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Oliveto Rentals

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2,456 Houses

Podere Santa Cristina - old farm with private pool

Oliveto villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$234

Old castle estate, surrounded by nature with a lovely private pool

Oliveto house

4 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 3 hours 24 minutes

Price per night from

$637

Borgo, appartamento 2px - B&B Borgo di Oliveto

Oliveto apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$104

Nice home in Civitella V. di Chiana with WiFi and 3 Bedrooms (ITA086)

Oliveto house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$129

Villa La Piaggia

Oliveto house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 17 minutes

Price per night from

$300

Castello, appartamento 2px - B&B Borgo di Oliveto

Oliveto apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$104

Casa Clotilde

Oliveto house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 54 minutes

Price per night from

$201

Nice apt in Ciggiano & Wifi

Oliveto apartment

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 22 minutes

Price per night from

$104

A spasso tra gli ulivi

Oliveto house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 17 minutes

Price per night from

$242

Borgo Paradise

Oliveto apartment

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$234

Vicolo, grazioso monolocale 2px - Borgo di Oliveto

Oliveto studio

Studio / 1 bathroom / sleeps 2

Price per night from

$104

Il Collesu - Appartamento nel Cuore della Valdichiana

Oliveto apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$192

Le Terrazze

Oliveto apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 17 minutes

Price per night from

$135

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

3 bedrooms / 5 bathrooms / sleeps 6

Price per night from

$389

Price per night from

$201

Great rentals within 20 miles that match your search

Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool

Montepulciano apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful place with beautiful vistas of the hills and valley fr” We were able to stay 5 days and 4 nights in this lovely place. The property was as or better than described. Very comfortable and clean. Everything we needed for the time we stayed there. It was a very nice location to be able to take day trips to Siena, Pienza, Montepulciano, Montalcino and Orvieto on the way back to Rome. Such great views from apt #2. We even saw deer in the evening and morning running through the fields below. Montepulciano is very close and you can be there in a matter of a few minutes to shop at the Conard or enjoy shopping and meals. There are a lot of rules on lists provided to follow regarding trash, cleaning, linens, etc. We didn't see much of the caretakers as they had other jobs/work, a new baby, etc. But they were very pleasant and helpful if we needed anything. This is definitely a place we would go back to again.Once we found it. I am glad we got to the location during the day and not at night. You just really have to believe the directions and keep going. The signs are a bit small and I am glad everyone was looking for them. Please go eat at the 13 Gobbi in Montefollonico about 5-6 miles away on a hill top to the north. You will love it. And have their house wine, great. By the way, a bottle of wine and olive oil was provided upon our stay. Both were very good. Wish I could have bought more of it.

Price per night from

$170

Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool!

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Excellent apartments in a gorgeous location” I stayed with my family and another family for a week in apartments #1 and #3. The couple managing the compound are very nice and helpful, but also very strict and professional about the rules concerning payment, signing the lease agreement, etc. Expect to do a lot of paperwork and sign away all your rights to anything at all as part of the check-in process. But once that is done, they do their best to make your stay comfortable and pleasant. The good: the apartments are spacious and extremely well equipped, very comfortable. We were able to cook lunches and dinners for 9 people in the kitchen of our apartment (#1), comfortably; and we also were able to fit ourselves around both the indoor table and the outdoor patio table. There is a dishwasher and washing machine in each apartment, which is great. The bad: in aug. 2011, at least, internet by wifi was shaky at best, and in general almost impossible in #1. In #3 it was better. The problem is that the setup had a central wifi router someplace in the compound, and then repeater/extender routers in each apartment; but the thick stone walls of the buildings makes the connection weak and unreliable. Since you pay extra for the wifi, it's extra annoying when it doesn't work. Perhaps the owners have fixed this by now. The ugly: As far as I can tell, nothing in the Montepulciano region is ugly. The surroundings could hardly be more beautiful and perfect for a relaxing summer holiday.

