Vacation rentals in Montecastello

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.

Volpe Sul Poggio - Country Suite

An oasis of relaxation in the Valdera countryside, ideal for visiting the main Tuscan destinations. Renovated in April 2024 from the old cellars of the family farmhouse, it enjoys an exclusive 5000 sqm park, where you can experience full immersion in nature and, with a little luck, you can see foxes and roe deer that live on the estate. Ideal for hiking and mountain biking enthusiasts, it is located 30/40 minutes from the coastal areas and the main Tuscan provinces of Lucca, Pisa, Florence and Siena

Iris vacation home with pool

IRIS HOLIDAY HOUSE WHIT SWIMMING POOL Iris holiday house is located on a hill near Pisa. The strategic position will allow its guests to visit easily all the Tuscany province. The house: on the ground floor we have a living area with equipped kitchen and a bedroom with double bed (possibility of inserting another cot on request) and bathroom ; on the first floor we find a bedroom with two single bed and a bathroom. Guests will have the opportunity to use a 10m x 5m swimming pool and relax area.

Casa Billi

Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.

"Olivo" glamping house with whirlpool

Surrounded by the tranquility of nature, our glamping tent is a romantic retreat where you can experience unforgettable moments. Surrounded by woods and overlooking a charming village, it offers a unique experience of relaxation, privacy and breathtaking views. On the private terrace there is a panoramic hot tub, perfect for relaxing at sunset or under the stars, immersed in a truly evocative natural setting. The tent is insulated and equipped with air conditioning for all seasons.

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Villa&pool, between Pisa and Firenze

Villa panoramic position on the Tuscan hills between Pisa and Florence. Surrounded by a garden of olive trees: 7 bedrooms, 4 bathrooms, 2 kitchens (for families). Exclusive swimming pool over the countryside. Gazebo, sunbeds, deck chairs, umbrellas, sofas,outdoor furniture Barbecue Table tennis Free parking Mosquito repellent system Air conditioning-splitter, top at on consumati in, in common area (for 3 bedrooms) and air conditioning-splitter in the attic (for 2 bedrooms)

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Casolare Ceppeto di Casapieri - Italia, Pisa

Il Casolare, located in the heart of Tuscany at 145 m. high, entirely surrounded by olive trees and vineyards, with 13,000 square meters. of agricultural land, where you can stay in peace and tranquility in contact with nature. The cottage has 8 beds, 2 bathrooms +1 outdoor a kitchen and a dining room, as well as a large outdoor area with BBQ where you can eat and living comfortably under the roof, is completed by a newly built swimming pool (13.5x5.5).

Casa Banti

Casa Banti is a detached villa with a swimming pool, immersed in the romantic Tuscan countryside. It has a double bedroom, a double bedroom, bathroom, kitchen and dining room. The large porch offers a beautiful panoramic view of the hills and olive groves. Upon request, a second double bedroom with bathroom can be added. The property is completely fenced, ensuring privacy and tranquility, and inside there is also the owner's house, available if needed.

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded 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.