Crete Senesi Vacation Rentals from $108: Search Short-Term Rentals

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Our top choices for Crete Senesi vacation rentals

A neatly made bed with pillows, a bedside lamp, and a painting of sunflowers on the wall.

1. Villa Fontis Rapolano

Rapolano Terme

Barbara

$83 nightly

Oct 19 - Oct 20

Total with taxes and fees

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

2. RESIDENCE LECCIO

Asciano

Corey

$75 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

3. La Murata

Rapolano Terme

Elizabeth

$117 nightly

Oct 29 - Oct 30

Total with taxes and fees

A stone building with a sloped roof, a small porch, and a gravel driveway.

4. 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

$94 nightly

Oct 25 - Oct 26

Total with taxes and fees

An arched stone gateway leading to a pathway lined with potted plants and lights.

5. Castello di Modanella

Rapolano Terme

Dennis

$122 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

6. Albergo Diffuso Borgo Santo

Asciano

David

$201 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

7. Borgo Lucignanello Bandini

Montalcino

Marc

$342 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hot tub with two people, surrounded by trees and a wooden deck.

8. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$237 nightly

Nov 2 - Nov 3

Total with taxes and fees

A villa with a swimming pool, outdoor seating, and a tennis court.

9. Villa Curina Resort

Castelnuovo Berardenga

Deanna

$117 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

10. B&B Le Scalette di Piazza

Montalcino

François

$119 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

11. Idolina Guest House

Montalcino

Jaiden

$96 nightly

Oct 27 - Oct 28

Total with taxes and fees

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.

12. Tuscasì Aparthotel

Sovicille

Sergey

$66 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

13. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

$127 nightly

Nov 1 - Nov 2

Total with taxes and fees

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

14. Hotel San Gregorio

Pienza

Michael

$129 nightly

Nov 8 - Nov 9

Total with taxes and fees

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

15. Palazzo Saloni

Montalcino

Michael

$255 nightly

Nov 16 - Nov 17

Total with taxes and fees

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

16. Bosco della Spina

Murlo

Amir

$88 nightly

Oct 26 - Oct 27

Total with taxes and fees

A historic building with a tower, a courtyard, and a well-lit entrance.

17. Abbadia Sicille Relais

Trequanda

Robert

$91 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

18. ApartHotel Anghel

Siena

Lauro

$62 nightly

Nov 9 - Nov 10

Total with taxes and fees

A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

DANIELA

$167 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

20. Castello di Gargonza

Monte San Savino

Iain

$241 nightly

Oct 28 - Oct 29

Total with taxes and fees

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Top Crete Senesi Hotel Reviews

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"

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!"

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."

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

10/10 Excellent

"Unforgettable Tuscan Getaway at Villa Montisi!We had an absolutely fantastic stay at Villa Montisi. The villa itself was exceptionally clean, spacious, and provided the perfect backdrop for our time in Tuscany.As people who love to cook, we were especially impressed by the well-equipped kitchen—it had everything we needed to prepare wonderful meals using local ingredients. Outside, the pool was immaculate, and relaxing by the water with exquisite, sweeping views of the surrounding vineyards and countryside was a true highlight of our trip.The location is ideal—peaceful and private, yet just minutes away from fantastic restaurants in both San Giovanni d'Asso and Montisi. To topitall off, the owners were extremely responsive and went out of their way to help us with anything we needed throughout our stay. Jo, the on site host, gave us a warm welcome and showed us around the Villa.We couldn't have asked for a better Tuscan experience and highly recommend Villa Montisi to anyone visiting the area!"

Find out more about Crete Senesi

Everything you need to know about Crete Senesi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Crete Senesi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crete Senesi vacation 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 low season months. For more hustle and bustle, you may prefer to visit Crete Senesi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Crete Senesi rentals

At Expedia, we put the best Crete Senesi vacation 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 vacation.

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.

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Check prices for these dates

Our top choices for Crete Senesi vacation rentals

1. Villa Fontis Rapolano

2. RESIDENCE LECCIO

3. La Murata

4. Podere La Chiusella

5. Castello di Modanella

6. Albergo Diffuso Borgo Santo

7. Borgo Lucignanello Bandini

8. 2 Cuori e 1 Yurta Glamping in Toscana

9. Villa Curina Resort

10. B&B Le Scalette di Piazza

11. Idolina Guest House

12. Tuscasì Aparthotel

13. Guild Living Siena Senior Resort & Residence

14. Hotel San Gregorio

15. Palazzo Saloni

16. Bosco della Spina

17. Abbadia Sicille Relais

18. ApartHotel Anghel

19. Casanova - Panoramic Rooms and Suites

20. Castello di Gargonza

Find vacation rentals that suit your style

Top Crete Senesi Hotel Reviews

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

Find out more about Crete Senesi

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