out of 5 average rating, 94 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

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Top guest favorite
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, 232 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.

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Guest favorite
A sunlit outdoor space features a well-maintained lawn with three white lounge chairs surrounding a circular table. An umbrella provides shade, and a barbecue area is visible nearby. The backdrop includes rolling hills and greenery, enhancing the peaceful countryside setting.
Apartment in Certaldo
5.0 out of 5 average rating, 21 reviews

L'Olivo in Boschetto JACUZZI & FITNESS OPEN AIR

L'Olivo is a prestigious 2-storey, 120 sqm, consisting of a double bedroom, a twin bedroom, an open kitchen, a living room, 2 bathrooms with shower, a storage room and a covered veranda. It is located in the open countryside, just 3 km from the main services, on a beautiful panoramic hill, in a very quiet area; It is very bright and furnished in a rustic Tuscan style, with terracotta and exposed beams. It has its own entrance and parking, barbecue and private garden.

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Top guest favorite
Home in Barberino Tavarnelle
5.0 out of 5 average rating, 89 reviews

Peaceful Tuscan Home with Breathtaking Views

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

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Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 216 reviews

Nada Home

3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

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Top guest favorite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli
4.95 out of 5 average rating, 220 reviews

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

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Guest favorite
A large swimming pool is surrounded by a well-maintained garden. Sun loungers are arranged beside the pool, with a shaded area featuring seating. Lush greenery and tall trees create a serene backdrop, enhancing the outdoor space's tranquility.
Home in Montespertoli
4.83 out of 5 average rating, 112 reviews

Le Rose Apartment in Tuscany

Entering the house we can admire the welcoming living room with exposed beams, a large fireplace as once used in Tuscan families, and breathe in a pleasant romantic and refined atmosphere in a reserved style. Podere VillaBassa is surrounded by a large and well-kept garden with a large swimming pool and private parking. For sports lovers it is possible to take advantage of tennis and golf courts nearby.

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Guest favorite
A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.
Home in Certaldo
4.89 out of 5 average rating, 81 reviews

Paluffo Torre 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.

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Top guest favorite
A tranquil outdoor space features a clear swimming pool surrounded by lush greenery. Tall cypress trees line the perimeter, offering natural shade. The gently rolling hills in the background create a serene landscape, illuminated by soft morning light.
Home in Montegufoni
4.98 out of 5 average rating, 47 reviews

Villa delle Ortensie

Tuscan Elegance: Private Villa with Exclusive Pool Discover the ultimate Tuscan retreat at Villa delle Ortensie. Nestled in the heart of the rolling hills, this elegant country home offers an exclusive escape where refined design meets the timeless beauty of the countryside. The interiors are tastefully curated — chic, sophisticated, and filled with natural light.

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