Some info has been automatically translated. Show original language

Apartment holiday rentals in Montescudaio

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Montescudaio

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

%{current} / %{total}1 / 1
Guest favourite
Flat
4.96 out of 5 average rating, 244 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

Top guest favourite
A modern kitchen area features sleek, white cabinetry contrasted by black accents. A staircase with wooden steps leads to the upper level, while a built-in TV console displays neatly organized shelves. Natural light fills the space through large windows.
Flat
4.95 out of 5 average rating, 291 reviews

Super luxe loft apartment on the Arno with terrace

Urban luxury loft space - perfectly located - close to the station and city center - posed next to the Arno. Top luxury finishings - modern- access to huge terrace - a great relaxing space. Fully equipped and close to grocery stores, bakery, and one of the best Fish bars in Florence. Once you drop your suitcase you will not want to leave. Note-the apartment in on the residential side of the Arno - about a 15 walk to the center. Super relaxing and very accessible. Much street parking.

Guest favourite
A clear, inviting swimming pool is surrounded by sun loungers and umbrellas. Lush hills are visible in the background, featuring a rolling landscape under a bright sky. The pool area provides an open and relaxing space for guests to enjoy the outdoors.
Flat
4.92 out of 5 average rating, 102 reviews

Romantic Apt in the heart of Chianti (with Tennis)

The apartment Duchessina 5 at Poggio d'Oro is a small one-room ground level unit very cozy and ideal for a couple looking for a casual accommodation located on a hillside in a large villa. 22 sq.m., independent entrance, parking facility just few meters away, stunning views. Living-dining room with kitchen corner (gas stove top with 4 burners, microwave oven) and double bed, bath room with shower, equipped (garden furniture) outdoor paved space, not far from the pool. Airconditioned.-

Top guest favourite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Flat
4.92 out of 5 average rating, 107 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

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.
Flat
4.93 out of 5 average rating, 165 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!

Top guest favourite
Flat
4.96 out of 5 average rating, 134 reviews

The Checkmate’s House in Florence

The Checkmate’s House is a stunning, newly renovated apartment designed with exceptional attention to detail. Unique and full of charm, it enjoys an enviable location in the heart of Florence, in the historic Oltrarno district, just steps away from the iconic Ponte Vecchio and the Uffizi Gallery. Despite its central position, the apartment is peacefully quiet, and features a lift for easy access. Fully equipped with everything you need! Your best stay awaits!

Top guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Flat
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Top guest favourite
A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.
Flat
4.93 out of 5 average rating, 121 reviews

Apartment with panoramic garden in San Gimignano

Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

Top guest favourite
A round table with a book and glasses is positioned between two modern chairs. Large windows with white curtains overlook a building's historic stone facade, allowing natural light to fill the space and creating a serene reading corner.
Flat
5 out of 5 average rating, 221 reviews

Pitti Portrait

Located in the most beautiful square of Florence, in front of the Medici’s Palace (Palazzo Pitti), this newly renovated and quiet apartment will surprise you for the high attention to detail and the comfort. From the 2 big door windows you will enjoy one of the most beautiful and exclusive views of Florence.     The apartment is perfect for short and long stays, it is fully equipped and it will make you feel right at home.      

Guest favourite
A private terrace is shown with a round table and a wooden chair, surrounded by potted plants. Scenic views of rolling hills and distant historic towns are seen beyond the railing, enhancing the connection to the natural landscape.
Flat
4.86 out of 5 average rating, 133 reviews

Casa Cielo Independent and with amazing views

Imagine waking up with hills adorned with villages and bell towers as far as the eye can see beyond the bedroom window: an alcove with sloping ceilings, beams and joists, wooden floor, on top of an old farmhouse. Imagine from each view of the house the sun shining on the vineyards, or imagine the green on the olive groves after the spring rain past the large terrace adjacent to the kitchen.

Guest favourite
A sunlit pool area features a clear, inviting swimming pool surrounded by green lawn. Bright umbrellas and lounge chairs are arranged near the pool, providing shaded seating. Lush greenery and a stone wall create a cozy, secluded atmosphere.
Flat
4.94 out of 5 average rating, 111 reviews

Girasoli apartment with pool in farmhouse

Going up 17 steps you will be hosted in an apartment located on the second floor with a separate entrance. Consisting of a kitchen, bathroom with shower and double bedroom with 2 windows overlooking the village of Casole d'Elsa and the swimming pool. Mosquito nets on the windows. Small terrace shared with the Manuela apartment TO BE PAID - ACCOMMODATION TAX €1 per person

Superhost
A spacious living area is characterized by comfortable seating and a flat-screen television. Natural light filters in through wooden windows with opened shutters, illuminating decorative shelves filled with books and ornaments. A patterned rug adds a touch of warmth to the neutral-colored furnishings.
Flat
4.84 out of 5 average rating, 113 reviews

Design Apartment in Volterra Historic Center

Explore Volterra on foot: a 3-level home in the historic center, steps from Piazza dei Priori. Modern kitchen with peninsula, cozy living room with Smart TV, 2 bright double bedrooms, and a spacious bathroom with a large shower (spa-like feel). Smart home features and Vikey self check-in for maximum flexibility. Note: internal stairs.

Popular amenities for Montescudaio apartment rentals

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