The 10 best holiday rentals in San Gusmè, Italy | Booking.com
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Holiday Rentals in San Gusmè

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The best holiday rentals in San Gusmè

Check out our pick of great holiday rentals in San Gusmè

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BORGO A MONTI di Sotto

Gaiole in Chianti (Near San Gusmè)

20 km from Piazza del Campo, BORGO A MONTI di Sotto is a recently renovated property located in Gaiole in Chianti and provides air-conditioned rooms with free WiFi and private parking.

G
Grazia
From
Italy
The property is magnificient! The swimmimg pool is a dream. Rosa and Francesca go above and beyond to make your stay as comfortable as possibile. Super recommended!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 151 reviews
Price from
US$241.71
1 night, 2 adults

Casa Paola nel Chianti

Castelnuovo Berardenga (Near San Gusmè)

Set just 47 km from Piazza Matteotti, Casa Paola nel Chianti offers accommodation in Castelnuovo Berardenga with access to a garden, a shared lounge, as well as a shared kitchen.

C
Carla
From
Germany
Paola is such a friendly and welcoming person who really made me feel at home! Thank you!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 271 reviews
Price from
US$100.42
1 night, 2 adults

CS Holiday

Castelnuovo Berardenga (Near San Gusmè)

Offering a garden and garden view, CS Holiday is located in Castelnuovo Berardenga, 47 km from Piazza Matteotti and 22 km from Siena Train Station.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 48 reviews
Price from
US$133.12
1 night, 2 adults

CS Holiday

Castelnuovo Berardenga (Near San Gusmè)

Offering a garden and garden view, CS Holiday is located in Castelnuovo Berardenga, 22 km from Piazza del Campo and 47 km from Piazza Matteotti.

S
Sándor
From
Hungary
My stay at CS Holiday was fantastic! The flexibility in arrival time was very convenient, and the location near Siena made it easy to explore the region. The two terraces were a bonus, providing lovely outdoor spaces to relax and enjoy the surroundings. The quiet and peaceful neighborhood added to the serenity of my stay. The only downside was that the apartment felt a bit dark and lacked sufficient lighting and ambiance. Nevertheless, I had a great time at CS Holiday and would recommend it for its modern amenities and convenient location
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 61 reviews
Price from
US$133.12
1 night, 2 adults

Podere Biricocolo - Il Cortile

Bucine (Near San Gusmè)

Set in Bucine and only 27 km from Piazza del Campo, Podere Biricocolo - Il Cortile offers accommodation with garden views, free WiFi and free private parking.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 22 reviews
Price from
US$128.45
1 night, 2 adults

La Gazzara Castell'in Villa

Castelnuovo Berardenga (Near San Gusmè)

Boasting a seasonal outdoor pool, a sauna and a hot tub, La Gazzara Castell'in Villa is set in Castelnuovo Berardenga, 18 km from Piazza del Campo and 45 km from Piazza Matteotti.

N
Nicoleta
From
Romania
Our stay was absolutely delightful! From the moment we arrived, we were warmly welcomed by Giovanni or Marta -who are incredibly kind and attentive hosts. It’s clear that they love what they do and respect their work. They were always available to help with anything we needed. The rooms were spotless, well-equipped with everything you need, including towels and robes for both the indoor and outdoor pools. Although we visited in mid-May and the room was slightly cool, it wasn’t an issue—there was a warm comforter provided and air conditioning with a heating function, which worked perfectly. One of the highlights of our stay was the wine tasting experience with either Giovanni or Marta at Castell’in Villa—it’s an absolute must! The tasting was not only enjoyable but also rich in history and local charm. Sincerely, i was so lucky that i found this accommodation. The surroundings are peaceful, with breathtaking views that truly capture the beauty of Tuscany. It’s also worth mentioning that the accommodation is pet-friendly, and the breakfast was delicious, just the right amount to start the day well. In terms of location, it’s about a 30-minute drive from Siena, approximately 1 hour and 50 minutes from Pisa Airport, and around 2 hours from Florence. The roads are excellent, and the scenic drives make traveling a pleasure. We would love to return one day—it was a truly memorable experience.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 77 reviews
Price from
US$671.43
1 night, 2 adults

Fattoria Le Pietre Vive di Montaperti

Montaperti (Near San Gusmè)

Offering garden views, Fattoria Le Pietre Vive di Montaperti is an accommodation set in Montaperti, 48 km from Piazza Matteotti and 12 km from Siena Train Station.

