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Oct 10 - Oct 11
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Oct 11 - Oct 12
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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 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 man and a woman in a restaurant with a stone wall and a wooden table.

1. Hotel Sovestro

Hotel Sovestro
San Gimignano
Canada
Bob
$133 nightly
$154 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Sovestro
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
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
$138 nightly
$157 total
Nov 8 - Nov 9
Total with taxes and fees
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
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.

3. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
$96 nightly
$113 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Le Colline
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 large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A courtyard with a lawn, seating area, and a weeping willow tree.

4. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
$127 nightly
$147 total
Oct 18 - Oct 19
Total with taxes and fees
LHP Certaldo Resort
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

5. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
$70 nightly
$82 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Villa San Giorgio
A table set for dining with a view of a hilltop town.
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.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.

6. La Collegiata

La Collegiata
San Gimignano
Norway
Johanne Kristine
$144 nightly
$167 total
Oct 31 - Nov 1
Total with taxes and fees
La Collegiata
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
A dining area with a view of a pool and garden, featuring tables with chairs and umbrellas.
A spacious living room with a chandelier, a staircase, and a sofa.
A dining area with large windows overlooking a pool and garden.

7. Molino di Foci

Molino di Foci
San Gimignano
Canada
JESSICA
$153 nightly
$169 total
Nov 2 - Nov 3
Total with taxes and fees
Molino di Foci
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 stone building with a tiled roof, a gravel path, and potted plants.

8. Tenuta Decimo

Tenuta Decimo
San Gimignano
Australia
Troy
$46 nightly
$56 total
Oct 26 - Oct 27
Total with taxes and fees
Tenuta Decimo
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 view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.
A bedroom with a bed, a lamp, a chandelier, and curtains.

9. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
$107 nightly
$124 total
Oct 19 - Oct 20
Total with taxes and fees
Il Castagnolo Country B&B
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A courtyard with a hanging planter, potted plants, and a brick wall.
A rustic interior with a brick staircase, a wooden door, and a stone wall.
A pool with a view of a vineyard and hills.

10. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United Kingdom
Soni
$86 nightly
$100 total
Nov 2 - Nov 3
Total with taxes and fees
Residenza d'Epoca Palazzo Buonaccorsi
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 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.

11. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Hector
$108 nightly
$124 total
Nov 8 - Nov 9
Total with taxes and fees
Poderi Arcangelo
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 bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

12. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
$95 nightly
$112 total
Nov 5 - Nov 6
Total with taxes and fees
Hotel Leon Bianco
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.

13. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
$92 nightly
$108 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel L' Antico Pozzo San Gimignano
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 courtyard with a stone pathway surrounded by potted hydrangeas in various colors.

14. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Australia
Jessica
$100 nightly
$117 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Le Renaie
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.
A staircase with a wooden handrail and black balusters, leading to an upper floor.
A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.
A living room with a sofa, armchairs, a coffee table, and a painting on the wall.

15. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Kenneth
$121 nightly
$139 total
Nov 10 - Nov 11
Total with taxes and fees
Hotel Il Castello
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 table set for dining with a view of a vineyard.
A lobby with a reception desk, a staircase, and seating areas.

16. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Kathy Ann
$87 nightly
$103 total
Nov 5 - Nov 6
Total with taxes and fees
La Cisterna
A dining table with a view of a pool and landscaped garden.
A garden area with potted plants, a red scooter, and a white umbrella.
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.

17. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
$82 nightly
$98 total
Oct 20 - Oct 21
Total with taxes and fees
Relais Santa Chiara Hotel by Double Hospitality
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 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.
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.

18. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
United States
safet
$234 nightly
$264 total
Oct 14 - Oct 15
Total with taxes and fees
Agriturismo Il Segreto di Pietrafitta
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 clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

19. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
$99 nightly
$109 total
Nov 8 - Nov 9
Total with taxes and fees
Villa San Lucchese
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 stone building with a rustic garden, a hanging light fixture, and a gravel path.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

20. il Casale del Cotone

il Casale del Cotone
San Gimignano
United States
Mary
$155 nightly
$177 total
Nov 2 - Nov 3
Total with taxes and fees
il Casale del Cotone
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Top Villa del Monte Hotel Reviews

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 1 day ago
La Cisterna
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"Beautiful views, good location, nice restaurants nearby, friendly staff, lovely breakfast. The heated pool is a nice touch but was always busy, even now, out of season. Sadly, the place felt a little bit run down in the outdoor areas, broken / rotten outdoor furniture and a lot of rubbish dumped around the car park. Beware the huge ants if you plan to stay in the ‘treehouse’; which we felt would benefit from a little renovation, redecoration and sealing better against insects."
Mr Thomas 1-night trip
Posted 2 days ago
Villa I Barronci Resort & Spa
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 3 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 3 days ago
Mormoraia
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 8 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 9 days ago
Tenuta di Artimino Melia Collection
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 9 days ago
Poderi Arcangelo
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
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 1 month ago
COMO Castello Del Nero

More cheap stays in Villa del Monte

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
$60 nightly
$70 total
Nov 8 - Nov 9
Total with taxes and 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
$87 nightly
$99 total
Oct 18 - Oct 19
Total with taxes and fees
2/10 (1 review)
Fattoria Albanese Labardi
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
$160 nightly
$179 total
Oct 12 - Oct 13
Total with taxes and 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

Hotels in Villa del Monte with star-rating

Frequently asked questions

What is the best area to stay in Villa Del Monte?
The best area to stay in Villa Del Monte is directly within the Villa Del Monte estate itself, particularly around the main villa and the surrounding vineyards.Staying within the Villa Del Monte estate offers an exclusive and serene experience, with accommodations often found in beautifully restored farmhouses or annexes near the main villa. This central area provides immediate access to the estate's amenities, including a large swimming pool, tennis courts, and walking paths through the vineyards and olive groves. It's an ideal choice for travelers seeking a tranquil retreat with convenient access to the estate's offerings.Couples will find the estate particularly appealing for its romantic setting and privacy. Many accommodations offer private terraces with panoramic views of the Tuscan landscape, superb for enjoying a quiet evening.
When is the best time to go to Villa Del Monte?
The best time to visit Villa Del Monte is during the shoulder seasons of late spring (April to early June) and early autumn (September to October).These periods offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat of mid-summer. You'll find the vineyards and olive groves at their most picturesque, whether budding with new growth in spring or rich with harvest colors in autumn. This timing also avoids the peak tourist crowds and higher prices of July and August, allowing for a more relaxed experience.For travelers who appreciate outdoor activities like hiking and cycling, late spring and early autumn provide ideal conditions. The temperatures are comfortable for longer excursions, and the natural beauty of the region is at its peak.
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 $56 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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