
Holiday rentals with a patio in Gaiole in Chianti
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Top-rated rentals with patio in Gaiole in Chianti
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The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Villa with pool in Chianti - Castellare Petroso
Located in the heart of the Chianti Classico area, amidst vineyards and woodland, Castellare Petroso offers an authentic Tuscan experience, understated and elegant. The galestro stone villa is set within an enclosed park covering over 7 hectares, ensuring maximum privacy and relaxation. An automatic gate at the main entrance welcomes guests into this unique setting, where the architecture blends seamlessly with a stunning, untamed landscape. An exclusive haven for those seeking the authentic Tuscany.

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

Casa Faraona, villa with private pool
Imagine the perfect Chianti villa – a secluded house with private pool and fabulous 180-degree views. That’s just what you’ll experience at Casa Faraona. Set down a lane a few meters away from the "Eroica" road and between the wine towns of Radda and Gaiole, this three-bedroom villa is bound to take your breath away at first sight. Typical Tuscan features include terracotta tiles on the floors and beamed ceilings, while soft pastels and stylish furnishings give a light and modern aspect.

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.

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 Eroica
A charming house in the heart of Chianti Located at the entrance to the picturesque municipality of Gaiole in Chianti, this beautiful house offers a quiet and strategic location, a short walk from the center of the village. Ideal for those seeking relaxation and convenience, combining elegance and comfort. Experience having a home in the heart of Tuscany surrounded by a magnificent garden largely for exclusive use and with a large swimming pool shared with adjacent units.

[Le rondini in Tuscany] Exclusive View Pool Villa
Experience the authentic charm of the Tuscan countryside by staying in this stunning villa with a private pool, nestled in a picturesque Chianti village surrounded by rolling hills, vineyards, and medieval towns. With independent access to both the ground and first floors, this home seamlessly blends modern comforts with traditional architecture, making it the perfect retreat for families, groups of friends, or couples seeking an exclusive getaway immersed in nature.

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.

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.

Casa San Ripa: Relax Oasis with Private Pool
Welcome to Casa San Ripa: your refuge in the heart of Tuscan nature! You will discover the charm of nature immersed in the tranquility of a forest, with a swimming pool for exclusive use and a large garden. Casa San Ripa is the place to regenerate and fully enjoy a relaxing holiday. An oasis of silence, a perfect spot to explore Chianti and the Tuscan countryside. Here at Casa San Ripa, every detail is designed to give you an unforgettable experience.

Enjoy Amazing View in Tuscany 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 olive’s fields And greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a cozy and relaxing holiday.
Popular amenities for rentals with patio in Gaiole in Chianti
Flat rentals with a patio

Chic Terrace Apt in Santo Spirito

Santa Maria Novella 900 Suite

Charming Home w/ Private Garden in Historic Heart

Resort Panoramic view - Free parking

Casa Crociani - Amazing Pool & Free Parking

[Luxury Apartment]WiFi-Private Garden-Free Parking

Gilda's house

apartment 5
House rentals with a patio

Hidden gem in Tuscany

Townhouse in Chianti

Family Forest - Pool in the Crete Senesi

Romantic panoramic farmhouse near Siena

[Little Escape] 4 Beds + Private Panoramic Pool

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Poggio Pancole – Chianti House

Nada Home
Apartment rentals with a patio

TOUCH the DOME! Romantic Terraced Penthouse + Lift

Monnalisa28 Apartment with terrace

A lovely terrace in Santo Spirito with elevator

Amazing Apartment near Piazza Grande w/ Terrace

The Secret Garden

The sky terrace apartment- the first one

Riverfront Terrace

Caterina de' Medici luxury attic w/ terrace
Destinations to explore
- Rentals with a washing machine and dryer Gaiole in Chianti
- Family-friendly rentals Gaiole in Chianti
- Villa rentals Gaiole in Chianti
- House rentals Gaiole in Chianti
- Rentals with pools Gaiole in Chianti
- Flat rentals Gaiole in Chianti
- Pet-friendly rentals Gaiole in Chianti
- Rentals with a patio Siena
- Rentals with a patio Tuscany
- Rentals with a patio Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Marina di Cecina
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Strozzi Palace
- Del Chianti
- Mercato Centrale
- Basilica Di San Miniato A Monte
- Eremo Di Camaldoli
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Mugello Circuit
- Boboli's Garden
- Avignonesi Winery Fattoria Le Capezzine




