Ancaiano Vacation Rentals

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Our top choices for Ancaiano vacation rentals

Residence in Casole d'Elsa

Tenuta Cantona
The price is CA $184
CA $292 total
includes taxes & fees
Apr 1 - Apr 2
Tenuta Cantona
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is CA $227
CA $265 total
includes taxes & fees
Mar 11 - Mar 12
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Townhouse in Siena

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

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (8 reviews)
"Love this town. Location is great "
United States
William
The price is CA $100
CA $118 total
includes taxes & fees
Mar 19 - Mar 20
La Casa di Ines

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is CA $131
CA $151 total
includes taxes & fees
Mar 11 - Mar 12
La Coroncina Lodging

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Aparthotel in Sovicille

Tuscasì Aparthotel
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $83
CA $112 total
includes taxes & fees
Mar 15 - Mar 16
Tuscasì Aparthotel

Cottage in Siena

Fullino Nero
9.6 out of 10, Exceptional, (50 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $139
CA $160 total
includes taxes & fees
Mar 12 - Mar 13
Fullino Nero

Residence in Monteriggioni

Antico Borgo Poggiarello
2.0 star property
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 $348
CA $388 total
includes taxes & fees
Mar 27 - Mar 28
Antico Borgo Poggiarello

Townhouse in Barberino Tavarnelle

Antica Pieve B&B
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is CA $129
CA $180 total
includes taxes & fees
Mar 11 - Mar 12
Antica Pieve B&B

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B

Villa in Monteriggioni

Villa Montecastello
The price is CA $232
CA $260 total
includes taxes & fees
Apr 3 - Apr 4
Villa Montecastello

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (194 reviews)
"Great location"
United Kingdom
Mina
B&B Il Corso
The price is CA $727
CA $868 total
includes taxes & fees
Mar 11 - Mar 12
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

Townhouse in Gaiole in Chianti

L' Eroico
10.0 out of 10, Exceptional, (12 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
L' Eroico

Townhouse in Castelnuovo Berardenga

Villa Curina Resort
9.6 out of 10, Exceptional, (64 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
Villa Curina Resort

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (200 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Residence in Murlo

Bosco della Spina
9.6 out of 10, Exceptional, (169 reviews)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
The price is CA $96
CA $118 total
includes taxes & fees
Mar 16 - Mar 17
Bosco della Spina

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (429 reviews)
"Nice place!"
United States
Pavel
The price is CA $138
CA $158 total
includes taxes & fees
Mar 11 - Mar 12
Siena Vip
9.8 out of 10, Exceptional, (9 reviews)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is CA $346
CA $445 total
includes taxes & fees
Mar 11 - Mar 12
Casa Masoni – Your Elegant and Welcoming Home in Tuscany
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: Visitors like this Ancaiano vacation home rental. It 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 a coffee maker. 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 Stadio Artemio Franchi.

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.