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Luxury Hotels in Montaione

October 2026
11
November 2026

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Oct 16 - Oct 18
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Oct 23 - Oct 25

Luxury Hotels in Montaione

A person performing a yoga pose on a wooden deck with a view of a landscape.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
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.

1. Castelfalfi

Castelfalfi
Montaione
  • 4 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$825
$918 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.
A stone building with a gravel path leading to a staircase.
A bedroom with a checkered bedspread, two wooden chairs, a nightstand with a lamp, and a stone wall.
A stone villa surrounded by lush greenery and rolling hills.

2. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
  • Poolside bar
  • Concierge services
$105
$119 total
includes taxes & fees
Nov 9 - Nov 10
Tenuta Sant'Ilario
A large, two-story building with a symmetrical facade, central courtyard, and a formal garden with tall cypress trees.
A pool area with clear blue water, surrounded by neatly trimmed hedges and tall trees.
A restaurant with wicker chairs and tables set with glassware and yellow flowers.
A modern interior with a wooden ceiling, a large window, and a potted plant.

3. Villa Lena

Villa Lena
Palaia
  • Poolside bar
  • Concierge services
$292
$324 total
includes taxes & fees
Nov 7 - Nov 8
Villa Lena
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 landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.
A stone building with a rustic garden, a hanging light fixture, and a gravel path.

4. il Casale del Cotone

il Casale del Cotone
San Gimignano
  • Rooftop pool
$157
$178 total
includes taxes & fees
Nov 1 - Nov 2
il Casale del Cotone
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
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.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

5. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • 24-hour gym
  • Outdoor pool
  • Concierge services
$110
$127 total
includes taxes & fees
Oct 19 - Oct 20
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.

6. Mormoraia

Mormoraia
San Gimignano
  • Full-service spa
  • Poolside bar
$275
$308 total
includes taxes & fees
Oct 22 - Oct 23
Mormoraia
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
A pathway flanked by tall, slender trees leading to a distant point.
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.

7. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
  • Poolside bar
  • Concierge services
$458
$510 total
includes taxes & fees
Oct 13 - Oct 14
Tenuta Bartoli
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 wedding reception table set outdoors with floral arrangements and candles.
A spa room with a hot tub, wooden flooring, and a decorative window.

8. Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
  • Poolside dining
  • Hot tub
  • Poolside bar
  • Concierge services
  • Adults-only
$209
$230 total
includes taxes & fees
Oct 22 - Oct 23
Relais Sassa al Sole
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

9. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
  • Poolside dining
  • Full-service spa
  • Poolside bar
  • Concierge services
$86
$101 total
includes taxes & fees
Nov 11 - Nov 12
Villa I Barronci Resort & Spa
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A window with a view of a vineyard and distant buildings.
An outdoor patio with tables and chairs, umbrellas, and a view of the countryside.
An interior with a bar area, seating, and a large window.

10. Laqua Vineyard

Laqua Vineyard
Terricciola
  • Full-service spa
  • Concierge services
$216
$238 total
includes taxes & fees
Oct 19 - Oct 20
Laqua Vineyard
A poolside setting with a table, a drink, and snacks.
A modern living room with a sofa, wooden coffee table, and bookshelves.
Rooftop pool
A dining table set with a bowl of food, wine glasses, a vase with flowers, a water bottle, and a basket of bread.

11. Colle Alberti Country House

Colle Alberti Country House
Cerreto Guidi
  • Outdoor pool
  • 9 holes of golf
$127
$144 total
includes taxes & fees
Nov 1 - Nov 2
Colle Alberti Country House
A doorway leading to a pool area with outdoor furniture and a scenic view of hills and water.
A hotel room with a large bed, a nightstand with a lamp, a mirror, and a view of the outdoors.
A spacious room with a chandelier, large mirrors, and a grand staircase.
A poolside area with lounge chairs, a pergola, and a view of rolling hills.

12. Villa Petriolo

Villa Petriolo
Cerreto Guidi
  • 2 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$218
$243 total
includes taxes & fees
Nov 8 - Nov 9
Villa Petriolo
A cozy living room with large windows, a dining area, and a kitchen.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.
An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.
A cozy bar area with a curved wooden counter, wine glasses, and a potted plant.

13. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Restaurant
  • Connecting rooms available
$165
$187 total
includes taxes & fees
Oct 12 - Oct 13
Torraccia di Chiusi
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A pool with a view of a vineyard and hills.
A courtyard with a hanging planter, potted plants, and a brick wall.
A view of a traditional brick building with arched doorways and wooden shutters.

14. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
  • Concierge services
$86
$100 total
includes taxes & fees
Oct 29 - Oct 30
Residenza d'Epoca Palazzo Buonaccorsi
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.

15. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
  • Poolside bar
  • Adults-only
$234
$263 total
includes taxes & fees
Oct 14 - Oct 15
Agriturismo Il Segreto di Pietrafitta
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.
A stone building with a tower, a glass structure, and outdoor seating.

16. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
  • Outdoor pool
  • Concierge services
$68
$80 total
includes taxes & fees
Nov 9 - Nov 10
Salvadonica - Borgo del Chianti
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
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".
A stone-walled room with a bench and a small shelf.

17. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • 2 restaurants
  • Full-service spa
  • 2 poolside bars
  • Concierge services
$509
$566 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Pignano Volterra Tuscany
A hotel room with a wooden nightstand, a book, glasses, a lamp, and a bed with white bedding and a green pillow.
A view through an arched window of a landscape with hills and trees.
A multi-story building with a tiled roof, stone walls, and a bell tower.
A pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a building with a tiled roof.

18. The Podere Wine Resort Chianti

The Podere Wine Resort Chianti
Barberino Val d'Elsa
  • Concierge services
$325
$362 total
includes taxes & fees
Oct 13 - Oct 14
The Podere Wine Resort Chianti
A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.
A hallway with white doors, a large potted plant, a window with white curtains, and a dark floor with a compass design.
A stone house with a courtyard, surrounded by greenery and hills.
A modern dining area with a long wooden table, black and white wicker chairs, and green decorative vases.

19. One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
  • Full-service spa
  • Outdoor pool
  • Concierge services
$431
$474 total
includes taxes & fees
Nov 1 - Nov 2
One Belvedere Tuscany
A person sitting in a hot tub with a waterfall feature in the background.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.
A tiled shower area with a square light fixture above the showerhead.
A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

20. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
  • Full-service spa
  • Concierge services
$115
$132 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Palazzo San Lorenzo & SPA
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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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About the destination

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