Crete Senesi Vacation Home Rentals from CA $127: Search Top Private Vacation Homes for Rent

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

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Our top choices for Crete Senesi vacation homes

An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

1. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Monteroni d'Arbia

CA $185 total

includes taxes & fees

Nov 5 - Nov 6

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

2. Vacation in Poggettone

Monteroni d'Arbia

CA $348 total

includes taxes & fees

Nov 1 - Nov 2

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

3. Charming Siena Countryside Stay

Monterongriffoli

CA $570 total

includes taxes & fees

Nov 6 - Nov 7

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

CA $1,419 total

includes taxes & fees

Nov 27 - Nov 28

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

5. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

CA $191 total

includes taxes & fees

Nov 10 - Nov 11

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

6. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

CA $219 total

includes taxes & fees

Nov 3 - Nov 4

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

7. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

CA $222 total

includes taxes & fees

Oct 28 - Oct 29

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

8. Agritourism in Val d'Orcia

montalcino

CA $536 total

includes taxes & fees

Oct 28 - Oct 29

A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.

9. The House of Alice, charm and relaxation

Montalcino (SI)

Robert S.

CA $319 total

includes taxes & fees

Nov 10 - Nov 11

A stone building with a wooden door and two windows with shutters.

10. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

CA $315 total

includes taxes & fees

Nov 3 - Nov 4

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

11. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

CA $201 total

includes taxes & fees

Nov 8 - Nov 9

A horse standing outside a building with a brick wall, a wooden door, and a window with shutters.

12. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

Toscana

"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."

Shanti R.

CA $288 total

includes taxes & fees

Oct 28 - Oct 29

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

13. Exclusive Stone Tower.

Casciano

Ryan C.

CA $220 total

includes taxes & fees

Oct 28 - Oct 29

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

14. A peaceful spot with a garden between Chianti and Crete, near the old town

Casetta

CA $154 total

includes taxes & fees

Nov 2 - Nov 3

A stone patio with a round table and chairs, surrounded by lush greenery and potted plants.

15. Romantic farm in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

CA $323 total

includes taxes & fees

Nov 10 - Nov 11

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

16. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Toscana

CA $254 total

includes taxes & fees

Nov 10 - Nov 11

A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

17. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Toscana

CA $272 total

includes taxes & fees

Nov 3 - Nov 4

A pathway leading to a building with stone walls and a tree.

18. A typical Tuscan country house

Montalcino

CA $233 total

includes taxes & fees

Nov 23 - Nov 24

A terrace with a table set for breakfast, overlooking a mountainous landscape.

19. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Castelnuovo dell'Abate

"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...

Judith F.

CA $257 total

includes taxes & fees

Nov 6 - Nov 7

A brick building with a large sliding glass door, a brown door, and a small potted plant.

20. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Foiano della Chiana

CA $127 total

includes taxes & fees

Nov 6 - Nov 7

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Top Crete Senesi Hotel Reviews

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

10/10 Excellent

"Really nice property nice pool and amazing views."

Casa di charme in a casolare di pietra con giardino privato

10/10 Excellent

"We really enjoyed staying in Tiziana's place. There was plenty of room and had all the housekeeping facilities we needed. The location was perfect for our needs. It was within easy reach of the beautiful Tuscan countryside we wanted to explore. It was quiet and peaceful with beautiful views across a valley, yet at the edge of a town with amenities close by. I highly recommend this accommodation."

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

10/10 Excellent

"Wow!!! Luigi was wonderful… lots of good local information and very responsive to any questions we had. Very easy check-in and check-out processes. The place was peaceful and quiet but easy to get to other destinations. It really met our need and more for our stay in Tuscany…we will certainly tell all our friends and family about this place. The sunsets, the patio, the pool, the rooms…. Wonderful! Grazie, Luigi!"

Tenuta d'Arbia

10/10 Excellent

"Wow!! That an amazing place. The owner and his staff are incredible and helped us with everything we need, even gave us recommendations and helped us with booking wineries. The pictures are not enough to the amazing 360 view. The restaurant is great, we went back and ate there 3 nights in a row. The location is great, 30 min from Siena, 40 from Chianti, 40 from Val d’orchia We had the most beautiful and romantic stay and we are forever thankful for this"

Villa with private pool and panoramic view in beautiful Val d'Orcia

10/10 Excellent

"The property was located in a beautiful spot with stunning scenery, and is just as pictured and described in VRBO. The house was beautifully set up, and the kitchen was great. We enjoyed eating our breakfast and several dinners out on the deck, which was incredibly peaceful...especially in the evenings! Enjoyed the pool each day after exploring many of the hilltop towns in the area. Jennifer our host provided us with very useful information about the surrounding area and towns re grocery shopping, restaurants etc. The communication with both Jennifer and Jo (the caretaker) was excellent. We would definitely stay here again and would recommend it to others.Diana"

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!"

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."

Find out more about Crete Senesi

Crete Senesi Vacation Homes information

Number of reviews	64
Accommodation	95 Vacation Homes
Lowest Price	CA $127
Highest Price	CA $1,422

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Siena Vacation Rentals

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Crete Senesi vacation homes

1. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

2. Vacation in Poggettone

3. Charming Siena Countryside Stay

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

5. "Il Focolare" Superior Apartment in Monticchiello

6. Podere Belsogno-camera Lavanda

7. The Gelda house, relax with a view

8. Agritourism in Val d'Orcia

9. The House of Alice, charm and relaxation

10. The Casetta di Brunello, quiet and breathtaking views

11. Agriturismo La Ferrozzola

12. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

13. Exclusive Stone Tower.

14. A peaceful spot with a garden between Chianti and Crete, near the old town

15. Romantic farm in the Sienese hills

16. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

17. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

18. A typical Tuscan country house

19. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

20. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Crete Senesi Hotel Reviews

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

Castello di Leonina Relais

Casa di charme in a casolare di pietra con giardino privato

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

Tenuta d'Arbia

Villa with private pool and panoramic view in beautiful Val d'Orcia

Borgo Lucignanello Bandini

Agriturismo San Giorgio

Agriturismo Borghetto Il Montino

Find out more about Crete Senesi

Crete Senesi Vacation Homes information

Explore a world of travel with Expedia

Crete Senesi Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Crete Senesi vacation homes

1. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

2. Vacation in Poggettone

3. Charming Siena Countryside Stay

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

5. "Il Focolare" Superior Apartment in Monticchiello

6. Podere Belsogno-camera Lavanda

7. The Gelda house, relax with a view

8. Agritourism in Val d'Orcia

9. The House of Alice, charm and relaxation

10. The Casetta di Brunello, quiet and breathtaking views

11. Agriturismo La Ferrozzola

12. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

13. Exclusive Stone Tower.

14. A peaceful spot with a garden between Chianti and Crete, near the old town

15. Romantic farm in the Sienese hills

16. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

17. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

18. A typical Tuscan country house

19. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

20. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Crete Senesi Hotel Reviews

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

Find out more about Crete Senesi

Crete Senesi Vacation Homes information

Explore a world of travel with Expedia