Vacation rentals in Iolo

5 out of 5 average rating, 253 reviews

Aerial view showcases the rustic property nestled among the lush vineyards. Sunlight casts a warm glow over the hills, while a sparkling pool is situated near the residences, surrounded by greenery. The tranquil landscape includes gently rolling hills and rows of grapevines.

Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

4.96 out of 5 average rating, 198 reviews

Apartment in Carmignano

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

4.91 out of 5 average rating, 209 reviews

A view from the cockpit is captured during landing, showcasing the runway ahead surrounded by green hills and stretches of urban development. The propeller is visible in the foreground, framing the landscape, while the clear sky adds a sense of openness.

Condo in Valenzatico

Apartment 5 5 3

Charming apartment in Valenzatico, Pistoia! You’ll find a peaceful, comfortable, and welcoming space equipped with everything you need for a truly enjoyable stay. Ideal for discovering the cities of Pistoia, Lucca, Florence (40 minutes away), Siena, and Pisa! Nestled in the Tuscan countryside, the apartment offers an incredible opportunity to explore nature with pleasant walks or bike rides. Nearby, you’ll find a restaurant, pastry shop, supermarket, and pharmacy. You are very welcome!

5 out of 5 average rating, 243 reviews

Home in Vaiano

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

5 out of 5 average rating, 223 reviews

Home in Vaiano

Cottage in Toscana in antica Villa con giardino

Il Cottage è parte di una proprietà della famiglia Bernocchi, già presente nelle mappe della zona del 1500 ed e' situata proprio su di una antica via Romana che attraversava i monti della Calvana. Distante circa 9 km da Prato e 20 da Firenze. Il Cottage, liberi su tre lati, e' situato in posizione panoramica circondato da un parco privato, ideale per camminate e sport. Una vera e propria casa, con cucina, salotto, camera e bagno. Ampi spazi esterni, giardino e orto botanico.

4.94 out of 5 average rating, 157 reviews

An open entryway leads to a staircase, with light pouring in from a window at the top. The warm-toned walls complement the light furniture, while a small table displays decorative items. A cozy living space is visible through the doorway, showcasing a blending of functionality and style.

Condo in Prato

Apartment "Il Teatro" - Prato historic center

Delightful characteristic two-room apartment in the heart of the historic center. Completely renovated and furnished with taste and attention. Adjacent to the Metastasio Theater, with FREE COVERED PARKING in the immediate vicinity. A stone's throw from the Emperor's Castle, Piazza del Comune, Piazza del Duomo. Strategic location for visiting the city of Prato and very close to the central station to easily reach Florence, Lucca, Pistoia, Pisa, etc.

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 379 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

A bathroom space is displayed, featuring a decorative fish motif on the walls. Supplies include a sleek soap dispenser, travel-sized toiletries, a tray with a single soap, and neatly arranged white towels, all set against a subtle grey backdrop.

4.96 out of 5 average rating, 112 reviews

Il Castello Apartment

Relax in this peaceful and elegant space in the city's historic center, just a few steps from the Emperor's Castle. It is a charming two-room apartment, newly renovated, a 10-minute walk from both Prato stations and a 20-minute drive (or train) from Florence. The apartment has: - free private parking, so it is also easily accessible by car. - a large terrace overlooking the rooftops of the center. - state-of-the-art technologies.

5 out of 5 average rating, 59 reviews

The exterior view of a restored farmhouse showcases a white facade with multiple windows and doors. A stone pathway leads to an arched entrance, complemented by an olive tree nearby. The setting is surrounded by a spacious yard, enhancing the sense of tranquility.

Apartment in Catena

CASA LUISA - entire house

Apartment in a renovated farmhouse with large garden, private parking and separate entrance. The apartment has two bedrooms, each with a private bathroom. To access the bedrooms and bathrooms, you need to go down two steps "see photo in accessibility". The kitchen, living room and garden are common areas available to guests of the two bedrooms. The interior furnishings are in tune with the environment, with a modern touch.

4.89 out of 5 average rating, 192 reviews

An aerial view captures a large, elegant villa surrounded by lush green hills and open landscapes. The property is complemented by manicured gardens and scenic pathways, illustrating its serene setting within the Tuscan countryside.

Condo in Artimino

Two-room apartment Artimino Tuscan countryside

Entire accommodation in the village of Artimino, bright, perfect for 2 people. View of the splendid Medici Villa La Ferdinanda. Tuscan hiking network with trekking routes in the surrounding area. An ideal place from which to visit all of Tuscany, being in a central position and close to the major cities of art: Florence, Pisa, Lucca, Siena. CAR VISIT IS RECOMMENDED SINCE PUBLIC CONNECTIONS. NO MINIMARKET IN THE TOWN.

