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Vacation rentals in Appennino Tosco-Emiliano

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Top-rated vacation rentals in Appennino Tosco-Emiliano

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Top guest favorite
Home in Greve in Chianti

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

4.99 out of 5 average rating, 113 reviews
Guest favorite
Townhouse in Scandicci

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

4.88 out of 5 average rating, 338 reviews
Top guest favorite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

4.99 out of 5 average rating, 290 reviews
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

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.

4.99 out of 5 average rating, 226 reviews
Top guest favorite
Tower in Castiglione dei Pepoli

Ancient manor La Ploca

A charming studio apartment, perfect for couples looking for romance, solo travelers, or anyone who wants to break away from the routine and rediscover the beauty of nature and history. Nature, History and Relaxation in the Tuscan-Emilian Apennines. Experience the unique experience of staying in an authentic 14th-century manor, which belonged to the ancient family of the Counts Pepoli, immersed in a large park in Castiglione dei Pepoli, between Bologna and Florence.

5.0 out of 5 average rating, 57 reviews
Guest favorite
An outdoor area features a stone cottage with wooden accents and a covered porch. Flower boxes adorn the space, showcasing vibrant blooms. A grassy area with white daisies is visible, creating a serene setting for relaxation, while a tree provides shade nearby.
Home in Vicchio

Cuddle in Relax "Romantic" apartment

Small apartment with independent entrance in a panoramic position, in a very small village in the Tuscan countryside, consisting of a living room, kitchen, bathroom with shower and a bedroom with double bed. An intimate terrace overlooking the valley with table, chairs, deckchair and practical barbecue; ample outdoor parking spaces, suitable for two or three people. It is about 6 km from Vicchio and 40 km from Florence. It is not served by public transportation.

4.94 out of 5 average rating, 135 reviews
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

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.

4.98 out of 5 average rating, 105 reviews
Top guest favorite
Farm stay in Greve in Chianti

Farmhouse in Chianti with Swimming Pool

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.

4.99 out of 5 average rating, 510 reviews
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

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.

4.96 out of 5 average rating, 138 reviews
Superhost
Vacation home in Reggello

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.

4.88 out of 5 average rating, 221 reviews
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

"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.

4.99 out of 5 average rating, 317 reviews
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

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.

4.95 out of 5 average rating, 219 reviews

Popular amenities for Appennino Tosco-Emiliano vacation rentals

Frequently Asked Questions

  • Where is Appennino Tosco-Emiliano located?

    Appennino Tosco-Emiliano sits at the border of Tuscany and Emilia-Romagna, spanning a scenic mountain range with forests, villages, and historic sites. The area is known for its natural beauty and traditional communities rooted in Tuscan culture.

  • When is the best time to visit Appennino Tosco-Emiliano?

    Late spring and early autumn are often recommended, with daytime temperatures ranging from 53–76°F (12–24°C) and milder rain. Winter brings cooler weather, while summer has warmer days suitable for hiking and outdoor activities.

  • What are some things to do near Appennino Tosco-Emiliano?

    Appennino Tosco-Emiliano has hiking trails, mountain biking routes, and guided nature walks in the national park. Visitors often explore historic mountain villages, sample local cheeses, and join seasonal folk festivals around the region.

  • How is the weather near Appennino Tosco-Emiliano?

    You can expect cool winters, with temperatures between 36–53°F (2–11°C), and warm summers reaching 65–90°F (18–32°C), plus periodic rainfall throughout the year. Spring and autumn have pleasant afternoons, supporting outdoor activities.