
Holiday rentals in Iano
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Iano
Guests agree: these stays are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
Luxury Villa in Chianti • Private Natural Pool
Experience October in your own little slice of paradise in the heart of Chianti. Discover Tuscany in autumn, with its warm colours, tranquillity and villages to explore. On sunny days, relax in our natural swimming pool with beach, in the jacuzzi and in the Turkish bath, or enjoy an aperitif at sunset in your private beach bar. Surrounded by olive trees, Tenuta Virgilio offers absolute privacy, just 20 minutes from Florence and close to Siena and San Gimignano. The perfect getaway for experiencing autumn in Tuscany.
5.0 out of 5 average rating, 31 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option 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 unique sunsets.
5.0 out of 5 average rating, 352 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
5.0 out of 5 average rating, 234 reviews
AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”
5.0 out of 5 average rating, 72 reviews
Tuscan Farmhouse Getaway
Welcome to your enchanting Tuscan retreat! Imagine sipping wine in your private garden as the sun sets behind Volterra's ancient towers, or floating in the panoramic pool while golden light bathes the rolling hills. This spacious 3-bedroom haven near charming Iano village offers the perfect blend of luxury and authenticity. From morning espresso in your south-facing garden to starlit dinners on the patio, every moment here feels like living in a postcard of Tuscany.
4.95 out of 5 average rating, 57 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.
4.98 out of 5 average rating, 108 reviews
Tenuta Collerucci | Villa with private pool
Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.
5.0 out of 5 average rating, 7 reviews
Peaceful and Relaxing Tuscan Retreat with Views
An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a peaceful and relaxing holiday.
5.0 out of 5 average rating, 90 reviews
A week of relaxation in nature
The Tuscan farmhouse Casa al Vento is a type of accommodation typical of the Tuscan camapagna, where you can immerse yourself in the wonderful unspoiled countryside. It is located in the municipality of Montaione, near Volterra and San Gimignano. The farmhouse consists of 4 apartments: Carlo with 7 beds Marisa with 6 beds Laura with 8 beds Samuele with 2 beds. (This accommodation is not bookable as it can be used by the host)
5.0 out of 5 average rating, 5 reviews
Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
4.95 out of 5 average rating, 190 reviews
Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
4.96 out of 5 average rating, 147 reviewsPopular amenities for Iano holiday rentals
Other great holiday rentals in Iano

Casa Camelia - Your authentic Tuscan getaway
4.94 out of 5 average rating, 16 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
4.81 out of 5 average rating, 64 reviews
Private Villa with semi-Olympic pool and Tennis
4.98 out of 5 average rating, 50 reviews
Cipressini 2 - pool and amazing views
5.0 out of 5 average rating, 68 reviews
Villa la scuderia quiet luxury private garden pool
5.0 out of 5 average rating, 29 reviews
Tuscan House with Private Jacuzzi in Chianti
4.95 out of 5 average rating, 97 reviews
Casale Casanova with pool in the countryside
4.63 out of 5 average rating, 81 reviews
The Bel Nido in Mommialla
4.95 out of 5 average rating, 42 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Gorgona
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Val di Luce
- Pitti Palace





