Villa Rentals in Tenuta Maiano, Montespertoli: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Montespertoli
  6.  Tenuta Maiano

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155 Best Villa Rentals in Tenuta Maiano (Starting from $112)

Villa Milani - Tenuta la Gigliola
Villa Milani - Tenuta la Gigliola
Villa
Montespertoli, Italy
1.8k from Tenuta Maiano center

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

7 Bedrooms17 Guests
9.5

Superb

4 reviews

$870
Average price / night
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Elegant 7 bedrooms villa in Tuscany
Elegant 7 bedrooms villa in Tuscany
Villa
Toscana, 50025, Italy
1.6k from Tenuta Maiano center

Arcade, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

7 Bedrooms16 Guests
New to Booking
$1018
Average price / night
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Villa Albertina
Villa Albertina
Villa
Montespertoli, Italy
1.9k from Tenuta Maiano center

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

5 Bedrooms14 Guests
New to Booking
$1030
Average price / night
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Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Villa
Montespertoli, 50025, Italy
1.6k from Tenuta Maiano center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$2075
Average price / night
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VILLA TOSCANA - PISCINA PRIVATA E JACUZZI -CERTALDO
VILLA TOSCANA - PISCINA PRIVATA E JACUZZI -CERTALDO
Villa
Tresanti, Italy
2.3k from Tenuta Maiano center

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

5 Bedrooms10 Guests
New to Booking
$617
Average price / night
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Beautiful  villa with private pool, A/C, WIFI, TV, patio and panoramic view, close to San Gimign...
Beautiful villa with private pool, A/C, WIFI, TV, patio and panoramic view, close to San Gimign...
Villa
Trecento, 50025, Italy
1.8k from Tenuta Maiano center

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

5 Bedrooms14 Guests
New to Booking
$1667
Average price / night
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Villa Bellavista
Villa Bellavista
Villa
Tenuta Maiano, Montespertoli, Tuscany, Italy
2.3k from Tenuta Maiano center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

5 Bedrooms11 Guests
New to Booking
$4196
Average price / night
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\"Tuscan Orchard\" Holiday House
\"Tuscan Orchard\" Holiday House
Villa
Montespertoli, 50025, Italy
1.9k from Tenuta Maiano center

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

3 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$187
Average price / night
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San Martino
San Martino
Villa
Certaldo, Italy
2.3k from Tenuta Maiano center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms6 Guests
New to Booking
$475
Average price / night
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Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Villa
Montespertoli, 50025, Italy
1.9k from Tenuta Maiano center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace, Free Parking

5 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$869
Average price / night
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Villa Light
Villa Light
Villa
Certaldo, Italy
2.8k from Tenuta Maiano center

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

9 Bedrooms18 Guests
New to Booking
$787
Average price / night
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VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
Villa
Toscana, 50052, Italy
2.0k from Tenuta Maiano center

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

5 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$1227
Average price / night
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Villa Lola by VacaVilla
Villa Lola by VacaVilla
Villa
Nebbiano, Italy
3.1k from Tenuta Maiano center

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

6 Bedrooms12 Guests
New to Booking
$572
Average price / night
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Villa La Cappella - A charming oasis in the heart of Chianti with private chef
Villa La Cappella - A charming oasis in the heart of Chianti with private chef
Villa
Toscana, 50025, Italy
2.3k from Tenuta Maiano center

AC, Breakfast Included, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet

10 Bedrooms25 Guests
New to Booking
$2477
Average price / night
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Tognazzi Casa Vacanze - Panoramic Villa
Tognazzi Casa Vacanze - Panoramic Villa
Villa
Certaldo, Italy
3.4k from Tenuta Maiano center

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

3 Bedrooms9 Guests
9.7

Exceptional

3 reviews

$533
Average price / night
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San Martino, Certaldo, Florence and Chianti
San Martino, Certaldo, Florence and Chianti
Villa
Certaldo, 50052, Italy
2.3k from Tenuta Maiano center

