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Vacation rentals in Castel del Bosco

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Top-rated vacation rentals in Castel del Bosco

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Guest favorite
Condo in Montopoli
4.97 out of 5 average rating, 133 reviews

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.

Top guest favorite
Apartment in Treggiaia
5 out of 5 average rating, 55 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

Top guest favorite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Apartment in San Miniato
4.99 out of 5 average rating, 162 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Top guest favorite
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 favorite
Apartment in Montopoli
4.85 out of 5 average rating, 53 reviews

two-room apartment in the heart of Tuscany

two-room apartment in a residential area just 800 meters from the fi-pi-li exit. in 30 minutes you can reach Pisa, Florence, Livorno and Lucca and in 1 hour Siena. excellent starting position for visiting Tuscany without being in the chaos of the cities but at the same time being very well connected. first floor apartment with lift. quiet residential area. The property includes 2 large terraces for relaxing in the open air. free parking right under the house and 2 parks with benches

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 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.

Superhost
A spacious outdoor area features stone tables and seating surrounded by lush greenery and potted plants. Tall trees provide shade, creating a serene environment. The natural landscape is complemented by a charming stone building in the background, adding to the tranquil countryside setting.
Home in Montopoli Val d'Arno (PI)
5 out of 5 average rating, 4 reviews

Il Crocino II by Interhome

All discounts are already included, please go ahead and book the property if your travel dates are available. Below please see all the listing details "Il Crocino II (MNT303)", 2-room house 40 m2. Renovated, cosy and wooden furniture furnishings: living/dining room with dining table and satellite TV. 1 room with 1 french bed (160 cm). Open kitchen (Gas stove, 4 gas rings). Shower/WC. Terrace. Terrace furniture, deck chairs. Panoramic view. Please note: non-smoking house.

Guest favorite
A bright living area features a light-colored sofa adorned with decorative cushions in various patterns. A large window allows natural light to fill the space, enhancing the wooden ceiling beams. A television is positioned across from the sofa, contributing to the room's inviting layout.
Condo in Pontedera
4.87 out of 5 average rating, 146 reviews

Lovely apartment in the center of Pontedera

Enjoy easy access to everything from this perfectly located home base. The apartment is furnished with care, with exposed beams and bricks, equipped with a kitchen equipped with a microwave oven and coffee maker. Bathroom with shower. Downtown and train station within walking distance. Pontedera is in a strategic location just minutes from the Tuscan hills, 20 minutes from the sea and Pisa, 20 minutes from Lucca and 40 minutes from Florence

Top guest favorite
The entrance features a wooden door with decorative detailing, surrounded by potted plants. A small table and two wicker chairs are positioned on the porch, inviting guests to enjoy the outdoor space. Natural light enhances the welcoming ambiance.
Apartment in San Romano
4.88 out of 5 average rating, 161 reviews

Cozy and bright apartment in Tuscany

The apartment is located in SAN MINIATO (Pisa) in the hamlet of San Romano. We are in the heart of Tuscany, within 70 km you can reach Florence, Pisa, Siena, San Gimignano, Lucca, Viareggio, Livorno. About 600 meters from the apartment is the San Romano - Montopoli - Santa Croce train station on the Florence-Pisa line. On the official Trenitalia website, you can check the timetables and buy tickets online.

Top guest favorite
A charming house is set amidst a verdant landscape, featuring a two-story design with blue shutters. A patio area is visible, furnished for outdoor dining, with flowering wisteria cascading nearby, enhancing the garden's natural beauty.
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 favorite
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.

Top guest favorite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place 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.

Popular amenities for Castel del Bosco vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Castel del Bosco