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Hotels in Montaione

October 2026
2
November 2026

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This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Montaione?

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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

1. Castelfalfi

Castelfalfi
Montaione
$774
$863 total
includes taxes & fees
Oct 29 - Oct 30
Castelfalfi
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 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.

2. Hotel le Macine

Hotel le Macine
Montaione
$84
$97 total
includes taxes & fees
Oct 11 - Oct 12
Hotel le Macine
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A wine cellar with wooden shelves stocked with various bottles and glasses.

3. Borgo san Benedetto

Borgo san Benedetto
Montaione
$176
$201 total
includes taxes & fees
Oct 29 - Oct 30
Borgo san Benedetto
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.

4. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
$109
$123 total
includes taxes & fees
Oct 31 - Nov 1
Tenuta Castellare di Tonda
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.
A stone building with a sloped roof, surrounded by well-maintained grass and a few trees.
A courtyard with stone buildings, a grassy area, and a brick wall.
A bed with a headboard, two bedside lamps, and a patterned bedspread in a room with stone walls.

5. Toscana Vacanze

Toscana Vacanze
MONTAIONE
$165
$286 total
includes taxes & fees
Oct 30 - Oct 31
Toscana Vacanze
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A table set for dining outdoors with a view of the garden and trees.

6. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
$90
$106 total
includes taxes & fees
Oct 19 - Oct 20
Boccioleto Resort&Spa
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

7. Villa Sestilia

Villa Sestilia
Montaione
$165
$185 total
includes taxes & fees
Nov 2 - Nov 3
Villa Sestilia
A dining area with a table set for four, overlooking a scenic landscape.
A buffet setup with various food items and a seating area with wicker chairs and tables.
A pool with a view of rolling hills and distant buildings.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

8. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
$113
$130 total
includes taxes & fees
Nov 2 - Nov 3
Poderi Arcangelo
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.

9. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
$127
$147 total
includes taxes & fees
Oct 18 - Oct 19
LHP Certaldo Resort
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 cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

10. Mormoraia

Mormoraia
San Gimignano
$277
$310 total
includes taxes & fees
Nov 2 - Nov 3
Mormoraia
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
An outdoor seating area with a table, two sofas, and an umbrella.
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.

11. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
$460
$512 total
includes taxes & fees
Nov 2 - Nov 3
Tenuta Bartoli
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 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.

12. La Collegiata

La Collegiata
San Gimignano
$182
$209 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A table set for dining with a view of a vineyard.
A historic square with stone buildings, a central fountain, and a tower.
A lobby with a reception desk, a staircase, and seating areas.

13. La Cisterna

La Cisterna
San Gimignano City Centre
$108
$126 total
includes taxes & fees
Nov 2 - Nov 3
La Cisterna
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.
A narrow street with historic buildings, a clear sky, and pedestrians.
A hotel entrance with a glass door, a welcome mat, and two potted plants.

14. Albergo Etruria

Albergo Etruria
Volterra
$100
$116 total
includes taxes & fees
Oct 18 - Oct 19
Albergo Etruria
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A pool area with lounge chairs and a view of the countryside.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.
A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

15. il Casale del Cotone

il Casale del Cotone
San Gimignano
$159
$180 total
includes taxes & fees
Nov 1 - Nov 2
il Casale del Cotone
A stone building with a swimming pool, outdoor seating, and trees.
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.
A restaurant with a brick floor, white furniture, and a chalkboard menu.

16. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
$108
$124 total
includes taxes & fees
Oct 15 - Oct 16
Il Castagnolo Country B&B
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.
A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.
An outdoor dining area with stone walls, potted plants, and a table set for two.

17. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
$126
$145 total
includes taxes & fees
Oct 8 - Oct 9
Hotel L' Antico Pozzo San Gimignano
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 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.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

18. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
$171
$195 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casolare Le Terre Rosse
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 garden area with potted plants, a red scooter, and a white umbrella.

19. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
$105
$123 total
includes taxes & fees
Oct 25 - Oct 26
Relais Santa Chiara Hotel by Double Hospitality
A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.
A dining area with two ornate chairs, a table with a vase of red flowers, and a wall-mounted television.
A lobby with a round table, a cream-colored sofa, and a decorative lamp.
A dining area with a stone wall, a spiral staircase, and floral upholstered chairs.

