
Holiday houses in Pomaia
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Top-rated holiday rentals in Pomaia
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Il Frantoio (Whirlpool + Swimming Pool)
✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

the bean
⭐⭐⭐⭐⭐ 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

Giglio Blu Charming Loft + Air Conditioning
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

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.

Oliva Suite - La Vitaverde Agriturismo
Adults only - minimum age 18 years | Our suites are self-catering apartments, and we do not offer traditional hotel services! Agriturismo La Vitaverde is more than just a place to stay. Nestled among gentle hills and fragrant olive groves, our lovingly restored estate combines tradition and comfort in perfect harmony. Here, you can escape the hustle and bustle of everyday life, enjoy the rustic charm of the region, and immerse yourself in the relaxed lifestyle of Tuscany.

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.”

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

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.

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 famous cities of art (Pisa, Lucca, Siena, Florence)

Medieval Tower in the Tuscan Countryside
On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region

In touch with nature, M2 Lodging, A/C, Wi-Fi
This wonderful vacation apartment is in a magical location close to nature, near Pomaia (a village 600 meters away), a small medieval hillside village just 13 km from the Tuscan Tyrrhenian Sea. Originally a mill, the building has been restored and transformed into 3 comfortable independent apartments. In the shared garden, there are some fruit trees, a hot tub and a veranda to relax, available to guests (open 5/15-9/30).
Popular amenities for Pomaia holiday rentals
Other great holiday rentals in Pomaia

The Cottage to relax and enjoy

"Il bosco" glamping cottage with a hot tub

Luxury tent in the countryside

Medieval Tower House in the Historic Center

Luxury Medieval Tower - Penthouse

Casina della Felicità (House of Happiness)

Casa Tara | Pomaia Penthouse

Casa di Nena: Relax, Nature, Hydromassage & Stars
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Capraia
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden





