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Guazzino Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Guazzino vacation 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 P5,469
P6,227 total
includes taxes & fees
Nov 9 - Nov 10
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 P17,737
P19,792 total
includes taxes & fees
Oct 12 - Oct 13
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, (47 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 P15,192
P16,993 total
includes taxes & fees
Oct 12 - Oct 13
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, (71 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,822
P9,256 total
includes taxes & fees
Oct 12 - Oct 13
Affitacamere Maria Gabriella
A spa area with a stone-walled arch, a hot tub, and a small window.

5. 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 P6,928
P7,902 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
An arched stone gateway leading to a pathway lined with potted plants and lights.

6. 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 P6,275
P9,295 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Modanella
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

7. 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 P5,105
P5,897 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
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 P4,663
P5,481 total
includes taxes & fees
Nov 2 - Nov 3
RESIDENCE LECCIO
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

9. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
United States
Julia
The price is P8,124
P9,359 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

10. 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 P28,146
P31,242 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

11. 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 P5,815
P6,678 total
includes taxes & fees
Oct 12 - Oct 13
Villa Fontis Rapolano
A poolside area with two glasses of water, candles, and a stone pathway.

12. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is P10,695
P12,046 total
includes taxes & fees
Oct 12 - Oct 13
Casanova - Panoramic Rooms and Suites
A stone building with a gravel driveway and lush greenery.

13. 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 P14,051
P15,667 total
includes taxes & fees
Nov 2 - Nov 3
Luxury resort in the Tuscan countryside
A crowded restaurant with brick walls and multiple tables and chairs.

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 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 P11,194
P12,595 total
includes taxes & fees
Nov 3 - Nov 4
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

15. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (47 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is P10,785
P12,145 total
includes taxes & fees
Oct 13 - Oct 14
Delcorto Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

16. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 P6,621
P7,564 total
includes taxes & fees
Nov 1 - Nov 2
Bed & Breakfast Vicolo dell'Oste
A historic town at night with illuminated buildings and a prominent tower.

17. 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 P10,027
P11,311 total
includes taxes & fees
Oct 12 - Oct 13
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

18. 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 P4,604
P5,346 total
includes taxes & fees
Oct 13 - Oct 14
Residenza Fabroni
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

19. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is P8,648
P9,795 total
includes taxes & fees
Oct 12 - Oct 13
La Murata
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

Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."
terri 3-night trip
Posted 2 hours ago
Il Gentiluomo Hotel & SPA

Find out more about Guazzino

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

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Frequently asked questions

Can I find a vacation rental in Guazzino?

Yes, we offer vacation rentals near the most popular attractions in Guazzino, or you can select a secluded option if you want a relaxing place to 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 larger area, you’ll find Valdichiana Outlet Village and Palazzo Avignonesi.

What’s a vacation rental in Guazzino like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Guazzino. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.