San Rocco a Pilli Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for San Rocco a Pilli vacation rentals

Premium bedding, down comforters, pillowtop beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
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
$78 nightly
The price is $89
May 10 - May 11
Total with taxes and fees
Tuscasì Aparthotel
Exterior

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
$164 nightly
The price is $190
May 23 - May 24
Total with taxes and fees
L' Eroico
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$169 nightly
The price is $189
May 14 - May 15
Total with taxes and fees
Villa Montecastello
1 bedroom, free WiFi, bed sheets

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
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.
$212 nightly
The price is $218
May 12 - May 13
Total with taxes and fees
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Exterior

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
$102 nightly
The price is $116
May 17 - May 18
Total with taxes and fees
Il Pozzo di Sant'Andrea
Seasonal outdoor pool, sun loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
$148 nightly
The price is $166
May 12 - May 13
Total with taxes and fees
Residence Arianna
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
$224 nightly
The price is $253
May 18 - May 19
Total with taxes and fees
Albergo Diffuso Borgo Santo
Food court

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
$177 nightly
The price is $199
May 9 - May 10
Total with taxes and fees
Antico Borgo Poggiarello
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
$141 nightly
The price is $160
May 26 - May 27
Total with taxes and fees
B&B Le Scalette di Piazza
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
$102 nightly
The price is $117
May 18 - May 19
Total with taxes and fees
Fullino Nero
Interior detail

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
$157 nightly
The price is $178
May 29 - May 30
Total with taxes and fees
La Coroncina Lodging
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (108 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
$106 nightly
The price is $125
May 14 - May 15
Total with taxes and fees
Idolina Guest House
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 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
$162 nightly
The price is $179
May 16 - May 17
Total with taxes and fees
Villa di Sotto
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very Good, (53 reviews)
"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "
United Kingdom
Rachel
$128 nightly
The price is $145
May 9 - May 10
Total with taxes and fees
Villa Rosa Panzano
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
$187 nightly
The price is $208
May 17 - May 18
Total with taxes and fees
Riserva di Fizzano Residence
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent B&B, very helpful host"
United States
Anushya
$119 nightly
The price is $135
May 26 - May 27
Total with taxes and fees
B&B Il Corso
Exterior

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
$75 nightly
The price is $85
May 24 - May 25
Total with taxes and fees
Country House il Ciliegio
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
$338 nightly
The price is $384
May 20 - May 21
Total with taxes and fees
Borgo Lucignanello Bandini
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$52 nightly
The price is $59
May 10 - May 11
Total with taxes and fees
Sportland
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 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
$115 nightly
The price is $130
May 17 - May 18
Total with taxes and fees
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 San Rocco a Pilli Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Positives: Easy check-in; on-site parking; convenient location just outside the no-traffic zone; good bed; good breakfast; pleasant old-world ambiance. Suggestions: 1. Give guests the ability to turn on air-conditioning even in colder weather in order to circulate air in the room. Without air, the room gets stuffy (and you can't leave the windows open because of the traffic noise). 2. Add a dresser with drawers."
Robert 2-night trip
Posted 1 day ago
Hotel Chiusarelli

Find out more about San Rocco a Pilli

Everything you need to know about San Rocco a Pilli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Rocco a Pilli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Rocco a Pilli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Rocco a Pilli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Rocco a Pilli. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Rocco a Pilli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $54 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Rocco a Pilli rentals

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Frequently asked questions

Are there vacation rentals in San Rocco a Pilli?

Yes, we offer vacation rentals close to well known points of interest in San Rocco a Pilli, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in San Rocco a Pilli?

Borgo Argiano: This vacation home rental near San Rocco a Pilli 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 espresso maker. You can relax into your vacation with a garden and a library.

What can I see and do in San Rocco a Pilli?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Val di Merse. Siena Cathedral and Porta Romana are a couple of places you'll find in the larger area.

What are vacation rentals like in San Rocco a Pilli?

Vacation rentals are private properties you can book for several days or longer in San Rocco a Pilli. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.