Poggio Alle Monache Vacation Rentals from CA $69: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Poggio Alle Monache?

Borgo Argiano : This vacation home rental outside of Poggio Alle Monache is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for Poggio Alle Monache vacation rentals

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

1. L' Eroico

Gaiole in Chianti

Angela

CA $211 total

includes taxes & fees

Nov 5 - Nov 6

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

2. Villa Curina Resort

Castelnuovo Berardenga

Deanna

CA $229 total

includes taxes & fees

Oct 23 - Oct 24

A stone building with a garden in front.

3. Borgo Argenina

Gaiole in Chianti

Tatevik

CA $277 total

includes taxes & fees

Oct 27 - Oct 28

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

4. Villa di Sotto

Castelnuovo Berardenga

Philippe

CA $264 total

includes taxes & fees

Oct 22 - Oct 23

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

5. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Mona

CA $218 total

includes taxes & fees

Oct 29 - Oct 30

A living room with a fireplace, a white sofa, a table, and a radiator.

6. Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

CA $179 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

7. Residenzia del Sogno

Castellina in Chianti

Katherine

CA $212 total

includes taxes & fees

Oct 31 - Nov 1

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

8. Mariani Bed & Breakfast

Castellina in Chianti

Frank

CA $137 total

includes taxes & fees

Oct 24 - Oct 25

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

CA $254 total

includes taxes & fees

Nov 4 - Nov 5

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

10. Relais Villa Belvedere

Figline e Incisa Valdarno

Janet

CA $154 total

includes taxes & fees

Nov 2 - Nov 3

An arched stone bridge with a white building on the right, featuring a balcony with plants.

11. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

CA $162 total

includes taxes & fees

Oct 30 - Oct 31

A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

12. Cennano Suite - enter apartment

Montevarchi

Judith T.

CA $153 total

includes taxes & fees

Nov 4 - Nov 5

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

13. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

CA $189 total

includes taxes & fees

Nov 16 - Nov 17

A stone building with multiple windows and a chimney.

14. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

CA $205 total

includes taxes & fees

Nov 8 - Nov 9

A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

15. Casa Vacanze Le Fornaci

Pergine Valdarno

Lisette

CA $191 total

includes taxes & fees

Oct 22 - Oct 23

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

16. Castello di Gargonza

Monte San Savino

Iain

CA $381 total

includes taxes & fees

Oct 22 - Oct 23

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

17. Terre di Baccio

Greve in Chianti

Gage

CA $453 total

includes taxes & fees

Oct 31 - Nov 1

A table with breakfast items and a view of rolling hills.

18. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

CA $127 total

includes taxes & fees

Oct 22 - Oct 23

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

19. Villa Fontis Rapolano

Rapolano Terme

Barbara

CA $138 total

includes taxes & fees

Oct 28 - Oct 29

A rustic stone building with a courtyard.

20. Fullino Nero

Siena

Annie

CA $157 total

includes taxes & fees

Oct 27 - Oct 28

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Top Poggio Alle Monache Hotel Reviews

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

Il Chiostro del Carmine

8/10 Good

"We really enjoyed our stay at Il Chiostro del Carmine. The hotel is definitely a little older, but that was part of the charm for us. Staying inside a former monastery gave the property so much character and made it feel completely different from a typical hotel. The location was also excellent. It sits just outside the busiest part of Siena, but we were still within about a 10-minute walk of pretty much everything we wanted to see or do. The atmosphere was peaceful, the setting was unique, and it fit Siena perfectly. If you prefer hotels with history and character over ultra-modern ones, this is a great place to stay."

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Find out more about Poggio Alle Monache

Everything you need to know about Poggio Alle Monache 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 Poggio Alle Monache vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 Poggio Alle Monache vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Poggio Alle Monache vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Poggio Alle Monache. 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 Poggio Alle Monache vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Poggio Alle Monache vacation rentals we have selected for you start as low as CA $69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Poggio Alle Monache rentals

At Expedia, we put the best Poggio Alle Monache 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 Poggio Alle Monache 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 Poggio Alle Monache 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 Poggio Alle Monache. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Poggio Alle Monache?

Yes, you can find vacation rentals near popular local attractions in Poggio Alle Monache, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Poggio Alle Monache?

Borgo Argiano: This vacation home rental outside of Poggio Alle Monache is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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 larger area, you’ll find Badia a Coltibuono and Cantalici Winery.

What are vacation rentals like in Poggio Alle Monache?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Poggio Alle Monache. Vacation rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.

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Check prices for these dates

Our top choices for Poggio Alle Monache vacation rentals

1. L' Eroico

2. Villa Curina Resort

3. Borgo Argenina

4. Villa di Sotto

5. Relais Villa Belpoggio - Residenza d'Epoca

6. Villa Cassia di Baccano

7. Residenzia del Sogno

8. Mariani Bed & Breakfast

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

10. Relais Villa Belvedere

11. Locanda Antico Borgo

12. Cennano Suite - enter apartment

13. Casa Vacanze Squarcialupi

14. Agriturismo La Ferrozzola

15. Casa Vacanze Le Fornaci

16. Castello di Gargonza

17. Terre di Baccio

18. Chianti Village Morrocco

19. Villa Fontis Rapolano

20. Fullino Nero

Find vacation rentals that suit your style

Top Poggio Alle Monache Hotel Reviews

Hotel Italia

Villa Ermellina Siena, a Tribute Portfolio Hotel

La Certosa di Pontignano

Il Chiostro del Carmine

Fattoria di Vegi

Piccolo Hotel Etruria

Hotel Chiusarelli

Castello di Spaltenna- Small Luxury Hotels of the World

Four Points by Sheraton Siena

Find out more about Poggio Alle Monache

Frequently asked questions

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