Default HTG hotel image

Cennina Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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, (38 reviews)
"Great spot"
Canada
Philippe
The price is S$224
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
An arched stone bridge with a white building on the right, featuring a balcony with plants.

2. 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 S$165
includes taxes & fees
16 Sept - 17 Sept
Locanda Antico Borgo
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 S$147
includes taxes & fees
13 Sept - 14 Sept
Borgo di Erboli
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. 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$131
includes taxes & fees
9 Sept - 10 Sept
Villa Fontis Rapolano
A villa with a swimming pool, outdoor seating, and a tennis court.

5. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (76 reviews)
"Beautiful property"
Canada
Mary
The price is S$226
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort

6. 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$177
includes taxes & fees
16 Sept - 17 Sept
Palazzo Tarlati Residenza d'Epoca
A stone building with a yellow sign reading "b&b erioico".

7. 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$241
includes taxes & fees
27 Sept - 28 Sept
L' Eroico
A spa area with a stone-walled arch, a hot tub, and a small window.

8. 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 S$165
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B
A cozy living room with a stone wall, a wine rack, and two sofas.

9. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (25 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is S$352
includes taxes & fees
17 Sept - 18 Sept
Villa Cassia di Baccano
A stone building with a sloped roof, a small porch, and a gravel driveway.

10. 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$155
includes taxes & fees
5 Oct - 6 Oct
Podere La Chiusella
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

11. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is S$335
includes taxes & fees
23 Sept - 24 Sept
Castello di Gargonza
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

12. 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$206
includes taxes & fees
4 Oct - 5 Oct
Casa Vacanze Le Fornaci
An arched stone gateway leading to a pathway lined with potted plants and lights.

13. 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$201
includes taxes & fees
1 Oct - 2 Oct
Castello di Modanella
A pool area with a water slide and a stage for performances.

14. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (331 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
The price is S$81
includes taxes & fees
9 Sept - 10 Sept
Hu Norcenni Girasole Village
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

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 S$234
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Belpoggio - Residenza d'Epoca
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

16. 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 S$239
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
A table with two wine glasses, a bottle, and a book.

17. 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 S$100
includes taxes & fees
5 Oct - 6 Oct
Domus il Palio B&B
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

18. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 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$214
includes taxes & fees
5 Oct - 6 Oct
La Murata
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

19. 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 S$127
includes taxes & fees
9 Sept - 10 Sept
Mariani Bed & Breakfast
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cennina Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Elegant, well appointed. Having a balcony was wonderful. Nice bar and restaurant."
Kyle 3-night trip
Posted 8 hours ago
Hotel Athena

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.