Barbecue, Fireplace, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$537
Average price / night
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Il Paluffo
Il Paluffo
Villa
Tenuta Maiano, Montespertoli, Tuscany, Italy
3.8k from Tenuta Maiano center

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

14 Bedrooms39 Guests
9.5

Superb

62 reviews

$234
Average price / night
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Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa
Montespertoli, 50025, Italy
2.4k from Tenuta Maiano center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

5 Bedrooms10 Guests
New to Booking
$548
Average price / night
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Villa Belsole dell 800 con piscina riscaldata 1 aprile al 30 settembre e colonnina elettrica per auto
Villa Belsole dell 800 con piscina riscaldata 1 aprile al 30 settembre e colonnina elettrica per auto
Villa
Certaldo, Italy
4.0k from Tenuta Maiano center

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

9 Bedrooms20 Guests
10.0

Exceptional

3 reviews

$1406
Average price / night
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\"Villa Bellavista\" with Private Pool, Private Whirlpool & Wi-Fi
\"Villa Bellavista\" with Private Pool, Private Whirlpool & Wi-Fi
Villa
Certaldo, 50052, Italy
2.5k from Tenuta Maiano center

Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$5196
Average price / night
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Maggiano – Country house with pool
Maggiano – Country house with pool
Villa
Lucardo, 50052, Italy
2.6k from Tenuta Maiano center

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

4 Bedrooms10 Guests
8.8

Fabulous

13 reviews

$722
Average price / night
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Villa La Torre 16, Montespertoli, Florence and Chianti
Villa La Torre 16, Montespertoli, Florence and Chianti
Villa
Montespertoli, 50025, Italy
2.7k from Tenuta Maiano center

Barbecue, Dryer, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

8 Bedrooms16 Guests
New to Booking
$980
Average price / night
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Cosy apartment in villa with pool, WIFI, TV, patio, pets allowed and panoramic view
Cosy apartment in villa with pool, WIFI, TV, patio, pets allowed and panoramic view
Villa
Montespertoli, 50025, Italy
2.8k from Tenuta Maiano center

Barbecue, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
New to Booking
$215
Average price / night
Check Availability
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to San Gimignano
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to San Gimignano
Villa
Lucardo, 50052, Italy
2.9k from Tenuta Maiano center

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

4 Bedrooms10 Guests
8.0

Good

1 reviews

$784
Average price / night
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VILLA FIORENZA - Five Bedroom Villa, Sleeps 10
VILLA FIORENZA - Five Bedroom Villa, Sleeps 10
Villa
Montespertoli, 50025, Italy
3.0k from Tenuta Maiano center

AC, Free Parking, Laundry, No Smoking, Pool, Washer

5 Bedrooms10 Guests
New to Booking
$2795
Average price / night
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Lovely apartment in villa for 4 guests with WIFI, pool, TV, patio, pets allowed and panoramic view
Lovely apartment in villa for 4 guests with WIFI, pool, TV, patio, pets allowed and panoramic view
Villa
Montespertoli, 50025, Italy
3.0k from Tenuta Maiano center

Barbecue, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
New to Booking
$112
Average price / night
Check Availability
Villa Lola In Montespertoli, Tuscany
Villa Lola In Montespertoli, Tuscany
Villa
Montespertoli, 50025, Italy
3.1k from Tenuta Maiano center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

6 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$696
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 Tenuta Maiano.

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Frequently Asked Questions

You can currently explore 155 verified villa rentals in Tenuta Maiano. 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 Tenuta Maiano vary depending on the season, location, and amenities. Rates typically start from around $112 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 Tenuta Maiano 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 Tenuta Maiano.

Yes, Tenuta Maiano offers a wide range of villas ideal for group stays. Many properties include 2 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 Tenuta Maiano 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 Tenuta Maiano often include highly sought-after amenities such as Fireplace/Heating, Pool, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Tenuta Maiano.

To discover top-rated villas in Tenuta Maiano, 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.