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

Crete Senesi Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Crete Senesi vacation rentals

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

1. 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 P6,228
P7,136 total
includes taxes & fees
Sep 29 - Sep 30
Podere La Chiusella
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

2. 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 P5,473
P6,305 total
includes taxes & fees
Sep 28 - Sep 29
Villa Fontis Rapolano
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

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 P8,747
P9,906 total
includes taxes & fees
Oct 2 - Oct 3
La Murata
An arched stone gateway leading to a pathway lined with potted plants and lights.

4. 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 P6,346
P9,401 total
includes taxes & fees
Oct 28 - Oct 29
Castello di Modanella
A person in a swimming pool with a view of trees and distant hills.

5. 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 P14,091
P15,855 total
includes taxes & fees
Oct 12 - Oct 13
Albergo Diffuso Borgo Santo
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

6. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is P22,320
P25,263 total
includes taxes & fees
Oct 1 - Oct 2
Borgo Lucignanello Bandini
A hot tub with two people, surrounded by trees and a wooden deck.

7. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is P15,721
P17,720 total
includes taxes & fees
Sep 29 - Sep 30
2 Cuori e 1 Yurta Glamping in Toscana
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

8. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is P7,700
P8,755 total
includes taxes & fees
Oct 14 - Oct 15
Bed & Breakfast Vicolo dell'Oste
A bakery display with pastries and a coffee station.

9. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is P7,203
P8,208 total
includes taxes & fees
Sep 30 - Oct 1
B&B Il Corso
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is P9,058
P10,391 total
includes taxes & fees
Oct 28 - Oct 29
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,900
P9,362 total
includes taxes & fees
Oct 7 - Oct 8
Affitacamere Maria Gabriella
A crowded restaurant with brick walls and multiple tables and chairs.

12. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (148 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is P13,521
P15,158 total
includes taxes & fees
Oct 12 - Oct 13
La Locanda di San Francesco
An interior courtyard with stone columns, arches, and a mosaic.

13. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is P10,141
P11,440 total
includes taxes & fees
Oct 8 - Oct 9
Meublé Il Riccio

14. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is P4,716
P5,615 total
includes taxes & fees
Oct 25 - Oct 26
iConic Wellness Resort
A stone courtyard with a bench, potted plants, and a building in the background.

15. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is P6,696
P7,579 total
includes taxes & fees
Oct 27 - Oct 28
Casa di Campagna in Toscana
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (51 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is P9,025
P10,212 total
includes taxes & fees
Oct 12 - Oct 13
Guild Living Siena Senior Resort & Residence
A bathroom with a window view of a historic building and a tiled roof.

17. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (481 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is P6,780
P7,742 total
includes taxes & fees
Oct 21 - Oct 22
Siena Vip
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

18. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
A Casa Mastacchi
A traditional stone building with a courtyard, a staircase, and potted plants.

19. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is P6,859
P7,829 total
includes taxes & fees
Oct 24 - Oct 25
Il Pozzo di Sant'Andrea
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

20. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is P9,769
P13,592 total
includes taxes & fees
Oct 1 - Oct 2
Villa di Sotto
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

Agriturismo Borghetto Il Montino

Agriturismo Borghetto Il Montino

10/10 Excellent
"Très bel endroit! Nous étions très confortables et avons beaucoup apprécié notre séjour. Tout était agréable et accueillant. Nous recommandons sans hésiter!"
Patricia 3-night trip
Posted 3 days ago
Agriturismo Borghetto Il Montino

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