𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Santa Maria (2026)

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Our top choices for Santa Maria hotels

A swimming pool with lounge chairs and umbrellas, surrounded by a well-maintained hedge and a stone building in the background.

A kitchen with wooden cabinets, a stove, a refrigerator, and a window.

A rustic kitchen with wooden cabinets, a fireplace, and a dining area with a table and chairs.

An outdoor dining table set with plates, cutlery, wine, and a vase of flowers, surrounded by a lush garden and tall trees.

1. Agriturismo Casal Gheriglio

Lucignano

S$245

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A hotel room with a bed, bedside table, and a desk with a chair.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

2. Hotel Apogeo

Sinalunga

Paul

S$143

includes taxes & fees

9 Oct - 10 Oct

A stone building with multiple windows and a central entrance.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

3. Fondaco del Moro

Civitella in Val di Chiana

Heather

S$97

includes taxes & fees

11 Oct - 12 Oct

A room with a piano, stone walls, a wooden cabinet, and a bench.

A narrow stairway with a small window overlooking a courtyard with a brick building and a wooden ceiling.

A wooden console table with a mirror above it, a vase with flowers, and a basket of fruit.

A dining area with a yellow table, white chairs, and a kitchen in the background.

4. Antico Granaione

Rapolano Terme

Irene

S$129

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with wicker furniture, a table, and a lamp.

A neatly made bed with a pink quilt, two rolled towels, and a bedside table with a lamp.

A hallway with a wooden floor, a small table with a vase, and a light fixture on the ceiling.

A bar area with a variety of liquor bottles, a pizza on a wooden board, and three martini glasses with straws.

5. Il Monte

Monte San Savino

Thomas

S$136

includes taxes & fees

9 Oct - 10 Oct

A stone building with a courtyard and a canal.

A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

A spacious room with a large bed, two armchairs, a sofa, and a view of the outdoors through a large window.

A bedroom with a wooden ceiling, a bed with a decorative headboard, a bench, and a large wardrobe.

6. Palazzo Brandano

Trequanda

Andrew

S$135

includes taxes & fees

2 Nov - 3 Nov

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

7. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

S$218

includes taxes & fees

12 Oct - 13 Oct

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

8. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

S$111

includes taxes & fees

25 Oct - 26 Oct

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

An open door leading to a balcony with a stone wall and a view of a landscaped garden.

A living room with a sofa, armchair, and a wooden cabinet.

A cozy living room with a sofa, armchair, and a coffee table with a vase.

9. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

S$303

includes taxes & fees

3 Nov - 4 Nov

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

A traditional room with a fireplace, wooden furniture, and a large mirror.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

10. Podere La Rocca

Montepulciano

Jake

S$228

includes taxes & fees

21 Oct - 22 Oct

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A modern bar area with a counter, bar stools, and a seating area with chairs.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

11. Hotel Park

Castiglion Fiorentino

Karen

S$154

includes taxes & fees

20 Oct - 21 Oct

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A skylight with a view of a tree and a distant building.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

12. La Cantina Relais - Fattoria Il Cipresso

Arezzo

erik

S$146

includes taxes & fees

12 Oct - 13 Oct

A breakfast table with croissants, a pitcher, a teapot, and a vase with flowers.

A room with red leather sofas, a glass coffee table, and potted plants.

A hotel room with a large bed, a tray with tea and a teapot, and a decorative headboard.

13. Hotel Ghibellino

Buonconvento

Anna-Maree

S$125

includes taxes & fees

18 Oct - 19 Oct

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

14. Relais Villa Baldelli

Cortona

Peter

S$169

includes taxes & fees

14 Oct - 15 Oct

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

15. Borgo Tre Rose

Montepulciano

Jinhee

S$109

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

16. Agriturismo Il Macchione

Pienza

YOUNG BAE

S$206

includes taxes & fees

5 Nov - 6 Nov

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

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

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

17. Tenuta Santo Pietro

Pienza

Robert

S$312

includes taxes & fees

7 Nov - 8 Nov

A historic building with a courtyard, surrounded by lush greenery and trees.

