
Vacation rentals with a patio in Castellina in Chianti
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Top-rated patio rentals 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

[Near Florence] Nautilus loft
The loft is part of an ancient artisanal complex, accompanied by an elegant private garden. The accommodation, finely renovated and furnished with unique and special items, is located on the ground floor in a quiet and safe street. Welcoming, comfortable, and refined, it is designed for a guest who desires to stay in an original residence inspired by the famous submarine Nautilus, yet attentive to comfort and technology. It is located a few kilometers from Florence, Prato, Lucca...

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.

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 luxury amenities come together in a unique experience. A quiet oasis with a private garden, a glazed 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.

"La Cappella" ancient country church
Oratory built in the 1500s, The Chapel is now a luxury home: a monumental living room with plaster works and painted vault (due to a restoration in 1776), dining-kitchen room, 2 bedrooms (1 with King size bed and 1 with two single beds), 3 complete bathrooms, laundry, private garden and parking. Air conditioning and WIFI everywhere, large screen TV, all that serves best for table and kitchen. Since it is far about 1 mile from the nearest village, a car is essential.

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

Dreamy Tuscan Vista Stay in Cozy Country Home
A dreamy 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.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Pociano.1863 The Horizon Suite
Where hearts meet the sky... The Horizon Suite is a romantic ground-floor surrounded by nature, along Tuscany's iconic "Strade Bianche". It offers a breathyaking view beyond the horizon, a private bathroom, and a outdoor kitchen under a pergola. Perfect for relaxing and enjoying authentic experiences like horseback riding, cooking class and wine tasting with local flavours. A dreamy escape where love, nature, and tradition come together.
Popular amenities for Castellina in Chianti patio rentals
Apartment rentals with a patio

Casa Poggio a Badia & Chianti view

Bright & Quiet Studio w/ balcony in San Frediano

Luxury Studio with Private Patio - Golden Fish

The Gardens of Machiavelli

Chic Terrace Apt in Santo Spirito

Casa Crociani - Amazing Pool & Free Parking

Style, Love & Comfort:fall in love with Casa Vita!

Luxury Penthouse [ private terrace and elevator ]
House rentals with a patio

[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

Villa of the Hydrangeas

Villa Eroica

La Moraiola - Characteristic Tuscan barn
Condo rentals with a patio

Exclusive Penthouse , Skyline View , with Parking

TOUCH the DOME! Romantic Terraced Penthouse

"Dimora Valinda" Montepulciano Piazza Grande +A/C

The Secret Garden

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

Garden & SPA -FlorArt Boutique Apartment

Riverfront Terrace

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

Total vacation rentals
Explore 30 vacation rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti vacation rentals start at R170 ZAR per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Castellina in Chianti vacation rentals include wi-fi 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
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- Rentals with a patio Tuscany
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- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Spiagge bianche
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazza del Duomo (Pisa)
- 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
- Medici Chapels
- Stadio Artemio Franchi
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio




