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Montegrossi Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Montegrossi holiday rentals

Exterior

1. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is HK$1,194
HK$1,387 total
includes taxes & fees
23 Aug - 24 Aug
L' Eroico
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

2. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is HK$865
HK$970 total
includes taxes & fees
21 Sept - 22 Sept
Borgo di Erboli
Free daily buffet breakfast

3. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is HK$2,497
HK$2,783 total
includes taxes & fees
24 Aug - 25 Aug
Terre di Baccio
Exterior

4. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is HK$1,217
HK$1,412 total
includes taxes & fees
23 Aug - 24 Aug
Borgo Argenina
Aerial view

5. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is HK$1,406
HK$1,583 total
includes taxes & fees
22 Aug - 23 Aug
Villa Curina Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

6. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,269
HK$1,395 total
includes taxes & fees
10 Sept - 11 Sept
Villa di Sotto
Exterior

7. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is HK$646
HK$738 total
includes taxes & fees
24 Aug - 25 Aug
Hu Norcenni Girasole Village
Property grounds

8. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is HK$2,263
HK$2,526 total
includes taxes & fees
23 Aug - 24 Aug
Ca' Bianca Tuscany Relais
Aerial view

9. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is HK$1,850
HK$2,053 total
includes taxes & fees
31 Aug - 1 Sept
Riserva di Fizzano Residence
Front of property

10. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is HK$1,408
HK$1,549 total
includes taxes & fees
2 Sept - 3 Sept
Relais Villa Belpoggio - Residenza d'Epoca
Property grounds

11. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is HK$9,897
HK$10,117 total
includes taxes & fees
24 Aug - 25 Aug
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Lobby

12. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is HK$1,674
HK$1,842 total
includes taxes & fees
1 Sept - 2 Sept
Villa Cassia di Baccano
Interior

13. Chianti Summer Vacation Home with Pool, Garden, and Wi-Fi

Chianti Summer Vacation Home with Pool, Garden, and Wi-Fi
Gaiole in Chianti
The price is HK$10,571
HK$11,389 total
includes taxes & fees
30 Aug - 31 Aug
Chianti Summer Vacation Home with Pool, Garden, and Wi-Fi
Breakfast meal

14. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is HK$926
HK$1,056 total
includes taxes & fees
23 Aug - 24 Aug
B&B Il Corso
Outdoor pool

15. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
9.8 out of 10, Exceptional, (6 reviews)
"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...
United States
Lara W.
The price is HK$3,711
HK$4,605 total
includes taxes & fees
1 Sept - 2 Sept
Farmhouse in Chianti
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

16. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is HK$974
HK$1,108 total
includes taxes & fees
1 Sept - 2 Sept
Residenzia del Sogno
Exterior

17. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (23 reviews)
"It was clean and safe."
United Kingdom
Laka
The price is HK$646
HK$738 total
includes taxes & fees
23 Aug - 24 Aug
Villa Norcenni Aparthotel
Room amenity

18. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is HK$953
HK$1,085 total
includes taxes & fees
22 Aug - 23 Aug
Siena Vip
Daily continental breakfast for a fee

19. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is HK$1,331
HK$1,501 total
includes taxes & fees
26 Aug - 27 Aug
Residenza d'Epoca Palazzo Borghesi
View from room

20. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$633
HK$715 total
includes taxes & fees
1 Sept - 2 Sept
Chianti Village Morrocco
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 Montegrossi Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"The hotel itself was very nice. The staff were super helpful and we enjoyed our time. The AC and wifi were both a little weak, but otherwise, it was a pleasant stay. The breakfast buffet was also very good with a large selection."
Nicholas 3-night trip
Posted 15 hours ago
Hotel Chiusarelli

Find out more about Montegrossi

Search for holiday rentals in Montegrossi on Expedia! You can easily find your home rentals, villas, holiday apartments in Montegrossi using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Montegrossi?

Yes, there are holiday rentals close to the most popular sights in Montegrossi, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montegrossi has to offer?

Borgo Argiano: This holiday home rental outside of Montegrossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

What’s there to see and do in Montegrossi?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Terme Antica Querciolaia. Badia a Coltibuono and Meleto Castle are a couple of places you'll find in the wider area.

What’s a holiday rental in Montegrossi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montegrossi. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for small groups.