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Ancaiano Vacation Rentals

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Our top choices for Ancaiano vacation rentals

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (33 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is CA $223
CA $245 total
includes taxes & fees
Jul 10 - Jul 11
Villa di Sotto

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is CA $104
CA $125 total
includes taxes & fees
Jun 26 - Jun 27
Villa San Filippo

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is CA $200
CA $233 total
includes taxes & fees
Jul 11 - Jul 12
L' Eroico

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Pleasant place"
France
Claude
The price is CA $172
CA $196 total
includes taxes & fees
Jun 21 - Jun 22
A Casa Mastacchi

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is CA $329
CA $365 total
includes taxes & fees
Jun 27 - Jun 28
Riserva di Fizzano Residence

B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (204 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is CA $148
CA $169 total
includes taxes & fees
Jul 3 - Jul 4
B&B Il Corso

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"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 CA $260
CA $291 total
includes taxes & fees
Jun 30 - Jul 1
Villa Montecastello

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
The price is CA $143
CA $164 total
includes taxes & fees
Jun 18 - Jun 19
Il Pozzo di Sant'Andrea

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (114 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $121
CA $136 total
includes taxes & fees
Jun 21 - Jun 22
Chianti Village Morrocco

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is CA $72
CA $82 total
includes taxes & fees
Jun 21 - Jun 22
Sportland

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is CA $240
CA $270 total
includes taxes & fees
Jun 21 - Jun 22
La Locanda di Pietracupa

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is CA $206
CA $230 total
includes taxes & fees
Jun 27 - Jun 28
Palazzo Pacini

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (246 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is CA $172
CA $196 total
includes taxes & fees
Jul 8 - Jul 9
La Terrazza Sul Campo Rooming House

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (91 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 CA $96
CA $112 total
includes taxes & fees
Jul 3 - Jul 4
Domus il Palio B&B

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is CA $369
CA $419 total
includes taxes & fees
Jun 16 - Jun 17
Borgo Argenina

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (67 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is CA $186
CA $218 total
includes taxes & fees
Jun 21 - Jun 22
Villa Curina Resort

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is CA $227
CA $255 total
includes taxes & fees
Jun 17 - Jun 18
Antico Borgo Poggiarello

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (212 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is CA $178
CA $202 total
includes taxes & fees
Jul 13 - Jul 14
Il Battistero Siena - Residenza d'Epoca

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (172 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is CA $149
CA $176 total
includes taxes & fees
Jun 24 - Jun 25
Bosco della Spina

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is CA $191
CA $215 total
includes taxes & fees
Jun 21 - Jun 22
Casa di Campagna 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 Ancaiano Hotel Reviews

Find out more about Ancaiano

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ancaiano. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Ancaiano?

Yes, you can find vacation rentals close to the most popular local attractions in Ancaiano, or you can select a more remote option if you're looking for a relaxing stay.

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

Borgo Argiano: You might want to consider this vacation rental near Ancaiano, which 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 an electric kettle. You can relax into your vacation 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 Alta Val d'Elsa River Park. In the larger area, you’ll find Fortezza Medicea and Basilica di San Domenico.

What are vacation rentals like in Ancaiano?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Ancaiano. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.