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Holiday rentals in Castel del Bosco

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Top-rated holiday rentals in Castel del Bosco

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Guest favourite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat for regeneration. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!

4.94 out of 5 average rating, 134 reviews
Guest favourite
Apartment in Montopoli in Val d'Arno

La Rocca Tourist Rental

In the beautiful medieval village, nestled in the heart of Tuscany, bedroom, bathroom and living room with table in typical Tuscan style. Equipped with a terrace with panoramic views. It is located in the town center and close to bars/restaurants and other shops. Free parking. The train station is 5 km away. A few kilometers from the FI-PI-LI. Located in a favorable position to visit all of Tuscany, the distances are: Florence at 51 km, Pisa at 37 km, Lucca at 45 km, San Gimignano at 45 km and Livorno at 46 km.

4.94 out of 5 average rating, 185 reviews
Top guest favourite
Flat in Treggiaia

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

5.0 out of 5 average rating, 84 reviews
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

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.

4.96 out of 5 average rating, 93 reviews
Superhost
Farm stay in Casciana Alta

Le Capannucce Farm

Typical restored farmhouse of about 230sqm. On the ground floor: Large living room with fireplace and double sofa bed; dining room with TV; equipped kitchen with fridge, freezer, oven, microwave, dishwasher and washing machine; bathroom with tub and shower (wc / bidet). On the first floor: Large living room with fireplace and bookcase and satellite TV; 1 double bedroom; 1 bedroom with two single beds; 1 bathroom with shower (toilet / bidet) with access from both rooms. Dependance: Access ...

4.79 out of 5 average rating, 14 reviews
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.
Flat in Palaia

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.

5.0 out of 5 average rating, 42 reviews
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

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.

4.96 out of 5 average rating, 56 reviews
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

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

4.98 out of 5 average rating, 127 reviews
Guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes. We can also provide cots, cribs, baby bed, high chairs at the cost 10 euro each per day to be paid in cash locally.

4.97 out of 5 average rating, 116 reviews
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

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.

4.98 out of 5 average rating, 107 reviews
Guest favourite
Tent in Palaia

"Il bosco" glamping cottage with a hot tub

Surrounded by greenery, our Il Bosco glamping tent is an intimate retreat where nature envelops every moment. Surrounded by trees, it offers an authentic experience of silence and light among the foliage. On the private terrace, there is a panoramic hot tub, perfect for relaxing between the sounds of the forest and the sky. The tent is insulated and equipped with air conditioning, to offer comfort in every season without sacrificing nature.

4.93 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Palaia

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.

4.98 out of 5 average rating, 201 reviews

Popular amenities for Castel del Bosco holiday rentals