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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Villa del Monte hotels

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A man and a woman in a restaurant with a stone wall and a wooden table.
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.

1. Hotel Sovestro

Hotel Sovestro
San Gimignano
United States
Farzad
CA $190
CA $218 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Sovestro
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

2. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
CA $196
CA $223 total
includes taxes & fees
Nov 9 - Nov 10
Tenuta Sovestro - Agriturismo e Winery
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a lawn, seating area, and a weeping willow tree.

3. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
CA $158
CA $184 total
includes taxes & fees
Oct 19 - Oct 20
LHP Certaldo Resort
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A rustic interior with a brick staircase, a wooden door, and a stone wall.
A view of a traditional brick building with arched doorways and wooden shutters.
A courtyard with a hanging planter, potted plants, and a brick wall.

4. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United Kingdom
Soni
CA $122
CA $142 total
includes taxes & fees
Oct 14 - Oct 15
Residenza d'Epoca Palazzo Buonaccorsi
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

5. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
CA $85
CA $94 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Villa San Giorgio
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.

6. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
CA $137
CA $160 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Le Colline
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 view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

7. La Collegiata

La Collegiata
San Gimignano
United States
Farzad
CA $204
CA $235 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
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.

8. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
CA $135
CA $158 total
includes taxes & fees
Nov 12 - Nov 13
Hotel L' Antico Pozzo San Gimignano
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

9. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
CA $137
CA $161 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Leon Bianco
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 hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

10. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Kathy Ann
CA $141
CA $164 total
includes taxes & fees
Nov 5 - Nov 6
La Cisterna
A dining area with a table set for four, overlooking a scenic landscape.
A stone building with a reception area, a gravel driveway, and potted plants.
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.

11. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Hector
CA $153
CA $177 total
includes taxes & fees
Nov 12 - Nov 13
Poderi Arcangelo
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 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.

12. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
CA $135
CA $160 total
includes taxes & fees
Oct 23 - Oct 24
Relais Santa Chiara Hotel by Double Hospitality
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A room with a stone floor, a sofa, a chair, and a bookshelf.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

13. Mormoraia

Mormoraia
San Gimignano
United States
Kathleen
CA $304
CA $342 total
includes taxes & fees
Nov 8 - Nov 9
Mormoraia
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
A dining area with large windows overlooking a pool and garden.
An aerial view of a large, multi-story building with a swimming pool surrounded by sun loungers and a well-maintained lawn.
A dining area with a view of a pool and garden, featuring tables with chairs and umbrellas.

14. Molino di Foci

Molino di Foci
San Gimignano
United States
Oscar
CA $218
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Molino di Foci
A stone building with a swimming pool, outdoor seating, and trees.
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.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

15. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
CA $153
CA $176 total
includes taxes & fees
Oct 22 - Oct 23
Il Castagnolo Country B&B
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.
A living room with a sofa, armchairs, a coffee table, and a painting on the wall.
A staircase with a wooden handrail and black balusters, leading to an upper floor.

16. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Kenneth
CA $186
CA $212 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Il Castello
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.
A swimming pool at night with a stone building in the background.
A buffet table with various food items and glass containers, set in an outdoor area with a wooden ceiling and a view of trees.

17. Tenuta Decimo

Tenuta Decimo
San Gimignano
Australia
Troy
CA $71
CA $86 total
includes taxes & fees
Oct 28 - Oct 29
Tenuta Decimo
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

18. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
CA $160
CA $176 total
includes taxes & fees
Nov 8 - Nov 9
Villa San Lucchese
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.
A building with a courtyard featuring potted plants and flowers.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

19. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Australia
Jessica
CA $143
CA $167 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Le Renaie
A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

20. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
CA $99
CA $118 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Toscana Ambassador
View all properties

Hotels recommended for families in Villa del Monte

A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a lawn, seating area, and a weeping willow tree.

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
CA $158
CA $184 total
includes taxes & fees
Oct 19 - Oct 20
LHP Certaldo Resort
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
CA $85
CA $94 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Villa San Giorgio
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A man and a woman in a restaurant with a stone wall and a wooden table.
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.

Hotel Sovestro

Hotel Sovestro
San Gimignano
CA $190
CA $218 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Sovestro
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.
A swimming pool at night with a stone building in the background.
A buffet table with various food items and glass containers, set in an outdoor area with a wooden ceiling and a view of trees.

