
Apartment vacation rentals in Massa Marittima
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Massa Marittima
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Pieve di Caminino Historic Farm
Only for nature lovers. The ancient organic Pieve di Caminino farm is an important historical site: a former medieval parish church built at the intersection of two Roman roads, it hosted two saints (the 12th-century church is now a private museum, which can be visited by guests by appointment). Today it covers 200 hectares of fenced private property, located on a panoramic hill. Seven accommodations share an estate with a swimming pool (seasonal), two ponds, a centenary olive grove, vineyard and a cork forest.

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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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.

San Martino Cottage with large panoramic terrace
45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Montepulciano Centro Storico
Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. The apartment consists of: entrance, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

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.

"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).

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

Casa Cielo Independent and with amazing views
Imagine waking up with the hills adorned with villages and bell towers as far as the eye can see beyond the bedroom window: an alcove with sloping ceilings, beams and beams, wooden floor, on top of an ancient farmhouse. Imagine from each view of the house the sun shining on the vineyards, or imagine the green on the olive groves after the spring rain past the large terrace adjacent to the kitchen.

Tuscan countryside, peace and relaxation 10 minutes from Siena
Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).
Popular amenities for Massa Marittima apartment rentals
Weekly apartment rentals

Vicolo porte 23, jacuzzi, central

Ponte Vecchio Suite with balcony on Arno river

La Casina del Corso

I Tramonti di Eramo, Montepulciano city center.

Radicondoli House

Piazza del Campo Honeymoon Suite: romantic gateway

Herons Superior Apartment - Splendid view!

Casa Serena, Giardino, bike friendly, park free
Private apartment rentals

apartment in the heart of Medieval Massa Marittima

Suite-apartment in Maremma

Casa Tórta - comfort room

Panoramic loft with terrace near Ponte Vecchio

Historical mansion in Florence with garden

divo little boutique home

Melograno accommodation in the Sienese hills in Tuscany

Apartment with panoramic garden in San Gimignano
Apartment rentals with a hot tub

Casa Gori - Palazzo Vecchio - Piazza della Signoria

House of Delights - The Medici private leisure house

Villa di Geggiano - Perellino Suite

The terrace of the olive trees in Lucca

.2 La Casa sui Tetti dell 'Oltrarno

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

Nadja's Home with hot tub - perfect for couples

Luxury frescoed apartment in the historical center
Quick stats about apartment rentals in Massa Marittima

Total vacation rentals
Explore 60 vacation rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Massa Marittima vacation rentals include wifi access

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

4.8 Average rating
Massa Marittima stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Marseille Vacation rentals
- Cannes Vacation rentals
- Italian Riviera Vacation rentals
- Bologna Vacation rentals
- Rentals with a washer and dryer Massa Marittima
- Rentals with a fireplace Massa Marittima
- Rentals with breakfast Massa Marittima
- Pet-friendly rentals Massa Marittima
- Family-friendly rentals Massa Marittima
- Rentals with a patio Massa Marittima
- Condo rentals Massa Marittima
- House rentals Massa Marittima
- Smoking-friendly rentals Massa Marittima
- Rentals with outdoor seating Massa Marittima
- Villa rentals Massa Marittima
- Chalet rentals Massa Marittima
- Apartment rentals Grosseto
- Apartment rentals Tuscany
- Apartment rentals Italy
- Elba
- Giglio Island
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Libera
- Spiaggia Di Barbarossa
- Spiagge bianche
- Spiaggia della Padulella
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Spiaggia di Patresi
- Marina di Grosseto beach
- Castiglion del Bosco Winery
- Spiaggia di Marina Di Campo
- Riva del Marchese
- Golf Club Toscana
- Spiaggia di Cavo
- Spiaggia Verruca