SHORT TERM RENTALS direct by owners Vacation time
IHA Short term rentals
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Montemassi rentals, vacation homes direct from the owners

You will find many studios, apartments, houses and villas for your vacations in Montemassi. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Montemassi with absolute confidence!
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316 Results
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$320* week
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direct by owners
Night$61*
from $46/Night*
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15 requests already received
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Advert 10064PDF
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Capracotta Farm 750 Sq.ft. in a farm setting. sea/ocean, country side, swimming pool, garden/park view
Swimming poolParking
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 345 Sq.ft.
  • Kitchen Area
  • Dining room
Gîte - Self Catering Rental in Montemassi - Roccastrada, Farm #10064 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Rural, Tranquil
  • River at 2.5mi.
  • Golf, Spa, Horse riding, Culture, Ski, Fishing
  • Pets friendly
2 bedrooms Gîte - Self Catering for rent, Montemassi - Roccastrada for 6 people
View from the swimming pool, Farm in Montemassi - Advert 10064
Pool view, Farm in Montemassi - Advert 10064
Single family home, Farm in Montemassi - Advert 10064
Living room, Farm in Montemassi - Advert 10064

$55* Night
Breakfast included
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from $55/Night*
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12 requests already received
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Advert 14550
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Charming Old Farm 5,400 Sq.ft. in a farm setting. not overlooked, sea/ocean, country side, garden/park view
Swimming poolParkingHigh chair
  • 5 Bathroom
  • Living room 430 Sq.ft.
  • Sitting room 530 Sq.ft.
  • Typical style kitchen
  • Dining room
  • Tv den
Gîte - Self Catering Rental in Montemassi - Roccastrada #14550 >
  • Countryside vacation
  • Ideal for couples with baby and family
  • Kids welcome
  • Setting : Suitable for a relaxing break, Romantic
  • River at 0.62mi.
  • Golf, Thalasso, Festival, Spa, Horse riding, Culture, Fishing
4 bedrooms Gîte - Self Catering for rent, Montemassi - Roccastrada from 2 to 12 people
Outside setting, Charming Old Farm in Montemassi - Advert 14550
Overall view, Charming Old Farm in Montemassi - Advert 14550


$99* Night
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from $99/Night*
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2 requests already received
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Advert 60861
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Typical House 2,150 Sq.ft. in a private property. panoramic, swimming pool, garden/park, forest view
Swimming poolParking
  • 2 Twin bed(s)
  • 2 Two twin beds
  • 1 Sleeper sofa(s) 1 pers
  • Hi-fi system
  • Internet access
  • Wifi
House Rental in Basse di Caldana - Gavorrano #60861 >
  • Countryside vacation
  • Ideal for family groups and large families
  • Kids welcome
  • Setting : Picturesque, Quiet
  • Forest at 0.3mi.
3 bedrooms House for rent, Basse di Caldana - Gavorrano from 2 to 10 people
Typical House, Typical House in Basse di Caldana - Advert 60861
Typical House in Basse di Caldana - Advert 60861

$1271* week
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direct by owners
from $182/Night*
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32 requests already received
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Advert 63293
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Country House 1,940 Sq.ft. in an estate. not overlooked, country side, swimming pool, garden/park view
Swimming poolParkingHigh chair
  • Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Laundry room
House Rental in Valpiana - Massa Marittima #63293 >
  • Countryside vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Bucolic, Calm
  • Lake at 3mi.
  • Horse riding
  • Pets friendly
4 bedrooms House for rent, Valpiana - Massa Marittima from 1 to 7 people
Sitting room, Country House in Valpiana - Advert 63293
Outside setting, Country House in Valpiana - Advert 63293

$28* Night
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from $28/Night*
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5 requests already received
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Advert 24230
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Azienda Le Coste Apartment-Flat 700 Sq.ft. in a farm setting. panoramic, unobscured, not overlooked, dominant view
Parking
  • Shower room
  • Dining room
  • Cosy nook
  • 1 Full bed(s)
  • 2 Twin bed(s)
  • 1 Possible extra bed(s)
Apartment-Flat Rental in Roccatederighi - Roccastrada #24230 >
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Suitable for a relaxing break, Pleasant
  • Lake at 25mi.
2 bedrooms Apartment-Flat for rent, Roccatederighi - Roccastrada for 4 people
Apartment-Flat in Roccatederighi - Advert 24230
Apartment-Flat in Roccatederighi - Advert 24230

$33* week
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Night$39*
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157 requests already received
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Advert 17238
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Holiday next to the Abbey of San Galgano, The palio of Siena, The spa at Petriolo: an oasis of peace you will never forget!

