
Apartment vacation 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.

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

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.

Renaissance Apartment Touch the Dome
Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

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...

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.

Visit Chianti,Siena, Florence, S.Gimignano
Apartment into Borgo Sicelle Residence, in Castellina inChianti area (between Florence, Siena, S.Gimignano). Two people. It has a kitchen, a double bedroom, a bathroom with shower. It's on the first floor. Outside, on the ground floor,there are shared tables. Pool heated up to25 degrees in Spring and Autumn In front of the property there is a restaurant (Osteria Uscio e Bottega), only for dinner, closed on Wed. There is no public transport to reach the property Car is required

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.

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!

Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

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.

Podere Le Murella "Sunset" Farmhouse
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.

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 beams, wooden floor, on top of an ancient 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.
Popular amenities for Montescudaio apartment rentals
Weekly apartment rentals

house in a quiet farmhouse 3 km from the sea

Casa Billi

La Torre-Luxury attic - BEACH FRONT - Tuscany

Radicondoli House

Volpe Sul Poggio - Country Suite

Herons Superior Apartment - Splendid view!

Two-rooms Apartment with swimming pool and garden

Apartment in the village
Private apartment rentals

Lovely Villa Suite - Beach 250m

[A stone's throw from the sea] Apartment + Terrace AC WIFI

2+2 beautiful apartment in residenc

REFURBISHED apartment, 75 sqm 10 min from the sea.

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Grotticella House, SPA Apartment in Peccioli

Loggia in the Santo Spirito district

"Il Magnifico" Medici apartment
Apartment rentals with a hot tub

Iris apartment [5 min downtown] Suite with Jacuzzi

Casa Gori - Palazzo Vecchio - p.Za della Signoria

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

House of Delights - The Medici private leisure house

Pepi Garden Loft with Jacuzzi Pool

.2 La Casa sui Tetti dell 'Oltrarno

[Ponte Vecchio] Prestige and unique view

Japan Apartment Port Area with Balcony and Jacuzzi
Destinations to explore
- Elba
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Gorgona
- Gulf of Baratti
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Spiaggia Libera
- Spiagge bianche
- Spiaggia Di Barbarossa
- The Boboli Gardens
- Spiaggia della Padulella