20. Hotel Volterra In Superior

Hotel Volterra In Superior
Volterra
$110
$127 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Volterra In Superior
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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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

Castelfalfi

Castelfalfi
Montaione
$1,319
per night
$2,924 total
includes taxes & fees
Castelfalfi
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.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
$106
per night
$239 total
includes taxes & fees
Tenuta Castellare di Tonda
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

Villa Sestilia

Villa Sestilia
Montaione
$224
per night
$499 total
includes taxes & fees
Villa Sestilia
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A table set for dining outdoors with a view of the garden and trees.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
$263
per night
$591 total
includes taxes & fees
Sign in for extra savings
Boccioleto Resort&Spa
Private kitchen
Private kitchen
Private kitchen
Living area

Borghetto Vitae

Borghetto Vitae
Montaione
$117 off
$527
per night
$1,167 total
includes taxes & fees
Borghetto Vitae
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A modern kitchen with wooden cabinets, a dining area with a round table, and a built-in bench.
A modern living room with a dining area, wooden flooring, a sofa, a coffee table, and a large window.
A large, two-story house with a tiled roof, surrounded by lush greenery and vineyards.

Correggiolo Romantic Apartment Pool Montaione Toscana

Correggiolo Romantic Apartment Pool Montaione Toscana
Montaione
$225
per night
$702 total
includes taxes & fees
Correggiolo Romantic Apartment Pool Montaione Toscana
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

La Fornace Di Montaione
Montaione
La Fornace Di 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

Agriturismo Il Poggio
Montaione
Agriturismo Il Poggio
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

La Fiaba At Belmonte
Montaione
La Fiaba At Belmonte

Check out pet-friendly hotels in Montaione

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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

Castelfalfi

Castelfalfi
Montaione
$774
$863 total
includes taxes & fees
Oct 29 - Oct 30
Castelfalfi
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 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.

Hotel le Macine

Hotel le Macine
Montaione
$84
$97 total
includes taxes & fees
Oct 11 - Oct 12
Hotel le Macine
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A wine cellar with wooden shelves stocked with various bottles and glasses.

Borgo san Benedetto

Borgo san Benedetto
Montaione
$176
$201 total
includes taxes & fees
Oct 29 - Oct 30
Borgo san Benedetto
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.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
$109
$123 total
includes taxes & fees
Oct 31 - Nov 1
Tenuta Castellare di Tonda
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

Villa Sestilia

Villa Sestilia
Montaione
$165
$185 total
includes taxes & fees
Nov 2 - Nov 3
Villa Sestilia
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A table set for dining outdoors with a view of the garden and trees.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
$90
$106 total
includes taxes & fees
Oct 19 - Oct 20
Boccioleto Resort&Spa
View all properties

You may also like hotels with pools in Montaione

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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

Castelfalfi

Castelfalfi
Montaione
$774
$863 total
includes taxes & fees
Oct 29 - Oct 30
Castelfalfi
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A wine cellar with wooden shelves stocked with various bottles and glasses.

Borgo san Benedetto

Borgo san Benedetto
Montaione
$176
$201 total
includes taxes & fees
Oct 29 - Oct 30
Borgo san Benedetto
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A table set for dining outdoors with a view of the garden and trees.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
$90
$106 total
includes taxes & fees
Oct 19 - Oct 20
Boccioleto Resort&Spa
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.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
$109
$123 total
includes taxes & fees
Oct 31 - Nov 1
Tenuta Castellare di Tonda
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

Villa Sestilia

Villa Sestilia
Montaione
$165
$185 total
includes taxes & fees
Nov 2 - Nov 3
Villa Sestilia
View all properties

Go beyond your typical stay in Montaione

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Pool
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Pet friendly
Pet friendly
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Hot tub
Hot tub
spa image
Spa
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farm image
Farm
Farm
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Family friendly
Family friendly
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Villa
Villa
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Apart­ment
Apart­ment
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Apart hotel
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Campsite
Campsite
Our prices for hotels in Montaione are cheapest in January

Price trends for hotels in Montaione

Pricing is based on two traveler single night rates
View properties in October

October

High 20°C / low 11°C. Sunny most days.
20°
11°
14°
7°
10°
3°
9°
2°
11°
2°
15°
4°
18°
8°
22°
11°
27°
15°
31°
18°
31°
18°
26°
15°
Monthly weather averages (˚C)

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.
See properties

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.
See properties

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

Check out reviews of Montaione hotels guests love

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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

Castelfalfi

Castelfalfi
Montaione

10/10 Exceptional

United States
Ann
Castelfalfi
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 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.

