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Holiday houses in Montecapri

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Top-rated holiday rentals in Montecapri

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Top Guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 199 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 472 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Top Guest favourite
A spacious living area features a dark sofa adorned with yellow cushions and two yellow chairs. A modern television is positioned against a light wooden cabinet. A chandelier hangs above, and large windows with flowing curtains offer scenic views, complemented by a potted plant in the foreground.
Condo in San Casciano In Val di Pesa
5 out of 5 average rating, 19 reviews

Fascinating Apt with terrace in Villa

Appartamento ampio ed elegante che si trova in una villa affascinante dei primi del '900, in bellissima posizione panoramica a pochi minuti a piedi dal centro storico di San Casciano Val di Pesa, con ottimi ristoranti, bar e tutti i servizi necessari. Completamente ristrutturato, combina elementi vintage, stile liberty e classico moderno. 3 camere doppie, 2 bagni, salotto, cucina, due balconi e una splendida terrazza panoramica di 40 m2 per pranzi e cene all'aperto. Parcheggio gratuito esterno

Top Guest favourite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 204 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

Guest favourite
A dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.
Farm stay in San Casciano In Val di Pesa
4.78 out of 5 average rating, 163 reviews

Sperone: two floors apartment with pool

Just a few km from Florence and surrounded by vineyards and olive groves of the Principe Corsini estate, this is the ideal place for a classic Tuscan-style holiday in the heart of Chianti Classico. The private garden, which also provides access to the pool at Villa Le Corti, is ideal for relaxing and peaceful al fresco dining. The pool, open from June to September, has a breathtaking view of Tuscan rolling hills. The property includes a parking area reached from the entrance gate.

Superhost
A private pool is set in a spacious outdoor area, surrounded by greenery and stone walls. Lounge chairs are positioned near the pool, and a shaded seating area with a table and fruit is visible in the foreground, inviting relaxation and enjoyment.
Villa in San Casciano In Val di Pesa
5 out of 5 average rating, 4 reviews

Casale del Lago

Casale del Lago lies at the end of an exclusive drive and, with its position overlooking a small lake, offers a peaceful countryside retreat just a short distance from Florence. This spacious holiday home is ideal for families or groups of friends looking to enjoy relaxing days together while exploring the treasures of this renowned region. Within a ten–minute drive lies Tavernuzze, where guests will find bars, restaurants, shops and a COOP supermarket.

Top Guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home in Greve in Chianti
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Top Guest favourite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top Guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 53 reviews

Live the Authentic Experience in Our Tuscany House

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery, and olive's fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, with a cozy and peaceful holiday.

Top Guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 210 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Guest favourite
A dining area with a wooden table surrounded by six chairs is visible. A small potted plant sits in the center of the table, accompanied by a plate of fruit. The space features light walls and exposed wooden beams, with a cozy seating area in the background.
Home in Scandicci
4.85 out of 5 average rating, 33 reviews

Historical House in Chianti

L'appartamento fa parte di una grande villa del 1400 situata nella campagna Toscana. Posizione strategica, a 15 km da Firenze e meno di un'ora da Siena, Pisa, San Gimignano e le principali attrazioni turistiche del Chianti. Sulle colline circostanti, ricche di vigne ed oliveti, si possono trovare numerose ville e cantine, che effettuano visite e degustazioni tipiche toscane, tra le quali la famosa Cantina Antinori.

Top Guest favourite
The exterior view of a rustic stone building is showcased, featuring large windows and a welcoming entrance. A gravel pathway leads to the door, with terracotta pots and greenery strategically placed around the entryway, providing an inviting atmosphere in a serene environment.
Farm stay in San Casciano In Val di Pesa
4.95 out of 5 average rating, 120 reviews

Paradise in Chianti

Beautiful property consisting of 6 apartments created by renovating an old farmhouse complex. Located on the Chianti hills, the property has large outdoor spaces and a beautiful panoramic swimming pool overlooking the estate's beautiful vineyards. The property's location is strategic, being a short distance from Mercatale (shops of all kinds) and Florence, which is only 22 km away.

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