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Vacation rentals in Monteloro

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Top-rated vacation rentals in Monteloro

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

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Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 338 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

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Top guest favorite
Home in Florence
5.0 out of 5 average rating, 14 reviews

Villa Carla – Florence View, Tennis & Hot Tub

Escape to a peaceful private Tuscan estate 20 minutes by car from Piazza del Duomo, in the heart of Florence. Villa Carla offers countryside tranquillity with panoramic views over the city. The property includes a main villa and a separate dependance, providing privacy and comfort for families and groups. Relax in the spa pool, play tennis, or dine under the gazebo as Florence lights up at sunset. A quiet retreat in nature, ideal for guests seeking privacy and space close to the city centre.

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Top guest favorite
Condo in San Marco
5.0 out of 5 average rating, 102 reviews

stupendo appartamento con vista in centro storico

“DIMORA LE MANTELLATE” è un grandissimo e curatissimo appartamento molto luminoso in stile fiorentino finemente ristrutturato e arredato. situato nel centro storico al terzo piano (con ascensore) di un grande palazzo storico di fine ‘800. dispone di ampi spazi (200mq), silenzioso e luminoso. Vicino ai servizi di trasporto ed al duomo. 5 camere, 4 bagni, Cucina completa, grande salone e una stupenda terrazza panoramica sul tetto, aria condizionata; Gli host offrono un’ampia gamma di servizi

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Guest favorite
A rustic stone house is accented by a terracotta roof, surrounded by a stone patio. Potted plants adorn the entrance, and a small table with seating is positioned outside. A lush green hillside and trees are visible in the background under a clear blue sky.
Home in Pontassieve
4.9 out of 5 average rating, 20 reviews

Casa Laura

Caratteristico alloggio appena ristrutturato situato in complesso rurale nelle tipiche colline toscane, immerso nei vigneti della casa vinicola Antinori, e situato a pochi Km da Firenze e Fiesole. A 7 Km località in cui trovare tutti i servizi e la stazione ferroviaria per arrivare a Firenze in 15 min. Situato in campagna ma ben collegato alla viabilità, possibili escursioni a piedi e in bicicletta. Inoltre comodo punto di partenza per visite nelle splendide zone del Mugello e Val di Sieve

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Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 114 reviews

Relax e charme tra le colline del chianti

Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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Top guest favorite
The property is set against a lush green backdrop, showcasing extensive gardens and rolling hills. A charming stone farmhouse is visible, with a terracotta-tiled roof and balconies. The sparkling pool gleams in the sunlight, surrounded by trees and expansive greenery.
Villa in Rignano sull'Arno
5.0 out of 5 average rating, 47 reviews

​Villa Fonticina: Private Pool & Secluded Woods

Cozy and chic, late 19th-century stone villa, originally built as a farmhouse with an adjoining stable and barn. It has since been expertly renovated to create a single space, respecting the original layout and Tuscan tradition, while preserving original elements such as the attached wood-burning oven. Nestled in a large fully fenced garden in the Chianti hills of Tuscany, it is surrounded by olive trees and woodland with an exclusive-use pool, just 15 km from Florence.

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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, 227 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.

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Guest favorite
An aerial view captures a stone house surrounded by lush greenery and a sprawling garden. Features include a bright blue pool set within the terrain, with vineyards and trees framing the property, highlighting the natural landscape and open space.
Farm stay in Fiesole
4.96 out of 5 average rating, 156 reviews

Farmhouse on the hill of Florence

Casa in pietra indipendente su due piani, ampio soggiorno con cucina, 2 divani, 4 camere da letto, 4 bagni. Una delle camere situate al piano terra ha accesso indipendente ed angolo cottura extra. Ampio giardino di 5 ettari con prati, bosco, uliveta, pascolo con cavalli. Spazi attrezzati per mangiare all'aperto nella corte, nella terrazza panoramica e accanto alla piscina. Ci troviamo sulle colline a 400 m di altitudine distanti 13 km da Firenze e 9 km da Fiesole.

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Top guest favorite
Home in Fiesole
4.97 out of 5 average rating, 137 reviews

Tuscan Villa 15 min from Florence, Parking, Garden

Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.

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Top guest favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 510 reviews

Agriturismo nel Chianti con Piscina

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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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, 138 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, history, convenience. (AC throughout). 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.

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