Hotel le Macine

Hotel le Macine
Montaione

10/10 Exceptional

United States
Michael
Hotel le Macine
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A table set for dining outdoors with a view of the garden and trees.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione

10/10 Exceptional

United States
Gadi
Boccioleto Resort&Spa
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.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione

10/10 Exceptional

United States
Thiago
Tenuta Castellare di Tonda
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A round bar area with a central light fixture and a variety of bottles and glasses.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra

10/10 Exceptional

United States
Nithiwadee
Borgo Pignano Volterra Tuscany
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.
A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.
A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano

10/10 Exceptional

United States
Paige
Tenuta Guardastelle
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 two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A swimming pool with a view of a historic city on a hill.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano

10/10 Exceptional

United States
Vicki
Agriturismo Il Segreto di Pietrafitta
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
An interior with a bar area, seating, and a large window.
An outdoor patio with tables and chairs, umbrellas, and a view of the countryside.
A modern hotel room with a large bed, a wooden bench, a small table with towels and a hat, a plant, and a bathroom visible through an open door.

Laqua Vineyard

Laqua Vineyard
Terricciola

10/10 Exceptional

United States
nocham
Laqua Vineyard
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
A restaurant with stone walls, wooden furniture, and a wine cellar.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti

10/10 Exceptional

United States
Patrick
Fattoria di Vegi
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.
A bedroom with a large bed, a bedside table, and a chair.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti

10/10 Exceptional

United States
William
Borgo Del Cabreo
A stone building with a circular window and a door, surrounded by purple flowers.
A terrace with wicker furniture, a pool, and a vineyard view.
A bottle of wine and two glasses on a windowsill with a vineyard view.
A stone building with a tiled pathway leading to a large planter.

La pietra del cabreo

La pietra del cabreo
Greve in Chianti

10/10 Exceptional

United States
Max
La pietra del cabreo
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A dining area with a table set for two, featuring wine bottles and bread.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

Castello La Leccia

Castello La Leccia
Castellina in Chianti

10/10 Exceptional

United States
Sarah
Castello La Leccia
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 cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

Mormoraia

Mormoraia
San Gimignano

10/10 Exceptional

United States
Emily
Mormoraia
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.
An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

Hotel Sovestro

Hotel Sovestro
San Gimignano

10/10 Exceptional

United States
Mikhail
Hotel Sovestro
An outdoor dining area with wicker chairs and tables, white tablecloths, and umbrellas, overlooking a scenic landscape.
A dining area with stone walls, wooden beams, and round tables set for a meal.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bar area with a dark bar counter, red chairs, and a fireplace.

Villa Le Calvane

Villa Le Calvane
Montespertoli

10/10 Exceptional

United States
Anonymous traveler
Villa Le Calvane
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti

10/10 Exceptional

United States
Jacqueline
Palazzo Squarcialupi
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.
A narrow street with historic buildings, a clear sky, and pedestrians.
A hotel entrance with a glass door, a welcome mat, and two potted plants.

Albergo Etruria

Albergo Etruria
Volterra

10/10 Exceptional

United States
Steve
Albergo Etruria
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A modern interior with a bar area, seating, and a staircase.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti

10/10 Exceptional

United States
Anonymous traveler
Locanda le Piazze

Frequently Asked Questions

What accommodations do travelers like in Montaione?

Guests like Castelfalfi, Boccioleto Resort&Spa and Tenuta Castellare di Tonda.

Can I book a refundable hotel in Montaione?

If you're looking for the flexibility to change your plans to Montaione, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Montaione if I want a vacation home instead of a hotel?

If you're looking for a good alternative to a hotel, look over our selection of 49 vacation homes. You can also book one of 115 apartments or 59 villas.

What will the weather in Montaione be like during my trip?

August and July are typically the warmest months in Montaione when the average temp is 73°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Montaione hotel with Hotels.com?

There are lots of reasons to book your Montaione trip with us: our free cancellations on selected hotels* gives you flexibility, 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.