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Cennina Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Cennina holiday rentals

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is S$236
includes taxes & fees
21 Oct - 22 Oct
Villa di Sotto
A villa with a swimming pool, outdoor seating, and a tennis court.

2. 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 S$212
includes taxes & fees
21 Oct - 22 Oct
Villa Curina Resort
An arched stone bridge with a white building on the right, featuring a balcony with plants.

3. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 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 S$151
includes taxes & fees
26 Oct - 27 Oct
Locanda Antico Borgo
A stone building with a yellow sign reading "b&b erioico".

4. 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 S$193
includes taxes & fees
17 Nov - 18 Nov
L' Eroico
A cozy living room with a stone wall, a wine rack, and two sofas.

5. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is S$162
includes taxes & fees
28 Oct - 29 Oct
Villa Cassia di Baccano
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is S$149
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

7. 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 S$126
includes taxes & fees
22 Oct - 23 Oct
Villa Fontis Rapolano
A stone building with a garden in front.

8. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$261
includes taxes & fees
26 Oct - 27 Oct
Borgo Argenina
A stone building with a sloped roof, a small porch, and a gravel driveway.

9. 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 S$153
includes taxes & fees
21 Oct - 22 Oct
Podere La Chiusella
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

10. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 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 S$347
includes taxes & fees
21 Oct - 22 Oct
Castello di Gargonza
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

11. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is S$166
includes taxes & fees
20 Nov - 21 Nov
Casa Vacanze Le Fornaci
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

12. 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 S$203
includes taxes & fees
28 Oct - 29 Oct
Relais Villa Belpoggio - Residenza d'Epoca
Property entrance

13. 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 S$230
includes taxes & fees
1 Nov - 2 Nov
Palazzo Tarlati Residenza d'Epoca
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

14. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is S$181
includes taxes & fees
23 Oct - 24 Oct
La Murata
Pool

15. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is S$113
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
An arched stone gateway leading to a pathway lined with potted plants and lights.

16. 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 S$177
includes taxes & fees
25 Oct - 26 Oct
Castello di Modanella
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

17. 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 S$123
includes taxes & fees
20 Nov - 21 Nov
RESIDENCE LECCIO
A hot tub with two people, surrounded by trees and a wooden deck.

18. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is S$343
includes taxes & fees
22 Oct - 23 Oct
2 Cuori e 1 Yurta Glamping in Toscana
A hotel room with a bed, a bedside table, a mirror, and a ceiling with wooden beams.

19. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (3 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is S$122
includes taxes & fees
22 Oct - 23 Oct
Limehome Arezzo Duomo
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

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great location and very helpful staff"
Edward 2-night trip
Posted 16 hours ago
Il Chiostro del Carmine

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 are some of the best holiday rentals that Cennina has to offer?

Borgo Argiano: This holiday home rental outside of Cennina 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 kitchenware. You can relax into your holiday with a garden and a library.

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.