B
Benoit
From
France
Location incredible, landscape, room appartement confortable, calm, clean, confortable bed The restaurant is very good, nice service, we had dinner in the garden it was incredible
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 93 reviews
Price from
US$173.40
1 night, 2 adults

Foresteria Poggio Bonelli

Castelnuovo Berardenga (Near San Gusmè)

Offering a shared lounge and city view, Foresteria Poggio Bonelli is situated in Castelnuovo Berardenga, 22 km from Piazza del Campo and 47 km from Piazza Matteotti.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 64 reviews
Price from
US$134.59
1 night, 2 adults

Agriturismo "Crocino in Chianti"

Gaiole in Chianti (Near San Gusmè)

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

A
Anita
From
Australia
Our host was so friendly and accommodating..such a wonderful place … will definitely come back Il nostro ospite è stato così gentile e disponibile… un posto davvero meraviglioso… torneremo sicuramente
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 107 reviews
Price from
US$110.93
1 night, 2 adults

Castello Di Meleto

Gaiole in Chianti (Near San Gusmè)

Offering an open-air bath and garden view, Castello Di Meleto is set in Gaiole in Chianti, 29 km from Piazza Matteotti and 30 km from Piazza del Campo.

A
Andrii
From
Ukraine
Remote, quiet, historical place with unique atmosphere
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 675 reviews
Price from
US$170.41
1 night, 2 adults
All holiday rentals in San Gusmè

Most booked holiday rentals in San Gusmè and surroundings in the past month

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Enjoy breakfast in San Gusmè and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 125 reviews

    Boasting quiet street views, La casa di Francesca offers accommodation with a bar and a balcony, around 22 km from Piazza del Campo.

    From US$110.93 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 255 reviews

    Offering a garden and garden view, RICASOLI, Brolio Agriroom is situated in Gaiole in Chianti, 23 km from Piazza del Campo and 35 km from Piazza Matteotti.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 313 reviews

    Agriturismo Podere Casato is located in the Chianti Classico region, in the heart of the Tuscan countryside and 24 km from Siena.

    From US$154.14 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 160 reviews

    Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

    From US$186.83 per night
  • Fra I Mesi

    Ambra
    Breakfast options
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 85 reviews

    Offering quiet street views, Fra I Mesi is an accommodation located in Ambra, 38 km from Piazza del Campo and 44 km from The Mall Luxury Outlet.

    From US$81.74 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 356 reviews

    Borgo Casa Al Vento is in the Tuscan countryside, 3 km from Gaiole In Chianti. It offers sport activities and a panoramic pool.

    From US$213.13 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 675 reviews

    Offering an open-air bath and garden view, Castello Di Meleto is set in Gaiole in Chianti, 29 km from Piazza Matteotti and 30 km from Piazza del Campo.

    From US$170.54 per night
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 60 reviews

    Boasting garden views, 2 CUORI E 1 YURTA Glamping in Tuscany - Adults Only features accommodation with a garden and a patio, around 27 km from Piazza del Campo.

    From US$282.58 per night

Holiday Rentals with swimming pools in San Gusmè and nearby

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 107 reviews

    Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

    From US$110.93 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 42 reviews

    Offering barbecue facilities and pool view, Agriturismo Lo Strettoio is situated in Castelnuovo Berardenga, 29 km from Piazza del Campo and 42 km from Piazza Matteotti.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 63 reviews

    Boasting pool views, Podere La Casa provides accommodation with patio, around 26 km from Piazza del Campo. With mountain views, this accommodation offers a balcony and a swimming pool.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 13 reviews

    Set within 26 km of Piazza del Campo and 43 km of Piazza Matteotti in Castelnuovo Berardenga, La Casaccia Guelfi offers accommodation with seating area.

  • Boasting accommodation with a private pool, mountain view and a balcony, Camparone - Arceno Rentals Club is set in Castelnuovo Berardenga. With pool views, this accommodation features a patio.

  • Situated in Castelnuovo Berardenga, Chiusarella - Arceno Rentals Club offers a balcony with pool and garden views, as well as a seasonal outdoor pool, fitness room and solarium.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Castelnuovo Berardenga, 30 km from Piazza del Campo and 44 km from Piazza Matteotti, Casa Rossella - Arceno Rentals Club offers air conditioning.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 88 reviews

    Situated within 23 km of Piazza del Campo and 40 km of Piazza Matteotti, Villa Di Sotto features rooms with air conditioning and a private bathroom in Castelnuovo Berardenga.

These holiday rentals in San Gusmè and nearby have options with free cancellation

  • Foresteria Poggio Bonelli

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 64 reviews

    Offering a shared lounge and city view, Foresteria Poggio Bonelli is situated in Castelnuovo Berardenga, 22 km from Piazza del Campo and 47 km from Piazza Matteotti.

    From US$130.63 per night
  • CS Holiday

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 48 reviews

    Offering a garden and garden view, CS Holiday is located in Castelnuovo Berardenga, 47 km from Piazza Matteotti and 22 km from Siena Train Station.

    From US$133.12 per night
  • CS Holiday

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 61 reviews

    Offering a garden and garden view, CS Holiday is located in Castelnuovo Berardenga, 22 km from Piazza del Campo and 47 km from Piazza Matteotti.

    From US$133.12 per night
  • Podere Calcinaia

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 64 reviews

    Situated in Castelnuovo Berardenga, 21 km from Piazza del Campo, Podere Calcinaia features accommodation with a garden, free WiFi and a shared kitchen.

