
House holiday rentals in San Casciano In Val di Pesa
Find and book unique houses on Airbnb
Quick stats about house rentals in San Casciano In Val di Pesa

Nightly prices starting at
San Casciano In Val di Pesa holiday rentals start at £97 per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Casciano In Val di Pesa rentals

4.8 Average rating
San Casciano In Val di Pesa stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in San Casciano In Val di Pesa
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.
5.0 out of 5 average rating, 143 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.
4.99 out of 5 average rating, 114 reviews
TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
4.88 out of 5 average rating, 821 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the Chianti Classico region, 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 an amazing view, where you can enjoy breathtaking sunsets. The complete independence of the house, the cosy garden and the large loggia allow you to enjoy your stay in total tranquillity. Our reviews are your best guarantee.
4.98 out of 5 average rating, 244 reviews
Podere Solatio - Tuscany Hills next to Florence
CIN: IT048022C2I7T2RD2G - Large and bright Villa just 10 km from the center of Florence, recently renovated, equipped with heating and air conditioning. With its 5 double bedrooms, it can comfortably accommodate 9/10 people. The villa, surrounded by a large olive grove, has a cool loggia where you can dine while enjoying the view. It is located at the gates of Impruneta, a town famous for its beautiful square with a 16th-century loggia. An ideal base for visiting Florence and Tuscany.
4.97 out of 5 average rating, 145 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.
5.0 out of 5 average rating, 233 reviews
Casa Giulia di Sopra Farmhouse
The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.
4.95 out of 5 average rating, 106 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
4.91 out of 5 average rating, 128 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 🌷
4.87 out of 5 average rating, 217 reviews
Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
4.96 out of 5 average rating, 330 reviews
A Home in the Florentine Hills | La Nepitella
Antico Fienile La Nepitella, just outside Florence, is surrounded by the greenery and tranquility of Tuscany. Only 15 minutes from Florence city center and one hour from Siena, it offers stunning views of the Certosa dell’Ema. Three nearby bus lines connect to Florence, while Chianti is just 20 minutes away. A peaceful, secluded retreat away from the usual tourist routes, with a shared pool with Michela and her family.
4.84 out of 5 average rating, 289 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.
4.91 out of 5 average rating, 126 reviewsPopular amenities for house rentals in San Casciano In Val di Pesa
House rentals with a pool

Cercis - La Palmierina
4.96 out of 5 average rating, 146 reviews
Old Barn very close to Florence
4.96 out of 5 average rating, 157 reviews
Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
Paluffo Tower House
4.89 out of 5 average rating, 81 reviews
Lovely house in a scenic and paiceful location
4.93 out of 5 average rating, 123 reviews
Casa Luigi Suite with exclusive pool
4.95 out of 5 average rating, 122 reviews
Borgo Ripostena – no. 8 Casa Vecchia
4.95 out of 5 average rating, 201 reviews
Ines' little house
5.0 out of 5 average rating, 110 reviewsWeekly house rentals

"La limonaia" - Romantic Suite
4.99 out of 5 average rating, 320 reviews
Casa del Gelsomosino
4.87 out of 5 average rating, 110 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
4.97 out of 5 average rating, 141 reviews
BEAUTIFUL OLD BARN IN CHIANTI
4.99 out of 5 average rating, 144 reviews
Casa del Giardino
4.95 out of 5 average rating, 512 reviews
Torretta Apartment
4.96 out of 5 average rating, 129 reviews
[Lungarno] Prestigious apartment with a view
4.98 out of 5 average rating, 128 reviews
Country House "Il Sabatino" on Florence's hills.
4.87 out of 5 average rating, 258 reviewsPrivate house rentals

Authentic Tuscan home: history, wine and relax
5.0 out of 5 average rating, 45 reviews
beautiful villa in Chianti, panoramic garden
4.96 out of 5 average rating, 47 reviews
Chianti Traditional Country Villa
4.94 out of 5 average rating, 32 reviews
Villa of the Hydrangeas
4.98 out of 5 average rating, 47 reviews
Relaxation and comfort in the hills of Florence
4.98 out of 5 average rating, 88 reviews
Terrace on the Chianti Classico
4.7 out of 5 average rating, 88 reviews
"La Giardiniera" The charming cottage
5.0 out of 5 average rating, 11 reviews
Villa Agnese · Pool · Duomo View · Parking
5.0 out of 5 average rating, 19 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





