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Vacation rentals in Monticchiello

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monticchiello

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Jan. 18 – 25

$692 CAD per night
Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 171 reviews

Il Focolare - Apartamento Superior Toscana

The apartment "Il Focolare" is located in the small medieval village of Monticchiello, within the historic center, within the ancient walls. Nestled in the classic and enchanting landscapes of Tuscany with cypresses ,gentle hills as far as the eye can see and winding white streets. Just renovated (2019), it perfectly blends its historical soul with modern furnishings, giving the environment personality and charm, the fireplace in the room gives that extra touch of romance. Tot. 52sqm

Jan. 6 – 13

$140 CAD per night
Guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 327 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Feb. 22 – Mar. 1

$221 CAD per night

Popular amenities for Monticchiello vacation rentals

Stay near Monticchiello's top sights

Ristorante Daria13 locals recommend
La Guardiola9 locals recommend
Teatro Povero4 locals recommend

Other great vacation rentals in Monticchiello

Guest favourite

Apartment in Montepulciano

4.98 out of 5 average rating, 258 reviews

Large space between ancient and modern in the center of Montepulciano

Oct. 27 – Nov. 3

$185 CAD per night
Guest favourite

Apartment in Montepulciano

4.99 out of 5 average rating, 214 reviews

Montepulciano Downtown Storico

Jan. 3 – 10

$124 CAD per night
Guest favourite

Home in Monticchiello

5.0 out of 5 average rating, 14 reviews

Cute dream home

Dec. 8 – 15

$184 CAD per night
Guest favourite

Apartment in Pienza

4.9 out of 5 average rating, 42 reviews

La Casetta di Monticchiello with panoramic views

Sep. 15 – 22

$121 CAD per night
Guest favourite

Villa in Monticchiello

4.95 out of 5 average rating, 42 reviews

Villa with garden. Il Giardino del Cardinale.

Mar. 3 – 10

$1,004 CAD per night
Guest favourite

Vacation home in Monticchiello

4.96 out of 5 average rating, 82 reviews

Romantic Tuscan House (6 persons)

Dec. 31 – Jan. 7

$635 CAD per night
Guest favourite

Apartment in Monticchiello

5.0 out of 5 average rating, 27 reviews

Tuscan apartment with panoramic terrace on Pienza

Dec. 17 – 24

$214 CAD per night
Guest favourite

Apartment in Monticchiello

5.0 out of 5 average rating, 16 reviews

iolanda suite, apartment with panoramic view

Jul. 8 – 15

$172 CAD per night
Guest favourite

Farm stay in Montepulciano

4.96 out of 5 average rating, 71 reviews

Unique view 3 bdr villa with pool & A/C in Pienza

Sep. 6 – 13

$1,071 CAD per night
Guest favourite

Condo in Montepulciano

5.0 out of 5 average rating, 14 reviews

Dimora Valinda, Montepulciano Piazza Grande +A/C

Feb. 8 – 15

$108 CAD per night
Guest favourite

Apartment in Monticchiello

4.97 out of 5 average rating, 65 reviews

Apartment Montello 1

Oct. 21 – 28

$249 CAD per night
Superhost

Farm stay in Monticchiello

4.9 out of 5 average rating, 41 reviews

House with private pool with a great view

Oct. 20 – 27

$403 CAD per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Monticchiello