
Holiday rentals in Reggello
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Top-rated holiday rentals in Reggello
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La casa del Grillo, on the Tuscan hill
The "Grillo" house is located in the beautiful Tuscan hills, close to restaurants, and "The Mall" outlet. You'll appreciate the landscapes, the cool summer, and nature. The house is suitable for couples, large families and furry friends. A 5-minute walk to the center of Reggello and a 25-minute drive to Florence. The house is close to wonderful panoramic views, restaurants, and the "The Mall" outlet. You'll love the quiet, the cool summer, and the nature. The house is perfect for families, couples, and pets. It is 25 minutes away from Florence

Relaxing Holiday near Florence
located in Tuscany, halfway between Florence and Arezzo, an area that is appreciated all over the world for its climate and the beauty of the hilly landscape, that enables visitors to spend a unique and Relaxing Holiday in the Countryside in Italy. Located 500m above sea level and next to the ancient woods of Vallombrosa, The house dominates the valley of the river Arno and the Chianti hills, with its famous Olive Trees and Vineyards. The price does not include the heating and the tax that must be paid on the spot.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Sunset on Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Stone farmhouse, exclusive private pool
Podere Montebono is located in the hills of Reggello just 30 km from Florence. Ideal for cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, surrounded by olive trees, garden and forest. The guest house is an independent wing of the large two-storey farmhouse: 3 bedrooms, a kitchen, a living room and a bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. BBQ area. Total privacy.

-Il Fienile- Apartment in Reggello
Apartment in a portion of a villa, Podere Piazza di Sopra, in Reggello. The Fienile has two floors with a private entrance: a living room, two double bedrooms, one single bedroom, and one bathroom on the upper floor, and a full bathroom with shower in the ground-floor bedroom. The apartment has a private garden and a shared panoramic park with centuries-old olive trees, as well as a beautiful panoramic swimming pool shared with other guests. All this will make your stay magical.

The Castle of 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.

Relaxing Country Home in Tuscany with View
An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

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.

3 bedroom apt in Tuscan farmhouse w/ private pool
Welcome to Podere Piagge Reggello, a peaceful retreat in Tuscany’s “olive oil town.” Our house sits in the countryside, surrounded by olive trees, vineyards, woods, and cliffs. Enjoy your private 10×6 m pool (June–mid-Sept), a spacious park, and a private game room with ping pong, pool, and foosball. We live on the ground floor with a separate entrance and garden—nearby if you need us, but your space and pool are fully private for your stay.

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.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
Popular amenities for Reggello holiday rentals
Other great holiday rentals in Reggello

AnticaVista, Luxury Apartment with Tower Views

Open Space Piscina e Giardino

House with pool among olive trees plantation

Cabin in the woods in Tuscany with exclusive bathtub

Scorcio Setteponti

picturesque farmhouse, Chianti, panoramic garden

Podere Tignano, 4-bedroom villa in the Chianti!

Luxury Medieval Tower • Exclusive Chianti Stay
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Basilica of Santa Croce
- Stadio Artemio Franchi
- Medici Chapel





