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Vacation rentals in Iolo

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Top-rated vacation rentals in Iolo

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

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Superhost
A well-lit dining area features a white table set for six, with elegant glassware and floral centerpiece. Wooden beams and warm lighting create a cozy atmosphere. A door leads to an outdoor space, while a sofa and vibrant red tablecloth add color and comfort to the setting.
Home in Prato

[Country View] NEW Chic Cottage

Immersed in the tranquility of the Tuscan countryside, this elegant two-story villa offers a panoramic terrace perfect for relaxing and enjoying the view. Well-kept rooms and minimal style, it accommodates up to 6 guests, ensuring comfort and privacy. Enjoy the outdoor barbecue and dining area and explore the bike paths in the surrounding area. Located in a quiet residential area, it is ideal for those looking for relaxation and nature without sacrificing the proximity of Florence and the beauty of Tuscany.

5.0 out of 5 average rating, 7 reviews
Top guest favorite
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

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

5.0 out of 5 average rating, 352 reviews
Top 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, 342 reviews
Top guest favorite
Home in Florence

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.

5.0 out of 5 average rating, 15 reviews
Top guest favorite
A charming stone pathway leads up to a rustic Tuscan villa, surrounded by lush greenery and illumination at dusk. Steps are positioned beside well-maintained landscaping, featuring terracotta pots and carefully pruned plants, enhancing the welcoming entrance.
Home in Prato

Il Cerro Country House

You can Relax and recharge yourself in this oasis of quiet and elegance, in the sunny hill of Cerreto you can find the "Dimora il Cerro", harmoniously inserted in the Tuscan landscape. It is a portion of a farmhouse surrounded by green olive trees, with a magnificent views of the city . this is an excellent starting point for visiting Tuscany, a suitable destination for those who love active holidays and for those interested in culture. From here you can easily reach cities such as Florence.

4.95 out of 5 average rating, 112 reviews
Guest favorite
Villa in Pistoia

Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

4.98 out of 5 average rating, 87 reviews
Top guest favorite
The sleeping area features a spacious bed with neutral-toned linens, flanked by bedside tables and lamps. Light enters through a window dressed with soft curtains. A wooden-beamed ceiling complements the room's serene aesthetic, enhancing the overall atmosphere.
Home in Quarrata

Pistoia Hill, charming stone farmhouse

The Moro di Grillo" is a charming typical Tuscan farmhouse nestled in an olive grove among the hills, strategically located to reach the main tourist centers of Tuscany. Distances: 20 minutes from Pistoia, 30 minutes from Florence, 40 minutes from Lucca, 50 minutes from Pisa, 1 hour and 15 minutes from Siena. You will have a large private garden with a vegetable garden, olive trees, flowers, and fruits, as well as sunbeds and umbrellas to enjoy the sun, read a book, and relax completely.

4.94 out of 5 average rating, 50 reviews
Top guest favorite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

4.98 out of 5 average rating, 127 reviews
Superhost
Home in Montelupo Fiorentino

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.

5.0 out of 5 average rating, 4 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, 107 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, 139 reviews
Superhost
A decorative shelf features a whimsical plant holder shaped like a face, adorned with a flower. Two candles, one cylindrical and one spherical, are presented on a white plate, adding a subtle touch of charm to the setting.
Home in Prato

A Casa di Greta - Apartment near Florence

"A Casa di Greta" is a ground-floor apartment in a quiet and comfortable terraced house, with a front courtyard where you can spend some time relaxing. Recently renovated and has all the comforts. Also ample free parking adjacent to the apartment. Your family will be very close to all services (bar, supermarket, shopping center, pharmacy, restaurants, highway...) Possibility of bike rental, €5 each per day for a maximum of 3 bicycles

4.83 out of 5 average rating, 87 reviews

Popular amenities for Iolo vacation rentals