Find Extended Stay Hotels in Pienza

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Top Pienza Extended Stay Hotels | Reserve now, pay later

Tenuta Santo Pietro
Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Terrace/patio
Tenuta Santo Pietro
9.6 out of 10, Exceptional, (116)
"Great countryside stay"
$230 nightly
The price is $258
Oct 14 - Oct 15
Total with taxes and fees
Tenuta Santo Pietro
Affitacamere Maria Gabriella
Deluxe Double Room | View from room
Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (49)
"Beautiful place and area with very good restaurants close by! We stayed in the cottage and it was well equipped with everything you need! "
$135 nightly
The price is $153
Nov 4 - Nov 5
Total with taxes and fees
Affitacamere Maria Gabriella
Agriturismo Il Macchione
Outdoor pool
Agriturismo Il Macchione
9.6 out of 10, Exceptional, (54)
"This was a wonderful spot to stay a short distance outside of town in a very quiet peaceful area. The room was large and comfortable, and the breakfast was excellent. Everyone there was very kind and friendly."
Agriturismo Il Macchione
Casa Gioia - Casa Olivieri
Casa Gioia, vista città, 2 piano senza ascensore | Private kitchen | Fridge, microwave, stovetop, electric kettle
Casa Gioia - Casa Olivieri
$102 nightly
The price is $116
Oct 15 - Oct 16
Total with taxes and fees
Casa Gioia - Casa Olivieri
TuscanyLettings Studio&Room
Camera Superior, vista città, primo piano senza ascensore | 1 bedroom, laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
$94 nightly
The price is $109
Nov 2 - Nov 3
Total with taxes and fees
TuscanyLettings Studio&Room
"Il Focolare" Superior Apartment in Monticchiello
Interior
"Il Focolare" Superior Apartment in Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
$131 nightly
The price is $134
Oct 14 - Oct 15
Total with taxes and fees
"Il Focolare" Superior Apartment in Monticchiello
Suite Gioconda - Podere Casa Rossa in Pienza
Outdoor dining
Suite Gioconda - Podere Casa Rossa in Pienza
10.0 out of 10, Exceptional, (4)
"Beautiful setting just outside the city walls of Pienza. Outstanding location for exploring this part of Tuscany. The hosts are kind lovely people, very helpful. The accommodations are cozy and comfortable with million dollar views. 5 stars doesn’t begin to describe Casa Rossa. "
$248 nightly
The price is $252
Oct 20 - Oct 21
Total with taxes and fees
Suite Gioconda - Podere Casa Rossa in Pienza
The house in the village - Angelica apartment - Vald'Orcia
Exterior
The house in the village - Angelica apartment - Vald'Orcia
9.8 out of 10, Exceptional, (9)
"Nice and comfortable house in a beautiful tiny village "
$124 nightly
The price is $127
Oct 26 - Oct 27
Total with taxes and fees
The house in the village - Angelica apartment - Vald'Orcia
Apartment "Agriturismo Il Casato Mag-il Giogo" with Mountain View, Terrace and Wi-Fi
Exterior
Apartment "Agriturismo Il Casato Mag-il Giogo" with Mountain View, Terrace and Wi-Fi
10.0 out of 10, Exceptional, (4)
"Goseff the host is wonderful just as this property. It is huge very clean and located right under pienza. The views are beautiful and Goseffd is wonderful, he came past midnight to deliver extra blanket when I texted him it was cold. That’s how you know he truly takes care of his guests."
$806 nightly
The price is $810
Oct 14 - Oct 15
Total with taxes and fees
Apartment "Agriturismo Il Casato Mag-il Giogo" with Mountain View, Terrace and Wi-Fi
Il Podere di Casa Rossa Pienza
Outdoor dining
Il Podere di Casa Rossa Pienza
10.0 out of 10, Exceptional, (3)
"Wonderful views, accommodating hosts"
$304 nightly
The price is $309
Oct 21 - Oct 22
Total with taxes and fees
Il Podere di Casa Rossa Pienza
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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Most booked related extended stays in Pienza in 2025

