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Our top choices for Santa Maria hotels

Il Noceto | 2 bedrooms, in-room safe, individually decorated, individually furnished
Agriturismo Casal Gheriglio

Agriturismo Casal Gheriglio

Agriturismo Casal Gheriglio
Lucignano
Agriturismo Casal Gheriglio
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is ₩487,036
₩542,504 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monastero di Cortona Hotel & Spa
Lobby sitting area
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ₩319,617
₩360,541 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Poggio Paradiso Resort & Spa
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Couples treatment rooms, Turkish bath, body treatments, body wraps
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ₩1,084,761
₩1,210,148 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Castel Monastero - The Leading Hotels of the World
Interior
La Bandita Townhouse

La Bandita Townhouse

La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is ₩688,485
₩764,067 total
includes taxes & fees
Jan 6 - Jan 7, 2026
La Bandita Townhouse
Restaurant
I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
"This property is so beautiful and the food at the resturant was fantastic. Our only complaint was the spa, the sauna was great, but the hottub was lukewarm and there was so much chlorine it made our eyes burn and we had to get out almost immediately. Otherwise a perfect experience!"
United States
Bliss
I Capricci di Merion Resort & Spa
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (133)
"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
Front of property
LaChiusa Tuscany

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is ₩372,056
₩409,261 total
includes taxes & fees
Jan 1 - Jan 2, 2026
LaChiusa Tuscany
Exterior
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (99)
"A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia"
Canada
Ian
The price is ₩845,548
₩930,103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Il Borro - Relais & Châteaux
Restaurant
Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa
Montepulciano
9.8 out of 10, Exceptional, (81)
"Friendly staff and super accommodating. We would highly recommend staying there!!!"
United States
Scott
The price is ₩377,729
₩423,957 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Agriturismo Merigge Wellness & Spa
Free daily full breakfast
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
Superior Villa, Hot Tub (Villa Vino) | Terrace/patio
Terra Antica Resort

Terra Antica Resort

Terra Antica Resort
Montepulciano
10.0 out of 10, Exceptional, (21)
"Great stay in Montepulciano "
United States
Jonathan
The price is ₩302,599
₩618,652 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Terra Antica Resort
Restaurant
Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
Palazzo Tiglio - A Small Luxury Hotels of the World
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 ₩84,401
₩99,605 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cordella in Montalcino Wine Resort
Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is ₩380,045
₩424,782 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Relais Villa Grazianella - UNA Esperienze
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, sun loungers
Nobilis Charme Relais

Nobilis Charme Relais

Nobilis Charme Relais
Montepulciano
8.8 out of 10, Excellent, (6)
"Was a spectacular room and bathroom, pool area was comfortable and pleasant place to spend time. Nice breakfast and good service. Large patio area with lovely views. Is about a 25 minute walk up hill to montepulciano which is a lovely place to spend the evening - worth booking the restaurants in town. The path from the hotel through the broken gate could really do with a bit of tlc"
United Kingdom
alison
The price is ₩235,615
₩265,908 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Nobilis Charme Relais
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ₩255,203
₩287,488 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Locanda di San Francesco
Terrace/patio
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (73)
"Clean rooms and a fantastic staff."
United States
jeffrey
Villa Svetoni Wine Resort
Land view from property
Hotel Corsignano

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is ₩250,436
₩285,627 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Corsignano
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 Santa Maria Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 13 days ago
Monastero di Cortona Hotel & Spa

More cheap stays in Santa Maria

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
The price is ₩168,297 per night from Jan 7 to Jan 8
₩168,297
₩191,859 total
Jan 7 - Jan 8, 2026
includes taxes & fees
9.2/10 Wonderful! (196 reviews)

Frequently asked questions

Where is the best place to stay in Santa Maria?
A Point Arezzo Park Hotel, located 11.5 mi (18.5 km) from the heart of Santa Maria, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace. See all available top hotels, or vacation rentals in Santa Maria.
What's the top vacation rental in Santa Maria?
Borgo Argiano: This vacation home rental near Santa Maria is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library. See all vacation rentals in Santa Maria.
If I need to cancel my hotel reservation in Santa Maria, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Santa Maria.
Where can I learn more about changing or cancelling my trip to Santa Maria?
To find more details about rescheduling or cancelling your trip to Santa Maria, head over to our customer service page.
What are some hotels with pools in Santa Maria?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace are two additional hotels that offer an onsite pool. View all hotels with pools in Santa Maria.
What is staying in Santa Maria like?
Travelers to Santa Maria will find plenty to explore and enjoy. In Santa Maria, there are 24 hotels and other accommodations to choose from. Find out more about Santa Maria.
What should I see while I'm in Santa Maria?
Places to visit in the wider area include Valdichiana Outlet Village, Terme Antica Querciolaia, and San Giovanni Terme Rapolano. You'll also find Arezzo Equestrian Centre and Villa a Sesta Polo Club in the area. Check out what more to see and do in Expedia's Santa Maria guide.
What's the weather like in Santa Maria?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Santa Maria is 36 inches.