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Villa Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Villa vacation rentals

Exterior

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 P10,204
P11,801 total
includes taxes & fees
Sep 8 - Sep 9
L' Eroico
Lounge

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 P5,980
P6,867 total
includes taxes & fees
Sep 1 - Sep 2
Mariani Bed & Breakfast
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

3. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P6,807
P7,632 total
includes taxes & fees
Sep 1 - Sep 2
Borgo di Erboli
View from room

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P5,394
P6,078 total
includes taxes & fees
Sep 7 - Sep 8
Chianti Village Morrocco
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

5. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is P9,985
P10,984 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

6. 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 P8,098
P9,197 total
includes taxes & fees
Sep 27 - Sep 28
Residenzia del Sogno
Exterior

7. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"An amazing site with stunning views across the Tuscan mountains. Everything you need for a perfect family holiday."
United Kingdom
Hannah
The price is P4,411
P4,961 total
includes taxes & fees
Sep 1 - Sep 2
Hu Norcenni Girasole Village
Terrace/patio

8. 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 P8,746
P10,053 total
includes taxes & fees
Sep 13 - Sep 14
Casa Vacanze Squarcialupi
Garden view

9. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (51 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is P5,012
P5,946 total
includes taxes & fees
Sep 21 - Sep 22
Villa San Filippo
Aerial view

10. 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 P12,393
P13,777 total
includes taxes & fees
Sep 8 - Sep 9
Riserva di Fizzano Residence
Aerial view

11. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is P11,065
P12,460 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
Terrace/patio

12. 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 P6,852
P7,826 total
includes taxes & fees
Sep 1 - Sep 2
Fullino Nero
Premium bedding, down comforters, pillowtop beds, desk

13. 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 P4,645
P6,047 total
includes taxes & fees
Sep 2 - Sep 3
Tuscasì Aparthotel
Property grounds

14. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is P4,262
P4,977 total
includes taxes & fees
Oct 1 - Oct 2
Domus il Palio B&B
Property amenity

15. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very Good, (76 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is P3,954
P4,566 total
includes taxes & fees
Sep 1 - Sep 2
Camping Village Il Poggetto.
Exterior

16. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (23 reviews)
"It was clean and safe."
United Kingdom
Laka
The price is P4,411
P4,961 total
includes taxes & fees
Sep 1 - Sep 2
Villa Norcenni Aparthotel
Free daily buffet breakfast

17. 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 P19,121
P21,322 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Interior

18. 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
The price is P5,666
P6,521 total
includes taxes & fees
Sep 9 - Sep 10
Villa Fontis Rapolano
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

19. 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 P5,175
P11,680 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
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

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great place."
Pari 3-night trip
Posted 3 hours ago
Villa I Barronci Resort & Spa

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
  • Use the map to find apartments and other holiday homes in the Villa neighbourhood you prefer
  • 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 vacation rental in Villa?

Yes, there are vacation rentals near popular local attractions in Villa, or you can go with a 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 coffeehouses and cathedral.

What's the top vacation rental in Villa?

Borgo Argiano: This vacation home rental outside of Villa is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation 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 larger area, you’ll find Castello di Radda Winery and Castello di Albola.

What’s a vacation rental in Villa like?

Vacation rentals are private properties you can book for a couple of days or more in Villa. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.