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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309 Results
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$311* week
Contact
direct by owners
Night$59*
from $45/Night*
See the rates
Up to-69%
Depending on the season
15 requests already received
see details
Advert 10064PDF
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Capracotta Farm 750 Sq.ft. in a farm setting. sea/ocean, country side, swimming pool, garden/park view
Gîte - Self Catering Rental in Montemassi - Roccastrada, Farm #10064 >Swimming poolParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 345 Sq.ft.
  • Kitchen Area
  • Dining room
Advantages
  • 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 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

$54* Night
Breakfast included
Contact
direct by owners
from $54/Night*
See the rates
Up to-17%
Depending on the season
14 requests already received
see details
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
Gîte - Self Catering Rental in Montemassi - Roccastrada #14550 >Swimming poolParkingHigh chair
Interior facilities
  • 5 Bathroom
  • Living room 430 Sq.ft.
  • Sitting room 530 Sq.ft.
  • Typical style kitchen
  • Dining room
  • Tv den
Advantages
  • 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 from 2 to 12 people
Outside setting, Charming Old Farm in Montemassi - Advert 14550
Overall view, Charming Old Farm in Montemassi - Advert 14550

$419* week
Contact
direct by owners
Night$64*
from $60/Night*
See the rates
Up to-40%
Depending on the season
10 requests already received
see details
Advert 23872PDF
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Apartment-Flat 485 Sq.ft. in a farm setting. not overlooked, country side, swimming pool, garden/park view
Gîte - Self Catering Rental in Roccastrada, Apartment-Flat #23872 >Swimming poolParkingHigh chair
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 270 Sq.ft.
  • Cosy nook
  • Veranda
Advantages
  • 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 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
Interior, Apartment-Flat in Roccastrada - Advert 23872
Interior, Apartment-Flat in Roccastrada - Advert 23872

$859* week
Contact
direct by owners
Night$129*
from $123/Night*
See the rates
Up to-50%
Depending on the season
4 requests already received
see details
Advert 60861PDF
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Typical House 2,150 Sq.ft. in a private property. panoramic, swimming pool, garden/park, forest view
House Rental in Basse di Caldana - Gavorrano #60861 >Swimming poolParking
Interior facilities
  • 2 Twin bed(s)
  • 2 Two twin beds
  • 1 Sleeper sofa(s) 1 pers
  • Hi-fi system
  • Internet access
  • Wifi
Advantages
  • Countryside vacation
  • Ideal for family groups and large families
  • Kids welcome
  • Setting : Picturesque, Quiet
  • Forest at 0.3mi.
3 bedrooms House for rent from 2 to 10 people
Typical House in Basse di Caldana - Advert 60861
Typical House in Basse di Caldana - Advert 60861
Typical House in Basse di Caldana - Advert 60861
Typical House in Basse di Caldana - Advert 60861

$1503* 2 weeks
Contact
direct by owners
Night$161*
week$805*
Weekend$322*
from $101/Night*
See the rates
Up to-20%
Depending on the season
20 requests already received
see details
Advert 7581
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Pagiano del Ruggeri Charming Apartment 1,076 Sq.ft. in a former storehouse. panoramic, sea/ocean, country side, swimming pool view
Apartment-Flat Rental in Roccatederighi - Roccastrada #7581 >Swimming poolParking
Interior facilities
  • 1 Shower room
  • 1 Toilets
  • Living room 194 Sq.ft.
  • Kitchen Area
  • Dining room
  • Cosy nook
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Quiet, Natural
  • Sandy beach at 18.5mi.
  • Culture
  • Pets friendly
2 bedrooms Apartment-Flat for rent for 4 people
Bedroom, Charming Apartment in Roccatederighi - Advert 7581
Large bedroom, Charming Apartment in Roccatederighi - Advert 7581

$54* Night
Breakfast included
Contact
direct by owners
from $54/Night*
See the rates
Up to-50%
Depending on the season
29 requests already received
see details
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
Gîte - Self Catering Rental in Massa Marittima #44756 >Swimming poolParkingDriving range
Interior facilities
  • 6 Bathroom
  • 6 Shower room
  • 6 Toilets
  • Living room 530 Sq.ft.
  • Sitting room 530 Sq.ft.
  • Separate kitchen
Advantages
  • 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 for 18 people
Country House in Massa Marittima - Advert 44756
Country House in Massa Marittima - Advert 44756

$859* Night
Contact
direct by owners
from $859/Night*
See the rates
Up to-20%
Depending on the season
see details
Advert 25457
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Poggio alla Rocca Luxury Tuscany House 6,500 Sq.ft. in a charming property. panoramic, not overlooked, dominant, country side view
House Rental in Civitella Paganico #25457 >Swimming poolParking
Interior facilities
  • 5 Bathroom
  • 5 Shower room
  • 5 Toilets
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • Countryside vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Exclusive, Suitable for a relaxing break
8 bedrooms House for rent from 1 to 20 people
Outside setting, Luxury Tuscany House in Civitella Paganico - Advert 25457
Outside accommodation, Luxury Tuscany House in Civitella Paganico - Advert 25457