Convent in a farm setting. panoramic, not overlooked, country side, swimming pool view

What was once a Cistercian monastery, is today a holiday home set in a beautiful farm, whose apartments, arranged in the peace and tranquility of the village, have been cleverly restored, respecting the ancient Tuscan tradition. Thanks to its favorable position to Monteriggioni, San Gimignano, Florence, Siena, but also the sea, the Estate of Papena is the ideal place to live fully in Tuscany, its atmosphere... House Rental in Chiusdino #17238 >

Swimming poolParkingStable(s)
  • Shower room
  • Living room 215 Sq.ft.
  • 1 Queen-size bed(s)
  • 1 Twin bed(s)
  • Central heating
  • Crockery/flatware
  • Countryside vacation
  • Ideal for couples and family
  • Kids welcome
  • Setting : Heavenly, Bucolic
  • River at 0.3mi.
  • Spa, Horse riding, Fishing
2 bedrooms House for rent, Chiusdino for 5 people
Pool view, Convent in Chiusdino - Advert 17238
Panorama, Convent in Chiusdino - Advert 17238

$55* Night
Breakfast included
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from $55/Night*
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29 requests already received
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Advert 44756
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Borgognano Farm House Country House 3,300 Sq.ft. in a park. not overlooked, country side, swimming pool, garden/park view
Swimming poolParkingDriving range
  • 6 Bathroom
  • 6 Shower room
  • 6 Toilets
  • Living room 530 Sq.ft.
  • Sitting room 530 Sq.ft.
  • Separate kitchen
Gîte - Self Catering Rental in Massa Marittima #44756 >
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Peaceful, Calm
  • Forest at <165'
  • Ecotourism, Handicap tourisme
  • Horse riding
  • Pets friendly
6 bedrooms Gîte - Self Catering for rent, Massa Marittima for 18 people
Country House in Massa Marittima - Advert 44756
Country House in Massa Marittima - Advert 44756

$1326* 2 weeks
Contact
direct by owners
week$663*
Weekend$210*
from $88/Night*
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22 requests already received
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Advert 62845
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Sant'anna Tuscany House in a farm setting. country side, swimming pool, garden/park, Vineyards view
Swimming poolParking
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 215 Sq.ft.
  • Kitchen Area
  • 1 Full bed(s)
Gîte - Self Catering Rental in Massa Marittima #62845 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Natural, Pleasant
  • River at 990'
  • Horse riding
Gîte - Self Catering for rent, Massa Marittima for 6 people
Pool view, Tuscany House in Massa Marittima - Advert 62845
Countryside, Tuscany House in Massa Marittima - Advert 62845

$597* week
Breakfast included
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direct by owners
Night$99*
from $86/Night*
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11 requests already received
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Advert 2324
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Charming Old Dovecote in a farm setting. panoramic, not overlooked, country side, swimming pool view
Swimming poolParkingHigh chair
  • 1 Bathroom
  • Living room 130 Sq.ft.
  • Cosy nook
  • Tv den
  • Reception hall
  • Loggia
Gîte - Self Catering Rental in Massa Marittima #2324 >
  • Countryside vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Natural, Enchanting
  • Forest at 1.85mi.
  • Horse riding, Culture, Fishing
  • Pets friendly
1 bedroom Gîte - Self Catering for rent, Massa Marittima from 2 to 4 people
Charming Old Dovecote in Massa Marittima - Advert 2324
Single family home, Charming Old Dovecote in Massa Marittima - Advert 2324

$72* Weekend
Contact
direct by owners
Night$77*
week$420*
2 weeks$597*
from $36/Night*
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18 requests already received
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Advert 12939
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To spend a holiday in freedom, relaxation and comfort. 11 Apartments surrounded by nature with private entrance large garden and swimming pool.

Agriletizia Tuscany House 485 Sq.ft. in a private property. panoramic, not overlooked, country side, swimming pool view

The apartments accommodate 2 to 6 people, kitchenette with oven and big refrigerator, bathroom with shower and window, mosquito nets, outdoor space to eat. The property is completely fenced with internal parking, rooftop pool, relax area with gazebo and deck chairs. Play Area for toddlers, two bbq for enjoying summer dinners. Washing machine available, free wifi in public areas, MTB. Direct access... House Rental in Massa Marittima #12939 >

Swimming poolParkingHigh chair
  • 1 Shower room
  • 1 Toilets
  • Living room 183 Sq.ft.
  • Kitchen Area
  • Dining area
  • Veranda
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Natural, Suitable for a relaxing break
  • Waterfall at 660'
  • Golf, Culture
1 bedroom House for rent, Massa Marittima from 2 to 4 people
Pool view, Tuscany House in Massa Marittima - Advert 12939
Swimming pool, Tuscany House in Massa Marittima - Advert 12939

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9 requests already received
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Advert 8253
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A typical Farmhouse in Maremma, on the Tuscan Coast, located between the hills of Massa Marittima and the beaches.

