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Montegrossi Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Montegrossi vacation 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 P10,302
P11,915 total
includes taxes & fees
Sep 17 - Sep 18
L' Eroico
Pool

2. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P6,872
P7,705 total
includes taxes & fees
Sep 13 - Sep 14
Borgo di Erboli
Outdoor pool

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is P10,081
P11,089 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
Exterior

4. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is P15,031
P17,117 total
includes taxes & fees
Sep 16 - Sep 17
Borgo Argenina
Aerial view

5. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (78 reviews)
"Beautiful property"
Canada
Mary
The price is P11,171
P12,579 total
includes taxes & fees
Sep 27 - Sep 28
Villa Curina Resort
Lounge

6. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is P5,660
P6,518 total
includes taxes & fees
Oct 7 - Oct 8
Mariani Bed & Breakfast
Pool

7. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very Good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is P9,533
P10,778 total
includes taxes & fees
Sep 19 - Sep 20
Villa Rosa Panzano
Pool

8. 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 P8,176
P9,285 total
includes taxes & fees
Sep 23 - Sep 24
Residenzia del Sogno
View from room

9. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P5,026
P5,674 total
includes taxes & fees
Oct 9 - Oct 10
Chianti Village Morrocco
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 P10,527
P11,579 total
includes taxes & fees
Sep 28 - Sep 29
Relais Villa Belpoggio - Residenza d'Epoca
Property grounds

11. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is P4,303
P5,025 total
includes taxes & fees
Oct 10 - Oct 11
Domus il Palio B&B
Interior

12. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is P5,720
P6,583 total
includes taxes & fees
Sep 10 - Sep 11
Villa Fontis Rapolano
Breakfast area

13. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is P19,066
P21,264 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Room

14. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P4,994
P6,441 total
includes taxes & fees
Sep 26 - Sep 27
Tuscasì Aparthotel
Pool

15. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is P5,225
P11,792 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
Lobby

16. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (25 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is P10,476
P14,436 total
includes taxes & fees
Oct 7 - Oct 8
Villa Cassia di Baccano
Property amenity

17. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very Good, (76 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is P3,753
P4,347 total
includes taxes & fees
Sep 10 - Sep 11
Camping Village Il Poggetto.
Terrace/patio

18. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,312
P7,235 total
includes taxes & fees
Sep 13 - Sep 14
Fullino Nero
Terrace/patio

19. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is P8,830
P10,150 total
includes taxes & fees
Sep 20 - Sep 21
Casa Vacanze Squarcialupi
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

Borgo Vescine

Borgo Vescine

10/10 Excellent
"This place is simply perfection From the moment you check in to the moment you leave , you feel like royalty . Staff is impressive how polite , accommodating and welcoming Thank you Lorenzo at the bar ! Honestly no words besides EXCELLENT Anna /Canada !!!!"
Anna 3-night trip
Posted 11 hours ago
Borgo Vescine

Find out more about Montegrossi

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Frequently asked questions

Can I find a vacation rental in Montegrossi?

Yes, there are vacation rentals close to well known sights in Montegrossi, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Montegrossi?

Borgo Argiano: This vacation home rental outside of Montegrossi is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 larger area.

What’s a vacation rental in Montegrossi like?

Vacation rentals are private properties you can stay in for short or long periods in Montegrossi. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.