Valli Holiday Rentals

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Our top choices for Valli holiday rentals

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$133
includes taxes & fees
21 Dec - 22 Dec
Tuscasì Aparthotel

The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View
Siena City Centre
9.2 out of 10, Wonderful, (16)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is AU$220
includes taxes & fees
21 Dec - 22 Dec
The Balcony Suite -Piazza del Campo View

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is AU$221
includes taxes & fees
19 Dec - 20 Dec
PALAZZO DEL PAPA

Two Bedroom Apartment

Two Bedroom Apartment
San Gimignano City Centre
9.8 out of 10, Exceptional, (11)
"Very well set up apartment and location was perfect. Parking is a bit of a challenge but if you don’t mind walking you will be ok. "
Canada
Bev P.
The price is AU$319
includes taxes & fees
18 Jan - 19 Jan 2026
Two Bedroom Apartment

Casa Masoni: design apartment with Wi-fi and air conditioning.

Casa Masoni: design apartment with Wi-fi and air conditioning.
Colle val d'Elsa
9.8 out of 10, Exceptional, (9)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is AU$546
includes taxes & fees
18 Jan - 19 Jan 2026
Casa Masoni: design apartment with Wi-fi and air conditioning.

FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA

FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA
Buonconvento
10.0 out of 10, Exceptional, (23)
"Podere Cunina is a little slice of heaven on earth! The most beautiful location and views with warm hospitality and amazing comforts! Honestly the most beautiful place I’ve ever stayed and I can’t wait to come back!"
United States
Rebecca K.
The price is AU$570
includes taxes & fees
19 Dec - 20 Dec
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AU$193
includes taxes & fees
22 Dec - 23 Dec
Palazzo al Torrione 2

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is AU$307
includes taxes & fees
15 Jan - 16 Jan 2026
Residenza d'Epoca Palazzo Borghesi

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Toscana
10.0 out of 10, Exceptional, (1)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
The price is AU$513
includes taxes & fees
23 Dec - 24 Dec
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is AU$269
includes taxes & fees
4 Jan - 5 Jan 2026
Exclusive Stone Tower.

TRA LE MURA-central apartment in Siena

TRA LE MURA-central apartment in Siena
Siena Historical Center
10.0 out of 10, Exceptional, (7)
"This apartment is great! Very spacious and comfortable for our month long stay in Siena. Rooms are big and high ceilings make it feel even bigger. Fantastic location - easy to walk around to all of the city center. We loved our stay here!"
United States
Laura S.
The price is AU$329
includes taxes & fees
7 Jan - 8 Jan 2026
TRA LE MURA-central apartment in Siena

Le Torri2 SanGimignanoApartments

Le Torri2 SanGimignanoApartments
San Gimignano City Centre
10.0 out of 10, Exceptional, (1)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is AU$365
includes taxes & fees
18 Jan - 19 Jan 2026
Le Torri2 SanGimignanoApartments

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
San Rocco A Pilli
9.8 out of 10, Exceptional, (59)
"Excellent home and location. Would highly recommend!!"
United States
Vincent S.
The price is AU$556
includes taxes & fees
19 Dec - 20 Dec
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (2)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is AU$300
includes taxes & fees
20 Dec - 21 Dec
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Old medieval apartment

Old medieval apartment
San Donato
9.8 out of 10, Exceptional, (7)
"It was a cute and spacious apartment in an medieval looking building. The owner (Leonardo) was a very receptive and pleasant person."
Canada
Ali
The price is AU$218
includes taxes & fees
19 Dec - 20 Dec
Old medieval apartment

Le Torri San Gimignano Apartments

Le Torri San Gimignano Apartments
San Gimignano City Centre
8.4 out of 10, Very good, (5)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
United States
Antonio M.
The price is AU$349
includes taxes & fees
28 Dec - 29 Dec
Le Torri San Gimignano Apartments

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveller
The price is AU$202
includes taxes & fees
20 Dec - 21 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Medieval tower experience with private rooftop, San Gimignano

Medieval tower experience with private rooftop, San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (5)
"This was a perfect stop for the once in a lifetime tour of italy "
United States
mark M.
The price is AU$755
includes taxes & fees
9 Jan - 10 Jan 2026
Medieval tower experience with private rooftop, San Gimignano

Casa Ciseri

Casa Ciseri
Siena City Centre
9.8 out of 10, Exceptional, (9)
"Very nice stay!"
United States
Danielle
The price is AU$446
includes taxes & fees
19 Dec - 20 Dec
Casa Ciseri
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 Valli Hotel Reviews

Find out more about Valli

Everything you need to know about Valli holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Valli holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Valli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Valli holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Valli holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Valli holiday rentals we have selected for you start as low as AU$133 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Valli rentals

At Expedia, we put the best Valli holiday 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 Valli 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 Valli holiday.

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

Frequently asked questions

Are there holiday rentals in Valli?

Yes, there are holiday rentals close to the most popular sights in Valli, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Valli speak positively about the beautiful countryside and wineries in this destination. Allow some time to check out the cathedral during your trip.

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

Agriturismo La Ferrozzola: This holiday home rental outside Valli offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Valli?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Val di Merse. In the wider area, you’ll find Fortezza Medicea and Santa Maria della Scala.

What’s a holiday rental in Valli like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Valli. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.