
Vacation rentals in Anqua
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Anqua
Guests agree: these stays are highly rated for location, cleanliness, and more.

Montestigliano - Villa Donati
This traditional yet refined Italian hamlet dating back to 1783 is totally immersed in nature. Montestigliano offers its guests luxury and comfort in the heart of Tuscany, complete with all services, including a vegetable garden for guests and two swimming pools. This oasis of peace and beauty lies just 12km from Siena and a short drive away from the region’s much loved treasures such as Florence, San Gimignano, Cortona, Montepulciano and Pienza. The beautiful family-run farm sits atop its own hill, overlooking the Merse river valley. The estate is spread over two thousand acres of land covering fairy tale woodlands, fantastic cypress avenues, holm oak and cork oak trees, fields of wheat, barley, sunflowers and maze, and groves of 3,000 olive trees from which a delicious DOP extra virgin olive oil is made. Each farmhouse has been renovated in great detail, the style, décor and charm of Montestigliano make it a special and unique destination for a wonderful, enjoyable and most importantly memorable holiday. The farm offers traditional Tuscan cooking classes and olive oil tastings, starlit dinners, pizza feasts and in-house private catering or massage services. While the surrounding area presents numerous opportunities to go on peaceful strolls in nature, taste typical dishes at local restaurants, go horse riding or on bicycle tours, visit a local market, relax in a hot spring or take an afternoon dip in the nearby river. Or you can enjoy a day trip to the seaside ending with a plate of delicious fresh fish, and of course, let’s not forget the region’s multitude of local wineries offering an exquisite array of wines from both the areas of Chianti and Val d’Orcia, to be samples alongside a platter of local cheeses and cold cuts. This large typical Tuscan villa, or Fattoria as it is known in Italian, sleeps up to 14 guests (approx. 320sq m). Originally the main house on the estate, it was built in the 18th century by the well-known Roman noble Aldobrandini family, who purchased the land from the Abbey of Torri (a beautiful abbey located in a small medieval village 2km from Montestigliano and well-worth a visit). With its generous proportions and fine architectural features the house still emits a sense of nobility and is furnished with numerous elegant pieces of antique furniture and decorations. It is located across from the charming old church, a few metres from the main square and swimming pools. On the ground floor there is a large entrance hall (leading to the back garden), ground-floor lounge, fully-equipped kitchen with large traditional open fireplace and dining table, bathroom with shower, 1 triple and 1 single bedroom. A stone staircase leads to a bathroom with shower and a half landing with a twin bedroom. The first floor opens into a large living room/reception space with fireplace, 1 large bathroom with shower, 2 double bedrooms (with wash basins) and 2 twin bedrooms. Another flight of stairs leads to a half bathroom and bathroom with bathtub. The backdoor opens onto an ample open garden filled with fruit trees and vines and glorious views of the surrounding woodlands, the vine-covered stone table is the perfect spot for alfresco breakfasts to get the day started or sunset dinners with a delicious glass of local wine to help you wind down after exploring the local area. The ideal holiday home for family reunions or a gathering of friends.
5.0 out of 5 average rating, 8 reviews
La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
4.93 out of 5 average rating, 197 reviews
Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property 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 warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
4.93 out of 5 average rating, 295 reviews
Villa di Geggiano - Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
4.99 out of 5 average rating, 155 reviews
Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.
4.97 out of 5 average rating, 162 reviews
Tuscan Hilltop Retreat | Views, Charm, Fireplace
Imagine waking up to rolling Tuscan hills, stepping onto your private terrace with a cup of coffee, and realizing you have nowhere else to be. No crowds, no tour buses—just church bells, the fragrance of home‑cooked food, and the peaceful rhythm of an authentic hilltop village. This 14th‑century stone duplex in Radicondoli sits at the heart of a real working village—not a tourist set piece—and puts you within easy reach of Siena, Florence, San Gimignano, and the Chianti wine region.
4.98 out of 5 average rating, 51 reviews
Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.
4.94 out of 5 average rating, 204 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
Il Frantoio - Charming Loft in the old town
This elegant and spacious Loft “Il Frantoio”, with a living area of 160 m², is located in the old town of the medieval village Radicondoli. The open space kitchen and livingroom area is designed to give a high comfort and reminds us the ancient function of this bluilding that was the oil mill of the comunity. The Loft was recently completly restored with a high focus on comfort and best quality materials.
4.96 out of 5 average rating, 130 reviews
Exclusive villa with pool jacuzzi wifi and green
My accommodation is close to art and culture, magnificent panoramic views, restaurants and surrounded by greenery. You will like my accommodation for these reasons: the light, the outdoor spaces, the atmosphere, high level of privacy. My accommodation is suitable for couples and families (with children), romatic honeymoon and summer holiday with family. No other guest in the villa and in the surrounding area.
4.96 out of 5 average rating, 54 reviews
Il melograno, Podere il Giglio
Podere il Giglio is a small farmhouse surrounded by 3 hectares of olive trees, it enjoys a lovely view . At guests' disposal there is an indipendent house 'il melograno', that can accommodate 4 people: living room with fireplace, kitchen, 2 bathrooms with shower and 2 bedrooms. Outdoor and a private gazebo. In the Podere there is a 5mt x 10 mt pool.
5.0 out of 5 average rating, 34 reviews
Cipressini 2 - pool and amazing views
Ancient stone farmhouse adjacent to the main farmhouse dating back to the 17. century, located in the heart of the Chianti Classico on the side of a slope with breathtaking views over the Val d'Elsa. Luxuriously renovated and furnished, equipped with every comfort, it is located in such a way as to guarantee absolute privacy.
5.0 out of 5 average rating, 69 reviewsPopular amenities for Anqua vacation rentals
Other great vacation rentals in Anqua

L'Apparita del Peruzzi | Villa | Private Pool & AC
5.0 out of 5 average rating, 22 reviews
Golden View - Dream Farmhouse in Tuscany
4.97 out of 5 average rating, 66 reviews
Luxury Penthouse Overlooking Piazza del Campo
5.0 out of 5 average rating, 23 reviews
SerenaHouse
4.96 out of 5 average rating, 50 reviews
Private House for 4P – La Capanna Di Azzurra
4.97 out of 5 average rating, 29 reviews
Design loft with private SPA in Tuscany
5.0 out of 5 average rating, 79 reviews
Villa with pool in Chianti Area
4.95 out of 5 average rating, 73 reviews
Charming Tuscan Villa with pool
5.0 out of 5 average rating, 23 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
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Spiaggia di Marina di Campo





