
Apartment holiday rentals in Massa Marittima
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Quick stats about apartment rentals in Massa Marittima

Total holiday rentals
Explore 20 holiday rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Massa Marittima holiday 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!
Top-rated apartment rentals in Massa Marittima
Guests agree: these apartments are highly rated for location, cleanliness and more.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
LocationFamilyAccuracy
4.93 out of 5 average rating, 197 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyLocationGetting around
5.0 out of 5 average rating, 352 reviews
The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.
FamilyLocationLong stay
4.99 out of 5 average rating, 134 reviews
Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.
ValueLocationIndoor spaces
4.96 out of 5 average rating, 363 reviews
House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...
FamilyLocationDecor
4.84 out of 5 average rating, 302 reviews
[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.
LocationValueSleep quality
4.97 out of 5 average rating, 319 reviews
FREE Parking - with awesome view
You will be staying in an apartment suitable for travelers from all over the world. Located in a strategic position just below the walls, it is just a few meters away from one of the major points of interest in the city (Porta all'arco) and about 400 meters from Piazza dei Priori. You will also find 3 supermarkets nearby. The apartment offers a beautiful view of the surrounding countryside, with the sea visible on the horizon, which is approximately 50 km away from Volterra.
LocationFamilyBathroom
4.96 out of 5 average rating, 100 reviews
Tuscan country house at Mascagni Farmhouse Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
FamilyLocationAir conditioning
5.0 out of 5 average rating, 166 reviews
La Casetta di Brunello, very panoramic with terrace
WE'RE WORKING FOR YOU. ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
FamilyLocationWifi
4.9 out of 5 average rating, 324 reviews
The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb
FamilyLocationSleep quality
4.99 out of 5 average rating, 332 reviews
Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.
FamilyValueIndoor spaces
4.99 out of 5 average rating, 254 reviews
Florentine Penthouse with Panoramic Terrace
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.
ValueLocationNearby
5.0 out of 5 average rating, 117 reviewsPopular amenities for Massa Marittima apartment rentals
Weekly apartment rentals

Chianti Apartment in 12th Century Tuscan farmhouse
FamilyValueBiking
4.95 out of 5 average rating, 422 reviews
Cozy Apt with Amazing View of the Duomo
ValueLocationDecor
4.96 out of 5 average rating, 350 reviews
Elegant Apartment With Frescoes 209
ValueLocationAmenities
4.81 out of 5 average rating, 258 reviews
"Landscape Notes" Suite
FamilyLocationView
4.95 out of 5 average rating, 144 reviews
Cosy Tuscan Home near Florence & San Gimignano
ValueFamilyCheck-in
4.99 out of 5 average rating, 131 reviews
Charming Duomo View Studio — Heart of Florence
ValueLocationQuiet
4.9 out of 5 average rating, 174 reviews
Apt. Panzanello-Panzano in Chianti
ValueLocationCondition
4.96 out of 5 average rating, 282 reviews
NEW in Siena, Porta Ovile + free private parking
ValueLocationParking
5.0 out of 5 average rating, 125 reviewsPet-friendly apartment rentals

Asso's Place, Luxury Apartment with stunning view
LocationValueLayout
4.99 out of 5 average rating, 145 reviews
beautiful apartment with a view in the historic centre
FamilyLocationHospitality
5.0 out of 5 average rating, 105 reviews
Ermione
ValueLocationView
4.92 out of 5 average rating, 214 reviews
Amazing view of Val d'Orcia Pienza
FamilyValueOutdoor spaces
4.92 out of 5 average rating, 127 reviews
•Il Chiostro• A gem in the heart of Siena
LocationFamilyHeating
4.89 out of 5 average rating, 123 reviews
Casa Gioia
ValueFamilySleep quality
4.92 out of 5 average rating, 150 reviews
Relax Among the Chianti Vineyards - IlVillinoFarmhouse
ValueLocationHeating
4.81 out of 5 average rating, 366 reviews
The Door Next Door 2.0
ValueLocationHospitality
4.97 out of 5 average rating, 229 reviewsApartment rentals with a pool

Casa Luna-Splendida overlooking the pool and Tuscan nature
FamilyValueGetting around
4.97 out of 5 average rating, 151 reviews
Poggiolieto Studio - on hills 10' from city center
FamilyValueNearby
4.85 out of 5 average rating, 214 reviews
Manuela apartment with pool in farmhouse
ValueFamilyLong stay
4.97 out of 5 average rating, 119 reviews
Bel Canto Lari, exclusive, rural, Tuscan retreat
ValueFamilyGrill
4.97 out of 5 average rating, 105 reviews
Adalberto Apartment inside the Manor of Fulignano
LocationValueCondition
4.95 out of 5 average rating, 152 reviews
Scenic Stilish Country
LocationFamilyKitchen
4.88 out of 5 average rating, 138 reviews
Charming Residence Castello di Orgiale near Siena
LocationValueLaundry
4.97 out of 5 average rating, 88 reviews
Podere Casanovola, Il Sole apartment
ValueFamilyDecor
5.0 out of 5 average rating, 60 reviewsDestinations to explore
- Rentals with pools Massa Marittima
- Family-friendly rentals Massa Marittima
- Pet-friendly rentals Massa Marittima
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- Apartment rentals Grosseto
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- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Del Chianti
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





