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Apartment holiday rentals in Montescudaio

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Montescudaio

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Top Guest favourite
A tea set is arranged on a table, featuring a teapot and two cups with saucers. In the background, the dome of a historic building and the leaning structure of the Torre Pendente can be seen, highlighting the rich architectural heritage of Pisa.
Apartment in Pisa
4.99 out of 5 average rating, 113 reviews

"La Torre al 7 - Leaning Tower View, Pisa"

Private terrace with direct views of the Leaning Tower — just 80 metres away. Wake up, step outside, and find one of the world's most iconic monuments waiting in silence. While other visitors photograph it from below, you take in the view from above, coffee in hand. Original paintings and sculptures by your Tuscan host fill every corner in a dialogue between ancient and contemporary. Not just a place to stay — an experience you carry with you. Pisa is not just a stop. From here, it becomes home.

Superhost
The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.
Apartment in Florence
4.91 out of 5 average rating, 608 reviews

House of Delights - The Medici private leisure house

La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

Guest favourite
A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.
Apartment in Centro
4.94 out of 5 average rating, 363 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, 283 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
A vintage chair with patterned upholstery is positioned next to a small round table, featuring a decorative surface. In the background, a decorative iron bed frame is visible, highlighting the room's inviting ambiance with soft lighting.
Apartment in San Gimignano
4.89 out of 5 average rating, 365 reviews

HOUSE OF THE MIDDLE AGES

The entire apartment and the external courtyard are for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by tall towers. You will have a wonderful outdoor courtyard with views of the towers for your exclusive use for an extraordinary outdoor dinner or enjoy a glass of wine in peace. You will easily find: Restaurants, bars and ice cream parlors. We look forward to seeing you:)

Top Guest favourite
A modern kitchen and dining area feature sleek cabinetry and a spacious dining table. White chairs surround the table, complemented by a vase of flowers. Large windows enhance the room's brightness, while neutral-colored tiles create a clean and inviting atmosphere.
Apartment in Montescudaio
4.94 out of 5 average rating, 172 reviews

Elegant and bright apartment in Montescudaio

The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Guest favourite
Apartment in Montescudaio
4.82 out of 5 average rating, 129 reviews

Casetta Sole View over Tuscany Hills and Sea

Casetta Sole is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, a step from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (ideal for smart working), free parking + EV charging station. Garden with barbecue. Few km from the sea, on the Wine Route: near Volterra and San Gimignano, perfect for relaxation, wine tours and DOC tastings. Welcome to our Tuscany!

Top Guest favourite
A wooden table set on a small balcony is adorned with two glasses of water and a striped table runner. In the background, a view of ancient towers is visible against a partly cloudy sky, framed by greenery and flowers.
Apartment in San Gimignano
4.95 out of 5 average rating, 186 reviews

Rina's Balcony overlooking San Gimignano

Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

Top Guest favourite
Apartment in Centro
4.99 out of 5 average rating, 224 reviews

Ponte Vecchio Suite with balcony on Arno river

The suite is about 592 square feet with a wide living and a lovely balcony facing Arno River. It has an amazing view of the Ponte Vecchio as well as the Ponte Santa Trinita. The living room is open to a dining area and a fully equipped kitchen. The bedroom has a queen size bed and 2 closets. A large bathroom with 2 windows, double sinks and a walk-in shower, is connected with the bedroom. Wi-Fi and air conditioning system are provided.

Top Guest favourite
An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.
Apartment in Palaia
4.96 out of 5 average rating, 130 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

Top Guest favourite
A softly lit living area is presented, featuring a plush sofa adorned with orange and patterned cushions. A round coffee table displays an assortment of fruits, and a floor lamp stands beside a decorative wall mirror. Natural light filters through a window with white drapes.
Apartment in Lucca
4.95 out of 5 average rating, 153 reviews

Casa Clarabella

Enjoy a stylish experience in this charming apartment in the historic center of Lucca, a stone's throw from the walls, the botanical garden, and the Cathedral of San Martino. Elegant and equipped with all comforts, it will welcome you after a day around the beautiful city. You can relax on the bouclée sofa, after refreshing in the magnificent shower that will amaze you.

Popular amenities for Montescudaio apartment rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Montescudaio
  6. Apartment rentals