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?

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

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

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

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

1. Hotel le Macine

Montaione

$108

$124 total

includes taxes & fees

Oct 15 - Oct 16

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

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

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

A table set for dining outdoors with a view of the garden and trees.

2. Boccioleto Resort&Spa

Montaione

$97

$114 total

includes taxes & fees

Sep 22 - Sep 23

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

A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.

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.

3. Castelfalfi

Montaione

$1,018

$1,131 total

includes taxes & fees

Oct 13 - Oct 14

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

A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.

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.

4. Borgo san Benedetto

Montaione

$192

$218 total

includes taxes & fees

Oct 12 - Oct 13

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

A rural village with stone buildings, a paved road, and a vineyard in the foreground.

A swimming pool with lounge chairs and a terracotta pot.

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

5. Tenuta Castellare di Tonda

Montaione

$108

$122 total

includes taxes & fees

Sep 29 - Sep 30

A rustic dining area with stone walls, wooden tables, and hanging light fixtures.

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

6. Villa Sestilia

Montaione

$197

$221 total

includes taxes & fees

Oct 14 - Oct 15

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

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

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.

7. Hotel Casolare Le Terre Rosse

San Gimignano

$172

$196 total

includes taxes & fees

Oct 16 - Oct 17

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

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

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

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

8. La Cisterna

San Gimignano City Centre

$111

$130 total

includes taxes & fees

Oct 15 - Oct 16

A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

A villa with a swimming pool, surrounded by lush greenery and hills.

A spa room with a hot tub, wooden flooring, and a decorative window.

A well-maintained garden with a stone pathway leading to a house with a tiled roof and a porch.

9. Relais Sassa al Sole

San Miniato

$216

$237 total

includes taxes & fees

Sep 24 - Sep 25

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

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

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

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

10. LHP Certaldo Resort

Certaldo

$156

$178 total

includes taxes & fees

Oct 16 - Oct 17

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

11. Hotel San Lino

Volterra

$108

$126 total

includes taxes & fees

Oct 2 - Oct 3

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

12. Hotel Le Colline

San Gimignano

$106

$124 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

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

13. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

$131

$151 total

includes taxes & fees

Oct 9 - Oct 10

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

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

A garden area with potted plants, a red scooter, and a white umbrella.

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

14. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

$107

$126 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

15. Albergo Etruria

Volterra

$118

$135 total

includes taxes & fees

Oct 15 - Oct 16

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

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

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

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

16. Hotel Leon Bianco

San Gimignano City Centre

$149

$170 total

includes taxes & fees

Sep 24 - Sep 25

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

A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

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.

17. Poderi Arcangelo

San Gimignano

$142

$162 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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

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

18. La Collegiata

San Gimignano

$225

$256 total

includes taxes & fees

Oct 14 - Oct 15

A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

A stone-walled room with a bench and a small shelf.

A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

19. Borgo Pignano Volterra Tuscany

Volterra

$640

$710 total

includes taxes & fees

Oct 16 - Oct 17

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

20. Villa Sabolini

Colle di Val d'Elsa

$154

$174 total

includes taxes & fees

Oct 6 - Oct 7

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Next weekend

Tenuta Castellare di Tonda

Montaione

$104

per night

$236 total

includes taxes & fees

A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.

A garden path with a stone sculpture, a tall cypress tree, and flower beds.

A wine bottle, a glass of red wine, and sunflowers on a table.

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

Agriturismo Poggio Pistolese

Montaione

$30 off

$123

per night

$278 total

includes taxes & fees

Castelfalfi

Montaione

$1,185

per night

$2,630 total

includes taxes & fees

A stone building with a tiled roof, a wooden door, and a small garden with a palm tree.

A stone house with a brick chimney, surrounded by lush greenery and trees.

An outdoor seating area with white plastic chairs and tables, a large umbrella, and a stone building with arched windows.

A rustic kitchen with wooden cabinets, a dining table with chairs, and a staircase leading to an upper level.

Romola Retreat: Tuscan Escape

Montaione

$99

per night

$352 total

includes taxes & fees

Villa Sestilia

Montaione

$256

per night

$570 total

includes taxes & fees

A swimming pool with sun loungers and umbrellas, surrounded by greenery and hills.

A balcony with a view of a green landscape, a potted plant, and a wooden pergola.

A dining area with a wooden table and chairs, a green sofa, and a kitchen in the background.

A black car parked on a gravel path with a stone wall and greenery in the background.

Agriturismo Belmonte Vacanze

Montaione

$27 off

$260

per night

$579 total

includes taxes & fees

Borghetto Vitae

Montaione

$576

per night

$1,274 total

includes taxes & fees

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

A modern living room with a dining area, wooden flooring, a sofa, a coffee table, and a large window.

A modern kitchen with wooden cabinets, a dining area with a round table, and a built-in bench.

A large, two-story house with a tiled roof, surrounded by lush greenery and vineyards.

Correggiolo Romantic Apartment Pool Montaione Toscana

Montaione

$249

per night

$760 total

includes taxes & fees

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

A two-story building with a patio area, outdoor seating, and a small dog.

A bedroom with a bed, bedside tables, a wardrobe, a mirror, and a dresser.

An outdoor dining area with brick walls, checkered tablecloths, and black metal chairs.

La Fornace Di Montaione

Montaione

An outdoor seating area with a table and chairs, a potted plant, and a building with a stone facade and green shutters.

A stone building with a bell tower, a paved courtyard, and a small tree.

A bedroom with a bed, a window with curtains, a wooden wardrobe, and a painting on the wall.

A wooden gazebo with benches on a grassy hill, surrounded by trees.

Agriturismo Il Poggio

Montaione

An outdoor seating area with tables and chairs, surrounded by greenery and a wooden pergola structure.

A two-story house with a stone facade, a balcony, and a well-maintained garden with hedges and trees.

A room with two beds, a wooden table, a chair, a window with curtains, and a cabinet.

A dining area with a wooden table and chairs, a television on a cabinet, and a view through a glass door.

La Fiaba At Belmonte

Montaione

Apartment in Tuscany With Pool and Garden

Montaione

$145

per night

$323 total

includes taxes & fees

A swimming pool with a pergola, lounge chairs, and umbrellas.

Apartment With Pool and Countryside Views

Montaione

Montaione

$197

$221 total

includes taxes & fees

Oct 13 - Oct 14

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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 Monastery of San Vivaldo.

See all hotels in Montaione

Check out reviews of Montaione hotels guests love

Castelfalfi

Montaione

10/10 Exceptional

Ann

Hotel le Macine

Montaione

10/10 Exceptional

Michael

Boccioleto Resort&Spa

Montaione

10/10 Exceptional

We stayed at Boccioleto Resort & Spa for five nights with our two kids and absolutely loved it. The hotel is stunning, surrounded by greenery, with spacious rooms and a pool overlooking breathtaking views. The staff is impeccable—always warm, attentive, and genuinely committed to making every guest feel special. You can really sense the team’s effort to create an unforgettable experience. Breakfast was delicious, and if we had more time, we would have gladly extended our stay.

Gadi