
Villa vacation rentals in Massa Marittima
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Nightly prices starting at
Massa Marittima vacation rentals start at G$20,916 GYD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Massa Marittima rentals

4.6 Average rating
Massa Marittima stays receive an average rating of 4.6 out of 5 from guests
Top-rated villa rentals in Massa Marittima
Guests agree: these villas are highly rated for location, cleanliness, and more.

Villa with View for Family & Friends, in Tuscany
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Villa in Montepulciano with a Pool
The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * Pool open from April to November. Circular warm pool, (36C/97F) from April 1 to October 31. Pool is shared with other guests of our property. *

Villa unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

La Dimora Dei Conti: Indulge in a Country Farmhouse
Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.<br><br>As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

Farmhouse on Florence hill
Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 15 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more! Possible to have cooking class or dinners with my personal chefs Mirella and Stefano!

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful 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).

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
Popular amenities for Massa Marittima villa rentals
Private villa rentals

Charming Chianti Villa | Garden & Panoramic Pool

Villa Il Tollino

Charming Tuscan Villa – "Borgo Il Massera"

Private villa in Maremma 15 minutes from the sea

Tuscan Luxury Villa • Natural Pool Relax Privacy

Podere Pereti Vecchi | Stunning Val d'Orcia Views

Villetta dei Fagiani - pools, Jacuzzi in Florence

Villa Il Diaccio with view of the Tuscan Maremma
Luxury villa rentals

Agriturismo Podere Scaluccia Chianti, Florence

Gorgeous view on vineyards, Stone Tuscan private V

Romantic Villa with private pool - "Il Pollaio"

Villa sii felice

Luxury villa in Tuscany Panzano in Chianti

Podere la Pompa

Private Villa with semi-Olympic pool and Tennis

Villa Capanna, Private Pool, Breathtaking Views
Villa rentals with a pool

Villa with swimming pool surrounded by Florentine nature

Charming Tuscan retreat: spa, pool & cinema

The Lazy Oak

Tuscany Villa With Pool & Magnificent Garden

Villa il Palagio in the Tuscan countryside

The twigs

The Villa of the Spendthrift Brigade!

Exclusive villa Lionella with private pool
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- 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
- Palazzo Pubblico
- Siena Cathedral
- Antinori nel Chianti Classico
- CavallinoMatto
- Ugolino Golf Club
- Mount Amiata
- Terme San Filippo
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo





