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Vacation rentals in Masseto

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Masseto

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

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Top guest favorite
Townhouse in Scandicci
4.89 out of 5 average rating, 333 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Guest favorite
A winding pathway leads down through lush greenery and terracotta tiles, surrounded by vibrant foliage. In the background, rolling hills are visible, dotted with vineyards under a partly cloudy sky, evoking a serene atmosphere.
Vacation home in Masseto
4.93 out of 5 average rating, 30 reviews

nel Chianti vicino Firenze

Appartamento nuovo, indipendente, completamente arredato, max 4 persone, dotato di tutti i confort, WiFi/Internet, TV SAT, immerso nel verde della natura della campagna Toscana, un'oasi di pace nel Chianti Rufina a meno di 25 Km da Firenze e vicino al Parco Naz. delle Foreste Casentinesi. parcheggio privato Ideale per relax , trekking , bici, passeggiate, buona cucina 200 mt. Ristorante e fermata Bus 1 Km stazione ferroviaria collegamento diretto con Firenze SMN 1 Km supermercato e altri negozi

Top guest favorite
Apartment in Le Sieci
4.95 out of 5 average rating, 37 reviews

Oasi di pace sul fiume Arno a pochi km da Firenze.

" un bagno relax nella spettacolare vasca freestanding ubicata in una Suite esclusiva..." benvenuti nel Relais le Sieci, un lussuoso e silenzioso appartamento con terrazza che si affaccia direttamente sul fiume Arno a pochi chilometri dal centro di Firenze. Luminoso, completamte ristrutturato con gusto, è composto da camera da letto matrimoniale con vasca freestanding, divano letto, cucina in stile italiano con accesso diretto in terrazza.L'autodromo dista soli 30 minuti di auto.

Top guest favorite
The exterior of the renovated barn is constructed with natural stone, featuring a large arched window and a sleek glass door. Flower pots filled with colorful blooms line the entrance, enhancing the inviting atmosphere. Olive trees and lush greenery can be seen in the surroundings.
Barn in San Francesco
5 out of 5 average rating, 33 reviews

La Capanna - Delightful stay in the renovated barn

Allontanati da tutto e dormi sotto una coltre di stelle! Il nostro alloggio è vicino alla principale città toscana di Firenze, Arezzo, Siena, San Gimignano, Volterra, San Miniato e piccoli paesi ricchi di cultura e tradizioni. Bellissimi sono i panorami e gli ottimi ristoranti nei dintorni con la loro cucina tipica toscana. Il rinnovato fienile ti piacerà per la sua atmosfera tranquilla e per gli spazi all'aperto nel verde. È adatto a coppie o famiglie con bambini. Pet friendly!

Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 222 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
A charming stone building is seen surrounded by lush greenery, featuring a terracotta roof. The outdoor area includes a stone patio with wooden chairs and tables, accented by blooming purple flowers and potted plants, with rolling hills visible in the background.
Apartment in Pelago
5 out of 5 average rating, 49 reviews

Fienile

Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.

Top guest favorite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 136 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Top guest favorite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 312 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Top guest favorite
Home in Florence
5 out of 5 average rating, 6 reviews

I Palpiti - Dream Villa in the heart of Florence

Discover the charm of staying in a historic residence nestled in the green hills of Fiesole, just minutes from the center of Florence. This house, once the Tuscan home of painter Elisabeth Chaplin, retains the artistic spirit and tranquility that made it a creative haven and a soulful retreat. You’ll sleep where the artist once painted her works, surrounded by authentic details and a poetic atmosphere.

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 214 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Top guest favorite
The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.
Home in Bagno A Ripoli
4.99 out of 5 average rating, 183 reviews

Tuscany .Countryhouse on the Florence's hills

Casa recentemente ristrutturata in colonica Toscana dell'800 circondata da colline, vigneti e oliveti situata nella zona del Chianti e distante 1 km dal paese (Antella) e 20 minuti di macchina da Firenze centro. L'alloggio è dotato di raffrescamento per i mesi estivi anche se i muri molto spessi in pietra garantiscono una temperatura gradevole anche in estate.

Popular amenities for Masseto vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. Masseto