
Holiday rentals with a patio in Castellina in Chianti
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Top-rated rentals with patio in Castellina in Chianti
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Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Podere Tignano, 4-bedroom villa in the Chianti!
Podere Tignano is located on the gentle green hills of Chianti between Florence and Siena, Podere Tignano enjoys stunning views of the countryside surrounding with grain fields, vineyards and olive groves. The villa has been restored preserving the original characteristics of its Tuscan stone structure harmoniously divided in two levels. The villa is 180 square meters and can accommodate 8 persons in 4 bedrooms with 3 bathrooms. Private pool for the exclusive use of the guests.

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.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

Villa Torre di Tignano @Luxury Retreat in Chianti
Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxurious comforts come together in a unique experience. A quiet oasis with a private garden, glazed annexe, Wi-Fi, and a smart working area. Extra services: private chef, wine cellar tastings, wellness treatments and tours of the most beautiful villages in Tuscany.

Ancient Tuscan farmhouse in the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.

The Farmer's House in Chant
A 130 sqm private apartment located on the ground floor of the ancient Villa Padronale, completely renovated in 2024 in pure Tuscan style. Suitable for people with disabilities, families or groups of friends with large private spaces outside. Consisting of a large loggia dining room, Tuscan-style kitchen, living room with fireplace, 2 bathrooms, 3 bedrooms, large private garden incl. Stone BBQ, private plunge pool, fire pit, sofas, dining table, private parking

Tuscany on the terrace, downtown Montepulciano
Welcome to Montepulciano, the hidden gem of Tuscany, where historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region. Immersed in the charming labyrinth of cobblestone streets, you will be greeted by the reassuring sound of bell towers announcing the passage of time, while the inviting scent of freshly baked bread mixes with the aromatic notes of our vineyards.

Tuscan Hillside Views from a Charming Country Home
An amazing experience between nature, flavor and relaxation 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 vineyards and olive groves with an amazing view. A typical Tuscan home, surrounded by greenery and fields, equipped with every comfort for a peaceful and relaxing holiday. Reconnect and relax in this serene, one-of-a-kind stay.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany and on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds and a wonderful swimming pool where you can enjoy our breathtaking views -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style.

Resort Panoramic view - Free parking
Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .
Popular amenities for rentals with patio in Castellina in Chianti
Flat rentals with a patio

Casa Poggio a Badia & Chianti view

Bright & Quiet Studio w/ balcony in San Frediano

TOUCH the DOME! Romantic Terraced Penthouse

The Gardens of Machiavelli

Casa Crociani - Amazing Pool & Free Parking

Apartment on the top

I Tramonti di Eramo, Montepulciano city center.

Gilda's house
House rentals with a patio

The cottage in Chianti with a small breakfast

[Little Escape] 4 Beds + Private Panoramic Pool

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Casa La Selva

Poggio Pancole – Chianti House

Casa San Ripa: Relax Oasis with Private Pool

"La Cappella" ancient country church

Villa of the Hydrangeas
Apartment rentals with a patio

ARTHouse/Netflix and Playstation 5/near the station

A lovely terrace in Santo Spirito with elevator

The Secret Garden

The sky terrace apartment- the first one

[Maison] Brunelleschi - 50m from the Duomo, Elevator

Garden & SPA -FlorArt Boutique Apartment

Riverfront Terrace

Oltrarno Luxury Design apartment with terrace
Quick stats about holiday rentals with a patio in Castellina in Chianti

Total holiday rentals
Explore 30 holiday rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti holiday rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Castellina in Chianti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castellina in Chianti rentals

4.6 Average rating
Castellina in Chianti stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Chalet rentals Castellina in Chianti
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- Rentals with pools Castellina in Chianti
- Flat rentals Castellina in Chianti
- Family-friendly rentals Castellina in Chianti
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- Rentals with a fireplace Castellina in Chianti
- Rentals with outdoor seating Castellina in Chianti
- Rentals with a washing machine and dryer Castellina in Chianti
- Rentals with a patio Tuscany
- Rentals with a patio Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Spiagge bianche
- Medici Chapels
- Spiaggia Marina di Cecina
- Mugello Circuit
- Palazzo Vecchio
- Stadio Artemio Franchi




