Villa Holiday Rentals from €65: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Villa has to offer?

Borgo Argiano : This holiday home rental outside of Villa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Villa

"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."

includes taxes & fees

13 Sept - 14 Sept

"Great friendly fun camp site"

"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."

includes taxes & fees

24 Aug - 25 Aug

Panoramic Suite, City View | View from room

"Beautiful, unique property in central Siena. Sonia at reception was excellent! "

includes taxes & fees

22 Aug - 23 Aug

"Beautiful place!! For sure I will come back!! "

includes taxes & fees

26 Aug - 27 Aug

"Excellent staffing, nice facility and great location"

includes taxes & fees

18 Aug - 19 Aug

"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "

includes taxes & fees

25 Aug - 26 Aug

"Safe, great proximity to Siena without being too close, nice pool."

Grand Apartment with Garden | Private kitchen

"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."

Seasonal outdoor pool, pool umbrellas, pool loungers

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

"Very clean and comfortable accommodations. Beautiful view of the countryside!"

includes taxes & fees

17 Aug - 18 Aug

includes taxes & fees

17 Aug - 18 Aug

Outdoor pool, pool umbrellas, pool loungers

"Staff is lovely and very helpful. "

includes taxes & fees

27 Aug - 28 Aug

"We stayed 2 nights and loved it! We have a 2 bedroom , 2 bath apartment and it was so spacious. We enjoyed the kind staff and the breakfast had a lot of choices. It was great"

"Quaint, authentic and comfy. "

"Very comfortable stay. "

includes taxes & fees

31 Aug - 1 Sept

"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."

includes taxes & fees

5 Sept - 6 Sept

"Beautifully maintained with all necessary amenities. Surprised to find fresh food and wine/ drinks at the house when we arrived with fresh cheese and homemade olive oil. Tommaso is a fantastic host would highly recommend"

"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."

includes taxes & fees

7 Sept - 8 Sept

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Villa Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Great hotel and lovely staff in a perfect location. Will book here again next time in Siena "

Hotel Athena

10/10 Excellent

"We stayed here Aug 2025, coming in from Florence. Siena is absolutely gorgeous and Hotel Athena was the perfect hotel to explore the area. The hotel itself was very nice, updated, good sized rooms with nice bathroom. Tea kettle in the room and water in the fridge (at no extra cost) was appreciated after long days on the hills of the town. We dined at the rooftop restaurant twice and the food was excellent, views were unbelievable. As to the hotel staff- I can’t give them enough stars! The front desk staff were so welcoming and helped us arrange a day tour, figure out our return to the train station etc. The restaurant staff was also very good and always checked on us. Oh- the breakfast buffet can’t be missed. Well worth it and no extra charge. Excellent hotel- highly recommend "

Poderi Arcangelo

10/10 Excellent

"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic local flavours that made each meal a highlight. The staff were warm, welcoming and always tried their best to help, adding to the charm of the place. The location is perfect for exploring nearby treasures such as San Gimignano itself, Certaldo, and Volterra. One thing to note – a hire car is essential. Public transport is virtually non-existent here; we couldn’t get a bus at all and taxis, while available, were scarce and very expensive – we spent €400 on just three journeys. This isn’t the hotel’s fault, though it would have been helpful to know in advance. Also, while the property is beautiful, there’s no real indoor bar area for relaxing before or after dinner. There is an outdoor bar, but it only opens on weekends and closes at 18:00, so an early evening drink isn’t always possible. Despite this, we had seven days of bliss and would return in a heartbeat – next time with a hire car, ready to explore every corner of this stunning part of Tuscany. "

Palazzo Ravizza

10/10 Excellent

"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with me for a very long time. "

Find out more about Villa

Everything you need to know about Villa 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 Villa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Villa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Villa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Villa. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Villa 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 Villa holiday rentals we have selected for you start as low as €65 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Villa rentals

At Expedia, we put the best Villa 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 Villa 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 Villa 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 Villa. 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

Can I find a holiday rental in Villa?

Yes, there are holiday rentals close to the most popular sights in Villa, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Villa speak positively about the beautiful countryside and wineries in this destination. While you're in the area, you can also enjoy the charming coffee shops and cathedral.

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

Borgo Argiano: This holiday home rental outside of Villa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

What’s there to see and do in Villa?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Sentierelsa Trail. In the wider area, you’ll find Castello di Radda Winery and Castello di Albola.

What’s a holiday rental in Villa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Villa. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Villa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Villa

Camping Boschetto Di Piemma

Hu Norcenni Girasole Village

ApartHotel Anghel

Residenza d'Epoca Palazzo Borghesi

Relais Villa Olmo

Il Battistero Siena - Residenza d'Epoca

Camping Village Il Poggetto

Camping Siena Colleverde

Regis Condo

Villa San Filippo

Tuscasì Aparthotel

La Casa di Ines

Chianti Village Morrocco

Villa Il Palagio

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

Borgo Argiano

Riserva di Fizzano Residence

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Relais Villa Belvedere

Top Villa Hotel Reviews

Hotel Chiusarelli

Hotel Borgo di Cortefreda Relais

Hotel Athena

Poderi Arcangelo

Palazzo Ravizza

La Certosa di Pontignano

Hotel Certosa Di Maggiano

Grand Hotel Continental Siena – Starhotels Collezione

Villa Scacciapensieri Boutique Hotel

Find out more about Villa

Frequently asked questions