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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Guazzino holiday rentals

A historic building with a tower, a courtyard, and a well-lit entrance.

1. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is 2.468.667 ₫
2.802.570 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Abbadia Sicille Relais
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

2. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is 7.292.555 ₫
8.137.533 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Fontelunga Hotel & Villas
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

3. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 6.246.407 ₫
6.986.770 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Castello di Gargonza
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is 2.804.965 ₫
3.805.836 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Affitacamere Maria Gabriella
An arched stone gateway leading to a pathway lined with potted plants and lights.

5. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is 2.587.300 ₫
3.832.500 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Castello di Modanella
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 2.856.375 ₫
3.258.060 ₫ total
includes taxes & fees
8 Nov - 9 Nov
DormiVeglia B&B
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (163 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is 3.340.342 ₫
3.848.076 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

8. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.130.353 ₫
2.488.042 ₫ total
includes taxes & fees
21 Oct - 22 Oct
RESIDENCE LECCIO
An arched doorway leading to a building with a wooden door and a staircase.

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is 2.046.581 ₫
2.367.287 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Residenza Fabroni
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

10. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.098.792 ₫
2.424.394 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Artisti del Cavallo Tourism
A crowded restaurant with brick walls and multiple tables and chairs.

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is 4.392.263 ₫
4.947.212 ₫ total
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

12. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is 4.899.708 ₫
5.505.518 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Delcorto Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

13. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is 2.729.894 ₫
3.118.932 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
A poolside area with two glasses of water, candles, and a stone pathway.

14. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (102 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is 4.558.636 ₫
5.130.547 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Casanova - Panoramic Rooms and Suites
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

15. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is 11.572.291 ₫
12.845.243 ₫ total
includes taxes & fees
4 Nov - 5 Nov
L'Olmo
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

16. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (137 reviews)
"An amazing property with amazing hosts! Every detail was an amenity was thought of. Hosts are very gracious and bend over backwards to make your stay unforgettable!"
Canada
Sean
The price is 5.981.770 ₫
6.695.995 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Il Tosco
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

17. 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 2.390.730 ₫
2.745.526 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Villa Fontis Rapolano
An interior courtyard with stone columns, arches, and a mosaic.

18. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is 4.122.629 ₫
4.650.614 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Meublé Il Riccio
A stone building with a gravel driveway and lush greenery.

19. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
8.0 out of 10, Very good, (1 review)
"Fikk en leilighet mindre enn bestilt og betalt for. Skyldte på at det var en annen resepsjonist når vi bestilte, men den er tynn. Fikk mulighet til noe kompensasjon, men ikke inærheten av ekstrakostnader. "
Norway
Kjell Audun
The price is 5.777.045 ₫
6.441.541 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Luxury resort in the Tuscan countryside
Front of property

20. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is 2.911.588 ₫
3.318.354 ₫ total
includes taxes & fees
20 Oct - 21 Oct
montorio
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 Guazzino Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Get"
Taisa 1-night trip
Posted 3 hours ago
Hotel San Gregorio

Frequently asked questions

Can I find a holiday rental in Guazzino?

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

What’s there to see and do in Guazzino?

While you're exploring the area, Val di Chiana and Terme di Montepulciano Spa are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Valdichiana Outlet Village and Palazzo Avignonesi.

What’s a holiday rental in Guazzino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Guazzino. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.