Hotels with Swimming Pool in Montegrossi, Gaiole in Chianti

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Montegrossi Hotels with Swimming Pool

This weekend
Next weekend

Our top choices for Montegrossi hotels with a pool

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (85 reviews)
  • cleanliness
    Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
The price is P5,255
P6,063 total
includes taxes & fees
Apr 29 - Apr 30
Agriturismo San Sano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (197 reviews)
  • cleanliness
    Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
The price is P7,941
P9,017 total
includes taxes & fees
Apr 28 - Apr 29
Villa Sabolini

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (194 reviews)
  • cleanliness
    Float in tuscan splendor with vineyard views from two pools at this wine country hotel.
The price is P25,883
P29,179 total
includes taxes & fees
Apr 29 - Apr 30
Borgo Scopeto Wine & Country Relais

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (102 reviews)
  • cleanliness
    Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
The price is P11,975
P13,736 total
includes taxes & fees
Apr 30 - May 1
Castello di Tornano Wine Resort

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (109 reviews)
  • cleanliness
    Discover rustic elegance at this Tuscan farm stay with a seasonal outdoor pool, poolside bar, and sweeping views of green hills.
The price is P4,324
P4,827 total
includes taxes & fees
Apr 30 - May 1
Palagina la cascina

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (202 reviews)
  • cleanliness
    Refreshing pool sanctuary invites travelers to soak up Tuscan sunshine and scenic relaxation time with every dip.
The price is P5,008
P5,721 total
includes taxes & fees
May 5 - May 6
Hotel Tenuta Il Burchio

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (492 reviews)
  • cleanliness
    Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.
The price is P14,229
P16,076 total
includes taxes & fees
May 13 - May 14
Hotel Borgo di Cortefreda Relais

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (337 reviews)
  • cleanliness
    Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
The price is P5,688
P6,681 total
includes taxes & fees
May 6 - May 7
Villa San Lucchese

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (280 reviews)
  • cleanliness
    Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
The price is P9,587
P10,970 total
includes taxes & fees
May 12 - May 13
Palazzo Leopoldo Dimora Storica & Spa

Hotel La Colonna

Hotel La Colonna
3.0 star property
Siena
8.0 out of 10, Very Good, (251 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.
The price is P4,129
P4,894 total
includes taxes & fees
Apr 26 - Apr 27
Hotel La Colonna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Montegrossi

Top Montegrossi Hotel Reviews

Frequently asked questions

What are some hotels with pools in Montegrossi?
Hotel Athena: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Palazzo Ravizza: Offers an indoor pool, an outdoor pool, and 2 restaurants. NH Siena: Offers a full-service spa, a rooftop pool, and a sauna. Hotel Chiusarelli: Features a children's pool, a seasonal outdoor pool, and a full-service spa. Borgo Scopeto Wine & Country Relais: Provides a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in Montegrossi?
Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. During your stay, check out sights such as Badia a Coltibuono, Medieval Tower of Barbischio, and Meleto Castle.
When is the best time to book a hotel with a pool in Montegrossi?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Montegrossi in the warmest months of August, July, or June when the average temp is 72°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.

Explore a world of travel with Expedia