A historical building with a covered porch, columns, and a bell tower, surrounded by trees and a grassy area.

Hotels in Montaione

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Where to stay in Montaione?

A person performing a yoga pose on a wooden deck with a view of a landscape.

A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

1. Castelfalfi

Montaione

$769

$857 total

includes taxes & fees

Oct 29 - Oct 30

An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

A stone building with a paved entrance and a decorative archway with red flowers.

A buffet setup with various food items and a view of the outdoors through large windows.

A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.

2. Hotel le Macine

Montaione

$83

$96 total

includes taxes & fees

Oct 11 - Oct 12

A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.

A wine cellar with wooden shelves stocked with various bottles and glasses.

3. Borgo san Benedetto

Montaione

$176

$201 total

includes taxes & fees

Oct 29 - Oct 30

A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.

A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

A two-story building with a tiled roof, a central entrance, and a small balcony.

A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

4. Boccioleto Resort&Spa

Montaione

$90

$106 total

includes taxes & fees

Oct 19 - Oct 20

A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

A bed with a headboard, two bedside lamps, and a patterned bedspread in a room with stone walls.

A courtyard with stone buildings, a grassy area, and a brick wall.

A stone building with a patio area featuring outdoor furniture and a table.

5. Toscana Vacanze

MONTAIONE

$165

$286 total

includes taxes & fees

Oct 30 - Oct 31

A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

A room with a curved sofa, patterned walls, and a circular floor design.

A swimming pool with lounge chairs and a terracotta pot.

A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.

6. Tenuta Castellare di Tonda

Montaione

$109

$123 total

includes taxes & fees

Oct 31 - Nov 1

A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.

A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

7. Villa Sestilia

Montaione

$165

$185 total

includes taxes & fees

Nov 2 - Nov 3

A dining area with a table set for four, overlooking a scenic landscape.

A pool with a view of rolling hills and distant buildings.

A buffet setup with various food items and a seating area with wicker chairs and tables.

A bedroom with a bed, a desk, a TV, and a window with curtains.

8. Poderi Arcangelo

San Gimignano

$113

$130 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with an arched entrance, ivy-covered walls, and potted plants.

A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

A room with a stone floor, a sofa, a chair, and a bookshelf.

9. Mormoraia

San Gimignano

$277

$310 total

includes taxes & fees

Oct 20 - Oct 21

A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.

A spacious living area with a fireplace, comfortable seating, and an arched doorway.

A dining area with a table set for two, overlooking a vineyard.

An outdoor seating area with a table, two sofas, and an umbrella.

10. Tenuta Bartoli

San Gimignano

$460

$512 total

includes taxes & fees

Oct 12 - Oct 13

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

A courtyard with a lawn, seating area, and a weeping willow tree.

11. LHP Certaldo Resort

Certaldo

$125

$144 total

includes taxes & fees

Oct 5 - Oct 6

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A stone building with a rustic garden, a hanging light fixture, and a gravel path.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

A pool area with lounge chairs and a view of the countryside.

12. il Casale del Cotone

San Gimignano

$158

$179 total

includes taxes & fees

Nov 1 - Nov 2

A table set for dining with a view of a hilltop town.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

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

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

13. La Collegiata

San Gimignano

$169

$193 total

includes taxes & fees

Oct 8 - Oct 9

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A lobby with a reception desk, a staircase, and seating areas.

A table set for dining with a view of a vineyard.

A historic square with stone buildings, a central fountain, and a tower.

14. La Cisterna

San Gimignano City Centre

$108

$126 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

A bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.

A narrow street with historic buildings, a clear sky, and pedestrians.

15. Albergo Etruria

Volterra

$100

$116 total

includes taxes & fees

Oct 18 - Oct 19

A stone building with a swimming pool, outdoor seating, and trees.

A bedroom with a bed, a lamp, a chandelier, and curtains.

A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

16. Il Castagnolo Country B&B

San Gimignano

$108

$124 total

includes taxes & fees

Oct 15 - Oct 16

A historic street with a hotel entrance featuring an arched doorway and potted plants.

An outdoor dining area with stone walls, potted plants, and a table set for two.

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

17. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

$126

$145 total

includes taxes & fees

Oct 8 - Oct 9

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

18. Hotel Casolare Le Terre Rosse

San Gimignano

$171

$195 total

includes taxes & fees

Oct 16 - Oct 17

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

A gym with treadmills, weight machines, and free weights.

A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

19. Hotel Leon Bianco

San Gimignano City Centre

$109

$126 total

includes taxes & fees

Nov 1 - Nov 2

A dining table with a view of a pool and landscaped garden.

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

A table set for breakfast with a scenic view of hills and trees.

20. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

$105

$123 total

includes taxes & fees

Oct 25 - Oct 26

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Check out pet-friendly hotels in Montaione

Castelfalfi

Montaione

$769

$857 total

includes taxes & fees

Oct 29 - Oct 30

Hotel le Macine

Montaione

$83

$96 total

includes taxes & fees

Oct 11 - Oct 12

Borgo san Benedetto

Montaione

$176

$201 total

includes taxes & fees

Oct 29 - Oct 30

Tenuta Castellare di Tonda

Montaione

$109

$123 total

includes taxes & fees

Oct 31 - Nov 1

Villa Sestilia

Montaione

$165

$185 total

includes taxes & fees

Nov 2 - Nov 3

Boccioleto Resort&Spa

Montaione

$90

$106 total

includes taxes & fees

Oct 19 - Oct 20

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Go beyond your typical stay in Montaione

Our prices for hotels in Montaione are cheapest in January

Top landmarks in Montaione

Castelfalfi Golf Course

9.6/10 (11 reviews)

You might want to practice your swing at Castelfalfi Golf Course, a golf course located 0.5 mi (0.9 km) from central Castelfalfi.

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Monastery of San Vivaldo

9.2/10 (5 reviews)

Monastery of San Vivaldo is in the heart of San Vivaldo, so why not stop by during your stay.

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Learn more about Montaione

The region around Montaione is home to attractions such as Castelfalfi Golf Course and Casa del Boccaccio.

See all hotels in Montaione

Check out reviews of Montaione hotels guests love

A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.

A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.

A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

Agriturismo Il Segreto di Pietrafitta

San Gimignano

10/10 Exceptional

Vicki

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.

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

Tenuta Guardastelle

San Gimignano

10/10 Exceptional

Paige

A stone building with a circular window and a door, surrounded by purple flowers.

A stone building with a tiled roof, arched windows, and a well-maintained lawn.

A stone building with a tiled pathway leading to a large planter.

A bottle of wine and two glasses on a windowsill with a vineyard view.

La pietra del cabreo

Greve in Chianti