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Holiday rentals in Castelfalfi

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Top-rated holiday rentals in Castelfalfi

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Top guest favourite
Villa in Montaione
4.98 out of 5 average rating, 50 reviews

Private Villa with semi-Olympic pool and Tennis

On the ground floor there is a large eat-in kitchen which is very well and functionally equipped with dishwasher, oven, microwave, toaster, kettle, etc. , annexed pantry. The window of the kitchen over the sinks opens into a marvelous Tuscan panorama. Next to the kitchen there is the laundry, with the 2 washing machines and iron equipment. The laundry is shared with the property during your stay. On the other side, still next to the kitchen, there is a dining room with a 10 seats wooden table. Then, there is a large living room with 3 comfortable sofas and there is a sit in fireplace. Due to security reasons the fireplace cannot be used. Totally there are 4 bedrooms: 3 with kings size beds on the first floor and 1 with twin beds on the ground floor. 2 rooms have air conditioning , the remaining 2 have a portable fan. 2 rooms are with en-suite bathrooms with WC, bidet and shower, 1 bathroom with WC, bidet and shower and 1 bathroom with WC. Fresh linen, towels and pool towels are provided weekly. Change of linen and towels for any extra week at € 100. The villa is furnished as a home and the dining and sitting room of the villa are furnished with beautiful antiques and paintings and have old terracotta tiles. So you will not get the feeling of staying in a rented accommodation. Upon prior request we can arrange for 2 extra beds for babies. Outside the villa there is a nice garden with hedges and roses and a beautiful old lime tree under which guests will love to eat their breakfast or dine. In front of the garden there is an ancient and renovated chapel where, once a year, a Mess in memory of the owner's parents is celebrated. Cleaning services are available upon request, also we will bring you the hot dinner (or lunch) when you prefer (even on the day of your arrival) proposing delicious typical Tuscan dishes. Car is needed. We live nearby and are willing to offer you any help you may need. On the top of the nearby hill, 5 minutes walk from the villa, there is the private semi-Olympic pool 25x12.5 m, a pool house with bathroom, changing room, shower, kitchen, dining room, panoramic veranda for relaxing or alfresco dining and a built-in barbecue. Here you can spend most of the time of your vacation as it is a breathless location where you would admire a 360° idyllic typical Tuscan landscape! Just near the private pool, there is a green tennis court for the sole use of guests and a wide lawn where guests can exercise or relax. The pool will be the greatest attraction for all the guests; it will be open June, July, August, September, please ask for May. There is no fence and no surveillance, so children must be supervised at all times as it is up to 4 meter deep in the part of the springboards. In any case guests ' use of the swimming pool is at their own risk. The guests will enjoy their days with long stays at the pool since the pool house provides all comforts of a home. Here you can lean, rest, swim, run, cook, eat, read and appreciate the marvelous surrounding panorama. There are sun loungers, couches, armchairs and tables and a ping pong table. The main attraction of this place is its exclusivity and the possibility to practice sport, i.e. swimming, tennis, ping pong, gym in open lawns or in the large space between the pool and the pool house, soccer. The tennis court can be used anytime. Portable wifi hotspot available at the villa and at the pool and pool house. Notes on prices: Prices for the property (9 sleeps) are meant per day/Euro. They include: villa, private pool and pool house, private tennis, electricity, gas, water, use of the washing machine, firewood, linen, towels, parking Not included: Stay tax € 1.00 per person per day (per max 6 days) for persons over 14 years of age is to be paid directly at arrival. Change of linen and towels for any extra week at € 100, is to be paid directly at arrival. We accept small dogs upon prior agreement and for their stay we ask a contribution of € 10 per day. Check in is from 16.00 to 19.00; late arrivals are possible but we need to be informed in time and they may be charged. Notes: You will be responsible for any damage to the rental property that is caused by you or your party during your stay.

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

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Top guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano
4.98 out of 5 average rating, 126 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

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 193 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 230 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.

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Guest favourite
The stone building features a rustic facade with a covered porch supported by wooden beams. A small dining table and chairs are visible on the porch among landscaped greenery. Shadowing from nearby trees enhances the tranquil surroundings of the property.
Flat in Montaione
4.87 out of 5 average rating, 83 reviews

Tuscany cottage for 4 people with swimming pool

Situated on the top of a Tuscan hill, in the middle of the olive trees with a breathtaking panoramic 360 ° view. 60 hectares of entirely fenced land. Adjacent to a wonderful golf course (27 holes) and the village of Castelfalfi. Ideal for nature lovers and families with children. Strategic location in the middle of the triangle: Pisa, Florence and Sienna (all less than one hour driving). Close to medieval villages like San Gimignano, Certaldo alto, Volterra (20 min by car)

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Guest favourite
The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.
Flat in San Gimignano
4.81 out of 5 average rating, 64 reviews

Il Castro Luxury San Gimignano. Michelangelo Suite

Il Castro è un gruppo di appartamenti finemente recuperati da un'attenta ristrutturazione, che ha lasciato inalterati i segni del passato. L'arredo classico, decorato in modo scrupoloso da artigiani locali, si coniuga in perfetta armonia con elementi di pregiato design, conferendo un effetto minimalista e ricercato. Straordinarie le finiture dei bagni dove la ricerca del dettaglio e la qualità dei materiali trasformano l'ambiente in qualcosa di unico nel suo genere.

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Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 105 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.

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Guest favourite
Farm stay in Montaione
5.0 out of 5 average rating, 6 reviews

Tenuta Collerucci | Villa with private pool

Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.

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Guest favourite
Holiday home in Montaione
4.93 out of 5 average rating, 14 reviews

Casa Camelia - Your authentic Tuscan getaway

Escape to our authentic Tuscan home, situated in a 65 acre estate with over 1.000 olive trees. The perfect retreat for families seeking a tranquil getaway. Nestled in the heart of Tuscany - near San Gimignano and Volterra - our charming holiday home features two beautifully appointed bedrooms, offering a cozy and inviting atmosphere. Enjoy leisurely days by the shared swimming pool, taking in the wonderful views of the rolling hills and lush olive orchards.

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Top guest favourite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.96 out of 5 average rating, 144 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

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Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 166 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

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