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Monsigliolo Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Monsigliolo vacation rentals

Suite, 2 Bedrooms | Courtyard view

1. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is AED 2,702
AED 2,990 total
includes taxes & fees
29 Aug - 30 Aug
L'Olmo
Terrace/patio

2. Villa San Biagio – Luxury with Lake View, Wi-Fi, and Air Conditioning

Villa San Biagio – Luxury with Lake View, Wi-Fi, and Air Conditioning
Città della Pieve
The price is AED 6,872
AED 7,747 total
includes taxes & fees
1 Sep - 2 Sep
Villa San Biagio – Luxury with Lake View, Wi-Fi, and Air Conditioning
Interior

3. Boutique Apartment Family

Boutique Apartment Family
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great apartment located right where we needed to be, not far from the train station. The host let us store our bags all day which was a huge help!"
United States
Joseph M.
The price is AED 378
AED 462 total
includes taxes & fees
7 Sep - 8 Sep
Boutique Apartment Family
Bar (on property)

4. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very Good, (13 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is AED 447
AED 500 total
includes taxes & fees
26 Aug - 27 Aug
La Piccola Locanda
Interior

5. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is AED 337
AED 412 total
includes taxes & fees
26 Aug - 27 Aug
Boutique Apartment Eleganza
Outdoor dining

6. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is AED 862
AED 1,111 total
includes taxes & fees
15 Sep - 16 Sep
Suite Gioconda - Podere Casa Rossa in Pienza
Fridge, oven, dishwasher

7. Renovated flat with panoramic view-Casa Olivazzo

Renovated flat with panoramic view-Casa Olivazzo
Chiusi
Renovated flat with panoramic view-Casa Olivazzo
Exterior

8. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is AED 484
AED 550 total
includes taxes & fees
26 Aug - 27 Aug
Casa Gioia - Casa Olivieri
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

9. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is AED 418
AED 477 total
includes taxes & fees
31 Aug - 1 Sep
TuscanyLettings Studio&Room
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

10. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is AED 427
AED 487 total
includes taxes & fees
26 Aug - 27 Aug
PienzaLettings Suites
Food and drink

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (154 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is AED 787
AED 892 total
includes taxes & fees
27 Aug - 28 Aug
Hotel San Gregorio
2 bedrooms, desk, iron/ironing board, travel crib

12. The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is AED 425
AED 519 total
includes taxes & fees
20 Sep - 21 Sep
The house in the village - Angelica apartment - Vald'Orcia
Coffee/tea maker, fridge, microwave, stovetop

13. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (11 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AED 429
AED 523 total
includes taxes & fees
3 Sep - 4 Sep
"Il Focolare" Superior Apartment in Monticchiello
Exterior

14. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is AED 581
AED 647 total
includes taxes & fees
25 Sep - 26 Sep
Borgo Dolciano
Exterior

15. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is AED 849
AED 1,214 total
includes taxes & fees
26 Aug - 27 Aug
Eagle House
Front of property

16. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is AED 431
AED 491 total
includes taxes & fees
1 Sep - 2 Sep
montorio
Outdoor dining

17. Amazing Attic in Montepulciano, 10 people, w/view on San Biagio

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Montepulciano
9.4 out of 10, Exceptional, (3 reviews)
"Our 3rd trip to Montepulciano but 1st time in this wonderful Apartment with incredible views. It’s size is perfect for a large group. We had 5 adults in our family & the bedrooms & baths set up is great for everyone to have their own space. Plus a wonderful living area for visiting or playing games. We would definitely request to rent again & hope to return soon. Texas, USA"
United States
Jane B.
The price is AED 3,067
AED 4,204 total
includes taxes & fees
23 Sep - 24 Sep
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Property entrance

18. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is AED 1,118
AED 1,247 total
includes taxes & fees
30 Aug - 31 Aug
Il Tosco
Front of property

19. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (4 reviews)
"I wish I knew more about the check in process ahead of time of that they contacted me ok WhatsApp. But it was clean, comfortable, as pictured, great location, and a great stay. "
United States
Nicole
The price is AED 320
AED 369 total
includes taxes & fees
8 Sep - 9 Sep
Bellarmino Boutique Apartments
Interior

20. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (116 reviews)
"It was very well located ."
Canada
Marlenne
The price is AED 611
AED 689 total
includes taxes & fees
23 Sep - 24 Sep
Meublé Il Riccio
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

Hotel Corsignano

Hotel Corsignano

8/10 Good
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
Minna 2-night trip
Posted 3 days ago
Hotel Corsignano

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.

What are some of the best vacation rentals in Monsigliolo?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: Visitors like this Monsigliolo vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation.

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 Cortona Cathedral 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.