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Vacation rentals in Monticiano

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Monticiano

  • Total vacation rentals

    Explore 70 vacation rentals in Monticiano

  • Nightly prices starting at

    Monticiano vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 1,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Monticiano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Monticiano rentals

  • 4.8 Average rating

    Monticiano stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Monticiano

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

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 134 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

ValueFamilyBathroom

Top guest favorite
Cottage in Monticiano
5 out of 5 average rating, 35 reviews

Typical Tuscan Cottage with swimming pool and park

Il Country Cottage è ubicato nel cuore della Toscana autentica, in un territorio incontaminato, con una biodiversità unica. Sito a soli 5 minuti di auto dalla famosa Abbazia di San Galgano e da l'Eremo di Montesiepi, dove è custodita la prestigiosa "Spada nella Roccia". Viene affittata l'intera proprietà: la tipica casa toscana di campagna, la piscina, il giardino e il parco recintato. Una location perfetta per rilassarsi con la massima privacy, senza lo stress ed il logorio della vita moderna

LocationFamilyBathroom

Top guest favorite
Condo in Monticiano
4.98 out of 5 average rating, 58 reviews

Il TramontO

Il TramontO è un appartamento completamente ristrutturato elegante e rustico immerso nella natura della toscana, con vista panoramica, giardino, terrazza e minipiscina idromassaggio ad USO Esclusivo. Spiccano moltissimi dettagli in legno naturale e pietra antica. A pochi passi dall’Abbazia di San Galgano, raggiungibile anche con un incantevole sentiero di 5 km dal paese. A 35 km da Siena e 92 da Firenze, ricavato da una torre Storica del 1200, offre charme, relax e tramonti indimenticabili.

LocationFamilyKitchen

Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.93 out of 5 average rating, 313 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

ValueFamilyAccuracy

Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 340 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

LocationValueBreakfast

Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 181 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

LocationFamilyPool

Top guest favorite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 113 reviews

Podere Pereti Nuovi-modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

FamilyValueHospitality

Top guest favorite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino
4.99 out of 5 average rating, 117 reviews

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

LocationValueCleanliness

Guest favorite
A charming rural building features large windows and stone walls, surrounded by lush greenery. The entrance includes a few steps leading to a door framed by vibrant flower pots, while a well-maintained lawn extends in front.
Farm stay in Monticiano
5 out of 5 average rating, 35 reviews

Romantic and quiet stay near Siena, with garden

The apartment is great for 2 people. In the apartment there are a kitchen, a large double bedroom and a bathroom. In the bedroom you can add a bed for baby. FREE WIFI - Mbps download 25,45 e Mbps in upload 3,03 THE PRICE INCLUDES ALL CONSUMPTION AND TOURIST TAX The car is necessary, parking is free and next to the house.

FamilyLocationOutdoor spaces

Top guest favorite
A two-story house is surrounded by a vibrant field of yellow flowers. The exterior displays a neutral-colored facade with dark shutters. Additional seating is visible in the garden area, complementing the natural landscape and greenery in the vicinity.
Home in Monticiano
4.95 out of 5 average rating, 43 reviews

CASA DI ZIO Comfort, nature and relax

detached house on the first floor at your complete disposal with private garden. The house is located in a residential area surrounded by greenery, near the small medieval village, nearby playgrounds and municipal swimming pool The entrance to the large square where it is possible to park is shared with the owners.

ValueFamilyWalkability

Top guest favorite
A rustic terrace features a wooden table and chairs, offering panoramic views of rolling hills and lush greenery. Stone walls support a traditional wooden beam ceiling, while elements like a decorative bell and a sheep silhouette add character to the natural surroundings.
Farm stay in Pari
4.98 out of 5 average rating, 295 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool( open around the 10th of May) We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

FamilyValueView

Top guest favorite
A scenic rural landscape captures rolling hills and expansive fields bathed in warm sunset hues. The silhouette of a rustic villa, surrounded by trees and olive groves, is positioned in the foreground, while distant mountain outlines are visible on the horizon.
Villa in Pienza
4.99 out of 5 average rating, 109 reviews

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves

Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

ValueLocationQuiet

Popular amenities for Monticiano vacation rentals

When is the best time to visit Monticiano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 430ﺩ.ﺇ 433ﺩ.ﺇ 422ﺩ.ﺇ 408ﺩ.ﺇ 411ﺩ.ﺇ 422ﺩ.ﺇ 386ﺩ.ﺇ 367ﺩ.ﺇ 386ﺩ.ﺇ 353ﺩ.ﺇ 382ﺩ.ﺇ 430
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Monticiano?

    Monticiano has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Monticiano?

    Experience the best of Monticiano with our villa rentals, starting at about $230 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Monticiano?

    Four-legged friends are welcome in Monticiano. Choose from more than 30 vacation rentals for guests traveling with pets.

  • 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.

  • Are there Monticiano vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Monticiano have a kitchen?

    Absolutely! We offer over 20 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 10 apartment rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Monticiano have free parking?

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

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