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

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Crete Senesi holiday rentals

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

1. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is £70
includes taxes & fees
21 Sept - 22 Sept
Villa Fontis Rapolano
A stone building with a sloped roof, a small porch, and a gravel driveway.

2. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"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...
United Kingdom
Kevin
The price is £91
includes taxes & fees
25 Sept - 26 Sept
Podere La Chiusella
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

3. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is £4,669
includes taxes & fees
29 Sept - 30 Sept
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

4. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is £139
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

5. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is £283
includes taxes & fees
1 Oct - 2 Oct
Borgo Lucignanello Bandini
A person in a swimming pool with a view of trees and distant hills.

6. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is £187
includes taxes & fees
13 Oct - 14 Oct
Albergo Diffuso Borgo Santo
A swimming pool with lounge chairs, surrounded by greenery and a view of distant hills.

7. Holiday apartment with pool and terrace

Holiday apartment with pool and terrace
Asciano
8.0 out of 10, Very good, (2 reviews)
"Property manager “Il Casolare” Cristina was very easy to reach and accommodating. You definitely need a car as the unit is in a remote setting outside Asciano city proper. Rustic setting, beautiful property but not luxurious. Accommodations are minimal but typical . We did have some flooding due to heavy rains. Also they charge for bed linens and bath towels extra which is odd coming from the USA. Bathroom upstairs needs an enclosure (shower curtains at a minimum). "
United States
Jorge E.
The price is £251
additional charges may apply
29 Sept - 30 Sept
Holiday apartment with pool and terrace
A hot tub with two people, surrounded by trees and a wooden deck.

8. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is £205
includes taxes & fees
5 Oct - 6 Oct
2 Cuori e 1 Yurta Glamping in Toscana
An arched stone gateway leading to a pathway lined with potted plants and lights.

9. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is £114
includes taxes & fees
17 Sept - 18 Sept
Castello di Modanella
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

10. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is £110
includes taxes & fees
6 Oct - 7 Oct
La Murata
A bathroom with a wooden bench, a blue towel, a mirror, and a vase with flowers.

11. Casa 'Gavì' with Air Conditioning

Casa 'Gavì' with Air Conditioning
Buonconvento
The price is £305
includes taxes & fees
17 Oct - 18 Oct
Casa 'Gavì' with Air Conditioning
A bedroom with a sloped ceiling, a bed with a leaf-patterned bedspread, and a potted plant.

12. "Il Nido" Vacation Apartment with Air Conditioning and Wi-Fi

"Il Nido" Vacation Apartment with Air Conditioning and Wi-Fi
Buonconvento
10.0 out of 10, Exceptional, (1 review)
"Pros: La casa era molto accogliente"
Italy
Anonymous traveller
The price is £115
includes taxes & fees
17 Sept - 18 Sept
"Il Nido" Vacation Apartment with Air Conditioning and Wi-Fi
A patio area with a gravel floor, potted plants, and a white umbrella.

13. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is £348
includes taxes & fees
6 Oct - 7 Oct
Charming Siena Countryside Stay
A brick building with a door, a window, and a sign with the number 241.

14. Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning

Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning
Monteroni d'Arbia
The price is £122
includes taxes & fees
17 Sept - 18 Sept
Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning
An outdoor patio with a brick archway, a round table with a tablecloth, two wooden chairs, and potted plants.

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

Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi
Rapolano Terme
The price is £717
includes taxes & fees
29 Sept - 30 Sept
Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi
A rustic building with a wooden door, stone steps, and a gravel driveway.

16. La Rugiada – Farm Stay with View of Siena

La Rugiada – Farm Stay with View of Siena
Monteroni d'Arbia
10.0 out of 10, Exceptional, (1 review)
The price is £105
includes taxes & fees
18 Sept - 19 Sept
La Rugiada – Farm Stay with View of Siena
A wicker basket hanging on a brick wall, a potted plant with yellow flowers, and a glimpse of a building in the background.

17. 'Il Girasole -with Garden-' Apartment with Air Conditioning

'Il Girasole -with Garden-' Apartment with Air Conditioning
Buonconvento
The price is £273
includes taxes & fees
29 Sept - 30 Sept
'Il Girasole -with Garden-' Apartment with Air Conditioning
An arched brick corridor with a dining table and chairs, a chandelier, and a view through a glass door.

18. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is £1,340
includes taxes & fees
13 Oct - 14 Oct
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

19. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is £260
includes taxes & fees
15 Oct - 16 Oct
Holday at Poggettone
A brick building with a wooden door and steps leading to an entrance.

20. Il Cappero Apartment in the Center of Buonconvento

Il Cappero Apartment in the Center of Buonconvento
Buonconvento
The price is £242
includes taxes & fees
30 Sept - 1 Oct
Il Cappero Apartment in the Center of Buonconvento
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"The staff, the free experience and the views around the property were amazing. When you think of Tuscany this is the place."
Jennifer 2-night trip
Posted 1 day ago
Castello di Leonina Relais

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 £91 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. 

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