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Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
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 pool with a view of rolling hills and distant buildings.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A bedroom with a bed, a desk, a TV, and a window with curtains.

1. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Claudia
CA $184
CA $210 total
includes taxes & fees
Aug 25 - Aug 26
Poderi Arcangelo
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 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.

2. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Germany
Sabrina
CA $209
CA $239 total
includes taxes & fees
Aug 27 - Aug 28
Hotel Le Renaie
A villa with a swimming pool, outdoor seating, and vineyard views.
A room with a bed, a chair, a suitcase, and a view of the countryside through large windows.
A villa with a tiled roof, surrounded by lush greenery and a clear view of the countryside.
A spacious living area with a high ceiling, large windows, and a view of greenery.

3. Santo Pietro Resort

Santo Pietro Resort
San Gimignano
CA $186
CA $215 total
includes taxes & fees
Sep 9 - Sep 10
Santo Pietro Resort
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 historic square with stone buildings, a central fountain, and a tower.
A lobby with a reception desk, a staircase, and seating areas.

4. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
CA $152
CA $177 total
includes taxes & fees
Aug 25 - Aug 26
La Cisterna
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A buffet table with various food items and a sign reading 'TORRELUCENT'.
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.

5. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
Canada
Vince
CA $69
CA $160 total
includes taxes & fees
Sep 13 - Sep 14
Cappuccina Country Resort
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 bedroom with a bed, a lamp, a chandelier, and curtains.

6. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
CA $184
CA $210 total
includes taxes & fees
Aug 25 - Aug 26
Il Castagnolo Country B&B
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.

7. La Collegiata

La Collegiata
San Gimignano
United States
Derek
CA $310
CA $353 total
includes taxes & fees
Aug 30 - Aug 31
La Collegiata
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.
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.

8. il Casale del Cotone

il Casale del Cotone
San Gimignano
Canada
Jeffrey
CA $377
CA $422 total
includes taxes & fees
Sep 5 - Sep 6
il Casale del Cotone
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 kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.
A room with a stone floor, a sofa, a chair, and a bookshelf.

9. Mormoraia

Mormoraia
San Gimignano
United States
Vivi
CA $457
CA $510 total
includes taxes & fees
Aug 26 - Aug 27
Mormoraia
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A historic building with multiple arched windows and doors, a brick facade, and a flat roof.
A view of a traditional brick building with arched doorways and wooden shutters.

10. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United Kingdom
Soni
CA $137
CA $159 total
includes taxes & fees
Aug 25 - Aug 26
Residenza d'Epoca Palazzo Buonaccorsi
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.

11. L'Antico Pozzo Hotel Storico

L'Antico Pozzo Hotel Storico
San Gimignano City Centre
United States
Michael
CA $168
CA $194 total
includes taxes & fees
Aug 25 - Aug 26
L'Antico Pozzo Hotel Storico
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 swimming pool with lounge chairs, surrounded by greenery and a hillside.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.

12. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
CA $191
CA $220 total
includes taxes & fees
Aug 27 - Aug 28
Hotel Pescille by Double Hospitality
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A gym with treadmills, weight machines, and free weights.

13. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
Karen
CA $157
CA $182 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Leon Bianco
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.

14. Hotel Sovestro

Hotel Sovestro
San Gimignano
United States
Manuel
CA $230
CA $263 total
includes taxes & fees
Aug 26 - Aug 27
Hotel Sovestro
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 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.

15. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
CA $164
CA $190 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Le Colline
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".
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.

16. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
JESSICA
CA $245
CA $279 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Bel Soggiorno
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
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.
A spacious living room with a chandelier, a staircase, and a sofa.

17. Molino di Foci

Molino di Foci
San Gimignano
Canada
JESSICA
CA $237
CA $267 total
includes taxes & fees
Sep 4 - Sep 5
Molino di Foci
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
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.

18. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
CA $207
CA $237 total
includes taxes & fees
Sep 9 - Sep 10
Villa San Lucchese
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.
A living room with a sofa, a coffee table, and a television.
A living room with a sofa, coffee table, and framed pictures on the wall.
A compact kitchen with a dining area, featuring a microwave, sink, and a small refrigerator.

19. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
Australia
Stan
CA $112
CA $131 total
includes taxes & fees
Sep 8 - Sep 9
Palazzo Mari
A dining area with wooden tables and chairs, brick arches, and large windows.
A couple walking down a gravel path flanked by tall trees and a building in the background.
A bedroom with a large bed, a desk, and a chair. There are multiple windows with curtains, and a view of trees and mountains outside.
A bedroom with a large bed, a wooden desk, and a view of a vineyard through large arched windows.

20. Tenuta di Sticciano

Tenuta di Sticciano
Certaldo
Canada
Myca
CA $222
CA $252 total
includes taxes & fees
Aug 28 - Aug 29
Tenuta di Sticciano
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Top Villa del Monte Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"We had mixed feelings about our stay. The property and vineyard are beautiful, with fantastic Tuscan views. Our villa was spacious and private, the AC worked extremely well, and the semi-private pool was great with a small child. We booked through Expedia expecting more of a hotel/resort experience, but the villas operate as self-catering rentals. There was no daily housekeeping, fresh towels/linens, or replenishment of basics. We received three coffee pods and were directed to nearby grocery stores for additional provisions, so plan to stock up after arrival. We were surprised that villa guests could not use the main castle pool and were largely separate from the hotel areas. The four villas are in their own chain-link-fenced compound, which felt secluded from the otherwise beautiful property. Cleanliness could have been better: we found quite a bit of hair on arrival, and the shower flooded the bathroom with each use. We chose not to raise this during our stay. The pool itself is gorgeous, but the surrounding area felt unfinished, with loungers on gravel or long grass/weeds, few tables, and limited shade when multiple families were there. Overall, the villa has a lot going for it. Just arrive expecting a self-catering villa rather than the services and amenities of the hotel."
Justin 4-night trip
Posted 2 days ago
Castello Vicchiomaggio
Villa Petriolo

Villa Petriolo

10/10 Excellent
"I like it"
Chengming 1-night trip
Posted 2 days ago
Villa Petriolo
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Fabulous family friendly property in Tuscany. Easy to get to many different towns. Staff were very helpful and lots of space!"
Sara 4-night trip
Posted 3 days ago
Hotel Borgo San Luigi
"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 traveller 7-night trip
Posted 5 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 11 days 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
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
mark 1-night trip
Posted 2 months ago
Hotel Pescille by Double Hospitality

More cheap stays in Villa del Monte

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
CA $114
CA $130 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Villa Castiglione
Antico Borgo Poggiarello

Antico Borgo Poggiarello

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

Fattoria Albanese Labardi

Via S. Lorenzo ai Monti, 2/4 Lastra a Signa FI
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2/10 (1 review)
Fattoria Albanese Labardi
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
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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

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 $101 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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