
House holiday rentals in Castelfalfi
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Top-rated house rentals in Castelfalfi
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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.
FamilyLocationCheckout
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
FamilyValueOutdoor spaces
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.
LocationFamilyWi-Fi
4.99 out of 5 average rating, 115 reviews
Collina Power
Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.
FamilyLocationHospitality
4.93 out of 5 average rating, 203 reviews
Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
LocationFamilyDecor
4.96 out of 5 average rating, 137 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.
ValueLocationHospitality
5.0 out of 5 average rating, 233 reviews
House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.
FamilyLocationParking
4.99 out of 5 average rating, 149 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
ValueFamilyKitchen
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 🌷
ValueFamilyAmenities
4.87 out of 5 average rating, 217 reviews
Lovely house in a scenic and paiceful location
This beautiful house is nestled in a quiet and panoramic location, making it the perfect spot to get away from it all. With three bedrooms, three bathrooms, and room for up to six guests, this is the perfect place for a group of friends or a large family to call home while exploring Tuscany. Spend your days hiking the picturesque landscape, wandering through charming villages, or simply relaxing in the lovely gardens of the house.
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 123 reviews
Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
FamilyValueAir conditioning
4.95 out of 5 average rating, 111 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.
FamilyValueCheckout
4.91 out of 5 average rating, 126 reviewsPopular amenities for Castelfalfi house rentals
House rentals with a pool

Borgo Ripostena – No. 8 Casa Vecchia
ValueLocationKitchen
4.95 out of 5 average rating, 201 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
LocationFamilyKitchen
4.91 out of 5 average rating, 128 reviews
Country Rentals - La Canonica
LocationValueShared spaces
4.86 out of 5 average rating, 101 reviews
Ancient Barn in Chianti with Pool
FamilyValueView
4.89 out of 5 average rating, 125 reviews
Paluffo Tower House
FamilyLocationDecor
4.89 out of 5 average rating, 81 reviews
Charming house in the hills of Lucca, with a sauna
ValueLocationNearby
4.94 out of 5 average rating, 142 reviews
TREEhouse / casaBARTHEL
FamilyLocationDecor
4.88 out of 5 average rating, 821 reviews
Podere Villetta La Colombaia
LocationFamilyAmenities
4.95 out of 5 average rating, 163 reviewsWeekly house rentals

The Chianti Classico Sunset
FamilyLocationCheck-in
4.98 out of 5 average rating, 244 reviewsGorgeous Villa with Postcard Views in Historical Florence
FamilyValueView
4.98 out of 5 average rating, 168 reviews
Domus Nannini - Loggia Salimbeni SPA
FamilyLocationComfort
4.96 out of 5 average rating, 156 reviews
"La limonaia" - Romantic Suite
ValueLocationCondition
4.99 out of 5 average rating, 320 reviews
Beautiful villa in Chianti with a panoramic garden
FamilyLocationLong stay
4.96 out of 5 average rating, 47 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueFamilyAmenities
5.0 out of 5 average rating, 90 reviews
Charming Tuscan Villa with pool
FamilyLocationPool
5.0 out of 5 average rating, 23 reviews
Villino Isotta (exclusive private villa)
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 70 reviewsPrivate house rentals

OttoPini Beautiful villa, Montecatini Terme.
FamilyLocationBarbecue
5.0 out of 5 average rating, 23 reviews
Villa Carla – Florence View, Tennis & Hot Tub
FamilyValueNearby
5.0 out of 5 average rating, 15 reviews
Redolina House in the Hills with pool 6/8p.
FamilyLocationAir conditioning
5.0 out of 5 average rating, 27 reviews
Aureva Tuscany, modern villa with private pool
LocationAccessOutdoor spaces
5.0 out of 5 average rating, 4 reviews
La Paiolina: pool, jacuzzi & sauna
ValueFamilySleep quality
4.98 out of 5 average rating, 58 reviews
Private House for 4P – La Capanna Di Azzurra
LocationFamilyAccuracy
4.96 out of 5 average rating, 27 reviews
Panoramic villa with pool, Volterra view
LocationFamilyGetting around
4.91 out of 5 average rating, 23 reviews
Tuscan Estate - Pool - Olive Grove - 8 ha
LocationValueDecor
4.69 out of 5 average rating, 26 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
- Cala Violina
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Gorgona
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





