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Cennina 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 Cennina vacation rentals

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

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is P10,035
P11,038 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
Exterior

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 P7,446
P8,191 total
includes taxes & fees
Sep 6 - Sep 7
Locanda Antico Borgo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

3. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P6,840
P7,669 total
includes taxes & fees
Sep 21 - Sep 22
Borgo di Erboli
Interior

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 P5,708
P6,570 total
includes taxes & fees
Sep 13 - Sep 14
Villa Fontis Rapolano
Aerial view

5. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (76 reviews)
"Beautiful property"
Canada
Mary
The price is P10,591
P11,941 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort
Property entrance

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 P7,908
P8,698 total
includes taxes & fees
Sep 17 - Sep 18
Palazzo Tarlati Residenza d'Epoca
Exterior

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 P10,254
P11,860 total
includes taxes & fees
Sep 23 - Sep 24
L' Eroico
Private spa tub

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 P7,155
P8,452 total
includes taxes & fees
Oct 4 - Oct 5
DormiVeglia B&B
Lobby

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 P13,213
P17,441 total
includes taxes & fees
Sep 7 - Sep 8
Villa Cassia di Baccano
Front of property

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 P6,774
P7,742 total
includes taxes & fees
Sep 7 - Sep 8
Podere La Chiusella
Lunch and dinner served

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 P15,691
P17,550 total
includes taxes & fees
Sep 7 - Sep 8
Castello di Gargonza
View from room

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 P9,038
P10,160 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Fornaci
Interior detail

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 P6,778
P9,927 total
includes taxes & fees
Oct 1 - Oct 2
Castello di Modanella
Exterior

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 P3,761
P4,246 total
includes taxes & fees
Sep 9 - Sep 10
Hu Norcenni Girasole Village
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 P10,505
P11,555 total
includes taxes & fees
Sep 28 - Sep 29
Relais Villa Belpoggio - Residenza d'Epoca
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

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 P5,214
P11,768 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
Property grounds

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 P4,294
P5,014 total
includes taxes & fees
Oct 1 - Oct 2
Domus il Palio B&B
Property grounds

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 P9,344
P10,569 total
includes taxes & fees
Oct 5 - Oct 6
La Murata
Lounge

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 P5,649
P6,504 total
includes taxes & fees
Sep 9 - Sep 10
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.
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Top Cennina Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 2 hours ago
Fattoria di Vegi

Find out more about Cennina

Search for holiday rentals in Cennina on Expedia! You can easily find your home rentals, villas, holiday apartments in Cennina using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Cennina?

Yes, you can find vacation rentals close to the most popular sights in Cennina, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Cennina has to offer?

Borgo Argiano: This vacation home near Cennina 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 kitchenware. You can relax into your vacation 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 larger area, you’ll find Villa a Sesta Polo Club and Castle of Brolio.

What’s a vacation rental in Cennina like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Cennina. Vacation rentals offer 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 safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.