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Apartment holiday rentals in Massa Marittima

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Massa Marittima

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

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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.

Superhost
The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.
Flat in Florence
4.91 out of 5 average rating, 605 reviews

Casa di Delizie - The Medici private leisure house

La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat in San Miniato
4.99 out of 5 average rating, 166 reviews

San Miniato -Terrazza panoramica in centro storico

Nuovissimo appartamento nel centro storico di San Miniato. Recentemente ristrutturato, è l’ideale per chi ricerca la tranquillità in pieno centro, con una bellissima vista sulle campagne toscane grazie al terrazzo panoramico perfetto per una colazione al sole o un aperitivo speciale. Immerso nella parte storica della città, si raggiungono comodamente a piedi ristoranti tipici, negozi e tutte le bellezze di San Miniato. Grazie alla sua posizione centrale è l'ideale per visitare l'intera Toscana.

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 -

After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Top guest favourite
Flat in Centro
5 out of 5 average rating, 570 reviews

Renaissance Apartment Touch the Dome

Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported.
You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

Guest favourite
A view of the historic Pitigliano skyline features ancient stone buildings nestled against a dramatic cliffside. The prominent clock tower stands tall amidst a tapestry of rooftops, while the circled monolocale indicates its location within this picturesque landscape.
Flat in Pitigliano
4.95 out of 5 average rating, 179 reviews

Monolocale La Sorpresa

Monolocale nel cuore di Pitigliano, a pochi passi dalla Sinagoga e dalle Vie cave etrusche. L’appartamento offre una splendida vista sulla vallata del Meleta. É arredato con cura con mobili e oggetti di antiquariato e pregio. Offre una postazione per smart working. The house is located in the center of Pitigliano, just few meter far from the Synagouge and the “vie cave etrusche”. It offers an amazing view on the Valley of Meleta. The apartment is furnished with care and with fine antiques.

Top guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Flat in Carmignano
4.97 out of 5 average rating, 279 reviews

Giglio Blu Loft di Charme

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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

Top guest favourite
A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.
Flat in San Gimignano
4.93 out of 5 average rating, 126 reviews

Appartamento con giardino panoramico San Gimignano

Situato a ridosso delle mura di San Gimignano, l’ appartamento è immerso nella natura con ogni confort desiderabile ed una vista panoramica stupefacente. L’appartamento è composto da 1 cucina, 1 camera da letto matrimoniale, 1 stanza soggiorno-pranzo, giardino panoramico e posteggio auto riservato di fianco alla casa. -2 minutes walk from the city center, surrounded by nature -panoramic view -every desirable confort -private parking -1 kitchen, 1 bedroom, 1 bathroom, 2 living room

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, 283 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.

Popular amenities for Massa Marittima apartment rentals

When is the best time to visit Massa Marittima?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$132 SGD$132 SGD$129 SGD$114 SGD$114 SGD$123 SGD$130 SGD$147 SGD$143 SGD$130 SGD$124 SGD$139 SGD
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Quick stats about flat rentals in Massa Marittima

  • Total holiday rentals

    Explore 60 holiday rentals in Massa Marittima

  • Nightly prices starting at

    Massa Marittima holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Massa Marittima holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Massa Marittima rentals

  • 4.8 Average rating

    Massa Marittima stays are highly rated by guests – averaging 4.8 out of 5!

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