
Apartment vacation rentals in Montescudaio
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Top-rated apartment rentals in Montescudaio
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Pieve di Caminino Historic Farm
Only for nature lovers. The ancient organic Pieve di Caminino farm is an important historical site: a former medieval parish church built at the intersection of two Roman roads, it hosted two saints (the 12th-century church is now a private museum, which can be visited by guests by appointment). Today it covers 200 hectares of fenced private property, located on a panoramic hill. Seven accommodations share an estate with a swimming pool (seasonal), two ponds, a centenary olive grove, vineyard and a cork forest.

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

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.

REFURBISHED apartment, 75 sqm 10 min from the sea.
Ideal for a family vacation, the apartment is located about 10 km (10 minutes) from the sea and is located on the second floor of a small building where we also live, measures about 75 square meters and is completely renovated. Consisting of a small entrance, 2 large bedrooms, a kitchen, a bathroom and a closet, it is very comfortable, bright and spacious. Bus stop about 20 meters away, pharmacy, supermarket and other services ALL within walking distance, restaurants in the area

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"
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 Gianguia apartment 100 meters from the sea
Villa type "viareggina", named "Gianguia", located in an excellent position with respect to the center of Castiglioncello and Rosignano, a short walk from the sea, and the main services. Recently renovated, with practical and modern furnishings but tasteful ; equipped with all the comforts to ensure guests a pleasant and relaxing stay. Great for couples and families who love the sea and relaxation.

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.

Da Vinci: entire space in the heart of Tuscany
Come and take a vacation at our beautiful apartment at Peccioli, Tuscany! Enjoy a renovated space, with A/C in the center if a medieval town next to bars, restaurants and shops. Beautifully decorated, with new appliances and furniture, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.
Popular amenities for Montescudaio apartment rentals
Weekly apartment rentals

Lovely Villa Suite - Beach 250m

house in a quiet farmhouse 3 km from the sea

2+2 beautiful apartment in residenc

La Torre-Luxury attic - BEACH FRONT - Tuscany

Radicondoli House

Two-room apartment with walk-in shower at the station

Tuscany - Il Catrino II Farmhouse

Casa Malta
Private apartment rentals

Sea view penthouse with 130 sqm terrace

[2 steps from the sea] Apartment + Terrace AC WIFI

Livorno stadium area 300 meters from the sea

GREEN Farmhouse with hills view and Infinity pool

holidays with swimming pool in Tuscany

[Private Parking] Penthouse with Panoramic Terrace

Loggia in the Santo Spirito district

divo little boutique home
Apartment rentals with a hot tub

SerenaHouse

In touch with nature, T5 Lodging, A/C, Wi-Fi

Elegant Penthouse in Santo Spirito

Vicolo porte 23, jacuzzi, central

.2 La Casa sui Tetti dell 'Oltrarno

Japan Apartment Port Area with Balcony and Jacuzzi

Podere Bagnoli: Acanto House

Breathtaking view of San Gimignano - jacuzzi&pool
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