
House vacation rentals in Sestino
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Top-rated house rentals in Sestino
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Vacation rentals for every style
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Popular amenities for Sestino house rentals
House rentals with a pool

House with pool among olive trees plantation
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.
Very nice place to stay in the hills of Tuscany. A little remote but we appreciated that. Many restaurants nearby with really very good food and absolutely good prices. Accommodation with large garden, pool, air conditioning and heating. Well-kept and clean. Chickens whose eggs we were allowed to collect. Magena was always available, very friendly and helpful. Many wineries in the area where you can eat and drink. We will be back. Thanks Magena and Eduardo

Private villa with pool and breathtaking views
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.

Villa Pergo is an ancient charming country villa
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

L'Olivo - detached villa with swimming pool
Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.

Tuscan farmhouse near Siena + Cortona, heated pool
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!

Elegant Accommodation in Villa with Swimming Pool in Perugia
Wonderful stay. Great layout for us (2A, 2C, 1I) and a fantastic swimming pool. Roberta was lovely and we communicated via messaging app given language differences. Roberta and family were quiet in the ground floor apartment and the upstairs rental were equally nice. We barely had to share the pool. Great location for day trips to Florence, Sienna and Assisi.

"Casa Elisa", house with swimming pool at the foot of Cortona
I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.
Weekly house rentals

POMEGRANATE CAMPOPINETA
Alessandra’s place was an absolute dream. It’s picturesque with the most gorgeous view of Tuscany hills in a rustic styled rental. She was extremely helpful and attentive during our stay! Would definitely come back here next time we visit!

Beautiful property between Siena and Arezzo
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.

[15 min da Montepulciano] Villa Chiara
Great location and the 2 full size bathrooms were nice!

Il Monte
Great stay in beautiful house in beautiful house.

Villa close to Florence amazing view private pool
Had a week here with good friends. Enjoyed the beautiful house and the area. Great for a slow, calm getaway!

independent apartment with private garden
Marcello was very accommodating and friendly. The apartment was exactly as described. Very large and clean. The location is good. Very close to the beach, shops and restaurants. Bicycles are at your disposal

The Montebenichi Dovecote
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again

Gaiole in Chianti Poggio Casabianca
What a great getaway!! We hope to make it back soon!
Private house rentals

Sant'Eufemia 13 - Farmhouse 4 km from Urbino
Mara is an attentive, helpful, generous and welcoming host. The place is beautiful, very quiet away from the chaos of the city. An experience to recommend

Olindia by Interhome
I stayed at the adorable place with my family for a week. Upon arrival, the host gave us the key and showed us everything. We especially liked the large pool and the breathtaking view of Lake Trasimeno from the upper floor of the house. We had a very nice week in Umbria and explored the surroundings in day trips. If you have any questions or problems, the host has always been kindly helped. We will be happy to come back.

Casa Walter Valdichiana
We had a wonderful stay at Julia's villa in Tuscany! The home was beautiful, spotless, and perfectly hosted — Julia made us feel truly welcome. The surroundings were stunning and peaceful, the perfect Tuscan experience. Highly recommend!

Lucia by Interhome
The terrace was great, and the entire place had a quiet and peaceful feeling.

Volpe by Interhome
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.

The other house
The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.

The house on the Dolce Colle, within walking distance of the sea
We (married couple and three dogs) had a great holiday experience in every respect in the little paradise of Lorenzo & Monica. The house: maintained with a lot of love, care and pride, offers space inside and in the garden as well as privacy. The location: on the small hill enough far away from the hustle and bustle of tourists at the bottom of the promenade, but close enough to the sea (300m, small road down the slope), surrounded by greenery and nature. The hosts: flexible, polite and communicative (Lorenzo, with him the booking was arranged) as well as charming, helpful and host from Passion (Monica, who lives next door with her family). Maybe it is better if we stop with the praise now because we would like to come back next year - and don't want there to be no more space...;-) Grazie mille, Monica e Lorenzo!

VILLA MARINA, Large Private Villa w/ pool
Friendly host, and the villa looks better in reality than the pictures give impression of.
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- Lake Trasimeno
- Val di Chiana
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fiera Di Rimini
- Malatestiano Temple
- Mirabilandia
- Misano World Circuit
- Frasassi Caves
- Italia in Miniatura
- Palacongressi Della Riviera Di Rimini
- Avignonesi Winery Fattoria Le Capezzine
- Miramare Beach
- Oltremare
- Riminiterme
- Basilica of St Francis
- Mount Subasio
- Basilica di Sant'Apollinare in Classe
- Cantina Contucci
- Cantina de' Ricci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Two Palm Baths
- Basilica di Sant'Apollinare Nuovo
- Cantina Forlì Predappio
- Tenuta Villa Rovere