Vacation rentals in Monticiano

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Top-rated vacation rentals in Monticiano

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Guest favorite

Condo in Iesa (Siena)

4.9 out of 5 average rating, 273 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.

Oct 28 – Nov 4

$53 per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 107 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 9 – 16

$472 per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 127 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.

Mar 10 – 17

$134 per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Dec 30 – Jan 6

$105 per night

Guest favorite

Cottage in Ponte Feccia

4.95 out of 5 average rating, 130 reviews

Country cottage C&M surrounded by green love Tuscany

Country cottage in stone , independent in the Tuscan countryside in the province of Siena ,with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main villages of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena , Monteriggioni , an hour from Florence and 30/40min from the sea. Only 20 minutes from the beautiful Terme del Petriolo .

Oct 15 – 22

$100 per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 308 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

$138 per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 236 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Oct 22 – 29

$162 per night

Guest favorite

Apartment in Bagnoregio

4.99 out of 5 average rating, 351 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Nov 17 – 24

$163 per night

Superhost

Farm stay in Simignano

4.82 out of 5 average rating, 106 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Feb 3 – 10

$92 per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Jan 4 – 11

$124 per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Mar 11 – 18

$278 per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Nov 10 – 17

$745 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monticiano vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Nov 2 – 9

$507 per night

Guest favorite

Apartment in Castiglioncello del Trinoro

5.0 out of 5 average rating, 223 reviews

Stunning Tuscan apartment in 14 Century Palazzo

Aug 12 – 19

$166 per night

Guest favorite

Apartment in Monticiano

4.79 out of 5 average rating, 52 reviews

Typical Tuscan house "La Latteria"

Oct 24 – 31

$99 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

Apr 21 – 28

$77 per night

Guest favorite

Vacation home in Monticiano

5.0 out of 5 average rating, 28 reviews

Casa Dani with private pool

Mar 20 – 27

$160 per night

Guest favorite

Home in Lama

4.96 out of 5 average rating, 51 reviews

Charming rural house in Iesa

May 15 – 22

$75 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

Sep 24 – Oct 1

$50 per night

Guest favorite

Guest suite in Solaia

4.9 out of 5 average rating, 20 reviews

Apartment "Quarciglioni" – Tuscan farmhouse, pool

Dec 27 – Jan 3

$96 per night

Show all

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
1.4K reviews
Nightly prices starting at
$30 before taxes and fees

Frequently Asked Questions

What are the most popular amenities for Villa Rentals in Monticiano?
Enhance your stay in our Villa Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, 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 30 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 20 villa rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticiano have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticiano have wifi?
Absolutely! We offer over 10 house 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.

Vacation rentals in Monticiano

Top-rated vacation rentals in Monticiano

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Monticiano vacation rentals

Stay near Monticiano's top sights

Other great vacation rentals in Monticiano

Villa in Castellina in Chianti

Apartment in Castiglioncello del Trinoro

Apartment in Monticiano

Farm stay in Monticiano

Vacation home in Monticiano

Home in Lama

Home in Castello di Tocchi

Guest suite in Solaia

Quick stats about vacation rentals in Monticiano

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What are the most popular amenities for Villa Rentals in Monticiano?

Are there vacation rentals with a dedicated workspace in Monticiano?

Do villa rentals in Monticiano have free parking?

Do house rentals in Monticiano have a kitchen?

Do house rentals in Monticiano have wifi?

Are there family-friendly vacation rentals in Monticiano?

Are there Monticiano vacation rentals on Airbnb with pools?

Are there pet-friendly vacation rentals in Monticiano?

Destinations to explore