The Best Family Hotels in Pienza from AED 343 in 2026 | Expedia

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Check availability on Pienza Family Hotels

Tonight

20 Oct - 21 Oct

Tomorrow

21 Oct - 22 Oct

This weekend

23 Oct - 25 Oct

Next weekend

Our top choices for Pienza family-friendly hotels

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A buffet setup with various food items and condiments.

1. Relais Cloister Pienza

Pienza

AED 472

AED 544 total

includes taxes & fees

29 Oct - 30 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A breakfast buffet with various food items and beverages.

A patio area with wicker furniture, a glass table, and a pool in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

2. Hotel Corsignano

Pienza

Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.

AED 478

AED 551 total

includes taxes & fees

10 Nov - 11 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

A modern bathroom with two sinks, a shower, and a toilet.

3. Hotel San Gregorio

Pienza

Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.

AED 472

AED 544 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

4. Agriturismo Il Macchione

Pienza

Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.

AED 537

AED 607 total

includes taxes & fees

19 Nov - 20 Nov

A room with a green cabinet, a mirror, a sink, and a television.

A cozy living room with a fireplace, a dining area, and a black leather chair.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

5. Affitacamere Maria Gabriella

Pienza

AED 399

AED 542 total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a stone wall, wooden paneling, and a television.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A rectangular swimming pool with clear water, surrounded by a brick patio.

6. Hotel Rutiliano Centro Benessere

Pienza

AED 717

AED 805 total

includes taxes & fees

21 Oct - 22 Oct

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A courtyard with a stone building, arched openings, and a covered seating area.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

7. La Bandita Townhouse

Pienza

AED 1,584

AED 1,758 total

includes taxes & fees

3 Nov - 4 Nov

A cozy room with a fireplace, two armchairs, and a table.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

8. Tenuta Santo Pietro

Pienza

AED 849

AED 950 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Choose what matters most at family-friendly hotels in Pienza

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Pienza

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A buffet setup with various food items and condiments.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

Relais Cloister Pienza

Pienza

AED 472

AED 544 total

includes taxes & fees

29 Oct - 30 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A breakfast buffet with various food items and beverages.

A patio area with wicker furniture, a glass table, and a pool in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

Hotel Corsignano

Pienza

AED 478

AED 551 total

includes taxes & fees

10 Nov - 11 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Pienza

AED 472

AED 544 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

Agriturismo Il Macchione

Pienza

AED 537

AED 607 total

includes taxes & fees

19 Nov - 20 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

A well-maintained garden with a brick pathway, various potted plants, and trees.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

Affitacamere Maria Gabriella

Pienza

AED 399

AED 542 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A courtyard with a stone building, arched openings, and a covered seating area.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

La Bandita Townhouse

Pienza

AED 1,584

AED 1,758 total

includes taxes & fees

3 Nov - 4 Nov

A cozy room with a fireplace, two armchairs, and a table.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

Tenuta Santo Pietro

Pienza

AED 849

AED 950 total

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A rectangular swimming pool with clear water, surrounded by a brick patio.

Hotel Rutiliano Centro Benessere

Pienza

AED 717

AED 805 total

includes taxes & fees

21 Oct - 22 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

L'Olmo

Pienza

AED 1,647

AED 1,828 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

29 Oct - 30 Oct

View all properties

Family-friendly hotels with pools in Pienza

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A buffet setup with various food items and condiments.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

Relais Cloister Pienza

Pienza

AED 472

AED 544 total

includes taxes & fees

29 Oct - 30 Oct

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Pienza

AED 472

AED 544 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

Agriturismo Il Macchione

Pienza

AED 537

AED 607 total

includes taxes & fees

19 Nov - 20 Nov

A cozy room with a fireplace, two armchairs, and a table.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

Tenuta Santo Pietro

Pienza

AED 849

AED 950 total

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A rectangular swimming pool with clear water, surrounded by a brick patio.

Hotel Rutiliano Centro Benessere

Pienza

AED 717

AED 805 total

includes taxes & fees

21 Oct - 22 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

L'Olmo

Pienza

AED 1,647

AED 1,828 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

29 Oct - 30 Oct

A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.

A building with a window, a gravel path, and a flower bed with red and pink flowers.

A two-story building with a flat roof and a small balcony on the second floor.

A breakfast buffet with various dishes and a person serving.

Agriturismo Poggio Tobruk

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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Top Pienza Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent

"By the time you check out. You feel like you are saying goodbye to family. This hotel goes above and beyond for their guests. From Michelle, Lorenzo, Faith, etc. the whole team made out stay 5/5+. We cannot wait to go back!"

Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent

"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"La vue est panoramique et le château est grandiose"

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent

"Get"

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent

"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"Our third stay here. It’s so nice. The town is also quaint too."

Frequently asked questions

What's Pienza like for family-friendly vacations?

The destination of Pienza is a good option if you've been considering a getaway with the kids. The castle here makes this an attractive vacation spot for families.

What's the best accommodation for a family vacation in Pienza?

Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices to stay with the kids include Agriturismo Il Macchione and Podere Spedalone.

How many family-friendly hotels are there in Pienza?

Expedia has 9 family-friendly hotels and other accommodations in Pienza.

When's the best time to book a family-friendly vacation in Pienza?

The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.

What's there to see and do with your family in Pienza?

While you are visiting Pienza, you might want to round up the kiddos and make time to see interesting attractions such as Palazzo Piccolomini, Historic Centre of Pienza, and Museo Diocesano. Make sure you have lots of time for activities like Palazzo Borgia and Artemisia Gallery.