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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
$87 nightly
The price is $99
Nov 9 - Nov 10
Total with taxes and fees
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
$243 nightly
The price is $272
Oct 12 - Oct 13
Total with taxes and fees
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
$242 nightly
The price is $270
Oct 12 - Oct 13
Total with taxes and fees
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
$119 nightly
The price is $135
Oct 14 - Oct 15
Total with taxes and fees
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
$103 nightly
The price is $117
Oct 14 - Oct 15
Total with taxes and fees
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
$122 nightly
The price is $139
Oct 25 - Oct 26
Total with taxes and fees
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
$81 nightly
The price is $94
Oct 22 - Oct 23
Total with taxes and fees
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
$74 nightly
The price is $87
Nov 2 - Nov 3
Total with taxes and fees
RESIDENCE LECCIO
A garden with a large metal sculpture, a brick structure, and a pergola.

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
$128 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
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
$448 nightly
The price is $497
Nov 2 - Nov 3
Total with taxes and fees
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
$80 nightly
The price is $92
Oct 19 - Oct 20
Total with taxes and fees
Villa Fontis Rapolano
A stone building with a balcony, surrounded by lush greenery and flowering plants.

12. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (72 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
$173 nightly
The price is $176
Oct 12 - Oct 13
Total with taxes and fees
Il Poggio dell'Eremita
A poolside area with two glasses of water, candles, and a stone pathway.

13. 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
$170 nightly
The price is $192
Oct 12 - Oct 13
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
A stone building with a gravel driveway and lush greenery.

14. 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
$203 nightly
The price is $227
Oct 22 - Oct 23
Total with taxes and fees
Luxury resort in the Tuscan countryside
A crowded restaurant with brick walls and multiple tables and chairs.

15. 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
$178 nightly
The price is $200
Nov 3 - Nov 4
Total with taxes and fees
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

16. 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
$181 nightly
The price is $204
Nov 11 - Nov 12
Total with taxes and fees
Delcorto Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

17. 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
$105 nightly
The price is $120
Nov 1 - Nov 2
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
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
$137 nightly
The price is $155
Oct 17 - Oct 18
Total with taxes and fees
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

19. 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
$79 nightly
The price is $91
Oct 13 - Oct 14
Total with taxes and fees
Residenza Fabroni
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

20. 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
$123 nightly
The price is $139
Oct 27 - Oct 28
Total with taxes and fees
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

Everything you need to know about Guazzino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Guazzino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Guazzino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Guazzino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guazzino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Guazzino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Guazzino rentals

At Expedia, we put the best Guazzino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Guazzino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Guazzino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guazzino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 are some of the best vacation rentals in Guazzino?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental outside of Guazzino is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.