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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Guazzino holiday rentals

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 ฿23,883
฿26,423 total
includes taxes & fees
13 Jun - 14 Jun
L'Olmo
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, (86 reviews)
"We loved our stay and wish we could have stayed longer. Our room was clean & comfortable. The view was AMAZING. We had breakfast included daily which was very good and had a bunch of gluten free options. Our bodies were tired after the hustle & bustle of Florence & Rome so we booked into the “light spa” and had the hot pools to ourselves. It was a short walk to town. We wish we could have stayed longer and plan to be back. "
Canada
Ron
The price is ฿6,249
฿7,026 total
includes taxes & fees
4 Jun - 5 Jun
Casanova - Panoramic Rooms and Suites
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (176 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿7,072
฿7,893 total
includes taxes & fees
8 Jun - 9 Jun
Abbadia Sicille Relais
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (98 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is ฿5,386
฿6,075 total
includes taxes & fees
31 May - 1 Jun
Meublé Il Riccio
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (102 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is ฿2,836
฿3,272 total
includes taxes & fees
8 Jun - 9 Jun
Residenza Fabroni
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (93 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,879
฿5,518 total
includes taxes & fees
24 Jun - 25 Jun
B&B Le Scalette di Piazza
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (140 reviews)
"Great location."
United States
James
The price is ฿5,893
฿6,634 total
includes taxes & fees
11 Jun - 12 Jun
La Locanda di San Francesco
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (36 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
฿6,523 total
includes taxes & fees
28 May - 29 May
Delcorto Suites
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (144 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿6,388
฿7,254 total
includes taxes & fees
7 Jun - 8 Jun
Hotel San Gregorio
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (1 review)
The price is ฿4,149
฿4,715 total
includes taxes & fees
22 Jun - 23 Jun
Casa Gioia - Casa Olivieri
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is ฿9,302
฿10,384 total
includes taxes & fees
24 Jun - 25 Jun
Castello di Gargonza
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (135 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 ฿3,924
฿4,468 total
includes taxes & fees
27 May - 28 May
Bed & Breakfast Vicolo dell'Oste
Exterior

Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ฿4,880
฿5,443 total
includes taxes & fees
29 May - 30 May
Borgo Dolciano
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 ฿4,015
฿4,492 total
includes taxes & fees
25 Jun - 26 Jun
La Piccola Locanda
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is ฿5,273
฿6,104 total
includes taxes & fees
21 Jun - 22 Jun
Villa Curina Resort
Exterior

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.4 out of 10, Exceptional, (6 reviews)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
The price is ฿4,638
฿5,102 total
includes taxes & fees
26 Jun - 27 Jun
La Locanda Di Cetona
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (6 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is ฿12,229
฿13,528 total
includes taxes & fees
1 Jun - 2 Jun
Fontelunga Hotel & Villas
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is ฿9,305
฿10,463 total
includes taxes & fees
27 May - 28 May
2 Cuori e 1 Yurta Glamping in Toscana
Property entrance

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 ฿3,381
฿5,008 total
includes taxes & fees
7 Jun - 8 Jun
Castello di Modanella
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (1 review)
"Personal sehr freundlich,.auch die Ferienwohnung würde täglich geputzt"
Germany
Bernhard
The price is ฿7,506
฿8,446 total
includes taxes & fees
28 May - 29 May
Albergo Diffuso Borgo Santo
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"We had an amazing stay at the monastero di Cortona. The property is absolutely beautiful and impeccably maintained. The pool area is lovely and the views are unbelievable. The staff was super helpful and attentive- gave us recommendations for restaurants (and made reservations for us) and helped us with what to see/ do in Cortona and the surrounding area. The room was perfect and although we didn’t use the spa it looked really nice. I very much enjoyed the breakfast each morning as well. I would 100% stay here again and would recommend it to anyone going to Cortona."
Victoria 3-night trip
Posted less than an hour ago
Monastero di Cortona 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 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?

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 Tenuta Valdipiatta.

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.