4.93 out of 5 average rating, 72 reviews

An open-concept living space is present, featuring a modern dining table surrounded by stylish chairs. A cozy seating area includes a light-colored sofa and armchairs, complemented by a colorful wall feature. Shelving units and soft lighting create an inviting ambiance.

Home in Prato

From Prato Porta Serraglio to Florence SMN Station

The station is 15 meters away so guests love to visit Tuscany starting from here, and despite my loft being right in front of the Station, it is super quiet and has an internal garden in the back. In front of the loft there is a private underground parking guarded 24 hours, which at night - from 5:30 pm to 8:00 am - it only costs 1 euro and therefore very convenient for those traveling by car or motorcycle

4.96 out of 5 average rating, 45 reviews

An outdoor patio space is illuminated by string lights, creating a relaxed ambiance. The area features light walls adorned with potted plants. A small table and two chairs provide seating, while a stone sink is integrated into the wall.

Condo in Prato

B/Loft

Book the charming B/Loft, a stone's throw from the heart of this fascinating city. Bright and elegant, the accommodation offers comfort and style for an unforgettable experience. Recently renovated, it features a large living room, fully equipped kitchen and a charming outdoor courtyard. Enjoy a few days away from home in this wonderful urban retreat.

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Other great vacation rentals in Iolo

Vacation home in Vico Pancellorum

A rustic stone pathway leads to a weathered wooden frame hanging against the rocks, reflecting the blue sky above. Surrounding greenery enhances the natural setting, while a metal watering can rests nearby, adding to the quaint charm of this secluded outdoor space.

5 out of 5 average rating, 54 reviews

The Blue Door House

JoleneRating, 5 stars3 days ago

What a wonderful break from the loud, crowded, busy cities. A picturesque view from every window. The bed was the most comfortable one of our whole trip. We loved the comfortable, relaxed atmosphere. Monica went above and beyond to make us feel at home. I wish we could have stayed longer, but there is always next time. Already looking at my calendar for a longer stay in 2026.

A well-maintained pool area features a large swimming pool surrounded by inviting lounge chairs and shaded cabanas. Lush greenery and rolling hills in the background provide a serene landscape, with trees and vineyards enhancing the tranquil atmosphere.

Vacation home in Pistoia

4.93 out of 5 average rating, 15 reviews

Magic studio- Borgo Antico Casalbosco Holiday Home

JacobRating, 5 stars1 month ago

Great place and location, would highly recommend for anyone exploring Tuscany 👍🏻

A clear glass vase containing vibrant red flowers is positioned on a wooden table. In the background, green hills and a rustic red-tiled roof can be seen through the reflection on the glass surface, blending the indoor and outdoor elements.

Guest suite in Prato

4.72 out of 5 average rating, 122 reviews

Suite in villa with pool on Tuscan hills

TomRating, 5 stars1 month ago

Great host with a beautiful home! The pool and view were the best I’ve ever seen! Couldn’t recommend more!

4.84 out of 5 average rating, 19 reviews

A dining table is set with elegant dinnerware, featuring white bowls and clear glassware placed on woven placemats. Sparkling cutlery is arranged neatly on the side, with the soft cream-colored wall providing a subtle backdrop.

Home in Prato

Casa Miraprato - 19 minutes away from Florence

AnsiRating, 5 stars2 weeks ago

Ciro was a great host! He was flexible w the timings and also helped us with alot of recommendations. Was a lovely stay & would totally recommend.

A modern bathroom features a compact white sink with a sleek faucet, complemented by a wall-mounted mirror. The walls are finished in earthy tones, while a glass shower enclosure is visible in the corner, providing a clean and functional space.

4.69 out of 5 average rating, 83 reviews

Le Badie

MarcelRating, 5 stars1 week ago

Highly recommended apartment, very well equipped and close to bus stops. The air conditioning was much appreciated with this heatwave. We are very satisfied.

A cobblestone street is framed by medieval stone walls, leading to an archway at the end. Pedestrians are visible walking past quaint buildings featuring green shutters and shopfronts. The atmosphere reflects the historic charm of Prato's architectural landscape.

4.89 out of 5 average rating, 9 reviews

[Florence 30 min] Private patio & free Wi-Fi

FokkoRating, 5 stars3 weeks ago

Very nice place! Well-functioning air conditioning and a lovely place to stay. Only the shower was a bit erratic in its warmth. But that wasn't a downside for us!

The kitchen features an organized layout with sleek cabinetry and a wooden countertop. Essential appliances include a microwave, electric kettle, coffee machine, and induction cooktop. A stainless steel sink is positioned between the appliances, with a dishwasher on the right, providing functional workspace for meal preparation.