
Villa vacation rentals in Montespertoli
Find and book unique villas on Airbnb
Quick stats about villa rentals in Montespertoli

Nightly prices starting at
Montespertoli vacation rentals start at ﺩ.ﺇ 1,212 per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

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

4.9 Average rating
Montespertoli stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated villa rentals in Montespertoli
Guests agree: these villas are highly rated for location, cleanliness, and more.

Villa Padronale - IlVillinoFarmhouse
Intero piano superiore della Villa Padronale appena ristrutturata in stile tradizionale toscano.Gli alti soffitti con le travi a vista rendono il posto accogliente e perfetto per famiglie o gruppi di amici.Nella casa si trovano due grandi camini(in salotto e cucina)funzionali.Alloggio privato, non condiviso. La casa ha una ampia terrazza coperta,giardino con divani,bbq,firepit,parking privato. La piscina tra gli ulivi e i vigneti e' ideale per il relax ha un accesso privato alla zona condivisa
4.93 out of 5 average rating, 254 reviews
Villa La Doccia, Greve in Chianti.
Villa La Doccia si trova a circa 8 minuti di auto dal centro di Greve in Chianti, in Località Casole, nel cuore della splendida campagna del Chianti. La villa è situata in una zona tranquilla e silenziosa, all’interno di una piccola azienda agricola circondata da vigneti e uliveti, dove gli ospiti possono godere della natura e dei tipici paesaggi toscani. La posizione è ideale per chi desidera rilassarsi immerso nella campagna ma allo stesso tempo essere vicino al centro di Greve in Chianti
4.85 out of 5 average rating, 179 reviews
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.
4.97 out of 5 average rating, 105 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 126 reviews
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.
4.99 out of 5 average rating, 137 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa 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!
4.95 out of 5 average rating, 202 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, 105 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.
4.97 out of 5 average rating, 119 reviews
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.
5.0 out of 5 average rating, 188 reviews
Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
4.89 out of 5 average rating, 307 reviews
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.
4.96 out of 5 average rating, 207 reviews
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).
4.95 out of 5 average rating, 219 reviewsPopular amenities for Montespertoli villa rentals
Private villa rentals

Tuscany Country House Villa Claudia
4.94 out of 5 average rating, 133 reviews
Charming Villa in Stone in Tuscany, Borgo ai Lecci
4.97 out of 5 average rating, 116 reviews
Villa Latini Agriturismo La Capanna
4.98 out of 5 average rating, 92 reviews
Tuscan barn with private pool VacaVilla Excl.
New place to stay
Enchanting Tuscany Villa, Panoramic Pool Views
4.64 out of 5 average rating, 39 reviews
Guardia di Badia a Passignano
4.86 out of 5 average rating, 7 reviews
Luxury Villa in Chianti • Private Natural Pool
5.0 out of 5 average rating, 30 reviews
Private Villa with semi-Olympic pool and Tennis
4.98 out of 5 average rating, 50 reviewsLuxury villa rentals

Casa de' Miei-Garden Villa near Florence, Chianti
5.0 out of 5 average rating, 100 reviewsLe Maggioline Your Tuscany country house
4.98 out of 5 average rating, 142 reviews
Villa dei 2 Ulivi (Abbadia Isola)
4.97 out of 5 average rating, 174 reviews
Villa Holm stunning view 10 mn walk to city centre
5.0 out of 5 average rating, 53 reviews
Villa with pool in Chianti Area
4.95 out of 5 average rating, 73 reviews
Villa Maionchi
5.0 out of 5 average rating, 3 reviews
Villa Gelsomino, your dream in Tuscany
4.94 out of 5 average rating, 32 reviews
Valluccia 51
5.0 out of 5 average rating, 49 reviewsVilla rentals with a pool

Villa Via Francigena
4.96 out of 5 average rating, 72 reviews
Dream in Tuscany, Villa with pool
4.99 out of 5 average rating, 82 reviews
Put down your luggage, this is just the beggining!
4.89 out of 5 average rating, 97 reviews
[Villa Acquapietra Florence] Pool in Countryside
4.89 out of 5 average rating, 71 reviews
Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 98 reviews
Romantic Villa with private pool - "Il Pollaio"
5.0 out of 5 average rating, 47 reviews
Villa Le Rocche with pool, breathtaking view
4.93 out of 5 average rating, 85 reviews
Ancient Villa with Tower
5.0 out of 5 average rating, 10 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Val di Luce
- Porta Elisa