$75* Night
Contact
direct by owners
week$805*
Weekend$268*
from $75/Night*
See the rates
Up to-29%
Depending on the season
13 requests already received
see details
Advert 47244PDF
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MARISMA Country House 970 Sq.ft. in a property. not overlooked, country side, swimming pool, farmland view
House Rental in Bivio di Ravi #47244 >Swimming poolParkingHigh chair
Interior facilities
  • 1 Bathroom
  • Shower room
  • Toilets
  • Living room 410 Sq.ft.
  • Separate kitchen
  • Tv den
Advantages
  • Countryside vacation
  • Ideal for all age groups and large families
  • Kids welcome
  • Setting : Suitable for a relaxing break, Rustic
  • Lake at 12.5mi.
  • Golf, Horse riding, Culture
2 bedrooms House for rent from 3 to 8 people
Country House in Bivio di Ravi - Advert 47244
View from the garden/park, Country House in Bivio di Ravi - Advert 47244
Swimming pool, Country House in Bivio di Ravi - Advert 47244
Country House in Bivio di Ravi - Advert 47244

$827* 2 weeks
Breakfast included
Contact
direct by owners
Night$59*
Weekend$118*
week$413*
from $56/Night*
See the rates
see details
Advert 17103
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Pietra Serena Country House 2,700 Sq.ft. in a farm setting. dominant, country side, farmland, prairie view
6 guest rooms
Bed and Breakfast Rental in Civitella Paganico in a country house #17103 >ParkingHigh chairInfant tub
Interior facilities
  • Sitting room 323 Sq.ft.
  • Dining room
  • Tv den
  • Fireplace
  • T.V.
  • Wifi
Advantages
  • Countryside vacation
  • Ideal for family and group
  • Kids welcome
  • Setting : Bucolic, Rural
  • Spa, Horse riding, Culture, Fishing
  • Pets friendly
Bed and Breakfast for rent  in a country house
The guest room, Country House in Civitella Paganico - Advert 17103
Countryside, Country House in Civitella Paganico - Advert 17103

$580* week
Contact
direct by owners
Weekend$204*
from $84/Night*
See the rates
Up to-45%
Depending on the season
59 requests already received
see details
Advert 61355
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Apartment-Flat 750 Sq.ft. in a farm setting. not overlooked, country side, garden/park, nightlights view
Gîte - Self Catering Rental in Buriano - Castiglione della Pescaia, Apartment-Flat #61355 >Swimming poolParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room
  • Separate kitchen
  • Dining area
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Agricultural
  • Sandy beach at 6mi.
  • Pets friendly
2 bedrooms Gîte - Self Catering for rent for 4 people
Apartment-Flat in Buriano - Advert 61355
Apartment-Flat in Buriano - Advert 61355

$376* week
Contact
direct by owners
Night$91*
from $54/Night*
See the rates
Up to-52%
Depending on the season
18 requests already received
see details
Advert 2931
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Mariletta Country House Charming Apartment in a charming longere farmhouse. panoramic, not overlooked, country side, swimming pool view
Gîte - Self Catering Rental in Roccatederighi - Roccastrada, Apartment-Flat #2931 >Swimming poolParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 150 Sq.ft.
  • Kitchen Area
  • Cosy nook
Advantages
  • 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 for 4 people
Façade, Charming Apartment in Roccatederighi - Advert 2931
General, Charming Apartment in Roccatederighi - Advert 2931

$32* week
Contact
direct by owners
Night$38*
See the rates
Up to-14%
Depending on the season
157 requests already received
see details
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)
Interior facilities
  • Shower room
  • Living room 215 Sq.ft.
  • 1 Queen-size bed(s)
  • 1 Twin bed(s)
  • Central heating
  • Crockery/flatware
Advantages
  • 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 for 5 people
Pool view, Convent in Chiusdino - Advert 17238
Panorama, Convent in Chiusdino - Advert 17238

$537* week
Contact
direct by owners
from $77/Night*
See the rates
Up to-62%
Depending on the season
4 requests already received
see details
Advert 54113
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Rustico Sant'Andrea Longere style Farmhouse 1,076 Sq.ft. in a private property. swimming pool, garden/park view
House Rental in Buriano - Castiglione della Pescaia #54113 >Swimming poolParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room
  • Separate kitchen
  • Dining room
Advantages
  • Ocean vacation
  • Setting : Rural
  • Sandy beach at 6mi.
2 bedrooms House for rent from 2 to 7 people

$376* week
Contact
direct by owners
Night$64*
Weekend$161*
from $54/Night*
See the rates
Up to-40%
Depending on the season
23 requests already received
see details
Advert 55116
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Tuscany House 485 Sq.ft. in a luxury property. panoramic, dominant, mountain, country side view
House Rental in Paganico - Civitella Paganico #55116 >Swimming poolParking
Interior facilities
  • Sleeping den
  • Bathroom
  • Shower room
  • Toilets
  • Living room
  • Separate kitchen
Advantages
  • Countryside vacation
  • Ideal for all age groups
  • Setting : Enchanting, Tranquil
1 bedroom House for rent for 5 people
Swimming pool, Tuscany House in Paganico - Advert 55116
Tuscany House in Paganico - Advert 55116


$580* week
Breakfast included
Contact
direct by owners
Night$97*
from $84/Night*
See the rates
Up to-45%
Depending on the season
12 requests already received
see details
Advert 2324
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Charming Old Dovecote in a farm setting. panoramic, not overlooked, country side, swimming pool view
Gîte - Self Catering Rental in Massa Marittima #2324 >Swimming poolParkingHigh chair
Interior facilities
  • 1 Bathroom
  • Living room 130 Sq.ft.
  • Cosy nook
  • Tv den
  • Reception hall
  • Loggia
Advantages
  • 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 from 2 to 4 people
Charming Old Dovecote in Massa Marittima - Advert 2324
Single family home, Charming Old Dovecote in Massa Marittima - Advert 2324
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