
Apartment vacation rentals in Montescudaio
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Top-rated apartment rentals in Montescudaio
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Apartment at ground floor with garden
A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.
4.97 out of 5 average rating, 183 reviews
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.
4.88 out of 5 average rating, 48 reviews
Casa Billi
Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.
5.0 out of 5 average rating, 42 reviews
In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3
Charming apartment surrounded by the greenery of the Tuscan countryside, in an old farmhouse from the 1800s. Consisting of 3 double/twin bedrooms with private bathroom, a spacious and livable kitchen and a panoramic terrace. Seasonal pool (June-September). Located on a hill overlooking the sea, just 12 km from the beaches. Great starting point for visiting charming villages such as Bolgheri, Castagneto C.cci, Montescudaio and Volterra, immersed in the history and beauty of Tuscany.
5.0 out of 5 average rating, 6 reviews
"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.
4.98 out of 5 average rating, 100 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!
4.93 out of 5 average rating, 182 reviews
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.
4.92 out of 5 average rating, 37 reviews
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
4.85 out of 5 average rating, 20 reviews
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!
4.83 out of 5 average rating, 110 reviews
The Tuscan Dream-modern in the center of San Gimignano
The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.
4.99 out of 5 average rating, 197 reviews
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.
4.92 out of 5 average rating, 111 reviews
Herons Superior Apartment - Splendid view!
Enjoy a stylish vacation in this space in downtown San Gimignano. Finely furnished and with spectacular views of the Tuscan hills, Herons Superior Apartment is ready to host you and the people you love. ___________________________________________________ Accommodation tax to be paid on site according to the following calculation: €2.5 X number of guests over 11 years X number of nights (a maximum of 5 nights are paid).
4.99 out of 5 average rating, 93 reviewsPopular amenities for Montescudaio apartment rentals
Weekly apartment rentals

Olive Harmony Tuscan Hideaway
5.0 out of 5 average rating, 5 reviews
Art Loft: Rooftops and Hills View in Lajatico
4.95 out of 5 average rating, 38 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
4.81 out of 5 average rating, 64 reviews
Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
4.93 out of 5 average rating, 61 reviews
Antea Blu: beach house in Tuscany-2 bedrooms
4.95 out of 5 average rating, 93 reviews
Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)
5.0 out of 5 average rating, 15 reviews
Il Frantoio (Hot Tub + Pool)
4.98 out of 5 average rating, 49 reviews
MareM: a terrace with view on the Tuscany sea
4.94 out of 5 average rating, 96 reviewsPrivate apartment rentals

Podere Le Murella "Sunset"
4.95 out of 5 average rating, 141 reviews
Charmant Morrona with pool
4.94 out of 5 average rating, 50 reviews
Historic fattoria with pool
5.0 out of 5 average rating, 8 reviews
Apartment in Old Farmhouse
4.96 out of 5 average rating, 51 reviews
Appartamento Boheme con piscina e vista
4.9 out of 5 average rating, 58 reviews
Galileo Apartment
4.94 out of 5 average rating, 83 reviews
CANONICA 43 Luxury villa in the heart of Tuscany
5.0 out of 5 average rating, 80 reviews
Casa Fedora
4.97 out of 5 average rating, 75 reviewsApartment rentals with a hot tub

Apartment Alex - Tuscany Charme
4.89 out of 5 average rating, 145 reviews
CASA MARTELLUCCI
4.97 out of 5 average rating, 662 reviews
Japan Apartment Port Area with Balcony and Jacuzzi
4.85 out of 5 average rating, 158 reviews
Tuscan Farmhouse with Pool & Panoramic View
4.96 out of 5 average rating, 27 reviews
With large garden terrace and panoramic view
4.88 out of 5 average rating, 48 reviews
SerenaHouse
4.96 out of 5 average rating, 50 reviews
Breathtaking view of San Gimignano - jacuzzi&pool
4.95 out of 5 average rating, 43 reviews
Grotticella House, SPA Apartment in Peccioli
5.0 out of 5 average rating, 55 reviewsDestinations 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)
- Stazione Santa Maria Novella
- Cala Violina
- 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
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria





