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Vacation rentals in Tripalle

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Top-rated vacation rentals in Tripalle

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

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Top guest favorite
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.
Vacation home in San Gimignano
4.96 out of 5 average rating, 73 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

Guest favorite
An inviting living area features a cozy sofa, a dining table with purple chairs, and a well-equipped kitchen in the background. Exposed wooden beams and a brick arch create a warm atmosphere. A decorative plant is placed on the floor, adding a touch of greenery.
Loft in Fauglia
4.92 out of 5 average rating, 117 reviews

Loft in a strategic location near Pisa

In a residential area, outside the historic center, the accommodation is finely furnished and comfortable. It has a separate entrance, is part of a Tuscan-style farmhouse with brick ceilings and wooden beams. It consists of a living/dining room with a double sofa bed and an adjacent well-equipped kitchen (mini-fridge, dishwasher and microwave oven). The double bedroom is on the mezzanine, which is accessed by a comfortable staircase. Below are the wardrobes and dressers. Designer furniture.

Guest favorite
Home in Crespina
4.98 out of 5 average rating, 91 reviews

"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, about 0.6 miles 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.

Top guest favorite
A brown horse grazes on grassy land in front of a rustic red building. The structure features multiple windows framed in black, surrounded by lush greenery and ornamental plants. A clear blue sky enhances the serene countryside setting.
Home in Crespina
5 out of 5 average rating, 27 reviews

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.

Guest favorite
The spacious living area features polished herringbone wooden flooring, complemented by intricate ceiling frescoes. Elegant furnishings include a comfortable white sofa and a dark wooden dining table. Natural light flows in through large windows, illuminating the room's classic decor and inviting atmosphere.
Apartment in Collesalvetti
4.98 out of 5 average rating, 86 reviews

"Il Magnifico" Medici apartment

Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.

Top guest favorite
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 in Gambassi Terme
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.

Guest favorite
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 in Fauglia
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.

Top guest favorite
The rustic building features a warm ochre facade and a classic tiled roof. An expansive oak tree provides shade to the outdoor seating area, which includes wooden chairs and a small table. Lush greenery surrounds the property, contributing to the tranquil rural setting.
Farm stay in Simignano
4.91 out of 5 average rating, 268 reviews

Casa al Gianni - Fig

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 favorite
Castle in Tignano
5 out of 5 average rating, 22 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.

Top guest favorite
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 in Peccioli
4.99 out of 5 average rating, 140 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 favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 67 reviews

Authentic Tuscany Experience 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 greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Guest favorite
A vibrant exterior view captures a pink villa surrounded by greenery. Two large umbrellas in gray and red provide shade over a picnic table. Flower pots decorate the patio area, and a lush garden can be seen in the background, completing the tranquil outdoor setting.
Villa in Tripalle
4.91 out of 5 average rating, 34 reviews

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.

Popular amenities for Tripalle vacation rentals

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