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Vacation rentals in Monticiano

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monticiano

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

Guest favorite

Condo in Iesa (Siena)

4.9 out of 5 average rating, 271 reviews

In Tuscany, out of tourist routes - iesa

If you want to stay in a corner of no touristic and wilder Tuscany in a tiny village in the midst of the wood between Siena and Grosseto, this place is ok for you. In this difficult period we are keeping high level cleaning in the apartment. We are following the guidelines provided by Airbnb and we are maintaining a longer interval between reservations. The apartment is located in a portion of the large house of my parents. It has its separate entrance and my guests will have their privacy.

Jun 26 – Jul 3

R1,153 ZAR per night
Guest favorite

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.

Nov 4 – 11

R12,646 ZAR per night
Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 122 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Feb 11 – 18

R2,962 ZAR per night

Popular amenities for Monticiano vacation rentals

Stay near Monticiano's top sights

Abbey of San Galgano364 locals recommend
Terme di Petriolo79 locals recommend
Ristorante Il Doccio7 locals recommend
Hermitage of Montesiepi14 locals recommend
La Capanna5 locals recommend
Salendo Wine Bar di Ardenghi Paola7 locals recommend

Other great vacation rentals in Monticiano

Guest favorite

Farm stay in Murlo

4.99 out of 5 average rating, 134 reviews

Country house near Siena

Nov 25 – Dec 2

R1,774 ZAR per night
Guest favorite

Apartment in Castiglioncello del Trinoro

5.0 out of 5 average rating, 220 reviews

Stunning Tuscan apartment in 14 Century Palazzo

Sep 16 – 23

R3,218 ZAR per night
Guest favorite

Farm stay in Monticiano

5.0 out of 5 average rating, 22 reviews

Romantic and quiet stay near Siena, Petriolo SPA

Sep 12 – 19

R1,683 ZAR per night
Guest favorite

Apartment in Monticiano

4.79 out of 5 average rating, 52 reviews

Typical Tuscan house "La Latteria"

Aug 5 – 12

R2,192 ZAR per night
Guest favorite

Vacation home in Monticiano

5.0 out of 5 average rating, 28 reviews

Casa Dani with private pool

Jan 18 – 25

R3,518 ZAR per night
Guest favorite

Apartment in Solaia

5.0 out of 5 average rating, 30 reviews

Apartment "Contra" in rural house with pool

Oct 6 – 13

R2,104 ZAR per night
Guest favorite

Home in Castello di Tocchi

4.96 out of 5 average rating, 54 reviews

Apartment in the village of Castello di Tocchi

Aug 19 – 26

R1,083 ZAR per night
Guest favorite

Home in Lama

4.96 out of 5 average rating, 51 reviews

Charming rural house in Iesa

May 15 – 22

R1,636 ZAR per night
Guest favorite

Apartment in San Lorenzo A Merse

5.0 out of 5 average rating, 11 reviews

Cozy retreat in S. Lorenzo

Apr 1 – 8

R1,485 ZAR per night
Guest favorite

Farm stay in Ville di Corsano

4.96 out of 5 average rating, 93 reviews

Rustic apartment in Tuscany

Dec 31 – Jan 7

R1,554 ZAR per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Aug 23 – 30

R13,323 ZAR per night
Guest favorite

Home in Rio Marina

5.0 out of 5 average rating, 55 reviews

Casa del Capitano | Monte Grosso, Elba

Apr 17 – 24

R9,012 ZAR per night

Quick stats about vacation rentals in Monticiano

Total rentals

120 properties

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

R569 ZAR before taxes and fees

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Monticiano?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with a kitchen, over 30 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Monticiano?

    Yes! Work meets play with ease at over 20 vacation rentals in Monticiano featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do villa rentals in Monticiano have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Monticiano have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Monticiano have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Monticiano?

    Monticiano has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Monticiano vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Monticiano?

    Four-legged friends are welcome in Monticiano. Choose from more than 60 vacation rentals for guests traveling with pets.

Destinations to explore

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