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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

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 NT$5,204
NT$6,019 total
includes taxes & fees
Sep 8 - Sep 9
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 NT$2,860
NT$3,293 total
includes taxes & fees
Sep 3 - Sep 4
Mariani Bed & Breakfast
A view of a swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

3. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is NT$3,472
NT$3,893 total
includes taxes & fees
Sep 6 - Sep 7
Borgo di Erboli
A table with breakfast items and a view of rolling hills.

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is NT$2,401
NT$2,714 total
includes taxes & fees
Sep 3 - Sep 4
Chianti Village Morrocco
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

5. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is NT$5,080
NT$5,588 total
includes taxes & fees
Sep 29 - Sep 30
Villa di Sotto
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

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 NT$4,131
NT$4,691 total
includes taxes & fees
Sep 16 - Sep 17
Residenzia del Sogno
A pool area with a water slide and a stage for performances.

7. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (330 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 NT$2,250
NT$2,530 total
includes taxes & fees
Sep 6 - Sep 7
Hu Norcenni Girasole Village
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

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 NT$4,449
NT$5,114 total
includes taxes & fees
Sep 20 - Sep 21
Casa Vacanze Squarcialupi
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

9. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
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 NT$3,343
NT$3,898 total
includes taxes & fees
Sep 21 - Sep 22
Villa San Filippo
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

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 NT$6,227
NT$6,923 total
includes taxes & fees
Sep 8 - Sep 9
Riserva di Fizzano Residence
A villa with a swimming pool, outdoor seating, and a tennis court.

11. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is NT$5,644
NT$6,355 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
A rustic stone building with a courtyard.

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 NT$3,356
NT$3,839 total
includes taxes & fees
Sep 10 - Sep 11
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.

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 NT$2,407
NT$2,757 total
includes taxes & fees
Sep 30 - Oct 1
Tuscasì Aparthotel
A table with two wine glasses, a bottle, and a book.

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 NT$2,168
NT$2,532 total
includes taxes & fees
Oct 1 - Oct 2
Domus il Palio B&B
A market with a sign reading "BAR IL POGGETTO MARKET".

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 NT$1,891
NT$2,190 total
includes taxes & fees
Oct 2 - Oct 3
Camping Village Il Poggetto.
A pool area with a water slide and a stage for performances.

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 NT$3,556
NT$3,967 total
includes taxes & fees
Sep 3 - Sep 4
Villa Norcenni Aparthotel
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

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 NT$9,633
NT$10,743 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

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 NT$2,890
NT$3,326 total
includes taxes & fees
Sep 9 - Sep 10
Villa Fontis Rapolano
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

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 NT$2,640
NT$5,958 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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 11 hours ago
Borgo Scopeto Wine & Country Relais

Find out more about Villa

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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.