
House vacation rentals in Montespertoli
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Quick stats about house rentals in Montespertoli

Nightly prices starting at
Montespertoli vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 470 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 house rentals in Montespertoli
Guests agree: these houses are highly rated for location, cleanliness, and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
LocationValueTV
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
FamilyValueAccuracy
4.97 out of 5 average rating, 198 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
FamilyValueGetting around
4.99 out of 5 average rating, 115 reviews
Vacation immersed in the Tuscan countryside 'Canaiolo'
"💖Treat yourself to a vacation immersed in the Tuscan countryside, with a large equipped swimming pool 🌞💐The scents of nature, breathtaking landscapes and the swimming pool will be the setting for the relaxation you seek. 🚴🏻♂️🏃♀️Then if you feel the need to move, you can swim, walk, or run along the paths around your country home. 🏛The apartment's strategic location allows you to make excursions to Florence, Siena, and Pisa. ✨The apartments have been recently renovated in Tuscan style."
LocationFamilyPets
4.87 out of 5 average rating, 119 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
LocationValueCleanliness
5.0 out of 5 average rating, 233 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.
FamilyValueBackyard
4.98 out of 5 average rating, 244 reviews
Sunny Beauty
Tranquility - Beauty - Relaxation. We are in Chianti, San Gimignano, Florence, Siena, Volterra and Pisa are not far away. Beauty and extraordinary things surround us, as well as good genuine food, especially great wine and great oil. Fully renovated home. Note: You can find us on Google Maps. Shops close at 8:00 p.m. I am a local tour guide, I studied art and singing. I wish you a pleasant stay in my home, furnished with love and with the aim of making you feel good.
FamilyValueLong stay
4.85 out of 5 average rating, 215 reviews
I Limoni Apartment in Tuscany
In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min
LocationFamilyAccess
4.85 out of 5 average rating, 151 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
ValueLocationSleep quality
4.87 out of 5 average rating, 217 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
Costalmandorlo is your peaceful corner in the center of Tuscany. A charming country cottage restored and furnished with care and with a style that combines ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for touring Tuscany.
FamilyLocationCheck-in
4.91 out of 5 average rating, 126 reviews
Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
LocationFamilyNearby
4.96 out of 5 average rating, 146 reviews
Paluffo Torre House
This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.
LocationValueIndoor spaces
4.89 out of 5 average rating, 81 reviewsPopular amenities for Montespertoli house rentals
House rentals with a pool

Lovely house in a scenic and paiceful location
FamilyLocationLaundry
4.93 out of 5 average rating, 123 reviews
Country Rentals - La Canonica
LocationFamilyBathroom
4.86 out of 5 average rating, 101 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
LocationValueComfort
4.91 out of 5 average rating, 128 reviews
Podere Solatio - Tuscany Hills next to Florence
ValueLocationAmenities
4.97 out of 5 average rating, 146 reviews
TREEhouse/casaBARTHEL
FamilyValueQuiet
4.88 out of 5 average rating, 821 reviews
Private villa/swimming pool in Tuscany
LocationFamilyAir conditioning
4.93 out of 5 average rating, 164 reviews
A Home in the Florentine Hills | La Nepitella
FamilyLocationAmenities
4.84 out of 5 average rating, 289 reviews
Old Barn very close to Florence
ValueFamilyKitchen
4.96 out of 5 average rating, 157 reviewsWeekly house rentals
Gorgeous Villa with Postcard Views in Historical Florence
LocationValueKitchen
4.98 out of 5 average rating, 168 reviews
Casa Al Poggio in Chianti Shire
ValueFamilyKitchen
4.96 out of 5 average rating, 330 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
LocationFamilyLayout
4.97 out of 5 average rating, 142 reviews
"La limonaia" - Romantic Suite
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 320 reviews
Charming converted Hayloft overlooking the Chianti Hills
LocationFamilyGetting around
4.97 out of 5 average rating, 307 reviews
La Cipressina Relax in Tuscany
LocationFamilyEV charging
5.0 out of 5 average rating, 121 reviews
Farmhouse in Chianti, Siena Tuscany
FamilyValueCheck-in
4.83 out of 5 average rating, 168 reviews
Torretta Apartment
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 129 reviewsPrivate house rentals

The Artist Loft
LocationFamilyLayout
5.0 out of 5 average rating, 43 reviews
Villa Tirinzano for 14 guests with private pool
FamilyValueGetting around
4.93 out of 5 average rating, 42 reviews
Tuscany/Florence/Ginestruzze
LocationValueDecor
4.9 out of 5 average rating, 63 reviews
Villa delle Ortensie
FamilyValueLaundry
4.98 out of 5 average rating, 47 reviews
Peaceful and Relaxing Tuscan Retreat with Views
LocationValueAccess
5.0 out of 5 average rating, 90 reviews
Beautiful villa in Chianti, panoramic garden
FamilyLocationHospitality
4.96 out of 5 average rating, 47 reviews
Mosciano Power
LocationFamilyOutdoor spaces
4.89 out of 5 average rating, 81 reviews
Aureva Tuscany, modern villa with private pool
LocationAccessAir conditioning
5.0 out of 5 average rating, 4 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
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





