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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 86 Cottages in Pienza with updated reviews, rates, and availability.

Cottage " I due Pini"
Outdoor dining

Cottage " I due Pini"

10.0 out of 10, Exceptional, (36)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Belvilla by OYO Casal Gheriglio Pergola
Cottage | Pool | Outdoor pool

Belvilla by OYO Casal Gheriglio Pergola

Belvilla by OYO Casal Gheriglio Pergola
wrapped in the scent of Mediterranean flowers and herbs
Exterior

wrapped in the scent of Mediterranean flowers and herbs

10.0 out of 10, Exceptional, (45)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
Suite indipendent apartment located in Historic Estate from 1600
Outdoor pool

Suite indipendent apartment located in Historic Estate from 1600

10.0 out of 10, Exceptional, (25)
"Eloise is wonderful and the farm is a nice quiet get away!"
Suite indipendent apartment located in Historic Estate from 1600
Noce Cottage - Castagnatello Estate
Outdoor pool

Noce Cottage - Castagnatello Estate

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay at Noce cottage - it was spotless and had all the amenities we needed for our family of four. The terrace was lovely with the most spectacular views. The pool was pristine. We visited nearby towns and sampled local wine plus visited Saturnia hot springs - a worthy day trip. Only 10 min to grocery store and hospital but a world away - like being back in time. The owner was communicative and offered great suggestions. This place is very special. We would highly recommend...
Noce Cottage - Castagnatello Estate
Charming farmhouse with private pool among Brunello vineyards_A real Escape!
Exterior

Charming farmhouse with private pool among Brunello vineyards_A real Escape!

10.0 out of 10, Exceptional, (45)
"This villa is quiet, clean, rustic, and perfect. My spouse and I loved the remote location and the working vineyard. We were given all the information we needed during our stay. When we return to Italy, we will try to stay at this villa again."
Charming farmhouse with private pool among Brunello vineyards_A real Escape!
Zolferate: peaceful romantic cottage with private garden
Miscellaneous

Zolferate: peaceful romantic cottage with private garden

9.8 out of 10, Exceptional, (45)
"Very loverly place to stay. A few km down a gravel road but that adds to the experience. Graham is a gracious host. He provided lots of info places to visit and shopping."
Zolferate: peaceful romantic cottage with private garden
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.
Outdoor pool

Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.

9.8 out of 10, Exceptional, (27)
"Lovely views of the valley and hills. We thoroughly enjoyed our stay and our hosts were so helpful with directions to hiking trails and great local restaurants!"
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.
Cottage La Dolce Agogia Panicale
Smart TV, books, offices

Cottage La Dolce Agogia Panicale

10.0 out of 10, Exceptional, (1)
"Overall, this was probably the best Italian rental we have ever had. The location just beneath the wonderful hill top town of Panicale makes exploring both Umbria & southern Tuscany very doable. The million dollar view of the grove & surrounding hills from the sun room was a daily treat. Elisa has decorated the cottage with impeccable taste. We were there for a month & appreciated the deep monthly discount. If you go for only a few days, you will want to return for a month! The large bed is very...
Cottage La Dolce Agogia Panicale
Seccatoio, a detached house for 2-4 people, with a beautiful view
Miscellaneous

Seccatoio, a detached house for 2-4 people, with a beautiful view

8.8 out of 10, Excellent, (3)
"perfetta! meglio di quello che mi aspettavo. noi siamo stati in inverno e tutto era molto bello e curato. spero di ritornare in estate."
Seccatoio, a detached house for 2-4 people, with a beautiful view
Belvilla by OYO Baita del Por Azzolo
Outdoor dining

Belvilla by OYO Baita del Por Azzolo

9.2 out of 10, Wonderful, (19)
"Location isolée mais très calme. Literie pas confortable."
Belvilla by OYO Baita del Por Azzolo
Belvilla by OYO Casal Gheriglio Pergola
Pool

Belvilla by OYO Casal Gheriglio Pergola

10.0 out of 10, Exceptional, (26)
Belvilla by OYO Casal Gheriglio Pergola
Historic cottage immersed in nature and just a short walk from the lively town
Outdoor pool

Historic cottage immersed in nature and just a short walk from the lively town

Historic cottage immersed in nature and just a short walk from the lively town
Belvilla by OYO Casal Gheriglio Noceto
Cottage | Pool | Outdoor pool

Belvilla by OYO Casal Gheriglio Noceto

Belvilla by OYO Casal Gheriglio Noceto
Characteristic cottage with private pool
Pool

Characteristic cottage with private pool

10.0 out of 10, Exceptional, (21)
"Wir hatten eine sehr schöne Zeit. Die Gastgeber sind super nett und hilfsbereit. Ein herzliches Dankeschön an die Gastgeber. Die Toskana zu dieser Jahreszeit (Oktober) war sehr schön, nicht zu heiß und von Touristen nicht überlauf. In der Nähe gibt es sehr viele schöne Städte."
Characteristic cottage with private pool
Detached farmhouse with private pool
Pool

Detached farmhouse with private pool

Detached farmhouse with private pool
Charming and Cozy Cottage in Tuscany, Montepulciano, Pienza Cortona
Exterior

Charming and Cozy Cottage in Tuscany, Montepulciano, Pienza Cortona

10.0 out of 10, Exceptional, (2)
"Struttura fantastica in un posto magico. Cucina perfettamente accessoriata, camera molto spaziosa (in cui stavano comodamente un lettino è una carrozzina, oltre all’arredo già presente) e sala da bagno con jacuzzi. Fulvia è stata un ospite perfetto, che ci ha consigliato diversi posti da visitare e ottimi ristoranti."
Charming and Cozy Cottage in Tuscany, Montepulciano, Pienza Cortona
Belvilla by OYO Casal Gheriglio Roseto
Exterior

Belvilla by OYO Casal Gheriglio Roseto

Belvilla by OYO Casal Gheriglio Roseto
Belvilla by OYO Casa Ginepro
House | Pool | Outdoor pool

Belvilla by OYO Casa Ginepro

Belvilla by OYO Casa Ginepro
Eco Luxury villa with infinity pool a Fontanaro Property
Property grounds

Eco Luxury villa with infinity pool a Fontanaro Property

Eco Luxury villa with infinity pool a Fontanaro Property
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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Other property types in Pienza

Hotel San Gregorio
Seasonal outdoor pool, sun loungers

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (111)
"Very nice staff, great service, super clean. Will stay again."
The price is SAR 431
SAR 499 total
includes taxes & fees
26 Mar - 27 Mar
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (43)
"It was a nice property- unfortunate what they charge to just swim"
The price is SAR 660
SAR 746 total
includes taxes & fees
27 Mar - 28 Mar
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Exterior

Bosco della Spina

9.6 out of 10, Exceptional, (144)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
The price is SAR 277
SAR 321 total
includes taxes & fees
26 Mar - 27 Mar
Bosco della Spina
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.

Frequently asked questions

How much do cottages in Pienza cost?
You’ll pay between and per night for cottages in Pienza. No matter your budget, an ideal stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Pienza?
You’ll find 86 cottages in Pienza. No matter if you’re taking a trip with the kids or planning a retreat with your pals, Expedia can help you find the ideal space to immerse yourself in nature.
Why book your cottage in Pienza with Expedia?
Reserving a cottage in Pienza is as easy as clicking on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From high-end retreats to affordable stays and cottages that include amenities like laundry facilities, Expedia has something for all tastes and styles. As for unbeatable deals? We’ve got your back!
How can I find cheap cottages in Pienza?
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