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Cennina Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Cennina vacation 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 AED 573
AED 798 total
includes taxes & fees
1 Oct - 2 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 AED 569
AED 643 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A stone building with a yellow sign reading "b&b erioico".

3. 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 AED 550
AED 639 total
includes taxes & fees
21 Oct - 22 Oct
L' Eroico
An arched stone bridge with a white building on the right, featuring a balcony with plants.

4. 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 AED 429
AED 472 total
includes taxes & fees
1 Oct - 2 Oct
Locanda Antico Borgo
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

5. 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 AED 461
AED 520 total
includes taxes & fees
30 Sep - 1 Oct
Casa Vacanze Le Fornaci
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 AED 456
AED 501 total
includes taxes & fees
2 Oct - 3 Oct
Palazzo Tarlati Residenza d'Epoca
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 AED 315
AED 363 total
includes taxes & fees
30 Sep - 1 Oct
Villa Fontis Rapolano
A stone building with a sloped roof, a small porch, and a gravel driveway.

8. 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 AED 370
AED 424 total
includes taxes & fees
30 Sep - 1 Oct
Podere La Chiusella
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, (26 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AED 476
AED 691 total
includes taxes & fees
10 Oct - 11 Oct
Villa Cassia di Baccano
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

10. Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3 reviews)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is AED 230
AED 472 total
includes taxes & fees
5 Oct - 6 Oct
Cennano Suite - enter apartment
A covered patio with a wooden table and chairs, stone walls, and a view of a garden.

11. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Guido og Angela var helt fantastiske værter og deres medhjælper sørgede godt for os med friske grøntsager fra haven. Poolen var perfekt og altid ren og pæn. For os var det helt perfekt vi kun var to familier og at der var ro Cons: Vi har ingen kritik punkter ☺️"
Denmark
Anonymous traveler
The price is AED 1,479
AED 1,658 total
includes taxes & fees
30 Sep - 1 Oct
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
A spa area with a stone-walled arch, a hot tub, and a small window.

12. 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 AED 387
AED 442 total
includes taxes & fees
13 Oct - 14 Oct
DormiVeglia B&B
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

13. 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 AED 902
AED 1,009 total
includes taxes & fees
1 Oct - 2 Oct
Castello di Gargonza
A stone building with a garden in front.

14. 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 AED 965
AED 1,095 total
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
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 AED 574
AED 631 total
includes taxes & fees
14 Oct - 15 Oct
Relais Villa Belpoggio - Residenza d'Epoca
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 AED 332
AED 508 total
includes taxes & fees
30 Sep - 1 Oct
Castello di Modanella
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

17. 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 AED 513
AED 581 total
includes taxes & fees
26 Oct - 27 Oct
La Murata
A pool area with a water slide and a stage for performances.

18. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
The price is AED 232
AED 261 total
includes taxes & fees
30 Sep - 1 Oct
Hu Norcenni Girasole Village
Pool

19. 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 AED 277
AED 330 total
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
A hot tub with two people, surrounded by trees and a wooden deck.

20. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is AED 923
AED 1,040 total
includes taxes & fees
18 Oct - 19 Oct
2 Cuori e 1 Yurta Glamping in Toscana
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
"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."
Peter 2-night trip
Posted 3 hours ago
Fattoria di Vegi

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 rental 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.