    From US$81.74 per night
  • Podere Biricocolo - Il Cortile

    Bucine
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 22 reviews

    Set in Bucine and only 27 km from Piazza del Campo, Podere Biricocolo - Il Cortile offers accommodation with garden views, free WiFi and free private parking. 27 km from Palazzo Chigi-Saracini and 27...

    From US$116.77 per night
  • Oasi Del Grillo

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 193 reviews

    Situated within 22 km of Piazza del Campo and 44 km of Piazza Grande in Castelnuovo Berardenga, Oasi Del Grillo offers accommodation with seating area.

    From US$89.91 per night
  • Appartamento Crete Senesi

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 118 reviews

    Located just 19 km from Piazza del Campo, Appartamento Crete Senesi provides accommodation in Castelnuovo Berardenga with access to a garden, a terrace, as well as full-day security.

    From US$99.25 per night
  • casa orma

    Rapolano Terme
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 57 reviews

    Featuring accommodation with a private pool, casa orma is situated in Rapolano Terme. Both free WiFi and parking on-site are available at the apartment free of charge.

    From US$69.48 per night

Highly rated holiday rentals in San Gusmè and nearby

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 15 reviews

    Situated within 20 km of Piazza del Campo and 43 km of Piazza Matteotti, La Foresteria di Castell'in Villa provides rooms with air conditioning and a private bathroom in Castelnuovo Berardenga.

    From US$132.94 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 51 reviews

    Il Pozzo Della Citerna in Castelnuovo Berardenga provides adults-only accommodation with a bar and a shared lounge.

    From US$99.25 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 5 reviews

    Set in Castelnuovo Berardenga, 22 km from Piazza del Campo, Casa Minuccia offers accommodation with free WiFi, a balcony or a patio and access to a garden and an outdoor pool.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 86 reviews

    Located in Castelnuovo Berardenga, within 27 km of Piazza del Campo and 45 km of Piazza Matteotti, Agriturismo Cetamura provides accommodation with a garden as well as free private parking for guests...

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 6 reviews

    Located in Rosennano in the Tuscany region, La Loggia di Rosennano features a patio. This property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 14 reviews

    Set in Rosennano in the Tuscany region, Casale Rosennano - Tinaia has a terrace. 30 km from Piazza del Campo and 46 km from Piazza Grande, the property offers a garden and barbecue facilities.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 7 reviews

    Located in Rosennano, 30 km from Piazza del Campo and 46 km from Piazza Grande, Casale Rosennano - Loggia offers a garden and air conditioning. This apartment provides barbecue facilities.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 14 reviews

    Boasting a sauna, Casa Vacanze Villa Giusterna is set in Monte Benichi. This country house has a pool with a view, a garden, barbecue facilities, free WiFi and free private parking.

Holiday rentals that guests love in San Gusmè

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  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews
    Best Villa with the Best Team ever!
    Guest review by
    Andras
    Group
  • Avg. price/night: US$122.61
    Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 46 reviews
    This is a lovely, comfortable apartment in a beautiful little village, with an amazing view. What stands out the most for us, is the host Elvira. She goes above and beyond what most others do. Not only does she spoil you with goodies, but she goes out of her way to help with whatever you may need. We hope to be Elvira’s guests once again in the not too distant future.
    Guest review by
    Leanarda
    Young couple
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 83 reviews
    From the moment we arrived we were greeted with a warm Tuscan welcome. Lorenzo and Daniela were so lovely and accommodating. The apartment was lovely. Spacious, clean and very homely with magnificent views of the Chianti countryside. The old village was beautifully restored with only approximately 50 residents. With easy access to Siena and Florence we can highly recommend Borgo San Guzme as a perfect base for a Tuscan holiday.
    Guest review by
    Wishing4u
    Young couple
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 43 reviews
    Really great place to stay, amazing walled village with great food 50m walk. Vineyards nearby, very quiet place near to Sienna. You have to park outside the walls but it’s only 100m away. Our host didn’t speak much English and us not much Italian but not a problem. She was very helpful with dinner options snd travel times, places to taste wine etc.. Lovely place!
    Guest review by
    Tony
    People with friends
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 43 reviews
    Location is great. The Tuscany is region which you can explore whole life, every village has its own genius loci. Nearby cities are cultural and historical gems in Italy (Siena, Firenze, Arezzo). San Gusme is beautiful, old and very quite place. The owner of the property is very nice person always willing to help. The hospitality was great.
    Guest review by
    Marek
    Family with young children
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 43 reviews
    Just a glorious place, very well equipped and with two bedrooms and two full bathrooms. This is a large quality apartment with ground floor access in a quiet village of San Gusme. Elvira is superb and provided a welcome pack that was so much appreciated. Very comfortable and with Netflix access as a bonus for non-Italian speakers!
    Guest review by
    John
    Young couple
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 43 reviews
    Exceeded our expectations in every way. The town/village is so picturesque. The apartment is equally beautiful and squeaky clean and comfortable. But most importantly, the level of details and the effort that Elvira (the owner) has put into this apartment is just marvelous. It has everything you need. She has thought about every little details and left no room for complaints. It is beyond expectations in every way.
    Guest review by
    Nitesh
    Family with young children