
Villa holiday rentals in Fiesole
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Top-rated villa rentals in Fiesole
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Tuscan Villa with Pool • Privacy and Views
A spacious, private Tuscan villa with panoramic views and a refreshing pool — perfect for families or friends traveling together. Enjoy open gardens, sunny outdoor dining, and effortless access to the best wineries and hilltop towns of Chianti. Ideal for long stays, relaxing getaways, and memorable group trips to Tuscany. The Property is divided in 3 Independent newly restored Stone houses, each with own Garden, entrance&kitchen. The swimming pool is shared with a maximum of 6 other guests
Le Maggioline Your Tuscany country house
Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.

Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Cozy Chianti getaway near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

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.

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.

La Torre
Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Quite old farmhouse on the hills of Florence
Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 25 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more! Possible to have cooking class or dinners with my personal chefs Mirella and Stefano!

Colonica nel Chianti
Splendida porzione di casa colonica immersa nel Chianti con bellissima piscina, circondata da vigne e olivi, perfettamente arredata con vasto giardino e posti macchina. Si trova a 20 minuti da Firenze, 40 da Siena e 50 da Pisa, in pochi minuti si raggiunge Certaldo (città natale di Boccaccio) e Vinci (città natale di Leonardo Da Vinci). la casa è a metà strada tra Montespertoli e San Casciano (7km).
Popular amenities for villa rentals in Fiesole
Private villa rentals

Stunning Villa in Tuscany with View & Shared Pool

Stalla - Villa with garden in the historic center

romignano wine farm

Villa Montemaggio

Historical Villa house with private swimming pool

Torre Al Poggio 8, Emma Villas

[Le rondini in Tuscany] Exclusive View Pool Villa

Private Villa with semi-Olympic pool and Tennis
Luxury villa rentals

Villa with pool in Chianti Area

Villa Siveri - private swimming pool - air con

Villa Angiolina

Villa with swimming pool on the Florentine hills

The Lazy Oak

Villa La Poggerina, private pool and amazing view

Poggio del Fattore-Villa with pool,hilltop,Chianti

Torre Rossa - Villa Tiziano con giardino privato
Villa rentals with a pool

Casa Raffaello

Valluccia 51

Appartamento in Villa con parco e SPA privata

Villa il Palagio nelle campagne toscane

Private Villa in Chianti between Florence & Siena

Villa Gamburlaccio, nella collina toscana

Exclusive villa Lionella with private pool

Contemporary Farmhouse with Pool in Villa Campanil
Quick stats about villa rentals in Fiesole

Nightly prices starting at
Fiesole holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fiesole rentals

4.6 Average rating
Fiesole stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with outdoor seating Fiesole
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- Rentals with a patio Fiesole
- Villa rentals Metropolitan City of Florence
- Villa rentals Tuscany
- Villa rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Bologna Center Town
- Centrale
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Bologna Fiere
- Pisa Centrale Railway Station
- Stadio Renato Dall'Ara
- Mercato Centrale
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Uffizi Gallery
- Mugello Circuit
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine





