
Deals on vacations and trips to Pienza
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Pienza flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi
Historic Centre of Florence
Save 100% on your flight
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Hotel Miceli - Civico 50
Historic Centre of Florence
Save 100% on your flight
per person
Sep 1 - Sep 8
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Free WiFi in public areas, a library, and express check-in are available at this hotel. Express check-out, luggage storage, and free newspapers are also on offer.

The Sense Experience Resort
Save 100% on your flight
per person
Sep 25 - Sep 30
found 11 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
A private beach, 3 restaurants, and an outdoor tennis court are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and complimentary bicycles are available on site. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Monastero di Cortona Hotel & Spa
Cortona Old Town
Save 100% on your flight
per person
Sep 25 - Sep 30
found 11 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Aurum Firenze
Historic Centre of Florence
Save 100% on your flight
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Top Pienza hotels deals

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included

Hotel Corsignano
Via Della Madonnina 11, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. You'll appreciate the area shuttle, free parking, and terrace.
Hot Tub
Pet friendly

Tenuta Santo Pietro
Localita Santo Pietro 29, Pienza, SI
$228 nightly
The price is $256 total per night
$256 total
Jul 23 - Jul 24
Total includes taxes and fees
An attached winery and a restaurant are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a poolside bar, and a terrace are also provided.
Pool
Breakfast included

Podere Spedalone
Strada per Cosona SP71, Pienza, SI
A restaurant and a seasonal outdoor pool are featured at this farm stay. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Pool
Breakfast included

Sant'Anna in Camprena Agriturismo
Loc. Sant'Anna in Camprena, Pienza, SI
$211 nightly
The price is $237 total per night
$237 total
Jul 23 - Jul 24
Total includes taxes and fees
A rooftop terrace, free self parking, and concierge services are featured at this farm stay. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a communal living room, and a hair salon are also on offer.
Breakfast included
Spa

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
Free Cancellation
Reserve now, pay when you stay
$486 nightly
The price is $542 total per night
$542 total
Jul 28 - Jul 29
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.
Pool
Breakfast included
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.
Popular places to visit

Pienza Cathedral
5/5(131 reviews)
You can learn about the history of Pienza with a trip to Pienza Cathedral. While you're here, you can savor the wineries.
Historic Centre of Pienza
Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.
Palazzo Piccolomini
5/5(80 reviews)
You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your trip to Pienza. While you're here, you can savor the wineries.
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