A historic square with a prominent tower and statues.

Search Hotels with Babysitting Services in Pienza

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Hotels with Babysitting Services

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Pienza hotels with childcare

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 building with a symmetrical facade, a central entrance, and a fountain in the courtyard.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

1. Hotel San Gregorio

Hotel San Gregorio
Pienza
United States
Nancy
£124
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
Two people sitting at a round table outdoors with a scenic view of mountains in the background.
A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.
A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.
A patio area with wicker furniture, a glass table, and a pool in the background.

2. Hotel Corsignano

Hotel Corsignano
Pienza
United States
shane
£125
includes taxes & fees
4 Nov - 5 Nov
Hotel Corsignano
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 stone building with a gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
South Korea
YOUNG BAE
£132
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
A patio area with outdoor seating, potted plants, and a view of the landscape.
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.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
Germany
Janine und Thomas
£109
includes taxes & fees
12 Oct - 13 Oct
Affitacamere Maria Gabriella
An arched doorway leading to a room with a large window, stone walls, and a potted plant outside.
A stone balcony with an arched view of a rural landscape, including fields and distant hills.
A stone building with a brick pathway leading to an arched entrance.
A pool area with lounge chairs and umbrellas, surrounded by a field of lavender.

5. Locanda Vesuna

Locanda Vesuna
Trequanda
United States
Russell
£113
includes taxes & fees
8 Oct - 9 Oct
Locanda Vesuna
A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.
A bicycle with potted plants attached to it, parked against a textured wall.
A building entrance with the name "ALBERGO LA TERRAZZA" above a wooden door.
A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

6. Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
Montepulciano
United States
Phillip
£97
includes taxes & fees
6 Oct - 7 Oct
Hotel La Terrazza di Montepulciano
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.
A view through a window of a courtyard with a pool, trees, and a building in the background.

7. Palazzuolo

Palazzuolo
San Quirico d'Orcia
United States
Alberto
£83
includes taxes & fees
12 Oct - 13 Oct
Palazzuolo
A room with a grand piano, a fireplace, and a stone wall.
A cozy room with a fireplace, a table set with dishes, and various decorative items.
A room with a piano, a window, and a brick wall.
A rustic stone building with a sign reading "La Locanda del Loggiato" and a number "30" above the entrance.

8. Locanda del Loggiato

Locanda del Loggiato
San Quirico d'Orcia
Canada
Chucri
£121
includes taxes & fees
26 Oct - 27 Oct
Locanda del Loggiato
A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.
A person in a robe holding a glass of orange juice, looking out of a window at a stone building with a pond in front.
An outdoor dining area with tables and chairs, a stone wall, and a river in the background.
A spa area with a hot tub, glass walls, and a stone wall with a clock.

9. Albergo Le Terme

Albergo Le Terme
San Quirico d'Orcia
Mexico
Guillermo Enrique
£187
includes taxes & fees
2 Nov - 3 Nov
Albergo Le Terme
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.
A spa setting with a stone wall, a fireplace, and a massage table.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.
A narrow cobblestone street with a rustic building featuring a brick archway and ivy-covered walls. There is a wooden chair and a table with a checkered tablecloth outside.

10. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
United States
Elena
£105
includes taxes & fees
2 Nov - 3 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
View all properties

Top Pienza Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"
Ellen 5-night trip
Posted 21 hours ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 7 days ago
Hotel Certosa Di Maggiano
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Great 12 room boutique hotel in the heart of Pienza."
Robert 1-night trip
Posted 8 days ago
La Bandita Townhouse
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 8 days ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 9 days ago
Castello di Velona Resort Thermal SPA & Winery

Frequently asked questions

How much do hotels with childcare in Pienza cost?
Hotels with on-site childcare in Pienza range between £83 and £187 per night. This means you can catch up on some "me" time at a price that's easy on your wallet. 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.
What are the best hotels with childcare in Pienza?
You can pick from multiple hotels with childcare in Pienza with a total average guest review rating of 9.2. Hotel Corsignano is a popular choice if you want your kids minded while you have a well-earned break. This 4-star property also features a garden and hypo-allergenic bedding. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection is another top-rated option with babysitting services. It has a 4-star rating and amenities including an electric car charging station and winery tour options.
How many hotels with childcare are there in Pienza?
You can choose from 6 hotels with childcare in Pienza. Perfect for families with little ones, these stays keep an eye on the kids while the adults get the downtime they deserve.
Are there any family-friendly hotels with childcare in Pienza?
Put your feet up while someone else entertains the kids at Hotel Corsignano. This 4-star option is just a short drive from town and features hot springs and WiFi. Another family-friendly hotel offering childcare in Pienza is Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection. Complimentary breakfast and hot springs are other conveniences that help make this 4-star escape a traveller favourite. Once you've checked in and dropped off your luggage, there are loads of family-friendly attractions to discover in and around Pienza. Terme di Montepulciano Spa and Piscine Termali Theia guarantee fun for all ages.
Are there any 5-star hotels with childcare in Pienza?
Although there are no 5-star hotels with childcare in Pienza, there are some 4-star options where you can leave the little ones with someone else while you have a break. Located around 0.32 kms (0.20 miles) from downtown, Hotel Corsignano has babysitting services, designer toiletries and a Champagne service. Another stylish stay with childcare is Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection. It's around 6 kms (4 miles) from the centre of Pienza and offers conveniences such as concierge services and a steam room.
Why book your hotel with childcare in Pienza with Expedia?
Book with Expedia and you'll get access to the top hotels with childcare in Pienza at unbeatable prices. Add on our exclusive member discounts and free cancellation on many hotels (because flexibility matters, especially when you have kiddos!) and you've got yourself a stress-free holiday to look forward to.
How can I find cheap hotels with childcare in Pienza?
If you're looking for sensational deals on hotels with childcare in Pienza, add several filters to your search. Select our "family friendly" filter to see properties that have the services and amenities you need, like babysitting. Next, choose your hotel star rating and budget. You can also sort your results by price so that the cheapest options are listed first.
What is there to do in Pienza near my hotel with childcare?
There are lots of fun things to do in Pienza. Don't miss attractions like Pienza Cathedral, Palazzo Piccolomini and Enoteca Di Ghino. Palazzo Comunale, Historic Centre of Pienza and Piazza Pio II are also on many to-do lists.

Explore a world of travel with Expedia