Crete Senesi Holiday Rentals from €107: Search Short-Term Rentals

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Our top choices for Crete Senesi holiday rentals

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

1. La Murata

Rapolano Terme

Elizabeth

includes taxes & fees

8 Nov - 9 Nov

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

2. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

6 Nov - 7 Nov

A well-maintained garden with a stone pathway, a lamp post, and a gazebo.

3. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

includes taxes & fees

8 Nov - 9 Nov

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

4. RESIDENCE LECCIO

Asciano

Corey

includes taxes & fees

18 Nov - 19 Nov

A person in a swimming pool with a view of trees and distant hills.

5. Albergo Diffuso Borgo Santo

Asciano

David

includes taxes & fees

6 Nov - 7 Nov

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

6. Borgo Lucignanello Bandini

Montalcino

Marc

includes taxes & fees

9 Nov - 10 Nov

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

7. B&B Le Logge Di Sopra

Asciano

includes taxes & fees

24 Nov - 25 Nov

A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

8. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

includes taxes & fees

8 Nov - 9 Nov

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

9. B&B Le Scalette di Piazza

Montalcino

Morris

includes taxes & fees

8 Nov - 9 Nov

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

10. Idolina Guest House

Montalcino

Jaiden

includes taxes & fees

13 Nov - 14 Nov

A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

11. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

includes taxes & fees

29 Nov - 30 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

12. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

26 Nov - 27 Nov

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

13. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

14. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

20 Nov - 21 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

15. ApartHotel Anghel

Siena

clifford

includes taxes & fees

12 Nov - 13 Nov

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

16. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

5 Dec - 6 Dec

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

17. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

includes taxes & fees

8 Nov - 9 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

18. Castello di Gargonza

Monte San Savino

Iain

includes taxes & fees

6 Nov - 7 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

19. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

6 Nov - 7 Nov

A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

20. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

includes taxes & fees

9 Nov - 10 Nov

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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

Everything you need to know about Crete Senesi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Crete Senesi holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Crete Senesi holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crete Senesi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crete Senesi. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Crete Senesi holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crete Senesi holiday rentals we have selected for you start as low as €107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crete Senesi rentals

At Expedia, we put the best Crete Senesi holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Crete Senesi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Crete Senesi holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Crete Senesi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Holiday Rentals in Crete Senesi

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Check prices for these dates

Our top choices for Crete Senesi holiday rentals

1. La Murata

2. Villa Fontis Rapolano

3. Podere La Chiusella

4. RESIDENCE LECCIO

5. Albergo Diffuso Borgo Santo

6. Borgo Lucignanello Bandini

7. B&B Le Logge Di Sopra

8. 2 Cuori e 1 Yurta Glamping in Toscana

9. B&B Le Scalette di Piazza

10. Idolina Guest House

11. Casanova - Panoramic Rooms and Suites

12. Abbadia Sicille Relais

13. Hotel San Gregorio

14. Tuscasì Aparthotel

15. ApartHotel Anghel

16. Palazzo Saloni

17. Guild Living Siena Senior Resort & Residence

18. Castello di Gargonza

19. Affitacamere Maria Gabriella

20. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Find holiday 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

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