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Holiday rentals in Pomaia

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Top-rated holiday rentals in Pomaia

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

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment
5 out of 5 average rating, 337 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to your needs. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Guest favourite
The kitchen area features modern appliances, including a stove and refrigerator, with wooden beams overhead. A large chandelier hangs above a dining table surrounded by several wooden chairs. A vibrant piece of abstract art decorates the wall behind a cozy sofa, enhancing the room's character.
Apartment
4.91 out of 5 average rating, 108 reviews

il chicco

⭐⭐⭐⭐⭐ My apartment has been conceived as an oasis of peace, relaxation and positive energy, a mix of my passions for art, decor, nature and meditation in an old stone building at the edge of the village. From the original wrought-iron balcony is a great south view on the small valley, the creek and the olive trees, perfect for a dinner at sunset or just to relax. Slow rhythms and a stunning nature, hiking, MTB or horse riding and close-by beautiful beaches are the true plus I fell in love with

Top guest favourite
The property is set amidst rolling Tuscan hills, showcasing a sprawling farmhouse surrounded by vineyards and olive groves. A clear blue pool is visible in the garden area, enhancing the serene landscape that is bathed in warm natural light.
Farm stay
5 out of 5 average rating, 33 reviews

Venere's Paradise Cabine - Le Fraine Glamping

Immerse yourself in the enchantment of the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers 4 apartments in an authentic Tuscan farmhouse and 4 elegant glamping cabins nestled in the ancient olive grove. The "Venere's Paradise" cabin disappears among the olive trees, offering breathtaking views from its veranda over the hills. With a large panoramic swimming pool and the opportunity to taste our exquisite oils and wines, the experience becomes unique and unforgettable.

Superhost
A charming outdoor space features terracotta tiles and rustic stone walls. Lounge chairs are positioned for relaxation, surrounded by greenery and planter boxes filled with flowers. A few small tables complement the area, offering a welcoming spot to enjoy the serene environment.
Flat
4.82 out of 5 average rating, 67 reviews

In touch with nature, M2 Lodging, A/C, Wi-Fi

Questo meraviglioso appartamento per vacanze si trova in una posizione magica a contatto con la natura, vicino a Pomaia (paese a 600 metri), un piccolo borgo medievale collinare a soli 13 km dal mare Tirreno toscano. Originariamente un mulino, l'edificio è stato restaurato e trasformato in 3 confortevoli appartamenti indipendenti. Nel giardino in comune ci sono alcuni alberi da frutto, una vasca idromassaggio e una veranda per rilassarsi, a disposizione degli ospiti (aperta 15/5-30/9).

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 134 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

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, 52 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.”

Guest favourite
A modern chalet is surrounded by greenery, featuring a spacious covered porch with decorative foliage. Large windows invite natural light, while a cozy seating area is visible. A circular flower bed with vibrant blooms enhances the outdoor aesthetic, creating a calm connection to nature.
Home
4.94 out of 5 average rating, 32 reviews

Chalet i Poggetti,

If you want to surprise the person you love, or experience a relaxing stay, our chalet is an ideal solution allowing you to connect with nature in an elegant and comfortable environment, in total privacy in a unique natural setting, equipped with all comforts, at your disposal a solar greenhouse equipped with a hot tub and sauna... with a forest view. Outside, there is a terrace where you can dine or have breakfast adjacent to the solarium area with deck chairs, etc.

Guest favourite
Castle
4.96 out of 5 average rating, 23 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
Apartment
5 out of 5 average rating, 21 reviews

Podere del Bagnolino - L'Arco Apartment

The Podere del Bagnolino is an oasis between the sea and the countryside in Tuscany, nestled in the hills of Santa Luce in the beautiful Colli Pisani. A few kilometers from places like Castiglioncello and Baratti, it offers comfort and relaxation, with easy access to the A12 highway and Pisa airport. The property has 5 apartments, including the Arco, characterized by double volume and large arches, with outdoor spaces, swimming pool, barbecue and relaxation areas.

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, 142 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, 73 reviews

Relaxing Country Home in Tuscany with 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.

Superhost
A large swimming pool features clear, calm water reflecting the surrounding buildings and trees. Bright yellow umbrellas provide shade around the pool area, complemented by numerous lounge chairs positioned for relaxation. The tranquil setting encourages leisure activity in a serene environment.
Flat
4.83 out of 5 average rating, 42 reviews

Two-room apartment in residence with swimming pool

Two-room apartment on the first floor with a small balcony. Ideal for 2 people, enchanting view. The apartment is located inside a residence with bar, pizzeria, restaurant, pool, children's games, barbecue. The village of Pomaia is one kilometer away. The sandy beaches of Vada and Castiglioncello can be reached in 13/14 km. Nearby small medieval villages (Volterra, San Gimignano, Bolgheri, Suvereto) or well-known cities of art (Pisa, Lucca, Siena, Florence)

Popular amenities for Pomaia holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Pomaia