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Villa Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Villa holiday rentals

A stone building with a yellow sign reading "b&b erioico".

1. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is HK$1,184
HK$1,375 total
includes taxes & fees
24 Aug - 25 Aug
L' Eroico
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

2. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is HK$753
HK$864 total
includes taxes & fees
1 Sept - 2 Sept
Mariani Bed & Breakfast
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

3. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is HK$966
HK$1,099 total
includes taxes & fees
28 Aug - 29 Aug
Residenzia del Sogno
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

4. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,267
HK$1,394 total
includes taxes & fees
10 Sept - 11 Sept
Villa di Sotto
A view of a swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

5. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is HK$1,013
HK$1,132 total
includes taxes & fees
1 Sept - 2 Sept
Borgo di Erboli
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

6. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is HK$733
HK$1,460 total
includes taxes & fees
24 Aug - 25 Aug
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

7. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is HK$1,620
HK$1,800 total
includes taxes & fees
24 Aug - 25 Aug
Riserva di Fizzano Residence
A table with breakfast items and a view of rolling hills.

8. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$628
HK$709 total
includes taxes & fees
1 Sept - 2 Sept
Chianti Village Morrocco
A stone building with a garden in front.

9. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is HK$1,968
HK$2,238 total
includes taxes & fees
23 Aug - 24 Aug
Borgo Argenina
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

10. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is HK$772
HK$905 total
includes taxes & fees
17 Sept - 18 Sept
Villa San Filippo
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

11. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is HK$1,043
HK$1,202 total
includes taxes & fees
25 Aug - 26 Aug
Casa Vacanze Squarcialupi
A villa with a swimming pool, outdoor seating, and a tennis court.

12. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is HK$1,423
HK$1,602 total
includes taxes & fees
20 Sept - 21 Sept
Villa Curina Resort
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

13. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is HK$2,494
HK$2,780 total
includes taxes & fees
24 Aug - 25 Aug
Terre di Baccio
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

14. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is HK$657
HK$1,482 total
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
A rustic stone building with a courtyard.

15. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is HK$787
HK$902 total
includes taxes & fees
23 Aug - 24 Aug
Fullino Nero
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

16. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$592
HK$769 total
includes taxes & fees
25 Aug - 26 Aug
Tuscasì Aparthotel
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

17. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is HK$889
HK$997 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
A dining area with a table set for two, featuring a view of greenery through a window.

18. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is HK$1,372
HK$1,546 total
includes taxes & fees
21 Aug - 22 Aug
La Locanda di Pietracupa
A bakery display with pastries and a coffee station.

19. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is HK$926
HK$1,056 total
includes taxes & fees
21 Aug - 22 Aug
B&B Il Corso
A well-lit garden at night with a large moon in the sky, various potted plants, and a neatly trimmed lawn.

20. Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
9.6 out of 10, Exceptional, (81 reviews)
"It was a little tricky finding the villa but worth it. Better instructions would be helpful. The home was lovely. The gardens wonderful. A great respite fromThe city."
United States
Julie H.
The price is HK$1,098
HK$1,263 total
includes taxes & fees
1 Sept - 2 Sept
Villa with large garden in the Chianti hills
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 Villa Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"Had an amazing time. Rooms can be a bit hot at times but everything else was spectacular. Highly recommended"
Gabrielle 3-night trip
Posted 11 hours ago
Borgo Vescine

Find out more about Villa

Search for holiday rentals in Villa on Expedia! You can easily find your home rentals, villas, holiday apartments in Villa using one of the methods below:

  • View our selection of featured holiday rentals in Villa
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  • Enter your travel dates to view the best deals on holiday rentals in Villa while they last

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

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 espresso maker. 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 Alta Val d'Elsa River Park. 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.