8 Best 2026 Vineyard Airbnb Stays in Tuscany for Wine Lovers
Chill in these fab Airbnb stays in Tuscany and go visit the stunning vineyards
We have come up with our selection of the best 2026 Vineyard Airbnb Stays in Tuscany for Wine Lovers. Tuscany is a dream destination for tourists, famous for its rolling hills, historic towns, rich culture, and world-renowned vineyards. Visitors can explore beautiful countryside landscapes dotted with vineyards that produce celebrated wines such as Chianti and Brunello di Montalcino. Wine tours and tastings offer a unique opportunity to experience local traditions and cuisine. Combined with stunning architecture, art, and warm hospitality, Tuscany provides a perfect blend of relaxation, history, and authentic Italian charm for travelers.
1. This cheap and serene villa Airbnb in Tuscany countryside
Listing name: Charming Cottage in the Heart of Tuscany
Listing type: Entire villa
Max. no. of guests: 6
Attractions nearby: La Rocca di Carmignano, Pieve di San Michele, Parco Museo Quinto Martini
Lavanda Cottage offers a cheap and unique Tuscany Airbnb stay in a beautifully restored 12th-century Pietra Serena stone quarry in Carmignano. Blending traditional Tuscan charm with modern comforts, the cottage features year-round climate control and a peaceful countryside setting. Its convenient location makes it perfect for exploring Tuscany’s attractions, vineyards, and scenic landscapes while enjoying a relaxing retreat.
2. This budget-friendly home with great vineyard views
Listing name: Casa del Giardino
Listing type: Entire home
Max. no. of guests: 4
Attractions nearby: Wineria Aperitivino, Pieve di San Leonardo, Uffizi Galleries
This budget-friendly and charming Tuscan farmhouse apartment Airbnb offers an authentic countryside escape in the heart of Chianti. Surrounded by rolling hills, vineyards, and olive groves, the beautifully renovated space blends traditional Tuscan décor with modern comfort. Guests can relax in the spacious garden, enjoy outdoor evenings, and use it as a peaceful base for exploring Tuscany’s renowned wine country.
3. This cheap and romantic farmhouse Airbnb in Tuscany with pool
Listing name: Casa Giulia di Sopra Farmhouse
Listing type: Entire home
Max. no. of guests: 2
Attractions nearby: Castello di Brolio, Panzano, Montefioralle
Casa Giulia di Sopra offers a peaceful and romantic Tuscany Airbnb stay in the heart of Chianti Classico, surrounded by the historic vineyards of Villa Calcinaia. Set within a beautifully renovated farmhouse, the apartment combines rustic Tuscan charm with modern comfort. Guests can relax by the shared swimming pool, enjoy outdoor dining, and savour stunning vineyard sunsets with a glass of local wine.
4. This charming private pool accommodation
Listing name: Villa in Tuscany with private pool, relaxing nature
Listing type: Entire villa
Max. no. of guests: 4
Attractions nearby: Contucci, Piazza Grande, Boscarelli
This luxury villa Airbnb in Montepulciano offers an intimate Tuscan getaway with a private pool, panoramic countryside views, and a spacious garden. Located just 1 km from the historic centre, it combines privacy, comfort, and easy access to local attractions. Guests can unwind with outdoor dining, stunning sunsets, and the renowned flavours of Tuscany’s famous Nobile wine region.
5. This gorgeous self-catering Airbnb in Tuscany countryside with vineyard views
Listing name: Live the Tuscany Experience in Our Country House
Listing type: Entire home
Max. no. of guests: 4
Attractions nearby: Fattoria Casa Sola, Pieve di San Donato in Poggio, Valle degli Alpaca
Casa Castello is a tranquil countryside Airbnb retreat in Tuscany nestled among Chianti’s olive groves and vineyards. Boasting breathtaking views of Santa Maria Novella Castle and the rolling Tuscan hills, the bright and stylish apartment offers comfort, privacy, and relaxation. Its central location makes it an excellent base for exploring Florence, San Gimignano, Greve in Chianti, and the surrounding wine country.
6. This best magical villa accommodation in countryside for big gatherings
Listing name: Tuscan charm of villa - countryside - Villa Senaia
Listing type: Entire villa
Max. no. of guests: 8
Attractions nearby: Torre del Cassero, Colosseum, Pantheon
Villa Senaia is a classic luxury Tuscan stone farmhouse Airbnb surrounded by vineyards and olive groves between Arezzo and Cortona. Featuring a swimming pool, wellness area, and stunning hillside views, it provides the perfect setting for relaxation and outdoor living. Guests can enjoy the peace of the countryside while remaining well placed to explore Tuscany’s charming hill towns and nearby Umbria.
7. This lovely romantic escape for couples with Jacuzzi
Listing name: Romantic House in Tuscany with jacuzzi
Listing type: Entire cottage
Max. no. of guests: 2
Attractions nearby: Piazza della Cisterna, Duomo di San Gimignano, Gelateria Dondoli
This charming and romantic stone retreat Airbnb is designed for an unforgettable Tuscan escape. Surrounded by lush countryside, it features a private garden and a Jacuzzi with stunning views of vineyards, olive groves, and the iconic towers of San Gimignano. With its cozy fireplace, bright bedroom, and peaceful setting, it offers the perfect blend of comfort, privacy, and countryside charm.
8. This breathtaking luxury Airbnb in Tuscany near vineyards
Listing name: Original Tuscan Experience in the Heart of Chianti
Listing type: Entire home
Max. no. of guests: 5
Attractions nearby: Enoteca Falorni, Aprilante Market, Castellina
Tenuta Ugnana is an exclusive 16th-century estate in the heart of Chianti Classico, surrounded by 50 hectares of vineyards, olive groves, and private woodland. Beautifully restored with luxurious modern comforts, this luxury Airbnb offers a refined Tuscan retreat filled with history, privacy, and stunning countryside views. Its location between Florence and Siena makes it ideal for exploring Tuscany’s most iconic destinations.
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