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Holiday rentals with a patio in Castellina in Chianti

Find and book unique rentals with patio on Airbnb

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 $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 820 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

    20 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

  • 4.7 Average rating

    Castellina in Chianti stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with patio in Castellina in Chianti

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Asciano
4.86 out of 5 average rating, 7 reviews

Incredible Views & Pool in the Tuscan Hills

Fuggite nel cuore della Toscana e vivete un soggiorno immersi in dolci colline, una bellezza senza tempo e panorami indimenticabili. La casa offre l'accesso a una splendida piscina in comune e a tranquilli spazi esterni, perfetti per rilassarsi al sole o godersi serate serene. All'interno, troverete comfort, stile, tutto il necessario per un soggiorno memorabile. Ideale per coppie, famiglie o gruppi di amici che desiderano vivere un'autentica esperienza toscana a breve distanza in auto da Siena.

Guest favourite
Home in San Sano
5 out of 5 average rating, 5 reviews

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Relax and unwind in this newly renovated 4-bedroom, 4-bath home in the heart of Italian wine country. Designed for comfort and privacy, each bedroom has its own ensuite bath, ideal for families, couples traveling together, or small groups. Enjoy spacious living areas, a large dining table for shared meals, and access to a beautiful shared borgo pool surrounded by vineyards and rolling hills. Located near Gaiole in Chianti with easy access to wineries, restaurants, and classic Tuscan scenery.

Top guest favourite
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, 216 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.

Guest favourite
A terracotta terrace is shown, featuring a round dining table surrounded by iron chairs. Potted flowers add color, with a scenic view of vineyards and rolling hills visible in the background. Natural light enhances the outdoor dining space's peaceful ambiance.
Apartment in Montefioralle
4.92 out of 5 average rating, 101 reviews

Peaceful hideaway in a 11th century Tuscan village

Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Guest favourite
An outdoor lounge area is covered by a vibrant yellow canopy, featuring comfortable seating arranged to maximize views of the surrounding greenery. Decorative pillows add a pop of color, while a table is set for casual dining or relaxation. Nearby, a terracotta-tiled terrace enhances the inviting atmosphere.
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 112 reviews

SuiteLouise.pool, Hot Tub,homeGym & private Garden

SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

Top guest favourite
Castle in Tignano
5 out of 5 average rating, 22 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favourite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 273 reviews

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.

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 95 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Guest favourite
Flat in Castellina in Chianti
4.86 out of 5 average rating, 29 reviews

The Farmhouse in Chianti-IlVillinoFarmhouse

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

Top guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 67 reviews

Authentic Tuscany Experience in Our Country House

An amazing experience between nature, flavor 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, for a relaxing and peaceful holiday.

Top guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Apartment in Pienza
5 out of 5 average rating, 146 reviews

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?

Superhost
A cozy living area features a fireplace with stacked logs, complemented by a comfortable armchair and decorative wall art. A spacious bed is visible in the background, framed by wooden beams that enhance the room's rustic charm.
Home in Tavarnelle Val di Pesa
4.87 out of 5 average rating, 201 reviews

Nada Home

My home is nestled in the Tuscan countryside, surrounded by olive trees and vineyards, in the heart of Chianti. All around, beautiful views and a peaceful, relaxing atmosphere. The garden is a special space, perfect for enjoying time outdoors. For those who wish, it is possible—upon request—to share moments of cooking and conviviality, such as carefully prepared dinners to be enjoyed together, even by candlelight, in an intimate and welcoming setting.

Popular amenities for rentals with patio in Castellina in Chianti

When is the best time to visit Castellina in Chianti?

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