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Holiday houses in Montelopio

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Top-rated holiday rentals in Montelopio

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Top Guest favourite
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 out of 5 average rating, 308 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A scenic outdoor area is filled with olive trees and green shrubs, creating a serene atmosphere. The image features a rustic building in the background, while a well-maintained garden with vibrant flowers can be seen in the foreground.
Holiday home in Peccioli
4.94 out of 5 average rating, 52 reviews

Tuscan countryside apartment with pool | Relax

Apartment set in the Tuscan countryside, surrounded by olive trees and quiet, with garden, panoramic pool and free parking. Ideal for couples, small families and remote work thanks to fast Starlink internet. King-size bed, equipped kitchen, air conditioning, TV with Netflix & Disney+. Private terrace with table, barbecue and deckchairs. Direct access to nature trails. Close to Peccioli, Volterra, Pisa, Firenze,San Gimignano and the sea (45 min). Here you’ll find space, calm and the real Tuscany.

Top Guest favourite
A spacious dining area is highlighted by a large wooden table surrounded by chairs. Light streams through double doors, enhancing the warm terracotta floor tiles. Decorative light fixtures and wall art complement the inviting atmosphere, providing a sense of comfort and community.
Condo in Fabbrica
4.97 out of 5 average rating, 64 reviews

Family Tuscany House

Questo non è un appartamento costruito per affitto ma è la CASA DELLA NOSTRA FAMIGLIA. La disposizione, gli arredi, tutto richiama il modo di vivere in Toscana. È un appartamento indipendente a piano terra con una camera matrimoniale e due posti letto (letto da una piazza e mezzo) aggiunto nell'area living di oltre 50 metri quadrati. Ampia area all'aperto, in comune con la famiglia con vista sugli oliveti, porticato, tettoia per pranzi e cene, barbecue, vasca idromassaggio, doccia all'aperto.

Top Guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 134 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Guest favourite
A two-story home with a terracotta facade is framed by lush greenery. The spacious patio features a hot tub and a dining area, inviting outdoor enjoyment. Three large windows allow natural light to fill the interior, and the tiled roof adds a rustic charm.
Villa in Montelopio
4.88 out of 5 average rating, 66 reviews

The most relaxing place in Tuscany

The house is situated at the beginning of the tiny village of Montelopio . Everything is at your fingertips , you can even spend the entire holiday without using your car, just walking to the near shop/ bar and a small restaurant. Experience the perfect place to unwind at the infinity pool and the hot tub surrounded by breathtaking views of the tuscan countryside providing everything necessary for a day of pampering. Video on Youtube "Georgia's Home - The most relaxing place in Tuscany"

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 out of 5 average rating, 204 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.

Top Guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 447 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Guest favourite
Apartment in Terricciola
4.86 out of 5 average rating, 133 reviews

Casa Cielo Independent and with amazing views

Immagina di svegliarti con le colline ornate di borghi e campanili a perdita d'occhio oltre la finestra della camera da letto: un'alcova con soffitti spioventi, travi e travicelli, pavimento in legno, in cima ad un antico casolare. Immagina da ogni affaccio della casa il sole che splende sulle vigne, oppure immagina il verde acceso degli uliveti dopo la pioggia primaverile oltre la grande terrazza adiacente alla cucina.

Guest favourite
An aerial view captures the expansive estate featuring a large swimming pool surrounded by loungers and a gazebo. The lush green landscape undulates into the distance, with olive trees and rustic villas visible against the rolling Tuscan hills.
Villa in Fabbrica
4.82 out of 5 average rating, 17 reviews

Villa Lajatico Farmhouse with Private Pool and the

The property’s outdoor spaces make it easy to appreciate its rural setting on an estate once owned by the bankers to the Medici family. The kitchen and living room open to a porch with a barbecue shaded dining table, and up a flight of steps, you’ll find the panoramic terrace that you will fall in love with during romantic drinks at sunset overlooking the iconic Tuscan hilltops and your private lake alla round you.

Top Guest favourite
An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.
Apartment in Palaia
4.96 out of 5 average rating, 124 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

Top Guest favourite
Holiday home in Peccioli
4.89 out of 5 average rating, 224 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Top Guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay in Pisa
4.99 out of 5 average rating, 316 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Popular amenities for Montelopio holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Montelopio