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Frequently asked questions

What are the best extended stay hotels in Pienza?
Take your pick of 77 long-term rentals in Pienza with a total average guest review rating of 9.8. These hotel stays come with a kitchen and other amenities that'll make your visit both comfortable and memorable. Piccolo Hotel La Valle is one place where you'll feel at home. It offers a snack bar and on-site parking options. Eager to discover every inch of Pienza? You can do it from Hotel Arca di Pienza. A dryer and a nearby laundromat are among the conveniences at this equally popular option.
What are the best long-term hotels in Pienza?
If you're organizing an extended stay in Pienza, you'll want a place packed with amenities. That's why you should check out Podere Castelletto - A Villa In Val D'orcia. It features an oven, a patio and a kitchen where you can cook up a feast. Another long-term hotel to look into is A Very Comfortable Apartment In Tuscan Style. With conveniences like a washing machine, an oven and kitchen facilities, a stay here is nice and comfortable.
What are the top pet-friendly extended stay hotels in Pienza?
Grab your pup's squeaky rubber bone and settle in at Country House With Private Swimming Pool. It has amenities that help make you and your best bud feel relaxed and comfy during your extended stay in Pienza, such as pet-friendly services and on-site parking options. Another hotel that's ideal for a long-term stay is Villa Magnolia, In The Heart Of Val D'orcia. It also caters to pet owners and includes pet-friendly services, a garden and more.
Are there any extended stay apartments in Pienza?
If you'd like to experience Pienza like a local, choose an apartment. One guest favorite is A Very Comfortable Apartment In Tuscan Style. Get a taste of the energy and atmosphere of Pienza from this central property, which offers a washing machine and an oven. The House In The Village - Angelica Apartment is another great choice. It offers amenities to help make an extended stay in Pienza easy, including a dryer and shopping. Another great thing about apartment living? Your own kitchenette or kitchen. That means homemade meals and cozy evenings on the couch with your favorite snack.
What's the best extended stay hotel in downtown Pienza?
For an extended vacation in Pienza, nothing beats the downtown area. And that's exactly where you'll find A Very Comfortable Apartment In Tuscan Style. Offering a washing machine and an oven, it's a great base to enjoy this destination at a pace that suits you. Also consider Villa Delle Fontane Amazing Place For Your Holiday. A swimming pool and an oven are two of the amenities at this extended stay hotel. After you've unpacked and made yourself at home, it's time to go out and explore. Where to first? Head for Pienza Cathedral and Palazzo Piccolomini.
What are the best extended stay hotels with kitchens in Pienza?
If you're vacationing with the kids, eating out doesn't have to take a huge chunk out of your travel finances. Save on takeout bills at Villa Degli Archi, A Small Jewel In The Tuscan Contryside. Featuring a kitchen, pet-friendly facilities and a fireplace, this property is a top pick for traveling families. You can also cater to rumbling stomachs at Podere Castelletto - A Villa In Val D'orcia. A swimming pool and pet-friendly facilities make this option one of our best long-term stays in Pienza.
Can I find extended stay hotels with pools in Pienza?
For a vacation with loads of poolside action, pick Country House With Private Swimming Pool. Fun times by the pool will be your priority at this sought-after retreat, which also offers a swimming pool and an oven. Another standout is Villa Degli Archi, A Small Jewel In The Tuscan Contryside. Spend your days playing around in the water and take advantage of handy amenities here, including a barbecue grill and an oven. Prefer to prepare your own meals instead of eating out? Both hotels are equipped with a kitchen, making them perfect for an extended stay in Pienza.Pienza has an oceanic climate and temperatures range between 60 ºF and 86 ºF in the summer months. If you're hoping to spend the bulk of your break relaxing by the water, this is a wonderful time to visit.
What are the top extended stay hotels with 2 bedrooms in Pienza?
One of Expedia's best long-term stays in Pienza is A Very Comfortable Apartment In Tuscan Style. Offering two bedrooms and conveniences like a kitchen, an oven and a washing machine, it's an ideal choice for a family escape or fun break with friends Villa Poliflora Is A Modern Apartment In Monticchiello Of Pienza In Tuscany is also a good base for exploring Pienza. Make unforgettable memories together at this two-bedroom retreat, which comes with a washing machine, an oven and more.
Why book an extended stay hotel in Pienza through Expedia?
From our exclusive offers to our rewards and members programs, you'll save big bucks when you reserve your extended stay in Pienza through Expedia. Click on your travel dates to see our range of long-term rentals, then fine-tune the results using our filters to find the perfect property. Our extended stay hotels in Pienza feature conveniences like kitchens, laundries and refrigerators to help make your long-term stay feel homey. Whether you're on the hunt for a room just for the night or a property with discounted weekly rates, Expedia can help you find your dream getaway.
What can I expect from an extended stay hotel?
Reserve an extended stay hotel in Pienza and spend as much time as you need exploring this top destination. On top of being able to stay a couple of weeks or more, these types of properties have conveniences designed to make your trip nice and easy. Kitchens, dining and laundry areas are just the start. To find your dream extended stay hotel, use Expedia's filters to fine-tune your search based on star rating, price range and more. Often with competitive weekly rates, extended stay hotels can be kinder to your budget compared to your standard accommodations.

Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I was here for some mother/daughter time and we loved making this our base to visit the surrounding towns. Timeless elegance!"
Barbara 4-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World