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Macciano Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Macciano vacation rentals

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

1. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
$149 nightly
The price is $166
Oct 22 - Oct 23
Total with taxes and fees
Borgo Dolciano
A bakery display with various pastries and desserts.

2. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
$110 nightly
The price is $123
Oct 24 - Oct 25
Total with taxes and fees
La Piccola Locanda
A patio area with outdoor seating, potted plants, and a view of the landscape.

3. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$130 nightly
The price is $148
Nov 3 - Nov 4
Total with taxes and fees
Affitacamere Maria Gabriella
A crowded restaurant with brick walls and multiple tables and chairs.

4. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
$167 nightly
The price is $188
Nov 3 - Nov 4
Total with taxes and fees
La Locanda di San Francesco
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

5. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (137 reviews)
"An amazing property with amazing hosts! Every detail was an amenity was thought of. Hosts are very gracious and bend over backwards to make your stay unforgettable!"
Canada
Sean
$223 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
Il Tosco
A terrace with a table set for breakfast, overlooking a scenic landscape.

6. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
$171 nightly
The price is $193
Oct 19 - Oct 20
Total with taxes and fees
Delcorto Suites
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (164 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
$129 nightly
The price is $149
Nov 8 - Nov 9
Total with taxes and fees
Hotel San Gregorio
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
$149 nightly
The price is $168
Oct 30 - Oct 31
Total with taxes and fees
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
$80 nightly
The price is $93
Oct 22 - Oct 23
Total with taxes and fees
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

10. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
$106 nightly
The price is $121
Nov 5 - Nov 6
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Front of property

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
$113 nightly
The price is $129
Oct 18 - Oct 19
Total with taxes and fees
montorio
A historic building with a tower, a courtyard, and a well-lit entrance.

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
$82 nightly
The price is $94
Nov 17 - Nov 18
Total with taxes and fees
Abbadia Sicille Relais
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

13. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
$449 nightly
The price is $498
Nov 3 - Nov 4
Total with taxes and fees
L'Olmo
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

14. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
$82 nightly
The price is $92
Oct 25 - Oct 26
Total with taxes and fees
FonteLiving
A poolside area with two glasses of water, candles, and a stone pathway.

15. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (102 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
$167 nightly
The price is $189
Oct 30 - Oct 31
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

16. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
$79 nightly
The price is $92
Nov 3 - Nov 4
Total with taxes and fees
PienzaLettings Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

17. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
$85 nightly
The price is $98
Nov 4 - Nov 5
Total with taxes and fees
TuscanyLettings Studio&Room
A stone archway leading to a building entrance with a wooden door.

18. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
$53 nightly
The price is $63
Nov 11 - Nov 12
Total with taxes and fees
Bellarmino Boutique Apartments
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

19. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
$123 nightly
The price is $140
Nov 1 - Nov 2
Total with taxes and fees
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A stone building with a wooden door, a staircase, and a small window with a metal grill.

20. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
$95 nightly
The price is $109
Nov 5 - Nov 6
Total with taxes and fees
Casa Gioia - Casa Olivieri
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 Macciano Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Our stay at the Corsignano in Pienza was perfect. Everything here was top notch and I would definitely stay here again and recommend this place to anyone. Pienza was the perfect home base to take day trips and see Tuscany. Loved the Instagram video that helped us find the spot where Gladiator was taped!"
Kerry 3-night trip
Posted 1 hour ago
Hotel Corsignano

Find out more about Macciano

Everything you need to know about Macciano 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 Macciano 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 Macciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Macciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Macciano. 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 Macciano 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 $63 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 Macciano rentals

At Expedia, we put the best Macciano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Macciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Macciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Macciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Macciano?

Yes, you can find vacation rentals close to the most popular points of interest in Macciano, or you can go with a more secluded option if you'd like a relaxing place to stay. Macciano is known for its wineries and restaurants.

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

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental near Macciano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Macciano?

While exploring the area, visit family-friendly sights like Centro Servizi Turistici Citta della Pieve, or get outside and enjoy nature at Terme Sant'Elena. Terme di Chianciano and Piazza Italia are a couple of places you'll find in the larger area.

What’s a vacation rental in Macciano like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Macciano. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of 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 a small group gathering.