Villa Rentals in Poggibonsi, Tuscany: Compare 10+ Sites & Save

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240 Best Villa Rentals in Poggibonsi (Starting from $121)

Villa La Coccola
Villa La Coccola
Villa
Poggibonsi, Italy
1.8k from Poggibonsi center

Ocean View, Internet, Breakfast, Security/Safety, Oceanfront, Barbecue/Outdoor Cooking, Laundry

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$614
Average price / night
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The timeless elegance with private pool
The timeless elegance with private pool
Villa
Poggibonsi, 53036, Italy
1.7k from Poggibonsi center

Barbecue, Breakfast Available, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

8 Bedrooms15 Guests
10.0

Exceptional

1 reviews

$891
Average price / night
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Villa Zambra by Mmega
Villa Zambra by Mmega
Villa
Bibbiano, Italy
2.5k from Poggibonsi center

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

3 Bedrooms8 Guests
New to Booking
$513
Average price / night
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Nice apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Nice apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Villa
Poggibonsi, 53036, Italy
1.7k from Poggibonsi center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
8.0

Good

5 reviews

$129
Average price / night
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Villa Fienile Design
Villa Fienile Design
Villa
SantʼAppiano, Italy
2.7k from Poggibonsi center

View, Internet, Air Conditioner, Pool, Security/Safety, Child Friendly

4 Bedrooms7 Guests
New to Booking
$988
Average price / night
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Nice apartment in villa with pool, WIFI, A/C, TV, terrace and panoramic view, close to San Gimig...
Nice apartment in villa with pool, WIFI, A/C, TV, terrace and panoramic view, close to San Gimig...
Villa
Gavignano, 53036, Italy
1.8k from Poggibonsi center

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

1 Bedroom2 Guests
New to Booking
$276
Average price / night
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Villa L'Olivo
Villa L'Olivo
Villa
Poggibonsi, Italy
2.8k from Poggibonsi center

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

3 Bedrooms6 Guests
New to Booking
$173
Average price / night
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Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Villa
Poggibonsi, 53036, Italy
2.0k from Poggibonsi center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$154
Average price / night
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Anticopozzo by VacaVilla
Anticopozzo by VacaVilla
Villa
Monsanto, Italy
3.0k from Poggibonsi center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms15 Guests
10.0

Exceptional

2 reviews

$535
Average price / night
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Cosy apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Cosy apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Villa
Poggibonsi, 53036, Italy
2.0k from Poggibonsi center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
8.8

Fabulous

39 reviews

$172
Average price / night
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Talciona Holidays
Talciona Holidays
Villa
Megognano, Italy
3.6k from Poggibonsi center

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

4 Bedrooms8 Guests
9.5

Superb

4 reviews

$282
Average price / night
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Villa Ferdinando by PosarelliVillas
Villa Ferdinando by PosarelliVillas
Villa
Monsanto, Italy
4.0k from Poggibonsi center

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

6 Bedrooms12 Guests
New to Booking
$1346
Average price / night
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Tuscan atmosphere in a wonderful villa for 8 with heated pool
Tuscan atmosphere in a wonderful villa for 8 with heated pool
Villa
Poggibonsi, 53036, Italy
2.0k from Poggibonsi center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$588
Average price / night
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La Ginestra di Valerio - Chianti villa with large Pool & Wifi
La Ginestra di Valerio - Chianti villa with large Pool & Wifi
Villa
Zambra, Italy
4.1k from Poggibonsi center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms12 Guests
8.8

Fabulous

6 reviews

$712
Average price / night
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Beautiful apartment in villa for 2 people with pool, WIFI and TV, close to San Gimignano
Beautiful apartment in villa for 2 people with pool, WIFI and TV, close to San Gimignano
Villa
Gavignano, 53036, Italy
2.3k from Poggibonsi center

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

1 Bedroom2 Guests
New to Booking
$309
Average price / night
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Villa Volpaia by Mmega
Villa Volpaia by Mmega
Villa
SantʼAppiano, Italy
4.7k from Poggibonsi center

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

6 Bedrooms12 Guests
New to Booking
$1164
Average price / night
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TENUTA DI MACERICCA 10, Emma Villas
TENUTA DI MACERICCA 10, Emma Villas
Villa
Poggibonsi, Italy
5.0k from Poggibonsi center

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

5 Bedrooms10 Guests
9.0

Fabulous

3 reviews

$1015
Average price / night
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Lovely apartment in villa for 4 guests with WIFI, pool and TV, close to San Gimignano
Lovely apartment in villa for 4 guests with WIFI, pool and TV, close to San Gimignano
Villa
Gavignano, 53036, Italy
2.4k from Poggibonsi center

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

2 Bedrooms4 Guests
New to Booking
$282
Average price / night
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Villa Remignoli
Villa Remignoli
Villa
San Gimignano, Italy
5.4k from Poggibonsi center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

6 Bedrooms12 Guests
9.6

Exceptional

15 reviews

$390
Average price / night
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Cosy apartment in villa for 2 people with A/C, WIFI, pool, TV and patio, close to San Gimignano
Cosy apartment in villa for 2 people with A/C, WIFI, pool, TV and patio, close to San Gimignano
Villa
Gavignano, 53036, Italy
2.4k from Poggibonsi center

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

1 Bedroom2 Guests
New to Booking
$308
Average price / night
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Villa Sabrina by PosarelliVillas
Villa Sabrina by PosarelliVillas
Villa
San Gimignano, Italy
5.9k from Poggibonsi center

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

3 Bedrooms7 Guests
New to Booking
$121
Average price / night
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Barn with private swimming pool very close to San Gimignano, Siena, Volterra and Florence
Barn with private swimming pool very close to San Gimignano, Siena, Volterra and Florence
Villa
Poggibonsi, 53036, Italy
2.6k from Poggibonsi center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

2 Bedrooms6 Guests
9.6

Exceptional

15 reviews

$163
Average price / night
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Villa Lionella: A splendid three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa Lionella: A splendid three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa
Poggibonsi, 53036, Italy
2.7k from Poggibonsi center

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

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$2930
Average price / night
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Villa Lionella Grande: A splendid three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa Lionella Grande: A splendid three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa
Poggibonsi, 53036, Italy
2.7k from Poggibonsi center

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

12 Bedrooms24 Guests
10.0

Exceptional

2 reviews

$5629
Average price / night
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Villa with pool for 12 with stunning views
Villa with pool for 12 with stunning views
Villa
Poggibonsi, 53036, Italy
2.7k from Poggibonsi center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
9.4

Superb

3 reviews

$471
Average price / night
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Exlusive luxury villa with private pool in the heart of Tuscany
Exlusive luxury villa with private pool in the heart of Tuscany
Villa
Linari, 50021, Italy
2.8k from Poggibonsi center

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

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$2073
Average price / night
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Melachecca:Tuscan chianti villa, private park 2 apt love views
Melachecca:Tuscan chianti villa, private park 2 apt love views
Villa
Toscana, 53036, Italy
2.9k from Poggibonsi center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms7 Guests
New to Booking
$317
Average price / night
Check Availability

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 Villa Rentals in Poggibonsi.

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Poggibonsi Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 240 verified villa rentals in Poggibonsi. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Poggibonsi vary depending on the season, location, and amenities. Rates typically start from around $121 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Poggibonsi are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Poggibonsi.

Yes, Poggibonsi offers a wide range of villas ideal for group stays. Many properties include 4 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Poggibonsi villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Poggibonsi often include highly sought-after amenities such as Internet, Balcony/Terrace, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Poggibonsi.

To discover top-rated villas in Poggibonsi, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.