Charming Apartment in a guest annex. panoramic, not overlooked, country side, swimming pool view

The estate has an area of 50 acres in hilly and panoramic position, where the gaze is lost among olive groves, Holm oak woods and, in the distance, the sea. The farmhouse with pool surrounded by greenery and a panoramic veranda also offers table tennis, playground, mountain-bikes, telephone. Each apartment is equipped with own outside space with table, chairs, deckchairs and barbeque. Gîte - Self Catering Rental in Valpiana - Massa Marittima, Apartment-Flat #8253 >

Swimming poolParking
  • 1 Full bed(s)
  • 2 Twin bed(s)
  • 1 Guest folding bed(s) 1 pers
  • Fireplace
  • Wifi
  • Electric espresso coffee maker
  • Countryside vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Natural, Calm
  • Lake at 330'
  • Horse riding, Culture
  • Pets friendly
2 bedrooms Gîte - Self Catering for rent, Valpiana - Massa Marittima from 2 to 5 people
Guest Annex, Charming Apartment in Valpiana - Advert 8253
Charming Apartment in Valpiana - Advert 8253

$1713* week
Contact
direct by owners
Night$276*
from $245/Night*
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41 requests already received
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Advert 32609PDF
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Country villa situated in the countryside in Maremma with pool, Wifi.

Casarmini Villa 1,940 Sq.ft. in a property. panoramic, not overlooked, country side, swimming pool view

Country villa situated in the countryside near Grosseto in Maremma Tuscany, only 5 minutes from the hilltop village Roccastrada and 30 minutes from the seaside. The country house is surrounded by a huge, fenced garden with swimming pool and a playground with toys, all this offering a marvelous view over the surrounding countryside. In the garden there is also a barbecue as well as a pizza/bread oven.... Villa Rental in Roccastrada #32609 >

Swimming poolParkingHigh chair
  • 3 Bathroom
  • 3 Shower room
  • Living room 140 Sq.ft.
  • Sitting room 270 Sq.ft.
  • Separate kitchen
  • Dining room
  • Countryside vacation
  • Ideal for family groups and large families
  • Kids welcome
  • Setting : Exclusive, Calm
  • River at 6mi.
  • Spa
6 bedrooms Villa for rent, Roccastrada from 1 to 14 people
Private swimming pool, Villa in Roccastrada - Advert 32609
Private swimming pool, Villa in Roccastrada - Advert 32609
Villa in Roccastrada - Advert 32609
Equipment at the guest's disposal, Villa in Roccastrada - Advert 32609
Villa in Roccastrada - Advert 32609
Villa in Roccastrada - Advert 32609

$387* week
Contact
direct by owners
Night$94*
from $55/Night*
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17 requests already received
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Advert 2931
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Mariletta Country House Charming Apartment in a charming longere farmhouse. panoramic, not overlooked, country side, swimming pool view
Swimming poolParking
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 150 Sq.ft.
  • Kitchen Area
  • Cosy nook
Gîte - Self Catering Rental in Roccatederighi - Roccastrada, Apartment-Flat #2931 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Bucolic, Medieval
  • Village center at <165'
  • Horse riding, Culture
1 bedroom Gîte - Self Catering for rent, Roccatederighi - Roccastrada for 4 people
Façade, Charming Apartment in Roccatederighi - Advert 2931
General, Charming Apartment in Roccatederighi - Advert 2931

$431* week
Contact
direct by owners
Night$66*
from $62/Night*
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10 requests already received
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Advert 23872
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Apartment-Flat 485 Sq.ft. in a farm setting. not overlooked, country side, swimming pool, garden/park view
Swimming poolParkingHigh chair
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 270 Sq.ft.
  • Cosy nook
  • Veranda
Gîte - Self Catering Rental in Roccastrada, Apartment-Flat #23872 >
  • Countryside vacation
  • Ideal for family and couples with baby
  • Kids welcome
  • Setting : Suitable for a relaxing break, Rural
  • 18 hole golf course at 12.5mi.
  • Pets friendly
1 bedroom Gîte - Self Catering for rent, Roccastrada from 2 to 4 people
Single family home, Apartment-Flat in Roccastrada - Advert 23872
View from the garden/park, Apartment-Flat in Roccastrada - Advert 23872


$387* week
Contact
direct by owners
from $55/Night*
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71 requests already received
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Advert 67808
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Gli Scopai Country House 1,076 Sq.ft. in a charming property. unobscured, not overlooked, country side, swimming pool view
Swimming poolParking
  • 1 Bathroom
  • 1 Toilets
  • Living room 150 Sq.ft.
  • Separate kitchen
  • Cosy nook
  • 10 Full bed(s)
Gîte - Self Catering Rental in Ravi - Gavorrano #67808 >
  • Ocean vacation
  • Ideal for family
  • Kids welcome
  • Setting : Characteristic, Suitable for a relaxing break
  • Village center at 2.5mi.
  • Golf, Horse riding, Culture, Fishing
  • Pets friendly
10 bedrooms Gîte - Self Catering for rent, Ravi - Gavorrano for 22 people
Rectangular swimming pool, Country House in Ravi - Advert 67808
Aerial view, Country House in Ravi - Advert 67808
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