Entire home
Villa Tregole, Castellina in Chianti, Siena and Chianti
Photo gallery for Villa Tregole, Castellina in Chianti, Siena and Chianti





Reviews
1010 out of 10
Exceptional
Popular amenities
- Private pool
- Barbecue
- Air-conditioning
- Refrigerator
- Internet
- Washing machine
Explore the area

Castellina in Chianti, Siena and Chianti
- Mazzei WineryPlace, Mazzei Winery27 min walk
- Necropolis of PogginoPlace, Necropolis of Poggino22 min walk
Rooms & beds
7 bedrooms (sleeps 14)
7 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Spaces
Kitchen
Garden
Add dates for prices
Similar properties

STUNNING VILLA with a private pool in the heart of Chianti
castelnuovo berardenga
STUNNING VILLA with a private pool in the heart of Chianti
castelnuovo berardenga
- Pool
- Kitchen
- Washing machine
- Pet-friendly
10.0 out of 10, Exceptional, (31 reviews)
10/10
Exceptional
(31 reviews)

Magical 9 acre Tuscan estate in exquisite setting 15 miles fromFlorence
Greve in Chianti
Magical 9 acre Tuscan estate in exquisite setting 15 miles fromFlorence
Greve in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)

Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (170 reviews)
10/10
Exceptional
(170 reviews)

Tenuta Pian Del Gallo, Greve in Chianti, Florence and Chianti
Greve in Chianti
Tenuta Pian Del Gallo, Greve in Chianti, Florence and Chianti
Greve in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)

Timeless stillness, steps from the piazza
Radda in Chianti
Timeless stillness, steps from the piazza
Radda in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Castellina in Chianti
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Castellina in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Vagliagli
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Vagliagli
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (46 reviews)
10/10
Exceptional
(46 reviews)

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Siena
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Siena
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)

Exclusive Historic Villa & Vineyard -- Private Chef, Pool, Views, Tennis, & More
Toscana
Exclusive Historic Villa & Vineyard -- Private Chef, Pool, Views, Tennis, & More
Toscana
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)

Private villa in the heart of Chianti with a view of Siena
Fonterutoli
Private villa in the heart of Chianti with a view of Siena
Fonterutoli
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (8 reviews)
10/10
Exceptional
(8 reviews)

Tuscany Stone Villa With Spectacular View
Greve in Chianti
Tuscany Stone Villa With Spectacular View
Greve in Chianti
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (27 reviews)
10/10
Exceptional
(27 reviews)

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Vagliagli
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Vagliagli
- Pool
- Kitchen
- Washing machine
- Free Wi-Fi
10.0 out of 10, Exceptional, (76 reviews)
10/10
Exceptional
(76 reviews)

Chianti family villa, 5 bedrooms, infinity pool, A/C, BBQ, 360° view
San casciano val di Pesa
Chianti family villa, 5 bedrooms, infinity pool, A/C, BBQ, 360° view
San casciano val di Pesa
- Pool
- Spa pool
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (41 reviews)
9.8/10
Exceptional
(41 reviews)

Solaria di Santa Maddalena 14, Castelnuovo Berardenga, Siena and Chianti
Castelnuovo Berardenga
Solaria di Santa Maddalena 14, Castelnuovo Berardenga, Siena and Chianti
Castelnuovo Berardenga
- Pool
- Kitchen
- Washing machine
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Castellina in Chianti
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Castellina in Chianti
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (59 reviews)
10/10
Exceptional
(59 reviews)

An exclusive getaway at a Tuscan winery: a charming villa with a pool and breathtaking views.
Radda in Chianti
An exclusive getaway at a Tuscan winery: a charming villa with a pool and breathtaking views.
Radda in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (17 reviews)
10/10
Exceptional
(17 reviews)

Private Chianti Estate - 5BR · Pool · Vineyard - Pizza Terrace - 10 Guests
Greve in Chianti
Private Chianti Estate - 5BR · Pool · Vineyard - Pizza Terrace - 10 Guests
Greve in Chianti
- Pool
- Kitchen
- Washing machine
- Free Wi-Fi
10.0 out of 10, Exceptional, (36 reviews)
10/10
Exceptional
(36 reviews)

Casale Il Poggino by Interhome
Castellina in Chianti
Casale Il Poggino by Interhome
Castellina in Chianti
- Pool
- Kitchen
- Washing machine
- Pet-friendly
9.8 out of 10, Exceptional, (13 reviews)
9.8/10
Exceptional
(13 reviews)

Secluded villa between Chianti vineyards, private pool, tennis, large garden
Gaiole In Chianti
Secluded villa between Chianti vineyards, private pool, tennis, large garden
Gaiole In Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (48 reviews)
10/10
Exceptional
(48 reviews)

