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Holiday rentals in Chioma

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Top-rated holiday rentals in Chioma

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home
4.97 out of 5 average rating, 72 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

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
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.

Top guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment
5 out of 5 average rating, 47 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay
4.92 out of 5 average rating, 266 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top guest favourite
Castle
5 out of 5 average rating, 20 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.

Guest favourite
A spacious living room is filled with natural light from large windows, offering panoramic views of the surrounding hills. Two armchairs provide comfortable seating, while decorative pieces adorn a central coffee table. Open shelves display a selection of books, enhancing the room's elegant atmosphere.
Villa
4.96 out of 5 average rating, 26 reviews

BorgoMetato – Magione

There is a place a few steps away from the famous VERSILIA (Tuscany) called BORGOMETATO. Here various structures have been designed by the well-known Architect Stefano Viviani, who has realized In each of them, a very refined style respectful to the place. Il Borgo is situated in the Tuscany hills, very close to the seaside. Surrounded by olive trees and lots of green spaces, there are also some donkeys for the joy of children. LA MAGIONE is part of this place.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home
4.99 out of 5 average rating, 139 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

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

Cozy Tuscan Country House with Fantastic View

An incredible experience between flavor, nature 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 relaxing and peaceful holiday.

Top guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa
5 out of 5 average rating, 174 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favourite
The exterior showcases a charming stone facade, complemented by wooden windows and doors. Potted plants and cacti add greenery around the entrance. The layout presents a seamless connection to the lush garden, inviting tranquility. A glimpse of the cozy interior is visible through the glass doors.
Guest house
5 out of 5 average rating, 21 reviews

IdyllicTuscan Chalet with Private Seafront Access

Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!

Superhost
An inviting outdoor patio is showcased, featuring a heated hot tub, a dining table set for four, and comfortable loungers. Privacy is offered by surrounding greenery and stylish wooden screens. The space is bathed in soft natural light, creating a serene atmosphere for relaxation.
Apartment
4.67 out of 5 average rating, 3 reviews

[JACUZZI\ Private Beach]Modern house in Chioma

Brand new luxury apartment in Porticciolo di Chioma with Jacuzzi, reserved parking, and access to a private beach with umbrella and sunbeds (services available until 20/9). Fully renovated with high-end finishes and quality materials for a relaxing and comfortable stay in one of Tuscany’s most scenic locations. From 20/9, pool, bar, restaurant, and equipped beach will be closed until next summer.

Guest favourite
Holiday home in Lajatico
4.91 out of 5 average rating, 22 reviews

Violetta: Panoramic Tuscan Views Walk to Town

Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.

Popular amenities for Chioma holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. Chioma