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Apartment holiday rentals in Monticiano

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Monticiano

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

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Guest favourite
A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.
Flat in Centro
4.94 out of 5 average rating, 362 reviews

Museum Suite - Luxurious unit with a River View -

Decorated with ornate elegance, the apartment exudes an air of grandeur. Touches of white Carrara marble and stone floors add a richness to this bright and open space. Entering through a large stone archway into the grand foyer, your eye is immediately drawn to the captivating views of the arno river. Magnificent stone columns lead into the large living room of the apartment. Furnished with a combination of antiques and modern fixtures, this room offers a wonderful space to entertain at home while enjoying the breathtaking views of the city. Just off the living room you will find the fully equipped professional kitchen. A spectacular stone mantle serves as the hood for the stove and makes an elegant statement in this lovely cooking area. The main bedroom is completely spacious and well lit, the second bedroom is smaller and doesn't have the river view but is indeed very cozy. Both have queen beds and full marble ensuite bathrooms. The combination of antiques furnishings with modern design elements is truly a step into Italian Luxury. This fantastic apartment offers you the chance to immerse yourself into the heart of ancient Florence. The prime location is a perfect starting point for exploring all of the city’s most notable landmarks. The magical views from all rooms of this accommodation surround you in the beauty of Florence all day and night. There is a supermarket conveniently located 150 meters from the apartment. The Ponte Vecchio is 200 meters away and in a 5 minutes walk, you can reach the city center. The water boiler sometimes needs to be restarted. It's outside of the kitchen, there in an on/off button, you just need to turn it on and off. If all the utilities are on at the same time the light may go down, the breaker is next to the main entrance, inside the apartment. I also work for a hot air balloon company, if you are up for some adventure, you just need to ask me. The apartment is in the heart of ancient Florence—perfect for exploring the many nearby landmarks. You won't need a car, everything is at walking distance. In case you will arrive with a rented car, there is a parking next to the aparment that charges 35eur/day.

Top guest favourite
Flat in Caminino
4.92 out of 5 average rating, 193 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due 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.

Top guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Flat in Montepulciano
4.97 out of 5 average rating, 152 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Superhost
A comfortable gray sofa with accent pillows is placed in a spacious living area. A coffee table sits in front, adorned with a small vase of flowers and decorative items. Natural light enters through a nearby window, highlighting the warm terracotta floor.
Flat in Casciano
4.86 out of 5 average rating, 109 reviews

Casa Marino

Our cozy home is located closed to Siena, the Val d'Arbia and the Val d'Orcia, Unesco World Heritage site; you can easily reach the most beautiful town around Siena and Florence, like San Gimignano, Volterra, Montalcino. Rooms are wide and comfortable. The apartament is bright and you can enjoy a nice view on the Tuscan countryside from its windows. It is located in the old hamlet of Casciano. Suitable for couples and families with kids. Parking area about 50 metres from the apartment.

Top guest favourite
A charming entryway is framed by wooden double doors with decorative handles. A terracotta-tiled step leads to a alcove featuring a colorful artwork, surrounded by white walls and a tall decorative vase with dried branches. Light filters through arched windows above.
Flat in Monticchiello
5 out of 5 average rating, 103 reviews

Casa “La Vittoria”

Il mio e' uno splendido appartamento ad uso esclusivo in centro a Monticchiello. Dotato di ogni confort,cucina attrezzata. Biancheria. Luminoso soggiorno e due comode camere da letto, una delle quali affaccia in una delle piazze principali del paese e gode di vista sulla Val d Orcia e sul Monte Amiata. A due passi dal mio Ristorante Daria, uno dei migliori in zona dove poter gustare i buoni piatti della tradizione rivisitati in maniera impeccabile. Vi aspetto! Deborah

Top guest favourite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Flat in Castelnuovo Berardenga
4.94 out of 5 average rating, 177 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Superhost
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat in Montepulciano
4.91 out of 5 average rating, 282 reviews

I Tramonti di Eramo, Montepulciano centro.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Guest favourite
An aerial view captures the extensive grounds of the agriturismo, showcasing a swimming pool surrounded by tall cypress trees and lush green fields. The rustic buildings are nestled among the natural landscape, with rolling hills visible in the background.
Flat in Buonconvento
4.86 out of 5 average rating, 110 reviews

Appaloosa - Apartment for couples and families

Appaloosa apartment accommodates 4–5 guests and offers air conditioning, Wi-Fi and direct access to the panoramic swimming pool. Ideal for couples or families looking for a relaxing stay in the Tuscan countryside. On the ground floor there is a kitchen, living area, a twin bedroom and a bathroom with shower. Upstairs, reached by a spiral staircase, is the double bedroom with an additional single chair bed.

Guest favourite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Flat in Monteroni d'Arbia
4.94 out of 5 average rating, 280 reviews

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, ognuno con ingresso indipendente e giardino privato, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Guest favourite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Flat in Siena
4.89 out of 5 average rating, 181 reviews

Terrace with a view of Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Top guest favourite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Flat in Montalcino
4.9 out of 5 average rating, 391 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Top guest favourite
A bright living area features a comfortable sofa and a wooden dining table adorned with a bowl of fruit. A window offers a view of the surrounding landscape, while decorative artwork and a lamp enhance the space's character.
Flat in Siena
4.95 out of 5 average rating, 481 reviews

Diacceto19 Siena Apartments Int.2

One of the two splendid apartment ( Int.1-Int.2 ), situated in one of the most beautiful areas of the historic center, decorated in good taste, with an exceptional view and just a few steps from the Piazza del Campo

Popular amenities for Monticiano apartment rentals

Quick stats about flat rentals in Monticiano

  • Total holiday rentals

    Explore 20 holiday rentals in Monticiano

  • Nightly prices starting at

    Monticiano holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Monticiano holiday rentals include wifi 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!

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