
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.

Il Fienile di Casale | Tuscan Hills · Historic Villas
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.
LocationFamilyIndoor spaces
4.88 out of 5 average rating, 48 reviews
Art Loft: Rooftops and Hills View in Lajatico
Newly refurbished 1 bedroom apartment with all the modern comforts. Double living room with 2 sofabeds and A/C, dining room, full kitchen, dishwasher, coffee machine, double bedroom, bathroom with shower and bidet, washing machine, garage available on request. Located in the heart of Lajatico a few steps away from the main square where is everything you need: butcher, pharmacy, post office, bank, restaurants, hairdresser, supermarket, bar, playground etc. Free parking available only 70m away.
LocationDecorCleanliness
4.95 out of 5 average rating, 38 reviews
Mona Lisa Mirage Cabin ~ Le Fraine Glamping
Immerse yourself in the enchantment of the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers 4 apartments in an authentic Tuscan farmhouse and 4 elegant glamping cabins nestled in the ancient olive grove. The "Mona Lisa Mirage" cabin disappears among the olive trees, offering breathtaking views from its veranda over the hills. With a large panoramic swimming pool and the opportunity to taste our exquisite oils and wines, the experience becomes unique and unforgettable.
LocationComfortBathroom
4.94 out of 5 average rating, 36 reviews
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.
FamilyLocationComfort
4.99 out of 5 average rating, 175 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.
FamilyLocationCleanliness
5.0 out of 5 average rating, 42 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.
FamilyLocationWalkability
4.98 out of 5 average rating, 101 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!
LocationValueHospitality
4.93 out of 5 average rating, 183 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.
LocationNearbyGetting around
4.92 out of 5 average rating, 38 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
LocationHospitalityBeach
4.85 out of 5 average rating, 20 reviews
Casetta Sole | Hill View, Fast Wi‑Fi, Garden, EV
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!
LocationFamilyQuiet
4.83 out of 5 average rating, 132 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.
LocationFamilyCheck-in
4.92 out of 5 average rating, 112 reviews
Apartment with panoramic garden in San Gimignano
Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms
LocationValueAir conditioning
4.93 out of 5 average rating, 132 reviewsPopular amenities for Montescudaio apartment rentals
Weekly apartment rentals

Suvereto Suite with private roof top terrace
LocationIndoor spacesLaundry
5.0 out of 5 average rating, 21 reviews
Il Frantoio (Whirlpool + Swimming Pool)
LocationComfortNearby
4.98 out of 5 average rating, 49 reviews
In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3
LocationPoolCleanliness
5.0 out of 5 average rating, 6 reviews
Antea Blu: beach house in Tuscany-2 bedrooms
ValueFamilyAmenities
4.95 out of 5 average rating, 93 reviews
MareM: a terrace with view on the Tuscany sea
LocationFamilyCleanliness
4.94 out of 5 average rating, 96 reviews
Herons Superior Apartment - Splendid view!
LocationFamilyCheckout
4.99 out of 5 average rating, 93 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
FamilyLocationCheck-in
4.81 out of 5 average rating, 64 reviews
Cala Verde House, apartment with access to the sea
FamilyValueCheckout
4.87 out of 5 average rating, 30 reviewsPrivate apartment rentals

Casa Fedora
LocationFamilySleep quality
4.97 out of 5 average rating, 75 reviews
Boheme apartment with pool and view
LocationFamilyCondition
4.9 out of 5 average rating, 58 reviews
Apartment in Old Farmhouse
LocationFamilyAccuracy
4.96 out of 5 average rating, 51 reviews
within walking distance of the city center
ValueLocationBeach
4.96 out of 5 average rating, 27 reviews
Historic fattoria with pool
LocationFamilyHospitality
5.0 out of 5 average rating, 8 reviews
Domus Olea BnB
FamilyValueBathroom
4.98 out of 5 average rating, 43 reviews
Galileo Apartment
ValueLocationAccess
4.94 out of 5 average rating, 84 reviews
Apartment in the countryside with view and pool
LocationIndoor spacesNearby
4.87 out of 5 average rating, 38 reviewsApartment rentals with a hot tub

Japan Apartment Port Area with Balcony and Jacuzzi
ValueLocationHospitality
4.85 out of 5 average rating, 158 reviews
CASA MARTELLUCCI
ValueLocationAir conditioning
4.97 out of 5 average rating, 663 reviews
Studio with panoramic terrace over Tuscan hills
LocationValueBathroom
4.82 out of 5 average rating, 57 reviews
Breathtaking view of San Gimignano - jacuzzi&pool
LocationFamilyWalkability
4.95 out of 5 average rating, 43 reviews
SerenaHouse
ValueFamilyAir conditioning
4.96 out of 5 average rating, 50 reviews
Agriturismo San Francesco - apartment Due
FamilyLocationGetting around
5.0 out of 5 average rating, 24 reviews
Breath and relax in the Tuscan nature near the seaside
FamilyValueQuiet
4.84 out of 5 average rating, 37 reviews
Grotticella House, SPA Apartment in Peccioli
ValueFamilyCheck-in
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





