A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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Our top choices for Montespertoli vacation homes

1. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is ¥21,192
¥56,865 total
includes taxes & fees
Nov 16 - Nov 17
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

2. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is ¥48,953
¥49,306 total
includes taxes & fees
Nov 9 - Nov 10
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

3. Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
6.0 out of 10, (2 reviews)
"Pros: Die Unterkunft ist geräumig und geschmackvoll toskanisch eingerichtet. Die Betten waren bequem, und es war ein Traum morgens ganz alleine im großen Pool seine Bahnen zu ziehen. Der Haustechniker war überaus freundlich und hilfsbereit. Cons: Die Vermieterin war nicht wirklich unfreundlich, aber ruppig und desinteressiert. Bei der Ankunft mussten wir erst einmal jemanden suchen, der uns empfängt. Es gab keine wirkliche Einweisung, wo die Mülltonnen stehen und wo man Wäsche waschen kann. Die...
Germany
Anonymous traveler
The price is ¥84,238
¥84,591 total
includes taxes & fees
Nov 9 - Nov 10
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

4. Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
8.0 out of 10, Very good, (4 reviews)
"Beautiful stay in a wonderful Italian villa. "
United States
Jessica C.
The price is ¥89,006
¥89,359 total
includes taxes & fees
Nov 9 - Nov 10
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

5. Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (4 reviews)
"We had the best time. The view is spectacular. The rooms are spacious very secure property. The property was clean and well appointed. We had a special request during our stay of a chef to cook us a real Italian meal. Our host Elena took the challenge on herself with the help of her family. The meal she cooked was the highlight of our entire vacation. She was a great host to deal with and we’d love to go back there again."
United States
Charlie B.
The price is ¥101,721
¥102,074 total
includes taxes & fees
Nov 9 - Nov 10
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

6. Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi

Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
4.0 out of 10, (1 review)
"Die Wohnung war im Internet nicht deutlich dargestellt. Die 140 m² sind vom Nutzen her nicht zutreffend. Das Wohnzimmer direkt unter dem heißen Dachstuhl haben wir gar nicht nutzen können, die Küche nur schnell schnell. Sie war viel zu klein, viele Utensilien fehlten, um für eine Familie zu kochen und zu essen. Die Küche war in einer Zwischenetage, die Schlafzimmer in der ersten Etage, so dass sich die ganze Fläche auf 2,5 Etagen mit vielen Treppen und Fluren verteilte. Es war fast ziemlich...
Germany
Havva C.
The price is ¥97,907
¥98,260 total
includes taxes & fees
Nov 9 - Nov 10
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ¥13,619
¥15,864 total
includes taxes & fees
Nov 10 - Nov 11
Casa Vacanze Le Case

8. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
country house with garden ,pool,children's play area ,Tuscany,15 from Florence

9. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is ¥22,251
¥28,785 total
includes taxes & fees
Nov 9 - Nov 10
Apartment House with garden Tuscany Chianti , Florence 15km.

10. New Listing

New Listing
Dogana
The price is ¥15,894
¥18,190 total
includes taxes & fees
Nov 9 - Nov 10
New Listing

11. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (28 reviews)
"Unable to sleep! Do not stay here during the summer. Even though it seemed to cool off at night, and even with a fan, it was so hot in the top bedroom that we sweat all night and did not sleep a wink. Also, there was a dog barking next door so that made it even harder to sleep. For some reason, there isn’t a pool listed in the description but when we complained about the heat, we were told we could use the pool. The property is beautiful but unbearable in terms of getting sleep, I do not...
United States
Michael F.
The price is ¥14,260
¥26,799 total
includes taxes & fees
Nov 9 - Nov 10
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

12. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
The price is ¥34,502
¥35,032 total
includes taxes & fees
Nov 15 - Nov 16
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

13. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (13 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is ¥22,075
¥30,551 total
includes taxes & fees
Nov 10 - Nov 11
Chianti Craft House Badia a Passignano

14. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ¥20,207
¥22,934 total
includes taxes & fees
Nov 9 - Nov 10
Agriturismo La Ferrozzola

15. 7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe
Tavarnelle Val di Pesa
The price is ¥30,198
¥41,500 total
includes taxes & fees
Dec 8 - Dec 9
7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

16. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (270 reviews)
"Great location with a beautiful view."
United States
Erin
The price is ¥17,852
¥21,050 total
includes taxes & fees
Nov 29 - Nov 30
Villa La Stella - Casa per Ferie

17. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is ¥40,044
¥49,580 total
includes taxes & fees
Nov 9 - Nov 10
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

18. House with a separate entrance on the outskirts of Florence and Chianti

House with a separate entrance on the outskirts of Florence and Chianti
Impruneta
The price is ¥15,894
¥27,373 total
includes taxes & fees
Nov 9 - Nov 10
House with a separate entrance on the outskirts of Florence and Chianti

19. Citille House

Citille House
San Martino Alla Palma
10.0 out of 10, Exceptional, (1 review)
"An absolutely beautiful, quintessential Tuscan house set in the Chianti hillside. Well appointed house with an extremely attentive host and lovely neighbours. Everything you need and more, including secure onsite, private parking for "
United Kingdom
Anne W.
The price is ¥33,377
¥51,214 total
includes taxes & fees
Nov 14 - Nov 15
Citille House

20. ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
10.0 out of 10, Exceptional, (1 review)
"Superbe vacance et Massimo très très sympathique À refaire"
France
Stéphane P.
The price is ¥10,013
¥25,024 total
includes taxes & fees
Nov 9 - Nov 10
ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montespertoli Hotel Reviews

Find out more about Montespertoli

Montespertoli Vacation Homes information

Number of reviews
224
Accommodation
1993 Vacation Homes
Lowest Price
¥15,864
Highest Price
¥102,074