TOP Hotels with Pool in Monteriggioni for 2026

Q: What are some accommodation options with pools in Monteriggioni?

Hotel Borgo San Luigi : Features a children's pool, a seasonal outdoor pool and a rooftop terrace. Castelfalfi : Offers 4 restaurants, a seasonal outdoor pool and a full-service spa. La Certosa di Pontignano : Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Athena : Offers a rooftop terrace, an outdoor pool and a snack bar/deli. NH Siena : Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa.

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Our top choices for Monteriggioni hotels with a pool

A poolside area with lounge chairs, umbrellas, and a swimming pool.

1. Hotel Il Piccolo Castello

Monteriggioni

Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.

Rp2.353.747 total

includes taxes & fees

12 Nov - 13 Nov

2. Hotel Borgo San Luigi

Monteriggioni

Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.

Rp2.369.772 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

3. Relais Castel Bigozzi

Monteriggioni

Rp2.002.408 total

includes taxes & fees

10 Nov - 11 Nov

A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.

4. Castel Pietraio

Monteriggioni

Tuscan seasonal pool paradise invites guests to soak up the sunshine at Castel Pietraio.

Rp2.558.444 total

includes taxes & fees

4 Dec - 5 Dec

A rectangular swimming pool at night with a wooden deck, surrounded by trees and a stone wall.

5. Fattoria Lornano Winery

Monteriggioni

Rp2.202.064 total

includes taxes & fees

11 Nov - 12 Nov

A swimming pool with lounge chairs and umbrellas, a brick building with windows, and a clear sky.

6. Villa Montecastello

Monteriggioni

Rp7.139.863 total

includes taxes & fees

23 Nov - 24 Nov

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

7. Castello La Leccia

Castellina in Chianti

Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.

Rp4.556.768 total

includes taxes & fees

10 Nov - 11 Nov

A poolside area with lounge chairs and a view of the night sky.

8. Belvedere di San Leonino

Castellina in Chianti

Scenic Tuscan escape with a poolside paradise and winery at your doorstep.

Rp2.245.269 total

includes taxes & fees

12 Nov - 13 Nov

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

9. Villa San Lucchese

Poggibonsi

Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.

Rp2.232.301 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

10. Villa Sabolini

Colle di Val d'Elsa

Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.

Rp1.617.292 total

includes taxes & fees

24 Nov - 25 Nov

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Choose what matters most at hotels with a pool in Monteriggioni

Breakfast included

4 stars

Hotels with pools and free breakfast in Monteriggioni

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Hotel Borgo San Luigi

Monteriggioni

Rp2.369.772 total

includes taxes & fees

10 Nov - 11 Nov

View all properties

Top Monteriggioni Hotel Reviews

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Iain

Relais Castel Bigozzi

Monteriggioni

10/10 Excellent

Bob

Hotel Il Piccolo Castello

Monteriggioni

10/10 Excellent

Vinay

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

One Belvedere Tuscany

Poggibonsi

10/10 Excellent

Such a wonderful long weekend at the belvedere. The property is absolutely beautiful, the location, grounds and view are something to be seen, and the staff very friendly and accommodating. We had not rented a car, and they went above and beyond to assist us with getting around and enjoying events planned on site. Everything felt luxurious, and my partner and I felt more relaxed than we have on any other holiday this year! Recommend to any couple looking for a quiet, romantic trip!

Nicola

A pool area with a view of the countryside, surrounded by a wooden deck and outdoor furniture.

Poderi Arcangelo Glamping

San Gimignano

10/10 Excellent

Amazing place to stay. Simple and unpretentious. Clean, comfortable and modern. Great views (room and bar terrace) and nice staff. Glamping pods are separate from the main house and feel very private and secluded. Beautiful setting overlooking the hills and vineyards. Room (Olive suite) had a coffee machine and mini fridge with complimentary drinks/snacks. Large outdoor wrap-around terrace which got sun all day and late into the evening. Views overlooking the vineyards and rolling hills....

Craig

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

Torraccia di Chiusi

San Gimignano

10/10 Excellent

After the drive from Pisa airport, the drive up the 4km track led to a most stunning property. We were immediately welcomed by Stefano (and two cold beers!) and the hospitality continued throughout our stay. The five course Tuscan dinner every evening was worth every cent and how amazing were the team in making sure everything was perfect?! The pool was beautiful with stunning views. Truly an incredible location, breakfast, hosts, staff and home-grown, home-made food and drink. Thank you for...

David

A villa with a swimming pool, surrounded by well-maintained gardens and tall trees.

Villa La Cappella

Montespertoli

10/10 Excellent

Our stay at Villa La Capella was nothing short of perfect. The two owners, Paula and Anthony, were both such incredible individuals. I have never experienced anything so warm and welcoming during my travels. The hospitality they provided went above and beyond what anyone would expect or could ask for. My partner and I will be returning again and again, if not for the most gorgeous views of the country side (or the beautiful and elegant Kobe, one of three resident dogs that live there) but for...

ADAM

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

Tenuta Sovestro - Agriturismo e Winery

San Gimignano

10/10 Excellent

Aileen

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

Abigail

Frequently Asked Questions

How many hotels with pools will I find in Monteriggioni?

Expedia has 5 hotels in Monteriggioni for your poolside break.

What's it like visiting Monteriggioni?

If laying by the pool is your idea of the perfect getaway, you may want to explore luxurious Monteriggioni, which offers 5 places to stay with pools. While you're here, you can explore attractions such as Alta Val d'Elsa River Park and Val di Merse, and then relax and unwind poolside at one of the accommodation options in Monteriggioni that guests like for their pools.

What are some accommodation options with pools in Monteriggioni?

Hotel Borgo San Luigi: Features a children's pool, a seasonal outdoor pool and a rooftop terrace. Castelfalfi: Offers 4 restaurants, a seasonal outdoor pool and a full-service spa. La Certosa di Pontignano: Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. NH Siena: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa.

What is there to see and do in Monteriggioni?

Surround yourself with nature at Val di Merse and Alta Val d'Elsa River Park. Discover sights such as San Leonardo al Lago during your stay. The countryside and wineries are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Monteriggioni?

You may want to consider accommodation that has an outdoor pool if you plan to visit Monteriggioni in the warmest months of August, July or June, when the average temperature is 22°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 6°C.

What's the best way to travel around Monteriggioni?

Knowing the transportation options in Monteriggioni can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Monteriggioni Castellina Station or Monteriggioni Badesse Station. Monteriggioni might not have many public transport choices, so consider a car rental to maximise your time.

Search Hotels with Pool in Monteriggioni

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Treat yourself

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Check prices for these dates

Our top choices for Monteriggioni hotels with a pool

1. Hotel Il Piccolo Castello

2. Hotel Borgo San Luigi

3. Relais Castel Bigozzi

4. Castel Pietraio

5. Fattoria Lornano Winery

6. Villa Montecastello

7. Castello La Leccia

8. Belvedere di San Leonino

9. Villa San Lucchese

10. Villa Sabolini

Choose what matters most at hotels with a pool in Monteriggioni

Hotels with pools and free breakfast in Monteriggioni

Hotel Borgo San Luigi

Top Monteriggioni Hotel Reviews

Castello La Leccia

10/10 Excellent

Frequently Asked Questions

How many hotels with pools will I find in Monteriggioni?

What's it like visiting Monteriggioni?

What are some accommodation options with pools in Monteriggioni?

What is there to see and do in Monteriggioni?

When is the best time to book a hotel with a pool in Monteriggioni?

What's the best way to travel around Monteriggioni?