
House holiday rentals in Massa Marittima
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Quick stats about house rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at $153 NZD per night before taxes and fees

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Over 130 verified reviews to help you choose

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

4.9 Average rating
Massa Marittima stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Massa Marittima
Guests agree: These houses are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 156 reviews
Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
LocationFamilyCleanliness
4.97 out of 5 average rating, 194 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
LocationFamilyPool
4.99 out of 5 average rating, 113 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyValueCleanliness
4.96 out of 5 average rating, 138 reviews
THE COTTAGE OF THE ASH TREE
Studio apartment of 50 sqm in Tuscan rustic style. Exposed kitchen, combined fridge, washing machine,dishwasher,microwave,wi-fi,air conditioning, 55pTV, bathroom with shower, outdoor garden with dining area and masonry barbecue.Private parking in front of the entrance. The house is about one km from the medieval village of Suvereto, " one of the most beautiful in Italy ". The nearest beach is at about 15 minutes.Pets allowed.JULY and AUGUST allowed only weekly stays from Saturday to Saturday.
ValueLocationBarbecue
4.87 out of 5 average rating, 165 reviews
Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.
ValueLocationAccess
5.0 out of 5 average rating, 117 reviews
Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
FamilyValueCheckout
4.96 out of 5 average rating, 137 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
LocationFamilyAir conditioning
4.98 out of 5 average rating, 242 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
ValueLocationCleanliness
5.0 out of 5 average rating, 232 reviews
Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.
ValueLocationBiking
4.99 out of 5 average rating, 231 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
FamilyLocationBathroom
4.9 out of 5 average rating, 133 reviews
"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
ValueLocationPool
4.99 out of 5 average rating, 318 reviewsPopular amenities for Massa Marittima house rentals
House rentals with a pool

Infinity pool in Chianti 1
ValueLocationNearby
5.0 out of 5 average rating, 141 reviews
Casa Giulia di Sopra Farmhouse
LocationFamilyAccess
4.95 out of 5 average rating, 103 reviews
Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyWi-Fi
4.99 out of 5 average rating, 136 reviews
Lovely house in a scenic and paiceful location
FamilyValueAccuracy
4.93 out of 5 average rating, 122 reviews
Explore Chianti from a Charming Stone House
ValueFamilyBathroom
4.98 out of 5 average rating, 122 reviews
TREEhouse / casaBARTHEL
FamilyLocationSleep quality
4.88 out of 5 average rating, 820 reviews
LECCIONE RESIDENCE
ValueLocationBiking
4.93 out of 5 average rating, 144 reviews
House Rigomagno Siena
FamilyLocationAir conditioning
4.96 out of 5 average rating, 122 reviewsWeekly house rentals

Nada Home
FamilyValueCondition
4.87 out of 5 average rating, 215 reviews
Raffaella's House in Chianti
FamilyValueTV
4.99 out of 5 average rating, 479 reviews
L'Uva Fragolina. House, Garden & Jacuzzi
LocationFamilyParking
4.85 out of 5 average rating, 101 reviews
Farmhouse in Chianti, Siena Tuscany
ValueLocationHospitality
4.83 out of 5 average rating, 166 reviews
Casa Al Poggio in Chianti Shire
FamilyValueBreakfast
4.96 out of 5 average rating, 330 reviews
The charming cottage in Tuscany with breathtaking views
LocationValueCheckout
4.96 out of 5 average rating, 121 reviews
La Stallina - Perfect retreat from the city rush
LocationValueBathroom
4.98 out of 5 average rating, 179 reviews
Villa Tuscany 5 bedrooms panoramic terrace
FamilyValueSleep quality
4.93 out of 5 average rating, 57 reviewsPrivate house rentals

The garden by the sea
FamilyLocationSleep quality
5.0 out of 5 average rating, 20 reviews
Private House for 4P – La Capanna Di Azzurra
ValueLocationAir conditioning
4.96 out of 5 average rating, 23 reviews
Private house with a roof garden.
LocationFamilyHospitality
4.92 out of 5 average rating, 76 reviews
La Mignola Apartment
LocationFamilyBarbecue
5.0 out of 5 average rating, 47 reviews
The House of Paintings
FamilyLocationAccess
5.0 out of 5 average rating, 13 reviews
Beachfront Tuscany
LocationFamilyDecor
5.0 out of 5 average rating, 47 reviews
La Casa al Sole
LocationFamilyQuiet
4.81 out of 5 average rating, 54 reviews
beautiful farmhouse in the Chianti region with panoramic garden
FamilyLocationKitchen
4.96 out of 5 average rating, 47 reviewsDestinations to explore
- Rentals with pools Massa Marittima
- Family-friendly rentals Massa Marittima
- Pet-friendly rentals Massa Marittima
- Villa rentals Massa Marittima
- Rentals with breakfast Massa Marittima
- Chalet rentals Massa Marittima
- Condo rentals Massa Marittima
- Apartment rentals Massa Marittima
- House rentals Grosseto
- House rentals Tuscany
- House rentals Italy
- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Del Chianti
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Val di Chiana
- Quercetano
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