Tenuta Decimo

Tenuta Decimo
San Gimignano
CA $71
CA $86 total
includes taxes & fees
Oct 28 - Oct 29
Tenuta Decimo
A swimming pool with lounge chairs and a view of a hill with buildings.
An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.
A view from a window overlooking a rural landscape with rolling hills and vineyards.
A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
CA $165
CA $189 total
includes taxes & fees
Nov 6 - Nov 7
Agriturismo Il Casolare di Bucciano
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.

Hotel Le Colline

Hotel Le Colline
San Gimignano
CA $137
CA $160 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Le Colline
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 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.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
CA $135
CA $160 total
includes taxes & fees
Oct 23 - Oct 24
Relais Santa Chiara Hotel by Double Hospitality
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A table set for dining outdoors with a view of the garden and trees.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
CA $94
CA $113 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
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Top Villa del Monte Hotel Reviews

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

10/10 Excellent
"Wifi kept getting disconnected but otherwise the location and the property exceeded my expectations. We would definitely come stay here again."
Kane 3-night trip
Posted 23 hours ago
Fattoria il Milione Agriturismo
Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful place to stay!"
Peter 3-night trip
Posted 3 days ago
Castelfalfi
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 3 days ago
Villa I Barronci Resort & Spa
La Cisterna

La Cisterna

10/10 Excellent
"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"
Kathy Ann 1-night trip
Posted 5 days ago
La Cisterna
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 6 days ago
Fattoria di Vegi
Mormoraia

Mormoraia

10/10 Excellent
"This place is stunningly beautiful a heaven on Earth. I’ve traveled all over Italy and"
Lauren 2-night trip
Posted 6 days ago
Mormoraia
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 12 days ago
Hotel Toscana Ambassador
Tenuta di Artimino Melia Collection

Tenuta di Artimino Melia Collection

10/10 Excellent
"This resort was above and beyond our expectations! It is absolutely beautiful and extremely peaceful!"
DEB 1-night trip
Posted 12 days ago
Tenuta di Artimino Melia Collection
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 3 weeks ago
Park Hotel Chianti

More cheap stays in Villa del Monte

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
CA $86
CA $99 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (278 reviews)
Villa Castiglione
Fattoria Albanese Labardi

Fattoria Albanese Labardi

Via S. Lorenzo ai Monti, 2/4 Lastra a Signa FI
CA $123
CA $140 total
Oct 18 - Oct 19
includes taxes & fees
2/10 (1 review)
Fattoria Albanese Labardi
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
CA $227
CA $254 total
Oct 21 - Oct 22
includes taxes & fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
Get ratesBorgo Tignano
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto
Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
Get rates
9.2/10 Wonderful! (5 reviews)
Agriturismo Belmonte Vacanze

Frequently asked questions

What is the best area to stay in Villa Del Monte?
The best area to stay in Villa Del Monte is within the historic centre, specifically around Piazza del Comune.This area is the heart of Villa Del Monte, offering a central and convenient base for exploring. You'll find charming cobbled streets, historic buildings, and a selection of local shops, restaurants, and cafes. The Piazza del Comune itself is a lovely public square, often hosting local events, and the Duomo di San Martino is a prominent landmark nearby.For couples looking for a romantic and scenic escape, staying within the historic centre is ideal. You'll be within easy walking distance of intimate trattorias, wine bars, and art galleries. The evenings are particularly pleasant for a stroll, enjoying the historic architecture and the quiet atmosphere.Travellers seeking a luxurious and secluded experience will find excellent options just outside the historic centre, located in the surrounding hills. These properties often offer stunning views of the Tuscan countryside, private pools, and extensive gardens.
When is the best time to go to Villa Del Monte?
The best time to go to Villa Del Monte is typically from late April to early June and again from early September to late October.These periods offer pleasant weather, with warm days and comfortable evenings, superb for enjoying outdoor activities and sightseeing without the intense heat of mid-summer. You'll find the countryside lush and green in spring, with blooming wildflowers, while autumn brings the spectacular colours of the harvest season and excellent opportunities for wine tasting.For couples looking for a romantic getaway, these shoulder seasons are ideal. You'll experience fewer crowds at popular attractions and restaurants, allowing for a more intimate and relaxed trip. Many local festivals celebrating food and wine also take place during these times, offering a deeper insight into Tuscan culture.Families, especially those with younger children, might prefer late spring or early autumn. The milder temperatures are more comfortable for exploring and enjoying the villa's amenities, like the swimming pool, without the risk of overheating.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Villa del Monte.
How much is the nightly rate at a Villa del Monte hotel?
Prices for hotels in Villa del Monte often vary, but you can find a great deal from CA $99 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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