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Holiday houses in Montecastello

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Top-rated holiday rentals in Montecastello

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

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Top Guest favourite
Apartment in Treggiaia
5.0 out of 5 average rating, 84 reviews

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

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Top Guest favourite
A large swimming pool is surrounded by lush greenery and stone pathways. Olive trees and well-maintained shrubs are visible around the pool area. Steps lead from the pool to a higher terrace, where additional outdoor spaces and the holiday house are positioned.
Home in Marti
4.96 out of 5 average rating, 92 reviews

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.

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Top Guest favourite
A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.
Apartment in Palaia
5.0 out of 5 average rating, 42 reviews

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.

LocationFamilyParking

Guest favourite
An outdoor area is shown featuring a serene pool surrounded by well-maintained gardens. A wooden gazebo with seating is visible, alongside sun umbrellas offering shade. Olive trees and lush greenery create a picturesque backdrop against rolling hills.
Villa in Buti
4.96 out of 5 average rating, 56 reviews

Villa sii felice

Live a dream in the Tuscan hills! Enjoy a "magical" place, surrounded by the green of the olive trees that characterize Buti, a charming and small historic center, located just 20 minutes from the center of Pisa. The panorama you can enjoy gives you the feeling of being able to embrace the world. Simplicity and class, together with attention to detail, make Villa sii felice a place to spend relaxing periods immersed in nature and in a forgotten atmosphere, but with all modern comforts.

LocationFamilyHot tub

Guest favourite
Tent in Palaia
4.91 out of 5 average rating, 11 reviews

"Olivo" glamping cottage with hydromassage

Nestled in the tranquillity of nature, our glamping tent is a romantic retreat where you can enjoy unforgettable moments. Surrounded by woodland and overlooking a charming village, it offers a unique experience combining 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.

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Top Guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano
4.98 out of 5 average rating, 127 reviews

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

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Superhost
A spacious pool with clear turquoise water is surrounded by olive trees. Comfortable loungers and umbrellas provide shaded areas for relaxation. The scenic setting offers a tranquil spot for guests to enjoy the views of the surrounding countryside.
Home in Treggiaia
4.83 out of 5 average rating, 69 reviews

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)

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Top Guest favourite
A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.
Home in Morrona
4.99 out of 5 average rating, 70 reviews

Villino Isotta (exclusive private villa)

Located in the 'wine city' (so named for its many vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES OR GROUPS (SLEEPS 16), FEATURING AN EXCLUSIVE OUTDOOR SWIMMING POOL AND HOT TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! we are located in a strategic position, in the centre between Florence and Pisa, between Siena and Lucca!

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Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 107 reviews

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.

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Guest favourite
A newly constructed swimming pool features clear turquoise water, surrounded by landscaped grass. Sun loungers sit next to the pool, while manicured hedges and olive trees frame the space, offering a serene outdoor environment. The house stands in the background under a clear blue sky.
Home in Palaia
5.0 out of 5 average rating, 60 reviews

Casolare Ceppeto di Casapieri - Italy, 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).

LocationFamilyQuiet

Top Guest favourite
A sparkling infinity pool reflects the blue sky and fluffy white clouds above. Sun loungers and a parasol are positioned near the pool, surrounded by greenery that enhances the tranquil setting.
Villa in Montopoli in Val d'Arno
4.95 out of 5 average rating, 37 reviews

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.

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Top Guest favourite
Home in Montaione
4.96 out of 5 average rating, 146 reviews

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.

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