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

A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight

26 Oct - 27 Oct

Tomorrow

27 Oct - 28 Oct

This weekend

Next weekend

Our top choices for Pienza family-friendly hotels

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

A hotel room with a large bed, a desk, a sofa, and a window with curtains.

A table with a stone pillar, two glasses of a beverage, a small dish, and a bowl, set against a mountain backdrop.

A hotel room with a bed, a sofa, a table, and a chair. There is a ceiling with decorative patterns and a window with curtains.

1. Relais Cloister Pienza

Pienza

AED 434

AED 502 total

includes taxes & fees

2 Nov - 3 Nov

A balcony with two metal chairs and a small round table, overlooking a green landscape with hills and trees.

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

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A breakfast buffet with various food items and beverages.

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

12 Nov - 13 Nov

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

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

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

3. Hotel San Gregorio

Pienza

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

AED 530

AED 608 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

4. Affitacamere Maria Gabriella

Pienza

AED 347

AED 484 total

includes taxes & fees

3 Nov - 4 Nov

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

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

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.

5. 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 552

AED 624 total

includes taxes & fees

5 Nov - 6 Nov

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.

A sculpture in a grassy area with dense trees in the background.

6. Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a white sofa, a coffee table, and a bookshelf.

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.

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

7. La Bandita Townhouse

Pienza

AED 1,666

AED 1,849 total

includes taxes & fees

3 Nov - 4 Nov

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

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

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 895

AED 1,001 total

includes taxes & fees

29 Oct - 30 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 historic town with a prominent church, a square with outdoor seating, and a swimming pool.

A hotel room with a large bed, a desk, a sofa, and a window with curtains.

A table with a stone pillar, two glasses of a beverage, a small dish, and a bowl, set against a mountain backdrop.

A hotel room with a bed, a sofa, a table, and a chair. There is a ceiling with decorative patterns and a window with curtains.

Relais Cloister Pienza

Pienza

AED 434

AED 502 total

includes taxes & fees

2 Nov - 3 Nov

A balcony with two metal chairs and a small round table, overlooking a green landscape with hills and trees.

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

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A breakfast buffet with various food items and beverages.

Hotel Corsignano

Pienza

AED 478

AED 551 total

includes taxes & fees

12 Nov - 13 Nov

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

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

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

Hotel San Gregorio

Pienza

AED 530

AED 608 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

Affitacamere Maria Gabriella

Pienza

AED 347

AED 484 total

includes taxes & fees

3 Nov - 4 Nov

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

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

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 552

AED 624 total

includes taxes & fees

5 Nov - 6 Nov

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

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

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 895

AED 1,001 total

includes taxes & fees

29 Oct - 30 Oct

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

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

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

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

Podere Spedalone

Pienza

AED 564

AED 637 total

includes taxes & fees

30 Oct - 31 Oct

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.

A sculpture in a grassy area with dense trees in the background.

Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a white sofa, a coffee table, and a bookshelf.

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.

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

La Bandita Townhouse

Pienza

AED 1,666

AED 1,849 total

includes taxes & fees

3 Nov - 4 Nov

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

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

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

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Family-friendly hotels with pools in Pienza

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

A hotel room with a large bed, a desk, a sofa, and a window with curtains.

A table with a stone pillar, two glasses of a beverage, a small dish, and a bowl, set against a mountain backdrop.

A hotel room with a bed, a sofa, a table, and a chair. There is a ceiling with decorative patterns and a window with curtains.

Relais Cloister Pienza

Pienza

AED 434

AED 502 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

Hotel San Gregorio

Pienza

AED 530

AED 608 total

includes taxes & fees

8 Nov - 9 Nov

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

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

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 552

AED 624 total

includes taxes & fees

5 Nov - 6 Nov

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

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

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

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

Podere Spedalone

Pienza

AED 564

AED 637 total

includes taxes & fees

30 Oct - 31 Oct

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

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

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 895

AED 1,001 total

includes taxes & fees

29 Oct - 30 Oct

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.

A sculpture in a grassy area with dense trees in the background.

Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

27 Oct - 28 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 cozy reading room with a fireplace, bookshelves, and comfortable seating.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

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

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

2 Nov - 3 Nov

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

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

8/10 Good

"Great terme experience. Service could be improved and more accommodating to guests"

Hotel Corsignano

Hotel Corsignano

8/10 Good

"Room was clean and staff was courteous and attentive"

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent

"Beautiful property with wonderful staff and food. Highly recommend."

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

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."

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.