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Holiday houses in Bobolino

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Top-rated holiday rentals in Bobolino

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

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Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 339 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

Superhost
A spacious living area is highlighted by warm wooden floors and light green walls. A flat-screen television is mounted on a clean, modern entertainment unit. Views of the adjoining rooms can be seen through archways, enhancing the open layout of the space.
Apartment in Bobolino
4.89 out of 5 average rating, 90 reviews

Casa Federico con vista sulle colline toscane.

Appartamento con 3 camere da letto matrimoniali 2 bagni. Grande cucina ben attrezzata, salotto per relax. Fornitura biancheria letto, bagno,cucina. Parcheggio privato per due macchine . Appartamento al primo piano con 25 scalini e altri 15 scalini per accedere alla camera matrimoniale superiore. Terrazza panoramica. Luogo tranquillo lontano dal traffico ma non isolato. Montelupo dista 20 minuti da Firenze, 1 ora dalla Versilia, 45 minuti da Pisa, Lucca, Siena. 1,6km alla stazione del treno.

Guest favourite
A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.
Condo in Scandicci
4.94 out of 5 average rating, 162 reviews

Florentine Hills "Le Scalette"

The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.

Top Guest favourite
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
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . 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 e vigneti con tramonti unici.

Top Guest favourite
Condo in Montelupo Fiorentino
5.0 out of 5 average rating, 21 reviews

la terrazza alla torre

the apartment is located on the second floor and offers a breathtaking view of both the Arno River and the historic Medici Tower. Ideal for families ,groups of friends or couples, this accommodation is perfect for those looking for large spaces, tranquility and a connection with the history of the city. Surrounded by public parks, it’s the perfect place to relax immersed in nature. Furthermore it is located just 1.5 km from the train station, allowing you to easily explore surroundings.

Top Guest favourite
Apartment in Montelupo Fiorentino
5.0 out of 5 average rating, 11 reviews

Tuscany Nest - guest house alle porte di Firenze

L'appartamento è situato nel comune di Montelupo Fiorentino, in zona residenziale, ma vicino a tutti i servizi: supermercati, stazione e in prossimità della FI-PI-LI (SGC) per raggiungere Firenze, Pisa e Livorno. In 1 ora si può raggiungere anche Siena, San Gimignano e Volterra. Nei dintorni si trova il parco della Villa Medicea dell'Ambrogiana e il parco fluviale del fiume Pesa che permette escursioni a piedi e in bicicletta. Bordo strada è possibile parcheggiare gratuitamente.

Superhost
Home in Montelupo Fiorentino
5.0 out of 5 average rating, 3 reviews

Aureva Tuscany, modern villa with private pool

Nestled in the hills above Montelupo Fiorentino, 25 km from Florence, Aureva Tuscany is an exclusive villa with breathtaking views and a private pool. Spacious, bright living room, fully equipped kitchen, 3 bedrooms (sleeps 6), 4 bathrooms, panoramic terrace. Garden with loggia, barbecue, and sun deck. Garage, laundry room, and 2 parking spaces. Strategically located between Florence, Pisa, and Livorno. Relax and recharge in this oasis of tranquility and elegance.

Top Guest favourite
A serene outdoor view features olive trees dotting a grassy area. A few lounge chairs are arranged by the pool, which reflects the soft hues of early morning light. A mist envelops the landscape, enhancing the tranquil setting.
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 169 reviews

Flat for 4 with garden & pool in agriturismo

We have created an intimate and exclusive environment, which can accommodate a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The 70 square meter Rasty apartment is located on the ground floor, it is spread over two independent bedrooms and can accommodate up to four people, with four-poster beds, garden view, bathroom, living area and kitchen with fully equipped kitchenette.

Guest favourite
Condo in Montelupo Fiorentino
4.98 out of 5 average rating, 177 reviews

House of Arts ♥

A modern 85 sqm apartment, just renovated, with a large double bedroom, another bedroom with two single beds, living room with sofa bed and 55'' TV, a spacious bathroom and a bright kitchen fully equipped. The balcony, directly connected with the kitchen, offers a nice view on the town of Montelupo. Rooms are decorated with particular paintings made by a local artist.

Top Guest favourite
A tranquil outdoor space features a clear swimming pool surrounded by lush greenery. Tall cypress trees line the perimeter, offering natural shade. The gently rolling hills in the background create a serene landscape, illuminated by soft morning light.
Home in Montegufoni
4.98 out of 5 average rating, 46 reviews

Villa delle Ortensie

Tuscan Elegance: Private Villa with Exclusive Pool Discover the ultimate Tuscan retreat at Villa delle Ortensie. Nestled in the heart of the rolling hills, this elegant country home offers an exclusive escape where refined design meets the timeless beauty of the countryside. The interiors are tastefully curated — chic, sophisticated, and filled with natural light.

Guest favourite
A charming yellow house with a tiled roof is surrounded by lush greenery, including trees and flowering plants. A welcoming porch area features seating, while the expansive lawn offers ample outdoor space for relaxation. The property includes elements of traditional Italian architecture.
Home in Montelupo Fiorentino
4.93 out of 5 average rating, 27 reviews

Casa Montecuccoli-sustainable house in Tuscany

Melograno and Olivo houses, on the hills of Montelupo Fiorentino near Florence, are made entirely in eco-friendly bio-building, surrounded by a large garden where the large swimming pool and the biodesign swimming pool with whirlpool are located, for the exclusive use of the two houses.

Top Guest favourite
A modern kitchen space features wooden beams overhead and a stone accent wall. A grey sofa is positioned beside a white dining table with four chairs. The kitchen area is equipped with contemporary cabinets, a countertop, and appliances, illuminated by subtle lighting.
Farm stay in Lastra a Signa
4.97 out of 5 average rating, 118 reviews

Farmhouse in Tuscany hills

Tenuta Barosi, Duccio Home - Experience the charm of Tenuta Barosi, a newly renovated farmhouse in 2024. Perched on a hilltop amidst olive groves, this serene retreat in Malmantile, a medieval village near Florence, offers stunning views and modern comforts.

Popular amenities for Bobolino holiday rentals