
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.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

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 tranquil oasis with a private garden, a glass-walled annex, 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.

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.

Casa Poggio a Badia & Chianti view
Casa Poggio a Badia it's a typical Chianti's country house, spread in 130 square meters on two floors, the ground floor it's a large living area with a large kitchen full equipped , a sofa in front of the fire place and a bathroom . Up stairs there is two large double bedrooms and one open bedroom with two single bed always attachable and relaxing bath with bathtub Regina of Devon&Devon All the bedroom offer e superb view on the valley and on Badia a Passignano

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.

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

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

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

Bright & Quiet Studio w/ balcony in San Frediano

Luxury Studio with Private Patio - Golden Fish

TOUCH the DOME! Romantic Terraced Penthouse

The Gardens of Machiavelli

Casa Crociani - Amazing Pool & Free Parking

Suite Aria at Villa Santa Lucia Nuova

La Pergola between Siena and Chianti

Style, Love & Comfort:fall in love with Casa Vita!
House rentals with a patio

Family Forest - Pool in the Crete Senesi

House "Il Campanile"

The cottage in Chianti with a small breakfast

Casa La Selva

Casa San Ripa: Relax Oasis with Private Pool

"La Cappella" ancient country church

Villa le Scope 5*

Villa of the Hydrangeas
Apartment rentals with a patio

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

Charming and cosy apt with panoramic roof 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 $13 SGD 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
- House rentals Castellina in Chianti
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- Family-friendly rentals Castellina in Chianti
- Rentals with a fireplace Castellina in Chianti
- Villa rentals Castellina in Chianti
- Pet-friendly rentals Castellina in Chianti
- Flat rentals Castellina in Chianti
- Rentals with pools Castellina in Chianti
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- Rentals with a patio Tuscany
- Rentals with a patio Italy
- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Cala Violina
- Mercato Centrale
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Spiagge bianche
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Basilica di Santa Croce




