Family-Friendly Vacation Rentals in Monte Oliveto Maggiore Abbey, Asciano: Compare 10+ Sites & Save

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  3.  Italy
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  6.  Monte Oliveto Maggiore Abbey

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252 Best Family Vacation Rentals in Monte Oliveto Maggiore Abbey (Starting from $87)

Il Giardino degli Ulivi
Il Giardino degli Ulivi
House
Chiusure, Italy
1.1k from Monte Oliveto Maggiore Abbey center

Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
8.0

Good

3 reviews

$106
Average price / night
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Country House in Crete Senesi between Siena and Val d'Orcia Area
Country House in Crete Senesi between Siena and Val d'Orcia Area
House
Asciano, 53041, Italy
1.7k from Monte Oliveto Maggiore Abbey center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Patio

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$506
Average price / night
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Agriturismo Diffuso Monte Oliveto Maggiore
Agriturismo Diffuso Monte Oliveto Maggiore
House
Chiusure, Italy
1.2k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Farm stays, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

15 Bedrooms25 Guests
8.2

Very Good

293 reviews

$193
Average price / night
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Apartment 'Agriturismo Carpineto' with Shared Pool, Private Terrace and Wi-Fi
Apartment 'Agriturismo Carpineto' with Shared Pool, Private Terrace and Wi-Fi
Apartment
Asciano, 53041, Italy
2.4k from Monte Oliveto Maggiore Abbey center

Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom5 Guests
New to Booking
$191
Average price / night
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Agriturismo Carpineto
Agriturismo Carpineto
Apartment
Asciano, Italy
2.2k from Monte Oliveto Maggiore Abbey center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

1 Bedroom6 Guests
9.2

Superb

6 reviews

$150
Average price / night
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Agricola Neci: Tuscan Rural Luxury with Housekeeping,  Infinity  Pool and a Lake
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Villa
Bollano, 53041, Italy
2.6k from Monte Oliveto Maggiore Abbey center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms9 Guests
10.0

Exceptional

49 reviews

$1266
Average price / night
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Agriturismo Mocine
Agriturismo Mocine
House
Asciano, Italy
2.4k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

10 Bedrooms24 Guests
9.5

Superb

718 reviews

$194
Average price / night
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Casale Rasa 20+2, Emma Villas
Casale Rasa 20+2, Emma Villas
Villa
Asciano, 53041, Italy
2.9k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

10 Bedrooms22 Guests
New to Booking
$1914
Average price / night
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Wonderful private villa for 8 people with private pool, A/C, WIFI, TV, patio and panoramic view
Wonderful private villa for 8 people with private pool, A/C, WIFI, TV, patio and panoramic view
House
Asciano, 53022, Italy
3.5k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$451
Average price / night
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Podere Cedrola
Podere Cedrola
House
Asciano, Italy
3.0k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

10 Bedrooms26 Guests
9.6

Exceptional

9 reviews

$321
Average price / night
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Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Villa
Toscana, 53020, Italy
3.6k from Monte Oliveto Maggiore Abbey center

AC, Barbecue, Breakfast Included, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

23 Bedrooms38 Guests
10.0

Exceptional

1 reviews

$7198
Average price / night
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Casale Le Borghe - Montalcino,Toscana
Casale Le Borghe - Montalcino,Toscana
Villa
San Giovanni dʼAsso, Italy
3.4k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

10 Bedrooms23 Guests
8.7

Fabulous

4 reviews

$201
Average price / night
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Pasqui Villas Il Tribbio, San Giovanni d'Asso-Montalcino, 53024, IT
Pasqui Villas Il Tribbio, San Giovanni d'Asso-Montalcino, 53024, IT
Villa
San Giovanni d'Asso-Montalcino, 53024, Italy
3.6k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$924
Average price / night
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Pasqui Villas Tribbio villa con piscina vista WiFi vicino al paese
Pasqui Villas Tribbio villa con piscina vista WiFi vicino al paese
Villa
San Giovanni dʼAsso, Italy
3.6k from Monte Oliveto Maggiore Abbey center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
New to Booking
$497
Average price / night
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Podere Vetricella by Interhome
Podere Vetricella by Interhome
House
Buonconvento, 53022, Italy
3.8k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$389
Average price / night
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Podere Le Coppiole
Podere Le Coppiole
House
Montalcino, Italy
3.7k from Monte Oliveto Maggiore Abbey center

