Villa holiday rentals in Gaiole in Chianti

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Top-rated villa rentals in Gaiole in Chianti

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Guest favourite

Villa in Sovicille

5 out of 5 average rating, 13 reviews

Exclusive farmhouse, pool, en-suite A/C rooms

Tuscany Villa with privatepool,max 8 pax, SienaView. Siena only 8km driving; less than 5 minutes driving you have supermkt, pizzeria, bank, restaurants. 2 Floors only for you, about 250 sqm 4 bathrooms en suite, Airconditioning, Private pool and garden NO AREAS SHARED WITH OTHER GUESTS Inside an organic Farm, where you can see the real Farm work, to know Farmers and visit their Organic Pasta factory, to have Farm Experience on demand, purchase and taste our organic products ENJOY YOUR TUSCANY!

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Villa in Siena

4.8 out of 5 average rating, 263 reviews

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 12 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

Guest favourite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

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Villa in Monsummano Terme

4.82 out of 5 average rating, 51 reviews

Florence & Tuscany. Pool, jacuzzi, parking & relax

Charming 15th century Tuscan Villa, 5bdr, restored respecting local traditions, fenced and furnished with international taste. A 360° view and exclusive comfort. Strategic position -in the heart of Tuscany- 10 minutes from Thermal Spa "Grotta Giusti" and from the motorway, to easily reach Florence, Lucca, Pisa, Siena, beaches & Cinque Terre. Surprising, 30 steps away: you can discover a restaurant of excellence, for unforgettable dinners. We are absolutely certain: it will not disappoint you!

Guest favourite

Villa in Impruneta

4.99 out of 5 average rating, 96 reviews

Welcome Home - 8 miles to Florence & heated pool

A truly indulgent getaway⁠, where every pristine detail is taken care of. The concierge service provided means you can rely on a dedicated team to anticipate your every need. Explore Florence Old Town at 20 minutes away by car. Raising a toast with a glass of Chianti on your private heated salted water pool - this 17th Century - Villa is the very definition of effortless Tuscan living. A unique experience and stay, ideal for those seeking their own private space on the Florentine hills

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Villa in Castelnuovo Berardenga

4.72 out of 5 average rating, 32 reviews

Private Villa: Panoramic Pools and Wellness

la Villa è immersa tra le vigne e gli olivi: Siamo nel cuore del chianti storico ma in posizione strategica per raggiungere Siena , Firenze e San Gimignano. Ideale per riunioni familiari, piccole cerimonie, pizza party nel forno a legna o rilassarsi nella spaziosa piscina con splendida vista.Sempre ad uso esclusivo degli ospiti una suggestiva Spa all'interno di una loggia panoramica, direttamente collegata con la casa, con bagno turco, sauna, Jacuzzi e sala massaggi.

Guest favourite

Villa in San Casciano

4.97 out of 5 average rating, 106 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Guest favourite

Villa in Barullo-Centoia

4.91 out of 5 average rating, 43 reviews

Bellora: A Perfect Villa in Cortona, Tuscany

Discover the epitome of Tuscan luxury at our exquisite villa, boasting an idyllic location near Cortona. A mere 15-20 minute drive to Cortona and 25 minutes to Montepulciano, it offers unparalleled convenience for exploring Tuscany. Nestled within a private gated estate, this opulent haven showcases 3 bedrooms, 2 pristine bathrooms, and a generously-sized swimming pool exclusively reserved for your indulgence. Youtube: "Villa Bellora Cortona Drone fly by"

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Villa in Radicondoli

4.94 out of 5 average rating, 17 reviews

A Romantic Villa in the heart of Tuscany

The old country villa is the ideal location for an unforgettable vacation, suitable for families and small groups: where you can rest and enjoy the fresh and spacious interiors, the shade of the loggia and the scent of the aromatic herbs in the wide garden. Where you may work, read, write and relax in a peaceful atmosphere, visit the nearby artistic cities, take quiet walks or a gourmet tour through the many trattorias of the area.

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Villa in Talla

4.91 out of 5 average rating, 23 reviews

Lovely villa heated outdoor pool & tennis court

A spectacularly located and comfortable holiday accomodation offers an inviting heated swimming pool (size 10x5x1,40 m deep), tennis court, Jacuzzi and gym a large furnished terrace overlooking the beautiful Casentino valley and its breathtaking views. The property can accomodate up to 12 guests and has 6 bedrooms each bedroom comprises its own bathroom.

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Villa in Asciano

5 out of 5 average rating, 4 reviews

Villa Le Liscaie [Crete Senesi]

Private Villa in the Crete Senesi - Stunning swimming pool surrounded by olive grow - 4 bedrooms: one master bedroom, one room with two single beds, one with a single bed and another room with a comfortable double sofa bed - large outdoor space and private forest - 5 minutes from the highway

Holiday rentals for every style

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Popular amenities for villa rentals in Gaiole in Chianti

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Guest favourite

Villa in Baco

4.86 out of 5 average rating, 83 reviews

Tuscan Villa

Guest favourite

Villa in Casale

4.95 out of 5 average rating, 22 reviews

Villa with pool in chianti Rufina area 13 sleeps

Guest favourite

Villa in Gaiole in Chianti

5 out of 5 average rating, 16 reviews

Montemarcoli

Guest favourite

Villa in Gambassi Terme

4.86 out of 5 average rating, 22 reviews

Villa Montignoso - Exclusive villa with Pool

Guest favourite

Villa in Pian di SCO

5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

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Villa in Montepulciano

5 out of 5 average rating, 3 reviews

Terra Antica Suite & Ville - Villa Vino - Private Jacuzzi

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Villa in Provincia di Arezzo

4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

Guest favourite

Villa in Lastra a Signa

4.98 out of 5 average rating, 59 reviews

"La Falterona" Villa 15 km Florence

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Luxury villa rentals

Guest favourite

Villa in Barberino Tavarnelle

4.94 out of 5 average rating, 51 reviews

Villa Spoianello, amazing holiday in Chianti.

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Villa in Greve in Chianti

4.8 out of 5 average rating, 56 reviews

Beautiful villa in Greve in Chianti

Luxe

Villa in Radda in Chianti

5 out of 5 average rating, 4 reviews

Villa Montemaggio

Guest favourite

Villa in Toscana

4.88 out of 5 average rating, 60 reviews

Chianti Villa Mulino del Cerchiaio

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Villa in Pratovecchio

4.79 out of 5 average rating, 24 reviews

Villa Casalino Tuscany, up 32 guests pool, wedding

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Villa in Marcialla

4.84 out of 5 average rating, 51 reviews

Private Villa in Chianti between Florence/Siena

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