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
A modern dining area features a large wooden table surrounded by sleek black chairs, with expansive glass walls offering views of the surrounding hills and city. The space is well-lit by hanging pendant lights, creating a bright and inviting environment.
Flat
4.96 out of 5 average rating, 364 reviews

Rooftop with Breathtaking Views. Short Walk to The Duomo.

Climb the white marble staircase to the breathtaking rooftop terrace, boasting unforgettable views of the hills surrounding Florence and the historic center. This apartment has been newly renovated, mixing different kinds of architecture and design. In the flat there is plenty of space for your smart-workstation: internet is fast and reliable, accessible from every corner. We take particular care in sanitizing all the critical areas, in particular the space is sanitized by means of ozone generators. The apartment is newly restyled with a very special taste, mixing different styles in the architecture and design. It is a 2 floors apartment at the last floor of a mid 20th century building right outside the historical city center: at the first floor there are the bedrooms (a Suite and a second bedroom) the bathroom and a wardrobe room. The Suite is introduced by an elegant living area with a separè industry in glass and iron dividing it from the double bedroom with balcony and fireplace. The second bedroom has a big wardrobe with mirrors, a fine couch and twin beds to be disposed at one's will. Through an elegant white marble staircase we have access to the brand new rooftop kitchen and the wide terrace with a view on the hills sorrounding Florence and spots of the old buildings of the historic center. The apartment is entirely reserved to our guests, access to it is by the staircase or by elevator with private access to the floor. The rooftop terrace is only for our guests with sole access from inside the apartment by a staircase. At the same floor in a separate flat live the owners, always ready to help! The owner lives next door and is always available if needed. Chez Geraldine is an apartment just outside the historical center. It’s predominantly a residential district, but the cathedral, Galleria dell'Accademia, and Piazza San Marco are a 15-minute walk away. Food stores, restaurants, and bars are close by. AVAILABLE 4 BIKES (adult size) for our guests, included in the price. Please, use it with care and lock it well each and any time you leave them without custody, thank you. IN CASE OF THEFT OR SEVERE DAMAGE DUE TO NEGLIGENCE YOU WILL BE REQUESTED TO PAY THE VALUE OF THE BIKE OF 160€. Thank you WALKING: the city center is at only 15 mins walking. BY BUS: a few steps away from the building there are buses to the city center and the station.

Top guest favourite
Flat
4.91 out of 5 average rating, 185 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Superhost
A tranquil pool area is surrounded by lush greenery, featuring a clear blue swimming pool with a light stone border. Three lounge chairs are positioned by the poolside, inviting relaxation while enjoying the serene landscape.
Flat
4.88 out of 5 average rating, 179 reviews

Tuscan relax appartment with private pool

Beautiful apartment set in the countryside, surrounded by olive groves and vineyards — perfect for nature lovers and scenic walks. Ideally located with easy access to Florence, Pisa, Lucca, Siena, San Gimignano and the coast. The pool is reserved exclusively for guests and our family, ensuring peace and privacy. Nearby you’ll find a small bar/grocery shop, traditional restaurants, and local farms offering wine, olive oil, and cheese. Perfect for experiencing nature, culture, and Tuscan charm.

Top guest favourite
A corner of a cozy living area is presented, featuring a small dining table by the window. The view showcases the dome of the Duomo, with a bright blue sky in the background. Decorative cushions in warm tones add comfort to the space.
Flat
4.95 out of 5 average rating, 341 reviews

Florentine Charm and Comfort with "Bellissima" View

WELCOME TO FLORENCE! HAPPY TO MEET YOU! Fully renovated in 2015 further to a VEGAN design & SUSTAINABLE approach, Casa Colonna is a cozy two bedrooms property, inside the UNESCO Site, in a quiet area of the historic Center closed to the famous Piazza's open air Museum of SS Annunziata and at a walkind distance from all of the city's most famous monuments as well as from restaurants, bar or from the famous ORGANIC food market of Sant'Ambrogio, a top place to buy local delicacies.

Top guest favourite
A serene heated pool is framed by lush greenery, overlooking rolling hills. The water reflects the soft light of the evening sky. Lounge areas surround the pool, inviting relaxation and enjoyment of the panoramic landscape.
Flat
4.97 out of 5 average rating, 123 reviews

Visit Chianti, Florence, Siena, S.Gimignano

The apartment into Borgo Sicelle Residence, in Castellina in Chianti area, between Florence and Siena. It's 55 sqm, 4 guests, it has a small kitchen with sat tv, 2 double bedroom, a bathroom with shower (not bidet). It’s on the first floor. Outside, on the ground floor, there are shared tables. Heated pool up to 25°degrees in printemps and automne. In front of the property there is a restaurant, only for dinner, closed on Wednesday. Not public transport to reach the property

Top guest favourite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Flat
4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

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
4.82 out of 5 average rating, 127 reviews

Casetta Sole with 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 dining area is visible, featuring a glass table surrounded by four metal chairs. Large windows with decorative grilles offer natural light and views of terracotta rooftops. A radiator is positioned along the wall, complementing the minimalist decor.
Flat
4.8 out of 5 average rating, 205 reviews

Flat with large roof terrace with Duomo view

Spacious and recently restored, light-filled 2 bedroom apartment with large roof terrace offering incredible view of the Duomo. Located in the heart of Florence, very close to the Duomo and just 10 mins from the station. The Apartment has an open sitting room with design furniture, sofa, TV, dining table & air-con. Two bedrooms, one with large double bed & balcony and one with 140cm double. 2-hob kitchenette, coffee machine, kettle and all utensils.

Top guest favourite
A modern kitchen features sleek gray cabinetry with integrated appliances, complemented by a decorative backsplash. A comfortable sofa with patterned cushions faces the dining area, which includes a table and minimalist decor. Natural light enters through a window dressed with soft shades.
Flat
5 out of 5 average rating, 139 reviews

L'angolo di galileo- 2 bedroom superior apartment.

Right in the "centro storico" of pisa. the apartment is at the first floor of a historic building, though the interior id completely renovated . you are close to all historic and cultural attractions in the city, restaurants and pubs , yet in the same time its quite calm and relaxing for a good sleep. pisa's famous leaning tower is 600 m aways , in the vicinity there is a heap of attractions located at a throw stone

Guest favourite
Flat
4.92 out of 5 average rating, 79 reviews

The Borgo Suite

Comfortable and charming two-room apartment, newly renovated, located in the heart of the historic center of Montescudaio. The Suite has the use of a large terrace that offers a breathtaking view from the hills to the sea overlooking the islands of the Tuscan archipelago. Strategically located both for enjoying a beach vacation and for relaxing in the tranquility of a medieval village

Top guest favourite
The living area features a light-colored sofa with plush cushions, complemented by a small side table. Adjacent is a dining area illuminated by a stylish chandelier, showcasing a large wooden table surrounded by beige chairs, with books and decorative items neatly organized on a nearby shelf.
Flat
4.98 out of 5 average rating, 373 reviews

Charming and Designer Retreat, Home away from Home

Find a peaceful retreat in this spacious and stylishly furnished apartment, few steps from the historic center. Each space is beautifully designed and full of character for a memorable stay. Take advantage of the pretty balcony by enjoying morning coffee or afternoon glass of wine outdoors. Walk barefoot on the heated wooden flooring in the winter season.

Popular amenities for Montescudaio apartment rentals

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