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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Poggio Alle Monache holiday rentals

A stone building with a yellow sign reading "b&b erioico".

1. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is 3.369.150 ₫
3.940.050 ₫ total
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is 4.373.984 ₫
4.811.383 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A pool area with a water slide and a stage for performances.

3. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
Hu Norcenni Girasole Village
A villa with a swimming pool, outdoor seating, and a tennis court.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is 3.322.965 ₫
3.772.254 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Villa Curina Resort
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

5. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is 4.227.823 ₫
4.650.606 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a wine rack, and two sofas.

6. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 3.802.262 ₫
4.182.489 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Villa Cassia di Baccano
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

7. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is 2.833.015 ₫
3.160.188 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Relais Villa Belvedere
A stone building with a garden in front.

8. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is 5.203.516 ₫
5.957.852 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

9. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is 3.190.683 ₫
3.626.774 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Villa Rosa Panzano
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

10. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is 3.283.772 ₫
3.729.143 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A pool area with a water slide and a stage for performances.

11. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (24 reviews)
"It was clean and safe."
United Kingdom
Laka
Villa Norcenni Aparthotel
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

12. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is 2.270.199 ₫
2.614.048 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Mariani Bed & Breakfast
A market with a sign reading "BAR IL POGGETTO MARKET".

13. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (79 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is 1.124.797 ₫
1.281.149 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Camping Village Il Poggetto.
An arched stone bridge with a white building on the right, featuring a balcony with plants.

14. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is 3.004.585 ₫
3.305.044 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Locanda Antico Borgo
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

15. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is 3.225.940 ₫
3.636.156 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Casa Vacanze Le Fornaci
A table with breakfast items and a view of rolling hills.

16. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is 2.063.165 ₫
2.327.978 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Chianti Village Morrocco
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

17. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is 3.273.748 ₫
3.776.612 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Casa Vacanze Squarcialupi
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

18. 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 2.416.963 ₫
2.775.652 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Villa Fontis Rapolano
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 Poggio Alle Monache Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 1 day ago
Villa Scacciapensieri Boutique Hotel

Frequently asked questions

Can I find holiday rentals in Poggio Alle Monache?

Yes, there are holiday rentals close to the most popular sights in Poggio Alle Monache, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Poggio Alle Monache?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Terme Antica Querciolaia. In the wider area, you’ll find Badia a Coltibuono and Cantalici Winery.

What are holiday rentals like in Poggio Alle Monache?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Poggio Alle Monache. Holiday rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.