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Vacation rentals in Pontito

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pontito

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

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Top guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 220 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Top guest favourite
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.

Guest favourite
Apartment in Centro
4.94 out of 5 average rating, 362 reviews

Museum Suite - Luxurious unit with a River View -

After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Top guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 280 reviews

Giglio Blu Charming Loft

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...

Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Apartment in San Miniato
4.99 out of 5 average rating, 167 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Guest favourite
The illuminated salt water pool is surrounded by two large umbrellas, providing shade, and deck chairs are neatly arranged nearby. The scene is set against a twilight sky with distant mountains visible, creating a serene outdoor space for relaxation.
Home in Pescia
4.95 out of 5 average rating, 20 reviews

Tuscan dream home with pool and olive grove

La Capanna: A 1800s Tuscan barn reborn in 2020 as a chic holiday retreat, beckoning your family. Enjoy stunning valley vistas, a 9x4 salt water pool, olive grove, and alfresco kitchen. Inside, discover luminous spaces blending modernity with Tuscan tradition. Our wabi sabi aesthetic embraces neutral tones and natural elements—wood, stone, raffia, and linen—harmonizing old-world charm with contemporary comfort. This is our cherished home; consider yourself fortunate to experience its magic.

Top guest favourite
Condo in Montecatini-Terme
4.98 out of 5 average rating, 119 reviews

[Toscana] Between Pisa, Lucca and Florence!

Lovely attic apartment with terrace, nestled in the center of Montecatini Terme. In the apartment, you will find: • Double bedroom with a comfortable queen-size bed. • Modern bathroom with a shower cabin and washer-dryer. • Living area with a well-equipped kitchen. • External terrace. The strategic location will allow you to comfortably explore all of Tuscany. Cities of great historical significance such as Pisa, Lucca, Florence, and many others are easily accessible by train and car!

Guest favourite
A covered terrace features a round table surrounded by wooden chairs, offering a scenic view of the lush hillside. Flower boxes adorn the railing, adding vibrant greenery, while terracotta tiles contribute to the warm atmosphere.
Vacation home in Castelvecchio
4.95 out of 5 average rating, 120 reviews

Tommaso holiday House

Tommasoholidayhouse is a quiet accommodation nestled in the hills of authentic Tuscany, in Castelvecchio, a typical medieval village. It enjoys a strategic location, just a few kilometers from Florence, Pisa, Lucca, and the Versilia coast. All necessary services, from supermarkets to the train station, are within a few kilometers. Castelvecchio is an excellent place to relax, surrounded by greenery and nature, without giving up visiting Tuscany's most beautiful cities and landscapes.

Top guest favourite
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.

Top guest favourite
Home in Pescia
4.92 out of 5 average rating, 25 reviews

In the shade of the laurel tree jacuzzi-sauna-nature-relax

appartamento indipendente del 1680 a piano terra con uso esclusivo di spa,sauna,doccia esterna altitudine 380 mt, polmone verde con ulivi ,castagni e querce. Area fitness esclusiva per gli ospiti con minipiscina, doccia calda e sauna esterna,campo da bocce, amache, quiete e panorama mozzafiato sulla Svizzera Pesciatina. animali ammessi. USO ESCLUSIVO: Area fitness con minipiscina jacuzzi,sauna,doccia esterna . Posti letto comodi 5, 6 posti letto con 4 adulti e 2 bambini.

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 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.

Top guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 304 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Popular amenities for Pontito vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pontito