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Check availability on Villa del Monte Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Villa del Monte hotels with a pool

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.

1. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
  • Splash into Tuscan bliss at this seasonal pool oasis, complete with poolside bar and scenic rooftop views.
₩252,809
₩288,586 total
includes taxes & fees
Oct 20 - Oct 21
Cappuccina Country Resort
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.
An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

2. Hotel Sovestro

Hotel Sovestro
San Gimignano
  • Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.
₩178,680
₩205,545 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Sovestro
A dining table with a view of a pool and landscaped garden.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A table set for breakfast with a scenic view of hills and trees.

3. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
  • Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.
₩136,488
₩160,633 total
includes taxes & fees
Oct 20 - Oct 21
Relais Santa Chiara Hotel by Double Hospitality
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 well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.

4. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
  • Seasonal splashes in Tuscan paradise await, with plush loungers, umbrellas, and vibrant poolside bar serving cold drinks.
₩184,018
₩209,914 total
includes taxes & fees
Nov 9 - Nov 10
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A table set for dining with a view of a hilltop town.

5. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
₩212,468
₩244,210 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A courtyard with a lawn, seating area, and a weeping willow tree.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

6. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
₩148,791
₩172,667 total
includes taxes & fees
Oct 29 - Oct 30
LHP Certaldo Resort
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
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 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.

7. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
₩322,046
₩361,752 total
includes taxes & fees
Nov 1 - Nov 2
Mormoraia
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

8. Villa San Lucchese

Villa San Lucchese
Poggibonsi
  • Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
₩150,965
₩175,058 total
includes taxes & fees
Oct 21 - Oct 22
Villa San Lucchese
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

9. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
₩128,893
₩150,780 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Le Colline
A pool area with lounge chairs and a view of the countryside.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

10. il Casale del Cotone

il Casale del Cotone
San Gimignano
  • Escape to a Tuscan rooftop paradise where summer days float by at this poolside gem.
₩242,281
₩274,006 total
includes taxes & fees
Nov 2 - Nov 3
il Casale del Cotone
View all properties

Choose what matters most at hotels with a pool in Villa del Monte

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Villa del Monte Hotel Reviews

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

10/10 Excellent
"A Wonderful Stay at the Primavera Apartment – Helpful Tips for Travelers We thoroughly enjoyed our stay at the Primavera apartment in Florence! The apartment was fully renovated, and we highly recommend it to other travelers. One of the biggest conveniences for us was being able to park our car right in front of the door, which made unloading and loading our luggage easy. The apartment has a fully stocked kitchen, including a mini fridge/freezer. One little tip for future guests: the dishes are stored in the cabinet to the left as you enter. We didn't discover them until the night we were leaving, but fortunately, we didn't need them during our stay! Dining Recommendation We also had a wonderful surprise at the restaurant on the property. The authentic Italian vintage decor created a lovely atmosphere, and both the food and service were excellent. It was well worth the drive! A helpful tip: I recommend driving to the restaurant rather than walking, particularly at night. The restaurant is about a five-minute drive from the apartment, up a winding, rocky mountain road. After arriving, park behind the building where you will see the letter “P.” Then walk around to the front entrance, where you will be rewarded with a beautiful view of the city. We reserved the first seating at 7:30 p.m. The restaurant is closed on Mondays and serves dinner Tuesday through Sunday. Lunch is also available on Saturdays, Sundays, and holidays. If your schedule allows, I recommend visiting durin"
Carmen 3-night trip
Posted 3 days ago
Fattoria il Milione Agriturismo
Mormoraia

Mormoraia

8/10 Good
"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."
Breta 4-night trip
Posted 5 days ago
Mormoraia
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 6 days ago
Hotel Casolare Le Terre Rosse
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 weeks ago
Borgo Vescine
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
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 3 months ago
Castello di Casole, A Belmond Hotel, Tuscany

Frequently asked questions

What are some accommodations with pools in Villa del Monte?
Castelfalfi: Features 4 restaurants, a seasonal outdoor pool, and a full-service spa. Fattoria di Vegi: Offers a rooftop terrace, an outdoor pool, and a snack bar/deli. Poderi Arcangelo: Provides a snack bar/deli, 3 outdoor pools, and free self parking. Villa I Barronci Resort & Spa: Features a full-service spa, an outdoor pool, and a sauna. Hotel Casolare Le Terre Rosse: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Villa del Monte?
The picturesque setting of Sentierelsa Trail and Le Caldane Thermal Baths showcase the area's natural beauty. Discover sights such as Casa del Boccaccio, Tenuta Torciano Winery, and Sant'Agostino Church during your stay.
When is the best time to book a hotel with a pool in Villa del Monte?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Villa del Monte in the hottest months of August, July, or June when the average temp is 73°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 44°F.

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