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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Guazzino holiday rentals

Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿3,586
฿4,059 total
includes taxes & fees
15 Jul - 16 Jul
Abbadia Sicille Relais
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."
United States
Anonymous traveller
The price is ฿6,302
฿7,084 total
includes taxes & fees
20 Jul - 21 Jul
Casanova - Panoramic Rooms and Suites
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 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 ฿2,954
฿3,402 total
includes taxes & fees
16 Jul - 17 Jul
Residenza Fabroni
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is ฿8,228
฿9,204 total
includes taxes & fees
15 Jul - 16 Jul
Castello di Gargonza
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (98 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,906
฿5,549 total
includes taxes & fees
21 Jul - 22 Jul
B&B Le Scalette di Piazza
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is ฿5,793
฿6,524 total
includes taxes & fees
16 Jul - 17 Jul
Delcorto Suites
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is ฿4,037
฿4,517 total
includes taxes & fees
25 Jul - 26 Jul
La Piccola Locanda
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 ฿3,407
฿3,900 total
includes taxes & fees
15 Jul - 16 Jul
Bed & Breakfast Vicolo dell'Oste
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (150 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿6,914
฿7,833 total
includes taxes & fees
22 Jul - 23 Jul
Hotel San Gregorio
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (70 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is ฿5,507
฿6,361 total
includes taxes & fees
20 Jul - 21 Jul
Villa Curina Resort
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,757
฿3,109 total
includes taxes & fees
12 Aug - 13 Aug
Artisti del Cavallo Tourism
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (114 reviews)
"It was very well located ."
Canada
Marlenne
The price is ฿5,431
฿6,126 total
includes taxes & fees
15 Jul - 16 Jul
Meublé Il Riccio
Breakfast, lunch and dinner served

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is ฿9,998
฿11,302 total
includes taxes & fees
19 Jul - 20 Jul
Palazzo Saloni
Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ฿2,947
฿3,432 total
includes taxes & fees
22 Jul - 23 Jul
RESIDENCE LECCIO
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,115
฿3,579 total
includes taxes & fees
20 Jul - 21 Jul
DormiVeglia B&B
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ฿15,202
฿16,875 total
includes taxes & fees
27 Jul - 28 Jul
L'Olmo
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (38 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ฿3,212
฿3,762 total
includes taxes & fees
15 Jul - 16 Jul
iConic Wellness Resort
Junior Suite | Terrace/patio

Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is ฿4,462
฿5,061 total
includes taxes & fees
9 Aug - 10 Aug
Casale dell'Assiolo
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
The price is ฿2,937
฿3,535 total
includes taxes & fees
30 Jul - 31 Jul
Idolina Guest House
Exterior

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿4,768
฿5,397 total
includes taxes & fees
17 Jul - 18 Jul
San Michele al Borgo
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

SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Home away from home."
Kristen 5-night trip
Posted 2 hours ago
SI Montalcino Hotel

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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Look no further and take a look at our great range of rental properties in Guazzino!

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

La Dolce Collina: This holiday home rental outside Guazzino is located in a rural location, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware.

What’s there to see and do in Guazzino?

Explore the area and family-friendly sights such as RI Crea RE, or get out into nature at a spot like Val di Chiana. In the wider area, you’ll find Valdichiana Outlet Village and Via Ricci.

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.