Default HTG hotel image

Find hotels in Villa del Monte from CA $103

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Filter by

Star rating

Guest rating

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 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.

1. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
Canada
Lisa
CA $190
CA $217 total
includes taxes & fees
Sep 2 - Sep 3
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 spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.
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 $215
CA $246 total
includes taxes & fees
Sep 24 - Sep 25
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 staircase with a wooden handrail and black balusters, leading to an upper floor.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.

3. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Thomas
CA $188
CA $215 total
includes taxes & fees
Aug 30 - Aug 31
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 spacious living area with a high ceiling, large windows, and a view of greenery.
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
CA $187
CA $215 total
includes taxes & fees
Sep 15 - Sep 16
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 historic square with stone buildings, a central fountain, and a tower.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

5. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
CA $156
CA $181 total
includes taxes & fees
Sep 1 - Sep 2
La Cisterna
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 gym with treadmills, weight machines, and free weights.

6. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
Karen
CA $149
CA $174 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Leon Bianco
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 cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

7. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
CA $169
CA $195 total
includes taxes & fees
Aug 31 - Sep 1
Hotel L' Antico Pozzo San Gimignano
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 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.

8. La Collegiata

La Collegiata
San Gimignano
United States
Derek
CA $308
CA $350 total
includes taxes & fees
Sep 27 - Sep 28
La Collegiata
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 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.

9. Mormoraia

Mormoraia
San Gimignano
United States
Vivi
CA $425
CA $476 total
includes taxes & fees
Aug 31 - Sep 1
Mormoraia
A stone building with a swimming pool, outdoor seating, and trees.
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.
A bedroom with a bed, a lamp, a chandelier, and curtains.

10. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
CA $192
CA $220 total
includes taxes & fees
Sep 27 - Sep 28
Il Castagnolo Country B&B
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.

11. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Canada
Belinda
CA $259
CA $294 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Casolare Le Terre Rosse
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.

12. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
CA $186
CA $214 total
includes taxes & fees
Sep 24 - Sep 25
Hotel Pescille by Double Hospitality
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.

13. il Casale del Cotone

il Casale del Cotone
San Gimignano
United States
Mary
CA $383
CA $429 total
includes taxes & fees
Sep 5 - Sep 6
il Casale del Cotone
A stone staircase leading up to a building with a rustic wooden roof.
A stone building with a wooden door, a stone wall, and a wooden balcony.
An outdoor dining area with tables set for two, overlooking a pool and garden.
A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.

14. Casanova di Pescille

Casanova di Pescille
San Gimignano
United States
Alexander Cartaya
CA $275
CA $311 total
includes taxes & fees
Sep 14 - Sep 15
Casanova di Pescille
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'.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

15. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
Canada
Vince
CA $310
CA $353 total
includes taxes & fees
Sep 9 - Sep 10
Cappuccina Country Resort
A balcony with a view of the sunset, a pool, and a metal container with rocks.
A wooden interior with a curved ceiling and a view of a landscape through a window.
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.

16. Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
United States
Devin Jordan
CA $238
CA $271 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Torciano Vecchio Asilo
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.

17. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
CA $186
CA $214 total
includes taxes & fees
Aug 30 - Aug 31
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 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.

18. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
JESSICA
CA $246
CA $280 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Bel Soggiorno
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 swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A yellow building with multiple windows and a tiled roof, surrounded by well-maintained grass and trees.

19. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United Kingdom
Jessica
CA $136
CA $160 total
includes taxes & fees
Aug 31 - Sep 1
Boccioleto Resort&Spa
A vineyard landscape with a wooden fence and red foliage in the foreground.
A compact living space with a kitchenette, a dining area with a table and chairs, a sofa, and a lamp.
A table with a bottle of wine, two glasses of red wine, a plate of bruschetta, and outdoor umbrellas.
A hallway with a stone wall, a white baseboard, and a tiled floor.

20. I Coppi

I Coppi
San Gimignano
United States
Dehai
CA $243
CA $275 total
includes taxes & fees
Sep 2 - Sep 3
I Coppi
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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 3 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 3 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 4 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 5 days ago
Castello Vicchiomaggio
Villa Petriolo

Villa Petriolo

10/10 Excellent
"I like it"
Chengming 1-night trip
Posted 8 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 traveller 7-night trip
Posted 11 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

Via Colle Ramole 20 Impruneta FI
CA $119
CA $136 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Villa Castiglione
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
Get rates
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
Get rates
2/10 (1 review)
Fattoria Albanese Labardi
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
9/10 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 $103 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.

Explore a world of travel with Expedia