Cottages in Santa Maria

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Cottages in Santa Maria

A swimming pool with lounge chairs and umbrellas, surrounded by a well-maintained hedge and a stone building in the background.
A spacious living area with a fireplace, wooden beams, and a staircase.
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

Agriturismo Casal Gheriglio
Lucignano
$168
$196 total
includes taxes & fees
Nov 3 - Nov 4
Agriturismo Casal Gheriglio
A stone building with multiple windows and a central entrance.
A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.
A view from a balcony with a red-tiled roof, overlooking a green landscape and distant mountains.

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
$68
$75 total
includes taxes & fees
Oct 14 - Oct 15
Fondaco del Moro
A stone building with a courtyard and a canal.
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.
A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

3. Palazzo Brandano

Palazzo Brandano
Trequanda
$68
$79 total
includes taxes & fees
Nov 10 - Nov 11
Palazzo Brandano
A rooftop terrace with outdoor seating, a pergola, and a view of hills.
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
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.

4. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
$72
$86 total
includes taxes & fees
Oct 16 - Oct 17
Il Gentiluomo Hotel & SPA
An aerial view of a property with a central building, a swimming pool, and surrounding greenery.
A modern bathroom with a marble shower wall, a large mirror, and a wooden vanity.
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.

5. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
$198
$223 total
includes taxes & fees
Nov 12 - Nov 13
Poggio Paradiso Resort & Spa
An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.
A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.
A traditional room with a fireplace, wooden furniture, and a large mirror.
An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

6. Podere La Rocca

Podere La Rocca
Montepulciano
$183
$206 total
includes taxes & fees
Oct 24 - Oct 25
Podere La Rocca
A stone building with a gravel pathway leading to the entrance.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

7. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$142
$161 total
includes taxes & fees
Nov 5 - Nov 6
Agriturismo Il Macchione
A room with a piano, stone walls, a wooden cabinet, and a bench.
A dining area with a yellow table, white chairs, and a kitchen in the background.
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.

8. Antico Granaione

Antico Granaione
Rapolano Terme
$89
$102 total
includes taxes & fees
Nov 1 - Nov 2
Antico Granaione
A stone building with multiple windows and a courtyard.
A stone building with outdoor seating and a fountain.
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 bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

9. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
$112
$132 total
includes taxes & fees
Oct 14 - Oct 15
Villa Borgo San Pietro
A two-story building with a balcony, outdoor seating area, and flags.
A bathroom with a mosaic tile wall, a copper sink, a shower, and a toilet with towels.
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.

10. Il Monte

Il Monte
Monte San Savino
$66
$104 total
includes taxes & fees
Oct 16 - Oct 17
Il Monte
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
A hotel lobby with a brick archway, a reception desk, and potted plants.
A restaurant interior with tables set for dining, a kitchen area, and a wine display.
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

11. Hotel Le Capanne

Hotel Le Capanne
Arezzo
$105
$122 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Le Capanne
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

12. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
$149
$170 total
includes taxes & fees
Oct 15 - Oct 16
Cortona Resort - Le Terre Dei Cavalieri
A two-story building with a balcony, multiple windows with shutters, and a well-maintained garden with hedges and potted plants.
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 skylight with a view of a tree and a distant building.

13. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
$98
$114 total
includes taxes & fees
Oct 19 - Oct 20
La Cantina Relais - Fattoria Il Cipresso
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.
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.

14. Hotel Park

Hotel Park
Castiglion Fiorentino
$105
$120 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Park
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

15. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
$117
$137 total
includes taxes & fees
Oct 15 - Oct 16
Relais Villa Baldelli
An outdoor patio with tables and chairs, a pool, and a view of the countryside.
A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.
A pool surrounded by neatly trimmed hedges and a row of sun loungers.
A playground with a slide and swings, surrounded by lush greenery and flowering plants.

16. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
$73
$85 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Tre Rose
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

17. Locanda del Molino

Locanda del Molino
Cortona
$78
$95 total
includes taxes & fees
Oct 28 - Oct 29
Locanda del Molino
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 bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.
A bathroom with a white sink, a mirror, a shower area, and a wooden ceiling.

18. Equo Suites

Equo Suites
Castiglione del Lago
$117
$133 total
includes taxes & fees
Nov 3 - Nov 4
Equo Suites
A brick building with a sign reading "SVETONI Wine Resort" at its entrance.
A courtyard with a central water feature, stone walls, and seating areas.
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

Villa Svetoni Wine Resort
Montepulciano
$234
$262 total
includes taxes & fees
Oct 21 - Oct 22
Villa Svetoni Wine Resort
A historic town with a prominent church, a square with a pool, and a well-lit street.
A hotel room with a bed, a shower, a TV, and a cabinet.
A buffet setup with various food items and condiments.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

20. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$128
$147 total
includes taxes & fees
Nov 1 - Nov 2
Relais Cloister Pienza
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Find out more about Santa Maria

If you're looking to discover somewhere new, look no further than Santa Maria. Whether you're planning to stay for a night or for the week, the area around Santa Maria has accommodations to fit every need. Search for hotels in Santa Maria with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Santa Maria hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Santa Maria hotel deals are here with our lowest price guarantee.

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