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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cennina holiday rentals

A table with two wine glasses, a bottle, and a book.

1. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is 1.855.046 ₫
2.159.881 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Domus il Palio B&B
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is 4.095.156 ₫
5.697.976 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Villa di Sotto
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

3. 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 2.290.281 ₫
2.638.425 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Villa Fontis Rapolano

4. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is 2.241.650 ₫
2.644.489 ₫ total
includes taxes & fees
12 Oct - 13 Oct
iConic Wellness Resort
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

5. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 6.429.573 ₫
7.191.646 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Castello di Gargonza
A stone building with a sloped roof, a small porch, and a gravel driveway.

6. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is 2.780.623 ₫
3.178.015 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Podere La Chiusella
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

7. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.086.926 ₫
2.444.782 ₫ total
includes taxes & fees
8 Oct - 9 Oct
RESIDENCE LECCIO
A bakery display with pastries and a coffee station.

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is 3.014.284 ₫
3.434.828 ₫ total
includes taxes & fees
30 Sept - 1 Oct
B&B Il Corso
A traditional stone building with a courtyard, a staircase, and potted plants.

9. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.715.581 ₫
3.106.469 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A villa with a swimming pool, outdoor seating, and a tennis court.

10. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is 4.485.061 ₫
5.052.897 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Villa Curina Resort
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

11. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is 2.870.405 ₫
3.276.561 ₫ total
includes taxes & fees
21 Oct - 22 Oct
ApartHotel Anghel
An arched stone bridge with a white building on the right, featuring a balcony with plants.

12. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is 3.059.123 ₫
3.365.035 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Locanda Antico Borgo
A view of a historic town with prominent buildings and a church tower.

13. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (193 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is 2.440.850 ₫
2.863.931 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

14. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.314.646 ₫
2.665.227 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

15. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is 3.378.868 ₫
3.836.085 ₫ total
includes taxes & fees
25 Sept - 26 Sept
A Casa Mastacchi
A room with a bed, a leather sofa, and a window with a view of a building outside.

16. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (103 reviews)
"Great location."
Canada
Marie-Christine
The price is 1.948.510 ₫
2.524.533 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Al Mercato B&B
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

17. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.160.336 ₫
2.495.486 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Artisti del Cavallo Tourism
A stone building with a garden in front.

18. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is 4.534.556 ₫
5.226.673 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Borgo Argenina
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 Cennina Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This hotel is well maintained and delicious breakfast. Great location to walk to everything in Siena"
Christian 2-night trip
Posted 17 hours ago
Hotel Chiusarelli

Frequently asked questions

Can I find a holiday rental in Cennina?

Yes, there are holiday rentals close to the most popular sights in Cennina, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Cennina?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. In the wider area, you’ll find Villa a Sesta Polo Club and Castle of Brolio.

What’s a holiday rental in Cennina like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cennina. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of 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 an attractive choice for a family trip or a small group gathering.