Monsigliolo Vacation Rentals from NT$2,114: Search Short-Term Rentals

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Our top choices for Monsigliolo vacation rentals

1. Casale dell'Assiolo

Castiglione del Lago

Emma

NT$4,131 total

includes taxes & fees

Nov 14 - Nov 15

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

2. San Michele al Borgo

Castiglion Fiorentino

Vern

NT$4,918 total

includes taxes & fees

Nov 27 - Nov 28

3. iConic Wellness Resort

Arezzo

Wade

NT$2,876 total

includes taxes & fees

Dec 2 - Dec 3

A stone building with a green door, a window with shutters, and a small window with bars.

4. CASA AMBRA

Cortona Old Town

NT$7,426 total

includes taxes & fees

Nov 14 - Nov 15

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

5. Abbadia Sicille Relais

Trequanda

Robert

NT$2,435 total

includes taxes & fees

Dec 8 - Dec 9

A banquet hall with round tables set for a formal event, featuring a stone fireplace and large windows.

6. Castello di Gargonza

Monte San Savino

Iain

NT$10,001 total

includes taxes & fees

Nov 16 - Nov 17

A spa area with a stone-walled arch, a hot tub, and a small window.

7. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

NT$4,093 total

includes taxes & fees

Nov 22 - Nov 23

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

8. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

NT$3,050 total

includes taxes & fees

Nov 19 - Nov 20

A garden with two chairs under trees, a table, and a view of the landscape.

9. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

NT$4,788 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

10. La Locanda di San Francesco

Montepulciano

Colin

NT$5,358 total

includes taxes & fees

Nov 26 - Nov 27

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Find vacation rentals that suit your style

Top Monsigliolo Hotel Reviews

An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

Villa Santa Margherita

Cortona Old Town

10/10 Excellent

THUHUONG

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

Hotel Italia

Cortona Old Town

10/10 Excellent

Eileen

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

Locanda agli Amici

Cortona

10/10 Excellent

This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...

Kaylan

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

A terraced garden with a stone staircase, outdoor seating, and a red statue.

Casa Kita

Cortona Old Town

10/10 Excellent

Joy

An aerial view of a property with a swimming pool, two buildings, and vineyard rows.

Podere La Rocca

Montepulciano

10/10 Excellent

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

A narrow stone-paved street flanked by historic buildings with wooden doors and shutters.

B&B San Francesco

Cortona Old Town

10/10 Excellent

Martin

An arched entrance with a wooden balcony, a tiled floor, and a door leading inside.

Hotel Boutique Castiglione del Lago

Contrada Castello

10/10 Excellent

Anonymous traveler

A historic stone building with arched doorways and a courtyard at twilight.

Relais La Corte dei Papi

Cortona

10/10 Excellent

Traci

A buffet with various desserts and fruits, including pies, cakes, and pastries, arranged on tables with white tablecloths.

Cortona Resort Spa

Cortona

10/10 Excellent

Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...

Jeneva

An aerial view of a rural estate with a large building, a swimming pool, and well-maintained gardens.

Podere San Giuseppe

Castiglione del Lago

10/10 Excellent

Timothy

A large estate with a central building, a swimming pool, and surrounding landscaped gardens.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

Find out more about Monsigliolo

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Frequently Asked Questions

Can I find a vacation rental in Monsigliolo?

Yes, there are vacation rentals near popular sights in Monsigliolo, or you can choose a more secluded option if you'd like a relaxing place to stay.

How many vacation rentals are there in Monsigliolo?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Monsigliolo stay.

What’s there to see and do in Monsigliolo?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Piazza della Repubblica and Villa Bramasole are a couple of places you'll find in the larger area.

What’s a vacation rental in Monsigliolo like?

Vacation rentals are private properties you can book for several days or longer in Monsigliolo. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety 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 hotel, which makes a vacation rental a popular choice for a family getaway.

Monsigliolo Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monsigliolo vacation rentals

1. Casale dell'Assiolo

2. San Michele al Borgo

3. iConic Wellness Resort

4. CASA AMBRA

5. Abbadia Sicille Relais

6. Castello di Gargonza

7. DormiVeglia B&B

8. Artisti del Cavallo Tourism

9. Affitacamere Maria Gabriella

10. La Locanda di San Francesco

Find vacation rentals that suit your style

Top Monsigliolo Hotel Reviews

Villa Santa Margherita

10/10 Excellent

Find out more about Monsigliolo

Frequently Asked Questions

Can I find a vacation rental in Monsigliolo?

How many vacation rentals are there in Monsigliolo?

What’s there to see and do in Monsigliolo?

What’s a vacation rental in Monsigliolo like?