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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 ￥25,240
￥29,192 total
includes taxes & fees
Oct 5 - Oct 6
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 ￥16,359
￥18,352 total
includes taxes & fees
Sep 13 - Sep 14
Borgo di Erboli
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ￥24,700
￥27,169 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 ￥36,829
￥41,939 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 ￥27,370
￥30,821 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 ￥13,591
￥15,664 total
includes taxes & fees
Oct 7 - Oct 8
Mariani Bed & Breakfast
Outdoor 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 ￥29,197
￥32,830 total
includes taxes & fees
Sep 20 - Sep 21
Villa Rosa Panzano
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

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 ￥20,032
￥22,750 total
includes taxes & fees
Sep 27 - Sep 28
Residenzia del Sogno
Exterior detail

9. 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, (24 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is ￥14,408
￥28,325 total
includes taxes & fees
Sep 14 - Sep 15
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
View from room

10. 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 ￥12,313
￥13,901 total
includes taxes & fees
Oct 9 - Oct 10
Chianti Village Morrocco
Front of property

11. 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 ￥25,017
￥27,519 total
includes taxes & fees
Oct 11 - Oct 12
Relais Villa Belpoggio - Residenza d'Epoca
Property grounds

12. 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 ￥10,543
￥12,312 total
includes taxes & fees
Oct 7 - Oct 8
Domus il Palio B&B
Interior

13. 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 ￥13,757
￥15,847 total
includes taxes & fees
Sep 18 - Sep 19
Villa Fontis Rapolano
Free daily buffet breakfast

14. 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 ￥46,714
￥52,100 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Premium bedding, down comforters, pillowtop beds, desk

15. 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 ￥12,281
￥15,833 total
includes taxes & fees
Sep 28 - Sep 29
Tuscasì Aparthotel
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

16. 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 ￥12,823
￥28,941 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
Lobby

17. 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 ￥25,667
￥35,371 total
includes taxes & fees
Oct 6 - Oct 7
Villa Cassia di Baccano
Property amenity

18. 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 ￥8,920
￥10,347 total
includes taxes & fees
Oct 11 - Oct 12
Camping Village Il Poggetto.
Studio, Patio, Ground Floor | Terrace/patio

19. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (55 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ￥15,466
￥17,726 total
includes taxes & fees
Sep 13 - Sep 14
Fullino Nero
Panoramic Apartment (2) | Terrace/patio

20. 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 ￥21,401
￥24,613 total
includes taxes & fees
Oct 1 - Oct 2
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

Hotel Athena

Hotel Athena

8/10 Good
"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."
Maria Fernanda 2-night trip
Posted less than an hour ago
Hotel Athena

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 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.