Vacation Rentals with Private Pool in Tenuta Maiano, Montespertoli: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Montespertoli
  6.  Tenuta Maiano

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145 Best Vacation Rentals with Private Pool in Tenuta Maiano (Starting from $70)

Casale del Vacanziere
Casale del Vacanziere
Apartment
Tenuta Maiano, Montespertoli, Tuscany, Italy
5.6k from Tenuta Maiano center

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

4 Bedrooms13 Guests
8.8

Fabulous

89 reviews

$70
Average price / night
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Charming ancient farm house in Chianti
Charming ancient farm house in Chianti
House
San Giusto a Montalbino, 50025, Italy
1.6k from Tenuta Maiano center

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

4 Bedrooms8 Guests
9.8

Exceptional

47 reviews

$464
Average price / night
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Casa Vacanze Calandrino
Casa Vacanze Calandrino
House
Tenuta Maiano, Montespertoli, Tuscany, Italy
7.5k from Tenuta Maiano center

Air Conditioner, Parking, Internet, Kitchen, Hot Tub, Balcony/Terrace, Private Pool

2 Bedrooms5 Guests
10.0

Exceptional

9 reviews

$105
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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Lovely home in Montespertoli FI
Lovely home in Montespertoli FI
House
Montespertoli FI, 50025, Italy
1.8k from Tenuta Maiano center

Barbecue, Crib, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$381
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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Gorgeous home in Montespertoli FI
Gorgeous home in Montespertoli FI
House
Montespertoli FI, 50025, Italy
2.3k from Tenuta Maiano center

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

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$127
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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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 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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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 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
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Tognazzi Holiday Home - Villa San Martino - private panoramic pool
Tognazzi Holiday Home - Villa San Martino - private panoramic pool
Villa
Certaldo, 50052, Italy
3.4k from Tenuta Maiano center

Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
8.8

Fabulous

5 reviews

$290
Average price / night
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Tognazzi Casa Vacanze - Panoramic Villa - Villa with private pool and hot tube
Tognazzi Casa Vacanze - Panoramic Villa - Villa with private pool and hot tube
Villa
Toscana, 50052, Italy
3.4k from Tenuta Maiano center

AC, Barbecue, Crib, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms9 Guests
New to Booking
$448
Average price / night
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Locanda del podestà: 17th century mansion in Chianti
Locanda del podestà: 17th century mansion in Chianti
Villa
Montespertoli, 50025, Italy
3.5k from Tenuta Maiano center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space

5 Bedrooms12 Guests
9.8

Exceptional

60 reviews

$262
Average price / night
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Old villa nestled in the hills of Chianti
Old villa nestled in the hills of Chianti
Villa
Certaldo, 50052, Italy
3.7k from Tenuta Maiano center

Balcony, Barbecue, Crib, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
10.0

Exceptional

60 reviews

$888
Average price / night
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Podere il Casolarino with private pool
Podere il Casolarino with private pool
Villa
certaldo, 50052, Italy
3.8k from Tenuta Maiano center

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

4 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$345
Average price / night
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Villa il Vigneto By MMega
Villa il Vigneto By MMega
Villa
Montespertoli, 50025, Italy
3.8k from Tenuta Maiano center

AC, Fireplace, Free Parking, Heater, Hot Tub, Housekeeping, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$3027
Average price / night
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Il Casolarino by Interhome
Il Casolarino by Interhome
House
Certaldo, 50052, Italy
3.9k from Tenuta Maiano center

Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$301
Average price / night
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Exclusive, luxurious Villa. Unique location near Certaldo
Exclusive, luxurious Villa. Unique location near Certaldo
Villa
Certaldo, 50052, Italy
4.0k from Tenuta Maiano center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, Pool, Washer

9 Bedrooms18 Guests
New to Booking
$1389
Average price / night
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Villa Certaldo Summar
Villa Certaldo Summar
Villa
S. Martino a Maiano, Certaldo, 50052, Italy
4.0k from Tenuta Maiano center

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

9 Bedrooms18 Guests
New to Booking
$2105
Average price / night
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VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
Villa
CERTALDO, 50052, Italy
4.0k from Tenuta Maiano center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking

9 Bedrooms18 Guests
10.0

Exceptional

40 reviews

$1266
Average price / night
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Villa Luce in Tuscany by Fantasia Villas
Villa Luce in Tuscany by Fantasia Villas
Villa
Toscana, 50052, Italy
4.1k from Tenuta Maiano center

AC, Balcony, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

9 Bedrooms18 Guests
New to Booking
$1428
Average price / night
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Spectacular villa Sole with view
Spectacular villa Sole with view
Villa
Certaldo, 50052, Italy
4.1k from Tenuta Maiano center

Balcony, Barbecue, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

9 Bedrooms18 Guests
New to Booking
$1630
Average price / night
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Villa in Chianti with private pool, walking to a restaurant Electric car charger
Villa in Chianti with private pool, walking to a restaurant Electric car charger
Villa
Ortimino, 50025, Italy
4.1k from Tenuta Maiano center

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

7 Bedrooms14 Guests
10.0

Exceptional

18 reviews

$737
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 Vacation Rentals with Private Pool in Tenuta Maiano.

Where to stay in Tenuta Maiano? Best neighborhoods & areas

Tenuta Maiano Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 145 verified vacation rentals with a private pool in Tenuta Maiano. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Tenuta Maiano vary depending on the property size, location, and travel season. Rates typically start from around $70 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Tenuta Maiano also welcome pets. Currently, 25 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Tenuta Maiano often include additional features such as Pool, Kitchen, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Tenuta Maiano include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.