Search Hotels with Connecting Rooms in Pienza

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Check availability on Pienza Hotels with Connecting Rooms

Our top choices for Pienza hotels with connecting rooms

Breakfast, lunch, dinner served; Italian cuisine, garden views
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is 4.459.651 ₫
4.998.268 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Borgo Sant'Ambrogio Resort
Exterior
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is 2.349.993 ₫
2.677.644 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.4 out of 10, Very good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is 2.653.217 ₫
3.042.074 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Cordella in Montalcino Wine Resort
Royal Apartment | View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.739.835 ₫
2.315.311 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Tuscasì Aparthotel
Outdoor dining
Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento
Arcidosso
9.6 out of 10, Exceptional, (16)
"Location "
Italy
raffaele
The price is 2.373.745 ₫
2.703.895 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Thalassa Locanda B&B e Appartamento
Seasonal outdoor pool, pool loungers
Podere Pietreta

Podere Pietreta

Podere Pietreta
Radicofani
8.8 out of 10, Excellent, (15)
"This is a beautiful property tucked up in the Radicofoni area in Tuscany. The room is lovely. The views of the valley wonderful. Great place to relax. The bed is a bit saggy but I slept well."
United States
Holly
The price is 2.093.409 ₫
2.426.455 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Podere Pietreta
BBQ/picnic Area
Hotel Fabbrini

Hotel Fabbrini

Hotel Fabbrini
3.0 star property
Abbadia San Salvatore
8.6 out of 10, Excellent, (9)
"Struttura curata e pulita. Personale cortese."
Italy
Massimo
The price is 2.361.524 ₫
2.597.800 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Hotel Fabbrini
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Seasonal outdoor pool, pool umbrellas, pool loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
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

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Frequently asked questions

How much do hotels with connecting rooms in Pienza cost?
The price range for hotels with connecting rooms in Pienza is 2.315.311 ₫ to 40.056.561 ₫ per night. No matter your budget, you're sure to find a place that suits your wallet — as well as your whole squad! 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 connecting rooms in Pienza?
A top pick is Il Rondò Boutique Hotel. Make yourself at home at this 3-star property which comes with a terrace and hypo-allergenic bedding. Locanda Vesuna is another hotel with connecting rooms worth considering. Put your bags down at this 3-star option and you'll have access to conveniences such as a cafe and a garden. You can pick from multiple hotels with connecting rooms in Pienza with a total average guest review rating of 9.2.
How many hotels with adjoining rooms are there in Pienza?
Pienza has 2 hotels with adjoining rooms. To help you locate the ideal stay, use our handy filters to search for other must-have hotel amenities.
Are there any family-friendly hotels with connecting rooms in Pienza?
Get cosy at Il Rondò Boutique Hotel, a 3-star option just a short drive from town. Conveniences here include a nearby theme park and complimentary breakfast. Another family-friendly hotel with connecting rooms is Locanda Vesuna. A swimming pool and a playground help make this 3-star property a favourite among guests. Pienza has loads of family-friendly attractions to explore that'll keep the kids entertained. Terme di Montepulciano Spa and Piscine Termali Theia guarantee a fun day out for all ages.
Are there any 5-star hotels with connecting rooms in Pienza?
You won't find any 5-star hotels with connecting rooms in Pienza. However, you will find some wonderful 4-star accommodation that provide this feature. Consider booking Grand Hotel Excelsior, approximately 11 km from downtown. A sauna and a terrace are just a couple of the conveniences offered here. Grand Hotel Ambasciatori (2541775) is another upscale option with connecting rooms, as well as massage services and a rooftop terrace. It's located around 11 km from the centre of Pienza.
Why book your hotel with connecting rooms in Pienza with Expedia?
We think that family vacays shouldn't be difficult, so if you're in search of hotels with connecting rooms at a competitive price, Expedia has got you covered. Save those pennies and stay in a cheap motel with connecting rooms, or splurge on a 5-star hotel and treat your loved ones. Use our convenient search filters to secure a property in Pienza that suits you best.
How can I find cheap hotels with connecting rooms in Pienza?
Expedia can help you track down cheap hotels with connecting rooms in Pienza. To reserve your perfect stay in a matter of clicks, use our handy filter tool to refine your search by star rating, amenities and budget.
What is there to do in Pienza near my hotel with connecting rooms?
Pienza has enough activities and sights to keep you busy for weeks (or months!), starting with Pienza Cathedral. Palazzo Piccolomini, Enoteca Di Ghino and Palazzo Comunale are other well-known attractions. If you're hanging around a while, Historic Centre of Pienza and Piazza Pio II are great additions to your itinerary.