TOP Hotels with Pool in Montegonzi for 2026

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 availability on Montegonzi Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Montegonzi hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

1. Chapter Chianti, a Member of Design Hotels

Cavriglia

Rp4.892.789

Rp5.504.388 total

includes taxes & fees

7 Oct - 8 Oct

A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.

A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

An indoor dining area with tables set for two, large windows, and potted plants.

A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

2. Villa Sassolini Country Boutique Hotel

Montevarchi

Splash and relax at this Tuscan retreat with dreamy indoor and outdoor pools for any season.

Rp4.049.524

Rp4.454.477 total

includes taxes & fees

9 Oct - 10 Oct

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A historic stone building with a large arched window and a small balcony.

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

3. Castello di Tornano Wine Resort

Gaiole in Chianti

Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.

Rp2.577.792

Rp2.999.119 total

includes taxes & fees

29 Oct - 30 Oct

A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

A traditional stone building with a garden featuring geometric hedges and potted plants.

A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

4. Badia a Coltibuono

Gaiole in Chianti

Rustic Tuscan farm stay captivates with a seasonal outdoor pool and garden views in the heart of wine country.

Rp2.983.005

Rp3.444.853 total

includes taxes & fees

27 Oct - 28 Oct

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

A stone building with a window and a light fixture.

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

5. Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

Rp1.327.247

Rp1.541.745 total

includes taxes & fees

18 Oct - 19 Oct

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

6. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.

Rp1.531.917

Rp1.848.656 total

includes taxes & fees

25 Oct - 26 Oct

A poolside area with lounge chairs and a swimming pool.

An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.

7. Casale La Gora

Figline e Incisa Valdarno

Seasonal outdoor pool sanctuary among the hills, inviting relaxation and mountain biking adventures.

Rp1.775.583

Rp1.994.028 total

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

8. Castello di Meleto

Gaiole in Chianti

Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.

Rp2.796.669

Rp3.239.884 total

includes taxes & fees

1 Oct - 2 Oct

View all properties

Choose what matters most at hotels with a pool in Montegonzi

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Montegonzi Hotel Reviews

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

Villa Pitiana

10/10 Excellent

"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."

Hotel Italia

8/10 Good

"Clean, well maintained property that you’ll feel safe spending the night."

Frequently asked questions

What are some hotels with pools in Montegonzi?

La Certosa di Pontignano: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Hotel Athena: Features a rooftop terrace, an outdoor pool and a snack bar/deli. Hotel Executive: Features an indoor pool, an outdoor pool and 2 restaurants. NH Siena: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool and free self parking.

What is there to see and do in Montegonzi?

Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. Discover sights such as Le Miccine during your stay.

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

You may want to think about accommodation that has an outdoor pool if you'll be visiting Montegonzi in the hottest months of August, July or June, when the average temp is 22°C. Accommodation offering 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Montegonzi on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Montegonzi Hotels with Pool

Our top choices for Montegonzi hotels with a pool

1. Chapter Chianti, a Member of Design Hotels