Vivaio, Radda in Chianti, Siena and Chianti
Gaiole in Chianti
Vivaio, Radda in Chianti, Siena and Chianti
Gaiole in Chianti
- Pool
- Kitchen
- Washing machine
- Pet-friendly
8.0 out of 10, Very good, (1 review)
8.0/10
Very good
(1 review)

MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Greve in Chianti
MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Greve in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (43 reviews)
10/10
Exceptional
(43 reviews)

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (124 reviews)
10/10
Exceptional
(124 reviews)

FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL & VIEWS IN TOP CHIANTI LOCATION!
Castellina in Chianti
FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL & VIEWS IN TOP CHIANTI LOCATION!
Castellina in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (35 reviews)
9.8/10
Exceptional
(35 reviews)

Old villa nestled in the hills of Chianti
Certaldo
Old villa nestled in the hills of Chianti
Certaldo
- Pool
- Kitchen
- Washing machine
- Pet-friendly
10.0 out of 10, Exceptional, (61 reviews)
10/10
Exceptional
(61 reviews)

Archipettoli - a historical manor house with stunning panoramic views
Firenze
Archipettoli - a historical manor house with stunning panoramic views
Firenze
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (38 reviews)
10/10
Exceptional
(38 reviews)

Authentic Private Tuscan Villa for 12 people in Greve: the Heart of Chianti
Greve in Chianti (Firenze)
Authentic Private Tuscan Villa for 12 people in Greve: the Heart of Chianti
Greve in Chianti (Firenze)
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (49 reviews)
10/10
Exceptional
(49 reviews)

La Valle Tuscany — Historic Private Estate Villa in Chianti, Near Florence
Strada in Chianti
La Valle Tuscany — Historic Private Estate Villa in Chianti, Near Florence
Strada in Chianti
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (64 reviews)
10/10
Exceptional
(64 reviews)

Chianti villa, with private swimming pool! Air conditioning, ULTRA-FAST Wi-Fi
Greve in Chianti
Chianti villa, with private swimming pool! Air conditioning, ULTRA-FAST Wi-Fi
Greve in Chianti
- Pool
- Pet-friendly
- Free Wi-Fi
- Air-conditioning
10.0 out of 10, Exceptional, (33 reviews)
10/10
Exceptional
(33 reviews)

Vistabella In Castelnuovo Berardenga, Tuscany
Castelnuovo Berardenga
Vistabella In Castelnuovo Berardenga, Tuscany
Castelnuovo Berardenga
- Pool
- Kitchen
- Washing machine
- Pet-friendly
8.0 out of 10, Very good, (2 reviews)
8.0/10
Very good
(2 reviews)

Villa Radda by MMega
Gaiole In Chianti
Villa Radda by MMega
Gaiole In Chianti
- Pool
- Kitchen
- Washing machine
- Air-conditioning
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)
About the area
Castellina in Chianti
Located in Castellina in Chianti, this villa is in a rural area. Castellina Fortress and Walls of Monteriggioni are local landmarks, and some of the area's activities can be experienced at Mazzei Winery and Lilliano Estate Winery. Looking to enjoy an event or a game while in town? See what's happening at Palasport Mens Sana or Stadio Artemio Franchi. Take the opportunity to explore the area for outdoor excitement like cycling.

Castellina in Chianti, Siena and Chianti
Getting around
- Monteriggioni Badesse Station - 15 min drive
- Peretola Airport (FLR) - 56 min drive
Restaurants
- Bar Brancaia - 10 min drive
- Chianti Bar - 10 min drive
- La Perla Del Palazzo Ristorante - 21 min drive
- Dievole Wine Resort - 27 min drive
- Tre Porte - 9 min drive
Frequently asked questions
Does Villa Tregole, Castellina in Chianti, Siena and Chianti have a pool?
Yes, this property has a pool.
How much does it cost to stay at Villa Tregole, Castellina in Chianti, Siena and Chianti?
As of 5 November 2026, prices found for a 1-night stay for 2 adults at Villa Tregole, Castellina in Chianti, Siena and Chianti on 9 November 2026 start from NZ$7,942, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Villa Tregole, Castellina in Chianti, Siena and Chianti pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Villa Tregole, Castellina in Chianti, Siena and Chianti?
Check-in begins at 4:00 PM.
What time is check-out at Villa Tregole, Castellina in Chianti, Siena and Chianti?
Checkout is at 10:00 AM.
Where is Villa Tregole, Castellina in Chianti, Siena and Chianti located?
Situated in a rural location, this villa is within 3 miles (5 km) of Mazzei Winery, Walls of Monteriggioni and Castellina Fortress. Archaeological Museum of Chianti and City Hall Castellina In Chianti are also within 3 miles (5 km).
Tell us how we can improve our siteShare feedback