Default HTG hotel image

Ancaiano 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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Ancaiano holiday rentals

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

1. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$106
includes taxes & fees
20 Nov - 21 Nov
Tuscasì Aparthotel
A stone courtyard with a bench, potted plants, and a building in the background.

2. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is S$121
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

3. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is S$81
includes taxes & fees
9 Nov - 10 Nov
ApartHotel Anghel
A traditional stone building with a courtyard, a staircase, and potted plants.

4. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Outdoor pool

5. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is S$190
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
A bedroom with a bed, bedside table, and a window with a view of greenery.

6. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is S$137
includes taxes & fees
16 Nov - 17 Nov
La Coroncina Lodging
A rustic stone building with a courtyard.

7. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (60 reviews)
"Very nice place close to"
Canada
Annie
The price is S$155
includes taxes & fees
6 Nov - 7 Nov
Fullino Nero
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$155
includes taxes & fees
3 Dec - 4 Dec
Palazzo Pacini
A stone building with a tiled roof, a brick pathway, and a small grassy area.

9. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
Le Mascie Country House
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

10. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is S$142
includes taxes & fees
8 Nov - 9 Nov
Guild Living Siena Senior Resort & Residence
A villa with a swimming pool, outdoor seating, and a tennis court.

11. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (84 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
Villa Curina Resort
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

12. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
Bosco della Spina
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

13. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is S$453
includes taxes & fees
16 Nov - 17 Nov
Villa Montecastello
A stone building with a sign reading "Reception Antica Fonte".

14. Antica Fonte Residenza di Siena

Antica Fonte Residenza di Siena
Siena
6.0 out of 10, (2 reviews)
"Not very good hosts. They don’t speak English and they don’t help accomodate guests for issues out of their control. I would stay away very poor customer service "
Australia
Geoffrey
The price is S$140
includes taxes & fees
8 Nov - 9 Nov
Antica Fonte Residenza di Siena
A stone building with a garden in front.

15. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (30 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
Borgo Argenina
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

16. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is S$183
includes taxes & fees
26 Nov - 27 Nov
Agriturismo La Ferrozzola
A garden with a stone pathway, wooden benches, and various potted plants.

17. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (88 reviews)
"friendly staff, gorgeous property"
United States
Heidi
Antico Borgo il Cardino
A reception desk with the word "SPORTLAND" prominently displayed.

18. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is S$70
includes taxes & fees
8 Nov - 9 Nov
Sportland
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is S$97
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A building with a sign reading 'Villa Le Camelie' and multiple flags.

20. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is S$120
includes taxes & fees
3 Nov - 4 Nov
Villa le Camelie Siena
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 Ancaiano Hotel Reviews

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme

10/10 Excellent
"It is a beautiful and well maintained property. The room was outdated but spacious"
Ryan 1-night trip
Posted 9 hours ago
La Certosa di Pontignano - Place of Charme

Frequently asked questions

Can I find a holiday rental in Ancaiano?

Yes, there are holiday rentals close to the most popular sights in Ancaiano, 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 Ancaiano has to offer?

Borgo Argiano: This holiday home rental outside of Ancaiano 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 can I see and do in Ancaiano?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Val di Merse. In the wider area, you’ll find Fortezza Medicea and Basilica di San Domenico.

What are holiday rentals like in Ancaiano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ancaiano. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.