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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Cennina holiday rentals

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (37 reviews)
"Great spot"
Canada
Philippe
The price is 4.529.981 ₫
4.982.979 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Villa di Sotto
Aerial view

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is 4.646.960 ₫
5.232.821 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Villa Curina Resort
Exterior

3. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (14 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 3.745.235 ₫
4.361.722 ₫ total
includes taxes & fees
9 Aug - 10 Aug
L' Eroico
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

4. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is 3.378.327 ₫
3.776.742 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Erboli
Interior

5. 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 2.326.148 ₫
2.679.745 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Villa Fontis Rapolano
Exterior

6. 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 3.107.029 ₫
3.417.732 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Locanda Antico Borgo
Property entrance

7. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is 3.299.473 ₫
3.629.451 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Palazzo Tarlati Residenza d'Epoca
Front of property

8. 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 2.565.122 ₫
2.973.090 ₫ total
includes taxes & fees
28 Aug - 29 Aug
RESIDENCE LECCIO
Lunch and dinner served

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is 6.530.261 ₫
7.304.269 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Castello di Gargonza
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

10. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 3.374.726 ₫
3.833.363 ₫ total
includes taxes & fees
9 Aug - 10 Aug
DormiVeglia B&B
Exterior

11. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is 2.707.628 ₫
3.069.265 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hu Norcenni Girasole Village
Lobby

12. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 5.093.604 ₫
5.602.964 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Villa Cassia di Baccano
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

13. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is 4.355.340 ₫
4.881.610 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Casa Vacanze Le Fornaci
Exterior

14. 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 6.984.898 ₫
7.925.718 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Borgo Argenina
Front of property

15. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is 4.653.955 ₫
5.119.229 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Relais Villa Belpoggio - Residenza d'Epoca
Front of property

16. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (32 reviews)
"Merci à Michele pour son accueil et la qualité de son hébergement. Tout était parfait. Localisation parfaite pour les Crete Sienese et Val d’Orcia. Très recommandé pour les familles. Nous reviendrons au Pozzo avec grand plaisir."
France
François
The price is 2.850.135 ₫
3.256.313 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Podere La Chiusella
Interior detail

17. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is 3.196.943 ₫
4.546.420 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Castello di Modanella
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

18. 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 2.456.594 ₫
5.216.431 ₫ total
includes taxes & fees
30 Aug - 31 Aug
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 Cennina Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"
Chris 1-night trip
Posted 1 day ago
Palazzo Ravizza

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.