Hotels in Santa Maria

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Where to stay in Santa Maria?

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

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

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.

1. Agriturismo Casal Gheriglio

Lucignano

$168

$196 total

includes taxes & fees

Nov 3 - Nov 4

A stone building with multiple windows and a central entrance.

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

A dining area with a table set for two, white chairs, and a stone-patterned floor.

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

2. Fondaco del Moro

Civitella in Val di Chiana

$68

$75 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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

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

3. Cortona Resort - Le Terre Dei Cavalieri

Cortona

$149

$170 total

includes taxes & fees

Oct 15 - Oct 16

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

A room with a white counter, a bowl of fruit, a plant in a gold pot, and a mirror reflecting a plant and a window with curtains.

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

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

4. Il Monte

Monte San Savino

$66

$105 total

includes taxes & fees

Oct 17 - Oct 18

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 spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

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

5. Il Gentiluomo Hotel & SPA

Arezzo

$72

$86 total

includes taxes & fees

Oct 16 - Oct 17

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 bedroom with a bed, a nightstand, a potted plant, and a window with a view.

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

6. Antico Granaione

Rapolano Terme

$89

$102 total

includes taxes & fees

Nov 9 - Nov 10

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

A hotel lobby with a brick archway, a reception desk, and potted plants.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

7. Hotel Le Capanne

Arezzo

$105

$122 total

includes taxes & fees

Oct 19 - Oct 20

A stone building with a courtyard and a canal.

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

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

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

8. Palazzo Brandano

Trequanda

$68

$79 total

includes taxes & fees

Nov 10 - Nov 11

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

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

9. Podere La Rocca

Montepulciano

$183

$206 total

includes taxes & fees

Oct 24 - Oct 25

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

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

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

A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.

10. Poggio Paradiso Resort & Spa

Torrita di Siena

$198

$223 total

includes taxes & fees

Nov 12 - Nov 13

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

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

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

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

11. La Cantina Relais - Fattoria Il Cipresso

Arezzo

$98

$114 total

includes taxes & fees

Oct 19 - Oct 20

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

A stone building with multiple windows and a courtyard.

12. Villa Borgo San Pietro

Cortona

$112

$132 total

includes taxes & fees

Oct 14 - Oct 15

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 swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

13. Relais Villa Baldelli

Cortona

$117

$137 total

includes taxes & fees

Oct 15 - Oct 16

A person in a white robe standing by a window with a view of mountains.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

A bedside table with a vase of flowers, a book, and a drawer.

14. Locanda agli Amici

Cortona

$101

$115 total

includes taxes & fees

Nov 11 - Nov 12

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

A modern library with leather sofas, bookshelves, and a large window.

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.

15. Hotel Park

Castiglion Fiorentino

$105

$120 total

includes taxes & fees

Oct 21 - Oct 22

A courtyard with stone buildings, a gravel path, and potted plants.

A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

16. B&B San Francesco

Cortona Old Town

$80

$110 total

includes taxes & fees

Oct 25 - Oct 26

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

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

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

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

17. Borgo Tre Rose

Montepulciano

$73

$85 total

includes taxes & fees

Nov 2 - Nov 3

A dining table set with various dishes, glasses of wine, and a vase of flowers.

A yellow building with a stone wall and a swimming pool reflecting the building and trees.

An outdoor dining area with tables set for a meal, surrounded by stone walls and potted plants.

18. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

$246

$280 total

includes taxes & fees

Nov 1 - Nov 2

A brick building with a sign reading "SVETONI Wine Resort" at its entrance.

A rectangular swimming pool with a well-maintained lawn and lounge chairs around it.

A room with a large window, a chair, a small table, and a mirror.

A hotel room with a large bed, a bedside table with a lamp, a bench, and framed pictures on the wall.

19. Villa Svetoni Wine Resort

Montepulciano

$222

$249 total

includes taxes & fees

Oct 18 - Oct 19

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

20. Hotel Borgo Antico

Monteroni d'Arbia

$66

$78 total

includes taxes & fees

Oct 15 - Oct 16

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Go beyond your typical stay in Santa Maria

Pet friendly

Apartment

Apart hotel

Spa

Pool

Hot tub

Family friendly

Farm

Check out reviews of Santa Maria hotels guests love

Hotel Continentale

10/10 Excellent

"The location of this hotel is excellent!"

Hotel San Gregorio

10/10 Excellent

"Great location. Clean and quiet with good breakfast"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"

Nuovo Etruria Resort

10/10 Excellent

"The location of this place was a little outside of the town itself but the staff and amenities made up for it."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Beautiful hotel up high in this hill town. Great service and restaurants."

Palazzo Brandano

10/10 Excellent

"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."

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 !!!"

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"

Frequently asked questions

What hotels do travelers like in Santa Maria?

Guests like Villa Tiberini Wine Relais and Palazzo Brandano.

Can I book a refundable hotel in Santa Maria?

If you want the flexibility to change your plans to Santa Maria, most hotels provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Santa Maria be like during my vacation?

The warmest months in Santa Maria are usually August and July with an average temp of 71°F. January and February are the chilliest months when the average temp is 42°F. The rainiest months are November and October.

Why should I book my Santa Maria accommodation with Hotels.com?

There are plenty of reasons to book your Santa Maria travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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