Price per night from

$170

Borgo dei Sette Tigli #4

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect!” We had a 4-night stay here in early July of this year and had such a wonderful experience. We were greeted by alice who was very accommodating and patient even though we lost our way and were an hour late arriving. She was a sweet as can be and made sure we were settled and had all our questions answered before leaving. Barbara (the owner, I believe) came by the next day to greet us and was also wonderful, making sure that we were satisfied. She was taking care of details regarding her forthcoming nuptials which were to take place 5 days after our arrival. She was very accommodating and helpful even though she must have had lots on her mind. We rented a 2-bedroom, 2-bathroom apartment with a fully-equipped kitchen, living room/dining room, small walkout with table and chairs off of the kitchen. This was perfect for our family of 4 -- two adults and two teenage girls. The accommodations are superb: comfortable beds with great quality linens; recently and tastefully renovated rooms, spacious and inviting, fully equipped kitchen with dish washer and clothes washer; clothes are a quick dry in the summer sun on a dryer rack that is provided. The exterior of the buildings are very attractive, landscaping is detailed and well tended and there is a beautiful, beautiful pool. Now picture this in the middle of the lovely landscape of the Tuscany region. Need I say more? If you're thinking of staying here, don't hesitate, it is superb. Ideally located close to Montepulciano (5 minutes by car) and not far from the major highway (15 minutes tops) if you feel that you'll be doing some day trips. Exceptional value for the money. I highly recommend this vacation rental and only wish I could go back. Hopefully some day.

Price per night from

$227

Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool!

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“family reunion” we looked for a place where the whole family could celebrate a 70'years birthday. We were altogether 4 families of 8 adults and 7 children. The property was ideal for us. We occupied 5 apartments and had the whole place at our disposal. It was nice that we had the whole property at our own so that we should not consider other residents. All apartments were in good standard and the pool area was nice. We had really no complains at all. One evening a pizza evening was arranged by the manager and it was splendid. Further the surrounding towns were interesting and marvelous.

Price per night from

$170

Splendid Villa by Olive Groves and Vinyards at Fontocchio on Cortona

Cortona villa

8 bedrooms / 7 bathrooms / sleeps 17

“Heaven” Villa Fontocchio is a very special place to me. We stayed there for 5 weeks in 2006 and 3 weeks in 2008. It is an amazing property- there are 5 bedrooms and 5 bathrooms. It is extremely comfortable and the pool is great (which also has a pool house). There is also a very large outdoor table as well. The owners of the property are just wonderful people. Carlo made every effort to make sure that we were happy during both stays. The villa itself is at the foot of the hill to Cortona. It is well situated as there is a great grocery store very close by with charming Cortona at the top of the hill. There is a beautiful olive grove and vineyard behind the house as well. It is also very close to the train station I have so many wonderful memories of this place and I cannot recommend it more highly. I know I will go back to this place!

Price per night from

$463

Villa la Foce: breathtaking panoramic view

Castiglion Fiorentino villa

4 bedrooms / 4 bathrooms / sleeps 10

“A little paradise” We enjoyed 3 wonderful weeks in a nearly perfect surrounding.

Price per night from

$333

Villa in Tuscany La Mucchia Luxury Suites Hotel

Cortona villa

13 bedrooms / 8 bathrooms / sleeps 20

“Home away from home at La Mucchia” I loved this place, loved my stay, my wife nearly cried when our vacation was over and we were packing, we certainly will be back soon, as we will find the time to have another vacation in 2014. No words how we enjoyed it, the feeling to be at home, the owners are two brothers, with lots of patience explained and gave us many tips, the pool was clean and cozy, sun terraces and great wifi service, tv,dvd,parking,gift basket,all free and included, thank you brothers,arrivederci soon.

Price per night from

$1,555

Apartment Box Lucignano

Lucignano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$98

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$480

Large Studio apartment in Historical Centre - WiFi

Castiglion Fiorentino apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$92

Big & Bright Studio in Tuscany near Cortona - WiFi

Castiglion Fiorentino apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$78

Villa Le Crete, private house with 2 bedrooms. Pool and WiFi in the Val d'Orcia!

Castelmuzio villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$170

Villa for 12 persons with pool. Lucignano town is less 1 km walking distance!

Lucignano villa

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$638

Private house near Lucignano for 8 persons. Pool & WIFi in the Valdichiana area!

Lucignano villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$404

Unique villa with views of the town of Siena with its famous bell towers!

Siena villa

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$606

Private villa in the Cortona area for 18 persons. Pool, internal pool and A/C!

Brolio villa

9 bedrooms / 11 bathrooms / sleeps 24

Price per night from

$770

Charming cottage in Asciano - Crete senesi

Crete Senesi cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$195

Villa La Ginestra, Family Room

Castelluccio, Arezzo b&b

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

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Exclusive and reserved in Chianti - Quercia

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$208

B&B Casale a Poggiano-The best Breakfast and more

Montepulciano b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$111

COCOMERAIO AGRITOURISM TUSCANY L CIUFFENNA-AREZZO

San Giustino Valdarno finca

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$130

IL BORGO DI GEBBIA B & B Holiday House

Civitella in Val di Chiana b&b

5 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 1 hour 37 minutes

Price per night from

$324

terrazza sulle crete

Rapolano Terme apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$117

Viewing 38 of 2,456
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