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Find hotels in Villa del Monte from $74

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Aug 28 - Aug 29
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Aug 29 - Aug 30
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Aug 28 - Aug 30
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Sep 4 - Sep 6

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Our top choices for Villa del Monte hotels

A dining area with a table set for four, overlooking a scenic landscape.
A bedroom with a bed, a desk, a TV, and a window with curtains.
A pool with a view of rolling hills and distant buildings.
A buffet setup with various food items and a seating area with wicker chairs and tables.

1. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
Canada
Lisa
$137 nightly
$157 total
Sep 2 - Sep 3
Total with taxes and fees
Poderi Arcangelo
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
A courtyard with a stone pathway surrounded by potted hydrangeas in various colors.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.
A building with a courtyard featuring potted plants and flowers.

2. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Germany
Sabrina
$153 nightly
$175 total
Sep 1 - Sep 2
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 living room with a sofa, armchairs, a coffee table, and a painting on the wall.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.
A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.

3. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Thomas
$136 nightly
$155 total
Sep 17 - Sep 18
Total with taxes and fees
Hotel Il Castello
A villa with a swimming pool, outdoor seating, and vineyard views.
A villa with a tiled roof, surrounded by lush greenery and a clear view of the countryside.
A rustic kitchen with wooden cabinets, a dining table, and a green sofa.
A room with a bed, a chair, a suitcase, and a view of the countryside through large windows.

4. Santo Pietro Resort

Santo Pietro Resort
San Gimignano
$133 nightly
$154 total
Sep 20 - Sep 21
Total with taxes and fees
Santo Pietro Resort
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 hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A historic square with stone buildings, a central fountain, and a tower.

5. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
$111 nightly
$129 total
Sep 7 - Sep 8
Total with taxes and fees
La Cisterna
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.

6. La Collegiata

La Collegiata
San Gimignano
United States
Derek
$216 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
La Collegiata
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A room with a stone floor, a sofa, a chair, and a bookshelf.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

7. Mormoraia

Mormoraia
San Gimignano
United States
Vivi
$307 nightly
$344 total
Aug 31 - Sep 1
Total with taxes and fees
Mormoraia
A historic street with a hotel entrance featuring an arched doorway and potted plants.
A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.
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.

8. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
$122 nightly
$141 total
Aug 31 - Sep 1
Total with taxes and fees
Hotel L' Antico Pozzo San Gimignano
A balcony with a view of the sunset, a pool, and a metal container with rocks.
A breakfast table with tea, juice, sandwiches, and a vase of flowers.
A two-story building with a rustic facade, arched windows, and a tiled roof.
A bedroom with a wooden bed, a desk with a chair, a window with curtains, and a wall-mounted lamp.

9. Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
United States
Devin Jordan
$168 nightly
$192 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Torciano Vecchio Asilo
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.

10. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
Karen
$105 nightly
$123 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Leon Bianco
A stone building with a swimming pool, outdoor seating, and trees.
A restaurant with a brick floor, white furniture, and a chalkboard menu.
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.

11. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
$132 nightly
$151 total
Sep 27 - Sep 28
Total with taxes and fees
Il Castagnolo Country B&B
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 dining table with wine bottles and glasses, a menu, and a wooden box.

12. Hotel Sovestro

Hotel Sovestro
San Gimignano
United States
Manuel
$200 nightly
$227 total
Sep 28 - Sep 29
Total with taxes and fees
Hotel Sovestro
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.

13. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
$134 nightly
$155 total
Sep 25 - Sep 26
Total with taxes and fees
Hotel Pescille by Double Hospitality
A stone staircase leading up to a building with a rustic wooden roof.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.
A stone building with a wooden door, a stone wall, and a wooden balcony.

14. Casanova di Pescille

Casanova di Pescille
San Gimignano
United States
Alexander Cartaya
$199 nightly
$225 total
Sep 6 - Sep 7
Total with taxes and fees
Casanova di Pescille
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 restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

15. il Casale del Cotone

il Casale del Cotone
San Gimignano
Canada
Jeffrey
$268 nightly
$301 total
Sep 9 - Sep 10
Total with taxes and fees
il Casale del Cotone
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

16. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
Canada
Vince
$224 nightly
$255 total
Sep 1 - Sep 2
Total with taxes and fees
Cappuccina Country Resort
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 yellow building with multiple windows and a tiled roof, surrounded by well-maintained grass and trees.

17. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United Kingdom
Jessica
$111 nightly
$129 total
Aug 31 - Sep 1
Total with taxes and fees
Boccioleto Resort&Spa
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

18. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
$135 nightly
$155 total
Sep 28 - Sep 29
Total with taxes and fees
Hotel Le Colline
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A modern room with a large window, a bed, a desk, and a wardrobe.
A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.
A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.

19. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
JESSICA
$181 nightly
$206 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Bel Soggiorno
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.
A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.
A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

20. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
United States
Sarah
$263 nightly
$295 total
Sep 6 - Sep 7
Total with taxes and fees
Tenuta Guardastelle
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Top Villa del Monte Hotel Reviews

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 2 days ago
Poderi Arcangelo
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The resort is amazingly restored and preserved and has a wonderful family feel while remains very private and has an exclusive appeal. If it is at all possible I would highly recommend the family style dinner served on Monday night which is available to all the guests. It fascinating to interact with the people who are here for the first time or revisiting for the 30th time."
Bryan 2-night trip
Posted 2 days ago
Borgo Vescine
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

8/10 Good
"Great location easy access to Firenze"
Donnie 1-night trip
Posted 3 days ago
Fattoria il Milione Agriturismo
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Staff was incredibly friendly, rooms very clean and were cleaned every day, and the property is amazing! The restaurant had such great food with a nice atmosphere as well! Highly recommend staying here!"
Eric 5-night trip
Posted 4 days ago
Castello Vicchiomaggio
Villa Petriolo

Villa Petriolo

10/10 Excellent
"I like it"
Chengming 1-night trip
Posted 7 days ago
Villa Petriolo
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"
Anonymous traveler 7-night trip
Posted 10 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Tenuta di Artimino Melia Collection

Tenuta di Artimino Melia Collection

10/10 Excellent
"Such a magical place. We stayed in the apartments in the village and had a wonderful stay. Everything wa"
Troy 3-night trip
Posted 2 weeks ago
Tenuta di Artimino Melia Collection
Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Room was clean, staff was helpful and easy to park."
Jennifer 3-night trip
Posted 2 months ago
Hotel Toscana Ambassador
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"Great staff!"
Philip 1-night trip
Posted 2 months ago
COMO Castello Del Nero

More cheap stays in Villa del Monte

Villa Castiglione

Villa Castiglione

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$96 nightly
$109 total
Aug 30 - Aug 31
Total with taxes and fees
8.6/10 Excellent! (276 reviews)
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Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
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9/10 Wonderful! (20 reviews)
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Fattoria Albanese Labardi

Fattoria Albanese Labardi

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2/10 (1 review)
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Borgo Tignano

Borgo Tignano

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Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

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

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
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9/10 Wonderful! (4 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 $74 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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