Child Friendly, Parking, Hot Tub, Air Conditioner, Wheelchair Accessible, Internet, Balcony/Terrace

11 Bedrooms22 Guests
9.2

Superb

22 reviews

$184
Average price / night
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Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
3.9k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$1462
Average price / night
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Holiday Home Podere Vetricella by Interhome
Holiday Home Podere Vetricella by Interhome
House
Buonconvento, Italy
3.8k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
9.5

Superb

2 reviews

$672
Average price / night
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Private Villa with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Montalcino
Private Villa with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
4.2k from Monte Oliveto Maggiore Abbey center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

8 Bedrooms14 Guests
New to Booking
$1281
Average price / night
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Agriturismo Casanova
Agriturismo Casanova
House
Asciano, Italy
3.8k from Monte Oliveto Maggiore Abbey center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
9.7

Exceptional

4 reviews

$87
Average price / night
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Villa \"Casa Luisa\"\nvery welcoming apartment, pets are allowed
Villa \"Casa Luisa\"\nvery welcoming apartment, pets are allowed
Apartment
San Giovanni d'Asso, 53020, Italy
4.4k from Monte Oliveto Maggiore Abbey center

Balcony, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$123
Average price / night
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Podere Ferranino at Ville Ferrano
Podere Ferranino at Ville Ferrano
Apartment
San Giovanni dʼAsso, Italy
3.9k from Monte Oliveto Maggiore Abbey center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

13 Bedrooms35 Guests
9.1

Superb

43 reviews

$254
Average price / night
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Pasqui Villas:  Capanna ,country chic house in a village: garden,pool,view,WIFi
Pasqui Villas: Capanna ,country chic house in a village: garden,pool,view,WIFi
House
San Giovanni d'Asso, 53024, Italy
4.5k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$381
Average price / night
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 Pasqui Villas Historic Villa La Consuma San Giovanni D'Asso-Italy
Pasqui Villas Historic Villa La Consuma San Giovanni D'Asso-Italy
Villa
SAN GIOVANNI D'ASSO, 53024, Italy
4.5k from Monte Oliveto Maggiore Abbey center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Housekeeping, Internet

8 Bedrooms16 Guests
New to Booking
$853
Average price / night
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INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Villa
San Giovanni d'Asso, 53020, Italy
4.7k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.8

Exceptional

37 reviews

$596
Average price / night
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Fattoria Pieve a Salti
Fattoria Pieve a Salti
House
Localita Pieve a Salti, Montalcino, 53022, Italy
4.7k from Monte Oliveto Maggiore Abbey center

AC, Bar, Business Services, Fitness Equipment, Free Parking, Heater, Hot Tub, Housekeeping, Kids Pool

9.0

Fabulous

40 reviews

$158
Average price / night
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Stunning private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
Stunning private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
4.8k from Monte Oliveto Maggiore Abbey center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms12 Guests
New to Booking
$3332
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Monte Oliveto Maggiore Abbey.

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Frequently Asked Questions

You can explore 252 verified family-friendly vacation rentals in Monte Oliveto Maggiore Abbey. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Monte Oliveto Maggiore Abbey vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $87 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Monte Oliveto Maggiore Abbey offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Monte Oliveto Maggiore Abbey are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Monte Oliveto Maggiore Abbey often include amenities such as Child Friendly, Balcony/Terrace, and Fireplace/Heating. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.