
Holiday houses in Tripalle
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Top-rated holiday rentals in Tripalle
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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 hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option 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.

"IRIS" Secret Nature Retreat
Just a short distance from Tuscany's art cities and the sea, we are located in an area of great interest for its flora and wildlife, surrounded by historic villas and protected by landscape conservation regulations. The road leading to our property, approximately 1 kilometre long, is part of this heritage; it cannot be paved and is somewhat uneven. To reach us you will have to make a small effort, which can be faced with any car. You will find in return silence, tranquility and our hospitality.

Podere Il Vignaccio
We are a small corner of paradise immersed in the green hills of Tuscany, where time flows at the gentle pace of our horses. Ideal accommodation for families with children. Our house was built at the end of the 1800s by some farmers, who used the spaces near the house for their breeding and cultivation; my grandparents acquired it in 1960 and with the passing of the years and the help of my father first and then the whole family, it became what it is now, and I will continue this cycle.

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.

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.”

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.

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.

Poggio al Casone – Piazzetta
Poggio al Casone is an elegant farmhouse within a winery in Tuscany. A halfhour drive from Pisa and the sea, an hour from Florence. We want to offer a high standard and comfort with spacious, well-equipped apartments, equipped with air conditioning and wifi. Shared with other guests : swimming pool, jacuzzi, relaxation room, bbq, bicycles, Tesla charge. Relax and recharge in thisoasis of quiet and elegance. The Piazzetta apartment is ideal for a romantic getaway

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.

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.

Villa Rosella with fantastic garden and pool
Dream vacation in charming, green oasis in Tuscany. Relax after a day by the sea or a city tour of the most beautiful cities of Tuscany in our park-like complex. This enchanting villa on the outskirts of a small village is located in a quiet secluded location. The property includes a large, fantastic and very well maintained garden with private pool . Pisa and the sea is 30 minutes away. La Spezia and the beautiful Cinque Terre are about 1.5 hours away

Palazzina Maresa - Loft 4
Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.
Popular amenities for Tripalle holiday rentals
Other great holiday rentals in Tripalle

Open Space Piscina e Giardino

Tuscan mountain home with a modern rustic feel.

Podere Riparossa elegant house with tennis court

Casa Billi

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Relax in Tuscany Country Home with a Stunning View

The Cottage to relax and enjoy

Villa sii felice
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Basilica of Santa Croce
- Medici Chapel





