
Vacation rentals in Montefollonico
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Top-rated vacation rentals in Montefollonico
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Top guest favorite

Home in Montefollonico
4.86 out of 5 average rating, 37 reviewsCasale Toscano in Farm in Pienza
AlyssaRating, 5 stars5 months ago
Lavinia’s farmhouse is spotlessly clean and full of charm, an authentic Tuscan stay that is surrounded by olive groves and beautiful countryside and also well located for exploring the Val d’Or. Both Pienza and Montepulciano are within 20 minutes by car. The house is very quiet and we slept well. The bed linens are lovely. The wood burning stove made our mornings and evenings cozy. The kitchen was stocked with all of the essentials for breakfast and lunch, including bread and pasta, but Lavinia really spoiled us with biscuits and chocolates for the kids and birthday treats for my husband. Lavinia’s warm hospitality started with our booking. Long before we arrived she promptly answered all of my questions and made many recommendations for restaurants and activities that were all fantastic. We encountered various obstacles on our journey enroute from Florence and she was also extremely flexible about our changing arrival times. Thank you, Lavinia, for such a memorable Christmas time stay

Apartment in Montefollonico
5 out of 5 average rating, 3 reviewsLovely 'La Segreta' – Borgo di Sotto Tuscany
GretaRating, 5 stars1 month ago
My boyfriend and I stayed in Niccolò's apartment for two nights. Our experience was more than positive: the host was immediately very helpful and kind both in providing us with all the information and curiosities about the area, and in answering any questions or concerns. The village is very charming, despite not being among the most "known", and located in a strategic position to spend a weekend in Val d'Orcia!
Guest favorite

Townhouse in Trequanda
5 out of 5 average rating, 11 reviewsRomantic Tuscan Holiday House
Susana IsabelRating, 5 stars3 weeks ago
Our stay at home in Trequanda was nothing short of magical. The moment we arrived, we were warmly welcomed by Angela, whose hospitality set the tone for a truly memorable visit. She made us feel at home immediately, showed us around the quaint town, and ensured every detail was perfect throughout our stay. The villa itself is absolutely stunning, a beautifully restored gem that perfectly blends Tuscan charm with elegant design. Every room was immaculate, thoughtfully appointed, and filled with character. Will’s home is a true reflection of his care and taste from the cozy interiors to the breathtaking views of the surrounding countryside. Trequanda is a picturesque and peaceful village. The villa is the ideal base to soak it all in. Recommended by Angela, El Conte Matto is a local restaurant that truly captures the essence of Tuscan cuisine. The food was nothing short of spectacular,authentic, flavorful, and beautifully prepared. We couldn’t have asked for a more perfect Tuscan stay!
Top guest favorite

Home in Montepulciano
5 out of 5 average rating, 22 reviewsCasa di Mela
BeritRating, 5 stars4 days ago
We loved our visit at the accommodation! Beautiful city, lovely flat, great area. Very clean and nice to live in, the benches in front are perfect for concluding the evening with a glass of vino nobile di montepulciano. Modern stove and kitchen allow for easy cooking, always a blast. 5/5.0
Guest favorite

Apartment in Montepulciano
5 out of 5 average rating, 9 reviewsCute little apt in Montepulciano, Private Parking
ChristophRating, 5 stars5 days ago
The apartment is super cute and the garden is fantastically beautiful, so you can sit there. The apartment was very clean and also smelled very good. Marcella was super helpful and even found space for our camper. We enjoyed the time very much!
Top guest favorite

Apartment in Pienza
5 out of 5 average rating, 31 reviewsLive Like a Local & Private Concierge Service
MichelleRating, 5 stars3 weeks ago
Ah-mazing! It is better than the photos! The terrace was simply phenomenal and the stay truly immerses you into the life of Pienza. Leo and Nicco were super friendly and unbelievably helpful. When my husband fell ill they were ready to provide translation to a local doctor! Luckily we didn’t need that after all. Pienza is perfectly based to visit surrounding towns. Their farm tour and lunch was spectacular. I can’t say enough good things and would rate this 10 stars if I could!
Top guest favorite

Apartment in Montepulciano
5 out of 5 average rating, 59 reviewsLuxury Attic in Tuscany+Incredible view and A/C
EugenioRating, 5 stars2 weeks ago
Staying at this apartment was truly magical. Every time I looked out the window or stepped onto the balcony, I was left in awe. The views were absolutely breathtaking, and the town of Montepulciano was every bit as beautiful—charming, historic, and full of character. Leaving was the hardest part, and I’m already counting down the days until I can return. From the incredible local restaurants to the stunning wineries nestled in the Tuscan hills, every moment felt like a dream. Photos simply can’t capture the beauty—you have to experience it for yourself.
Guest favorite

Cottage in Pienza
4.95 out of 5 average rating, 37 reviewsCottage San Lorenzo
Brandon and TiffanyRating, 5 stars2 weeks ago
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
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- Lake Trasimeno
- Lake Bolsena
- Kite Beach Fiumara
- Marina di Grosseto beach
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel
- Teatro Tuscanyhall
- Cala Di Forno
- Santa Maria della Scala
- Basilica of St Francis
- Tenuta Le Velette
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Pubblico Palace
- Cantina Colle Ciocco
- Golf Club Toscana
- Mount Subasio
- Cantina de' Ricci
- Castiglion del Bosco Winery
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Podere La Marronaia, Sosta alle Colonne
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Poggio Talamonaccio