A cozy living room with a grey sofa, a green lamp, and a large mirror.

A living room with a sofa, two armchairs, a floor lamp, a radiator, a window with curtains, a cabinet, and framed pictures on the wall.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

18. Equo Suites

Castiglione del Lago

Alistair

S$172

includes taxes & fees

3 Nov - 4 Nov

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

19. Relais Cloister Pienza

Pienza

Karen

S$190

includes taxes & fees

25 Oct - 26 Oct

A villa with a swimming pool, outdoor seating, and a tennis court.

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

An aerial view of a property with a swimming pool, tennis court, and vineyard.

20. Villa Curina Resort

Castelnuovo Berardenga

Deanna

S$169

includes taxes & fees

10 Oct - 11 Oct

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Top Santa Maria Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Beautiful experience. Would recommend again and again."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"I highly recommend this place Nice place with high trained staff Very clean rooms"

Nuovo Etruria Resort

10/10 Excellent

"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"

Casanova - Panoramic Rooms and Suites

8/10 Good

"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"

Palazzo Brandano

10/10 Excellent

"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."

Albergo Le Terme

10/10 Excellent

"It was amazing."

Palazzuolo

10/10 Excellent

"Excellent room, good location, the staff is very gentle, the breakfast is good"

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."

More cheap stays in Santa Maria

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

S$164

14 Oct - 15 Oct

includes taxes & fees

9.4/10 Exceptional! (213 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

S$221

20 Oct - 21 Oct

includes taxes & fees

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

Get rates

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI

Get rates

8/10 Very good! (59 reviews)

Frequently asked questions

Where is the best place to stay in Santa Maria?

Villa di Piazzano - Small Luxury Hotel of the World, located 15.5 mi (25 km) from the heart of Santa Maria, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Precise Tale Poggio Alla Sala and Nuovo Etruria Resort. See all available top hotels, or vacation rentals in Santa Maria.

What are some of the best holiday rentals that Santa Maria has to offer?

Borgo Argiano: This holiday home rental outside of Santa Maria is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday 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, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Santa Maria.

What are some hotels with pools in Santa Maria?

Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Precise Tale Poggio Alla Sala and Nuovo Etruria Resort are a couple of other choices that feature an on-site pool. View all hotels with pools in Santa Maria.

What is staying in Santa Maria like?

Travellers to Santa Maria will find plenty to explore and enjoy. In Santa Maria, there are 16 hotels and other accommodation options 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 Tennis Club Castiglionese and Arezzo Equestrian Centre in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Santa Maria is 906 mm.

Explore a world of travel with Expedia

Things to do in Montepulciano

Santa Maria Hotels from S$97

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Santa Maria

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Santa Maria hotels

1. Agriturismo Casal Gheriglio

2. Hotel Apogeo

3. Fondaco del Moro

4. Antico Granaione

5. Il Monte

6. Palazzo Brandano

7. Cortona Resort - Le Terre Dei Cavalieri

8. Il Gentiluomo Hotel & SPA

9. Poggio Paradiso Resort & Spa

10. Podere La Rocca

11. Hotel Park

12. La Cantina Relais - Fattoria Il Cipresso

13. Hotel Ghibellino

14. Relais Villa Baldelli

15. Borgo Tre Rose

16. Agriturismo Il Macchione

17. Tenuta Santo Pietro

18. Equo Suites

19. Relais Cloister Pienza

20. Villa Curina Resort

Top Santa Maria Hotel Reviews

Monastero di Cortona Hotel & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Relais Villa Grazianella - UNA Esperienze

Nuovo Etruria Resort

Casanova - Panoramic Rooms and Suites

Palazzo Brandano

Albergo Le Terme

Palazzuolo

Hotel Villa Ricci

More cheap stays in Santa Maria

Hotel La Terrazza di Montepulciano

Castello di Bossi

La Locanda di Casalmustia

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Hotel Sangallo

Frequently asked questions

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