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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
A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home in Vaiano
5 out of 5 average rating, 269 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

Top guest favorite
An aerial view captures the agriturismo nestled in lush greenery, with surrounding hills and vineyards stretching into the distance. The historic farmhouse features traditional terracotta roofs, complemented by the expansive natural landscape bathed in warm sunlight.
Farm stay in Radda in Chianti
4.97 out of 5 average rating, 101 reviews

1500 Stone House in Chianti Heart private lake B

Welcome to Agriturismo Podere Tegline, your gateway to an unforgettable Tuscan vacation. Immerse yourself in the secrets of Chianti Classico Wine as you reside in a meticulously restored ancient farmhouse from the 1500s. We strive to offer an authentic experience that resonates with the charm of the past, within a breathtaking natural oasis as in a small paradise. 2005-2026 We have been hosting for 21 years,and guests have come from 67 different countries: we have been Superhost for 11 years.

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, 118 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
An expansive room features a wooden ceiling with exposed beams and large windows, providing ample natural light. A spacious bed and an additional white bed are visible. Decorative shelves with various items line the walls, enhancing the room's character.
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 tranquil swimming pool is surrounded by lush green trees and manicured grass. A shaded area features a white umbrella over a lounge chair. The clear blue water reflects the sunlight, creating a serene atmosphere.
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.

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, 217 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 countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.94 out of 5 average rating, 178 reviews

House at Gianni - Olmo

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, 141 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.

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.

Top guest favorite
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 in Impruneta
5 out of 5 average rating, 176 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.

Popular amenities for Tripalle vacation rentals

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