Macciano Vacation Rentals

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Vacation Rentals in Macciano

Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

9.8 out of 10, Exceptional, (130)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
United States
Alizeh
$150 nightly
The price is $170
Dec 5 - Dec 6
Total with taxes and fees
La Locanda di San Francesco
Fridge, microwave, oven, stovetop
SUITE WINE - Relax & Design in the Heart of the Valdorcia

Apartment in San Quirico d'Orcia

10.0 out of 10, Exceptional, (9)
"Beautiful, clean, comfortable apartment in a great location."
United Kingdom
priscilla e.
$143 nightly
The price is $148
Nov 30 - Dec 1
Total with taxes and fees
SUITE WINE - Relax & Design in the Heart of the Valdorcia
Interior
Delcorto Suites

Residence in Montepulciano

10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
$196 nightly
The price is $220
Dec 2 - Dec 3
Total with taxes and fees
Delcorto Suites
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

9.6 out of 10, Exceptional, (127)
"Great hosts, central location "
United States
Alexander
$119 nightly
The price is $136
Dec 2 - Dec 3
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers
FonteLiving

Townhouse in San Casciano dei Bagni

10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
$80 nightly
The price is $91
Dec 4 - Dec 5
Total with taxes and fees
FonteLiving
Lobby
Residenza Fabroni

Residence in Montepulciano

8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
$88 nightly
The price is $101
Dec 2 - Dec 3
Total with taxes and fees
Residenza Fabroni
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (113)
"Stunning views. Excellent hostess! Fabulous breakfast!! Would definitely stay again if ever back"
Canada
stephen
$248 nightly
The price is $278
Nov 30 - Dec 1
Total with taxes and fees
Il Tosco
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Townhouse in Pienza

9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$133 nightly
The price is $151
Dec 13 - Dec 14
Total with taxes and fees
Affitacamere Maria Gabriella
Exterior
Meublé Il Riccio

Townhouse in Montepulciano

9.6 out of 10, Exceptional, (85)
"Beautiful hotel."
United States
Helen
$150 nightly
The price is $169
Nov 30 - Dec 1
Total with taxes and fees
Meublé Il Riccio
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$139 nightly
The price is $160
Dec 8 - Dec 9
Total with taxes and fees
Hotel San Gregorio
Exterior
The house in the village - Angelica apartment - Vald'Orcia

Apartment in Monticchiello

9.8 out of 10, Exceptional, (10)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
$124 nightly
The price is $126
Nov 30 - Dec 1
Total with taxes and fees
The house in the village - Angelica apartment - Vald'Orcia
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
$71 nightly
The price is $82
Nov 30 - Dec 1
Total with taxes and fees
Abbadia Sicille Relais
Pillowtop beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

Townhouse in Cetona

9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Exterior
Montecchio di Cortona

Vacation Home in Montecchio

9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$90 nightly
The price is $90
Nov 28 - Nov 29
Total with taxes and fees
Montecchio di Cortona
Property grounds
Large apartment with garden in an old farmhouse with swimming pool

Apartment in Radicofani

10.0 out of 10, Exceptional, (1)
"Pietreta è un angolo di paradiso. Verde e querce secolari. Camere pulitissime. Appartamento super fornito. Radicofani è un paesino delizioso. Al centro della Val d'Orcia. Vicino alle note località termali. In questa zona si mangia bene e si beve meglio 😊😊😊"
Italy
TINA G.
$139 nightly
The price is $143
Nov 30 - Dec 1
Total with taxes and fees
Large apartment with garden in an old farmhouse with swimming pool
Exterior detail
Ivy Cottage

Apartment in Allerona

$79 nightly
The price is $79
Nov 30 - Dec 1
Total with taxes and fees
Ivy Cottage
Bar (on property)
La Piccola Locanda

Townhouse in Chiusi

8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
2 bedrooms, iron/ironing board, travel crib, free WiFi
Dimora del Poggio - cozy Tuscan apartment

Apartment in San Quirico d'Orcia

10.0 out of 10, Exceptional, (4)
"Our hosts were fantastic, the apartment was clean, roomy, and comfortable, and the location was perfect. Easy walk to enjoy shops and dining."
United States
Joe B.
$175 nightly
The price is $179
Nov 30 - Dec 1
Total with taxes and fees
Dimora del Poggio - cozy Tuscan apartment
Property grounds
La casa di Laura

Apartment in Cortona Old Town

10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
$212 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
La casa di Laura
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally got to our amazing suite and befriending two amazing individuals in the hotel bar. The roof top suite was absolutely amazing! The room is quiet, private and much larger than described on the site. We absolutely loved the room and the privacy. The rooftop suite is the best in the house! Claudio in the bar and Salvatore the sommelier are stellar to guests, they turned around the entire experience! I let them know what had happened upon arrival and they immediately got the GM to reach out to us. Lara, the GM is amazing and quickly made our experience turn into something so special, as we wanted! She is an incredible woman and turned our stay into an incredible experience! The breakfast is nothing less than wonderful and the service in their restaurants are so attentive and the food was delicious. Hands down, I would love to go back again. They certainly made things right by making our romantic stay, exactly what I wanted. They made us feel heard and valued and welcomed at this once in a lifetime experience. We made friends that we will cherish and memories that we will never forget! Claudio, Lara and Salvatore really made our stay exactly what we needed and wanted! "
heather 2-night trip
Posted 5 days ago
Monastero di Cortona Hotel & Spa

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 $82 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?

Villa with swimming pool and garden- San Feliciano, Trasimeno lake: This vacation home rental near Macciano is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a pool table and a hot tub.

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 Piscine Termali Theia. Labyrinth of Porsenna and Terme di Chianciano 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.