Some info is shown in its original language. Translate

Vacation rentals in Monteloro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monteloro

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

1 of 1 pages1 / 1
Top guest favorite
Home in Fiesole
4.97 out of 5 average rating, 141 reviews

Tuscan Villa 15 min from Florence, Parking, Garden

Relax in the rustic comfort of a Tuscan farmhouse and experience authentic Italian living in the Florentine countryside, just a 15 minute drive from the city. Set in a quiet residential countryside area on the hills of Fiesole, the property offers a peaceful stay surrounded by olive trees, a garden and unforgettable sunsets. The farmhouse dates back to the 14th century and was part of a traditional Tuscan estate. Having a car is essential to reach the house and to move around during your stay

Top guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 341 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

Top guest favorite
Vacation home in Florence
5.0 out of 5 average rating, 34 reviews

Large group house + breackfast + parking Florence

A historic Florentine home,recently renovated,ideal for families and groups. Located in a quiet, green residential neighborhood just outside the historic center,overlooks the large riverside park, with the green hills in background. Its convenient location near the historic center,ample parking and many traditional restaurants/pastry shops nearby will let you experience most authentic side of Florence ✓Parking ✓Breakfast ✓Private en-suite rooms ✓Tourist information ✓Air conditioning ✓Fast Wi-Fi

Top guest favorite
Home in Florence
5.0 out of 5 average rating, 15 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.

Top guest favorite
Home in Pontassieve
5.0 out of 5 average rating, 67 reviews

La quercia Casa nel verde

In a panoramic position 15 km from Florence, it is the only apartment in an ancient restored barn. Suitable for those who want to enjoy the peace of the countryside but also comfortably visit places of art. 3 km away are the towns of Pontassieve and Sieci with all services including railway stations from which, in 20 minutes, you can reach the center of Florence. The wonderful countryside and the proximity to the historic buildings including the church of San Martino make the place enchanting.

Guest favorite
A private swimming pool with a distinctive shape is surrounded by green lawns and olive trees. Two white umbrellas and several lounge chairs provide shaded seating. The clear water reflects the bright blue sky with fluffy white clouds, creating a serene outdoor atmosphere.
Villa in Pontassieve
4.92 out of 5 average rating, 61 reviews

Vacanze & Relax in Toscana villa

Our villa is located in a green paradise near Florence, a sanctuary to relax your mind, enjoy nature and embrace slow-living culture. The central part of the house, in stone, derives from the transformation of a medieval watchtower for either Quona or Montefiesole castles both in ruins. Guest can enjoy a ful relax holiday swimming in the private pool, cooking and eating at the special barbecue area, taking a hike or a bike tour in the surrounding hills, booking a Horse trip at the nearby farm!

Guest favorite
Apartment in Sieci
4.91 out of 5 average rating, 45 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 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, 49 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.

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.

Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 107 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top guest favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 514 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.

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, 139 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.

Popular amenities for Monteloro vacation rentals