Crete Senesi Vacation Homes

Rolling green hills, a winding path, and a row of tall cypress trees.

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Our top choices for Crete Senesi holiday homes

A bedroom with a bed, a chair, a nightstand, a lamp, a decorative headboard, and a window with curtains.

1. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Monteroni d'Arbia

HK$1,041 total

includes taxes & fees

1 Nov - 2 Nov

A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Holday at Poggettone

Monteroni d'Arbia

HK$1,950 total

includes taxes & fees

15 Oct - 16 Oct

A patio area with a gravel floor, potted plants, and a white umbrella.

3. Charming Siena Countryside Stay

Monterongriffoli

HK$3,167 total

includes taxes & fees

8 Oct - 9 Oct

An outdoor patio with a brick archway, a round table with a tablecloth, two wooden chairs, and potted plants.

4. Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi

Rapolano Terme

HK$7,567 total

includes taxes & fees

8 Oct - 9 Oct

A stone building with a sign reading "Borgo di Mezzo".

5. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

HK$1,253 total

includes taxes & fees

31 Oct - 1 Nov

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

6. Agritourism in val d'orcia

montalcino

HK$2,956 total

includes taxes & fees

24 Oct - 25 Oct

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

7. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

HK$1,076 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

8. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

HK$1,235 total

includes taxes & fees

4 Oct - 5 Oct

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Top Crete Senesi Hotel Reviews

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent

"What a beautiful home! We absolutely loved our stay and had such a wonderful experience. The house was beautiful, a perfect place to enjoy our vacation. Luigi was an amazing host—always available and quick to respond whenever we had a question or concern, which we really appreciated.We truly enjoyed our time here and would definitely stay again. We’re already looking forward to coming back on our next trip. Highly recommend!"

Borgo Lucignanello Bandini

10/10 Excellent

"We loved our stay, hope to be back, and would recommend to anyone visiting Tuscany! The view from almost anywhere on the property is absolutely stunning and we felt immediately relaxed after a week of Italian city life- the location feels remote but is close to many attractions, little medieval towns, and amazing wineries. We witnessed the most beautiful sunsets and sunrises up on the hill by the pool. The borgo itself is idyllic, rustic, and charming with lots of character. The pool is wonderful (although a bit chilly in mid Sept :) ) with lots of seating and again a beautiful view. The kitchen was well stocked and all of the extras (like coffee, water, juice, bread, jams, teas, sugar, olive oil, vinegars, salt, pepper, and wine) were so helpful and appreciated, limiting what we needed to buy at the local Coop. Multiple rooms had fresh flowers (such a lovely touch), there was lots of clothing storage, and nice bath towels. We saw a few red foxes, a large bunny, countless birds (heard 15 different species according to my Merlin app), and many of the property cats who hung out with us while we enjoyed our wine in the multiple communal seating areas. We are so happy we selected this property after looking at so many others in the area - it was a wonderful, relaxing stay!"

Villa in Montalcino, exclusive for you, stunning view!!!

10/10 Excellent

"Incredible experience for my large family in the beautiful hills of Tuscany. The house is large and very private with amazing views and a crystal clear pool we used almost everyday. We had a hot first week in the mid 90s and spent a lot of time in the pool before heading out on day trips. The location was perfect to branch out to all the great prime spots.Florence, Sienna, Montalcino and the small local spots and restaurants in Trequanda only 15 minutes away and of course Montisi our local friends. I have traveled many times to Italy and traveled to almost all of the cities over the years and we always admire the beautiful villas so to actually stay in one for 10 days and enjoy the natural beauty was just incredible. Luigi was always available whenever we needed him and he is a great guide with his recommendations. The cleaning lady was wonderful she is local and can help us immediately. A few recommendations for you when we went to the market we found the COOP about 20 minutes away and it was in a mall setting with a full selection of food and wine that would be comparable to large market in the US. Family needs a quick pizza and a salad outside seating the pizza Paradiso in the town of Trequanda is perfect. Had a few outings in Montisi at the wine bar Cantina and a few of the restaurants great time and super friendly people. The laundry was also a big plus they have a machine and the drying is outside on a line or on a rack worked great. Thank you Luigi hope to see you soo"

Agriturismo Borghetto Il Montino

10/10 Excellent

"This is a beautifully maintained property nestled among a vineyard and olive grove. It is quiet & relaxing, and each room is secluded and private. A nice variety was offered for breakfast, and everything we tried was delicious. We purchased a bottle of the red wine (Chianti), and enjoyed it so much that we bought one to take home with us. Katriana was a wonderful host — hospitable and helpful! We highly recommend this property, and hope to return some day."

Agriturismo La Ripolina

10/10 Excellent

"This was the most unique place we have ever stayed at and would recommend the apartment styles room to anyone. Our apartment was ina separate facility right down the road in a 1,000 year old church! We had a bathroom, kitchen, dining room, sitting area, and a bathroom. It was very clean and so quaint! We ate breakfast 2 mornings at the main house, which was delicious. We also had the option to eat dinner while we were there, which we did 1 night. Dinner was served outside overlooking the grape vines. There was a pool which we utilized every afternoon since the temperatures reached in the 90s while we stayed during the day. Even though there was no A/C, the apartment did cool down at night and was comfortable with the 2 fans running. If we could give any ideas to improve, it would only be to maybe add an air conditioner in the bedroom only, but like I said earlier, even though it was very hot during the day- it did cool down at night. Cool place!"

Hilltop house in the heart of Tuscany with private pool

10/10 Excellent

"Der Torre Cella ist ein sehr entspannter Ort mit tollem Ausblick auf die Crete Senesi. Die Lage ist günstig, um Orte wie Pienza, Montalcino, Montepulciano oder auch Siena zu besichtigen. Auch ein kleiner Spaziergang ins Dorf zu Bar oder Alimentari ist eine schöne Sache. Das Haus ist sehr gut eingerichtet. Zumindest Ende August empfiehlt sich ein starker Mückenschutz (die Mückengitter der Fenster funktionieren prima, aber aussen wird man schnell gestochen). Tip: Bäckerei und Pizzeria Mulino Vecchio in Torreniere. Klare Empfehlung!"

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