
Apartment vacation rentals in Montescudaio
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Top-rated apartment rentals in Montescudaio
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Il Fienile di Casale | Tuscan Hills · Historic Vil
In the heart of the medieval village of Casale Marittimo Il Fienile di Casale is a beautifully restored old hayloft that keeps all the authentic Tuscan charm. With its brick vaulted ceilings, wooden beams and stone walls it offers a warm and welcoming atmosphere. From the living room you can enjoy a breathtaking view over the rolling hills, vineyards and olive groves of the Etruscan Coast stretching all the way to the sea. Perfect for those looking for relaxation wine tourism and nearby beaches.

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.

Artemisia Dreamscape with Wooden Hot Tub
Immerse yourself in the enchantment of the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers guests 4 apartments in an authentic Tuscan farmhouse and 4 elegant glamping cabins. The cabin "Artemisia Dreamscape" with its exclusive hot tub, gets lost among the olive trees, offering breathtaking views of the gentle hills from its veranda. With a panoramic swimming pool and the opportunity to taste our exquisite oils and wines, the experience becomes unforgettable.

"Il Magnifico" Medici apartment
Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.

Olive Harmony Tuscan Hideaway with Pool
Experience the timeless beauty of Tuscany at Olive Harmony, a peaceful villa set in the countryside near Volterra. Surrounded by olive groves and rolling hills, it features lovely views, two bedrooms, two bathrooms, and charming interiors. Relax in your private outdoor area, enjoy dinner under the stars, or cool off in the shared swimming pool. An ideal retreat for families and friends looking to discover Tuscany surrounded by nature, tranquillity, and enchanting medieval towns.

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!

L'Incanto | Patio Studio in Medieval Montescudaio,
Step into the medieval charm of Montescudaio, inside the historic borgo right below the Abbey walls. This cozy renovated studio is perfect for couples or solo travelers. It features a bedroom, kitchenette, private bathroom and a private patio right in front of the entrance, with views over the hills and sea. Fast WiFi, Smart TV, air conditioning, mini-fridge and coffee machine. Just minutes from the beach, ideal base for Pisa, Volterra, Bolgheri, Siena and Florence.

Casa Meri
A distinctive renovated apartment, starting from the historic foundation of the Casale hairdresser's, with particular details from the past, from the vaulted ceiling with beams, to the furnishings, whose centerpiece is a fully restored 18th-century wardrobe that dominates the apartment. We are near the central square, where you will find all the amenities the village has to offer. At the entrance to the town, there is ample parking just a few steps from the house

Casetta Luna | Hills View, Fast Wi‑Fi, Garden, EV
Casa Luna is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, just steps from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (great 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!

VerdeMare House with a view
Newly renovated ground floor apartment with panoramic view .... wonderful position in the hills with sea view ... large and bright three-room apartment that is well suited for a trip as a couple or as a family. It consists of kitchen, bedroom with 2 single beds and large living room with sofa bed, bathroom and dressing room. The space is embellished by a large outdoor patio equipped with armchairs and a table to relax during the stay, beyond babecue area.

Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)
Apartment (three-room apartment of 57 sqm, sleeps 4) with sea view, located on the SECOND FLOOR of the farmhouse, entrance on the west side. It has a kitchen (equipped with a fridge, dishwasher, induction stove, microwave, kettle, toaster, immersion blender and Moka coffee maker), a living room (TV and Wi-Fi), two bedrooms with double bed and bathroom. The property has an eco-friendly swimming pool and overlooks the Etruscan Coast countryside.

La Casina. Two-room apartment in the historic center of Bibbona
Enjoy a stylish vacation in this downtown space. You can experience the reality of a small Tuscan village, characterized by peace in a fully renovated one-bedroom apartment. Upon request, you can arrange a dinner on the small patio of the house completely prepared by the Io Cucino restaurant. Extra services such as additional cleaning and laundry services are available upon request.
Popular amenities for Montescudaio apartment rentals
Weekly apartment rentals

Il Castro Luxury San Gimignano. Michelangelo Suite

Casa Billi

Antea Blu: beach house in Tuscany-2 bedrooms

Herons Superior Apartment - Splendid view!

In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3

MareM: a terrace with view on the Tuscany sea

Historic fattoria with pool

Historic Hillside Retreat: Stunning View & Relax
Private apartment rentals

Charmant Morrona with pool

Il Frantoio (Hot Tub + Pool)

Private Courtyard | 3BR/3BA | Garage

Appartamento Aida con piscina e vista

Panoramic Views + Pool | Historic Tuscan Palazzo

Tuscany - Il Catrino II Farmhouse

Valdice Villa: Pool, BBQ & Panorama

Apartment in the countryside with view and pool
Apartment rentals with a hot tub

Apartment Alex - Tuscany Charme

CASA MARTELLUCCI

Japan Apartment Port Area with Balcony and Jacuzzi

Tuscan Farmhouse with Pool & Panoramic View

Vicolo Porte 21/23, Massa Marittima, Hot Tub

Domus Olea BnB

SerenaHouse

Grotticella House, SPA Apartment in Peccioli
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Spiaggia Di Sansone
- Capraia
- Gorgona
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria





