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Monsigliolo Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Monsigliolo vacation rentals

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is P8,905
P9,936 total
includes taxes & fees
Nov 4 - Nov 5
B&B Piccolo Hotel
Pool

2. 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 P4,660
P5,547 total
includes taxes & fees
Nov 5 - Nov 6
iConic Wellness Resort
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

3. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is P5,100
P5,892 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is P17,814
P19,878 total
includes taxes & fees
Oct 10 - Oct 11
Fontelunga Hotel & Villas
A table with candles, a bottle of wine, two wine glasses, and a bowl of strawberries.

5. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is P8,820
P9,984 total
includes taxes & fees
Oct 14 - Oct 15
San Michele al Borgo
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

6. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is P14,381
P15,924 total
includes taxes & fees
Nov 8 - Nov 9
CASA AMBRA
A spa area with a stone-walled arch, a hot tub, and a small window.

7. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is P6,922
P7,895 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

8. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is P6,275
P7,184 total
includes taxes & fees
Oct 20 - Oct 21
Vicolo Della Scala Rooms - La Luna
A historic building with a tower, a courtyard, and a well-lit entrance.

9. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is P6,903
P7,804 total
includes taxes & fees
Nov 2 - Nov 3
Abbadia Sicille Relais
A patio area with outdoor seating, potted plants, and a view of the landscape.

10. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (70 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,817
P9,249 total
includes taxes & fees
Nov 5 - Nov 6
Affitacamere Maria Gabriella
An arched stone gateway leading to a pathway lined with potted plants and lights.

11. 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 P6,302
P9,335 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Modanella
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 Monsigliolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Excellent staff .. extremely accommodating. Would definitely return."
Christine 6-night trip
Posted 21 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Monsigliolo

Search for holiday rentals in Monsigliolo on Expedia! You can easily find your home rentals, villas, holiday apartments in Monsigliolo using one of the methods below:

  • View our selection of featured holiday rentals in Monsigliolo
  • Use the map to find apartments and other holiday homes in the Monsigliolo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Monsigliolo while they last

Look no further and take a look at our great range of rental properties in Monsigliolo!

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.