
Apartment vacation rentals in Montemassi
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Top-rated apartment rentals in Montemassi
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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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Bruna's House
LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room, we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

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.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

"DA OSCA" in the heart of Maremma
The "DA OSCA" apartment is located on the first floor (the owners live on the ground floor) of a building located at the foot of the famous Montemassi Castle. The apartment consists of an equipped kitchen, a living room (with sofa, fireplace and dining table), 2 double bedrooms, a bedroom with a double sofa bed, 1 bathroom with shower and tub and 2 balconies. The garden is available to guests for breakfast, lunch, dinner and relaxation (use of barbecue).

I Tramonti di Eramo, downtown Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

"il poderuccio" two-room farmhouse
The IL PODERUCCIO farmhouse has several apartments, for a total of 11 beds, including: a two-room apartment on the ground floor (sleeps 2) complete with double bedroom, private bathroom with shower and living room with double sofa bed, wood-burning fireplace and fully equipped kitchen. A truly comfortable environment, ideal for couples.

Romantic Tower's dating 1200
The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...
Popular amenities for Montemassi apartment rentals
Weekly apartment rentals

Terrace with a view of Siena

Le Splandole Farm – Crete Senesi

Herons Superior Apartment - Splendid view!

Nice apartment with garden and breath-taking view

Casa Bonari - a paradise for the eyes

Tenuta di Montemassi Azzurro Apartment for 2/3 people

divo little boutique home

La Sorpresa Studio Apartment
Private apartment rentals

Design apartment with view, private terrace, A/C

Casa Billi

Antea Blu: beach house in Tuscany-2 bedrooms

Vicolo Porte 21/23, Massa Marittima, Hot Tub

Live Like a Local & Private Concierge Service

Agriturismo Bandinelli #3 "Palmizia"

Fine house with altana and panoramic terrace

Podere Lagoprile - Apartment "Vetulonia"
Apartment rentals with a hot tub

Three-room apartment with courtyard for 4 people 5 min. from the center Yes

Podere Ferranino #Cimabue Townhouse

Romantic farmhouse, garden apartment with panorama

Apartment Alex-Tuscany Charme

Beautiful Sunset Apartment

Charming House in Montepulciano

Domus Nannini - L'Arco di Matteotti Spa

Luxury frescoed apartment in the historical center
Destinations to explore
- Elba
- Giglio Island
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Del Chianti
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Le Cannelle
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia di Marina di Campo
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Siena Cathedral
- Antinori nel Chianti Classico
- CavallinoMatto
- Mount Amiata
- Terme San Filippo
- Vulci
- Val di Chiana
- Valdichiana Outlet Village





