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Holiday houses in Montecastello

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Top-rated holiday rentals in Montecastello

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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
Apartment in Treggiaia
5.0 out of 5 average rating, 80 reviews

Volpe Sul Poggio - Country Suite

An oasis of relaxation in the Valdera countryside, ideal for visiting the main Tuscan destinations. Renovated in April 2024 from the old cellars of the family farmhouse, it enjoys an exclusive 5000 sqm park, where you can experience full immersion in nature and, with a little luck, you can see foxes and roe deer that live on the estate. Ideal for hiking and mountain biking enthusiasts, it is located 30/40 minutes from the coastal areas and the main Tuscan provinces of Lucca, Pisa, Florence and Siena

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Top Guest favourite
A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.
Apartment in Palaia
5.0 out of 5 average rating, 40 reviews

Casa Billi

Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.

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Top Guest favourite
An outdoor area is shown featuring a serene pool surrounded by well-maintained gardens. A wooden gazebo with seating is visible, alongside sun umbrellas offering shade. Olive trees and lush greenery create a picturesque backdrop against rolling hills.
Villa in Buti
4.96 out of 5 average rating, 54 reviews

Villa sii felice

Live a dream in the Tuscan hills! Enjoy a "magical" place, surrounded by the green of the olive trees that characterize Buti, a charming and small historic center, located just 20 minutes from the center of Pisa. The panorama you can enjoy gives you the feeling of being able to embrace the world. Simplicity and class, together with attention to detail, make Villa sii felice a place to spend relaxing periods immersed in nature and in a forgotten atmosphere, but with all modern comforts.

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Guest favourite
Tent in Palaia
5.0 out of 5 average rating, 7 reviews

"Olivo" glamping cottage with a hot tub

Surrounded by the tranquility of nature, our glamping tent is a romantic retreat where you can experience unforgettable moments. Surrounded by woods and overlooking a charming village, it offers a unique experience of relaxation, privacy and breathtaking views. On the private terrace there is a panoramic hot tub, perfect for relaxing at sunset or under the stars, immersed in a truly evocative natural setting. The tent is insulated and equipped with air conditioning for all seasons.

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Superhost
Home in Montopoli in Val d'Arno
4.93 out of 5 average rating, 59 reviews

Villa Due Pini Marti with private pool

Villa with swimming pool between Pisa and Florence set in a charming panoramic setting, enjoys a superb 360-degree view of the pristine Tuscan countryside. Carefully furnished, it consists of 2 double bedrooms of which one on the upper mezzanine floor, 1 double bedroom on the ground floor, bathroom living room kitchen and dining room, large veranda with a large garden and olive grove with a pool of 12 meters away from prying eyes. The Pool is open from 01 May to 30 September

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Superhost
A spacious pool with clear turquoise water is surrounded by olive trees. Comfortable loungers and umbrellas provide shaded areas for relaxation. The scenic setting offers a tranquil spot for guests to enjoy the views of the surrounding countryside.
Home in Treggiaia
4.82 out of 5 average rating, 68 reviews

Villa&pool, between Pisa and Firenze

Villa panoramic position on the Tuscan hills between Pisa and Florence. Surrounded by a garden of olive trees: 7 bedrooms, 4 bathrooms, 2 kitchens (for families). Exclusive swimming pool over the countryside. Gazebo, sunbeds, deck chairs, umbrellas, sofas,outdoor furniture Barbecue Table tennis Free parking Mosquito repellent system Air conditioning-splitter, top at on consumati in, in common area (for 3 bedrooms) and air conditioning-splitter in the attic (for 2 bedrooms)

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Top Guest favourite
A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.
Home in Morrona
4.99 out of 5 average rating, 68 reviews

Villino Isotta (exclusive private villa)

Located in the “city of wine” (so named for its numerous vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES, OR GROUPS (SLEEPS 16) and features an EXCLUSIVE OUTDOOR POOL AND WHIRLPOOL TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! We are located in a strategic position, in the center between Florence and Pisa, between Siena and Lucca!

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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, 104 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
A newly constructed swimming pool features clear turquoise water, surrounded by landscaped grass. Sun loungers sit next to the pool, while manicured hedges and olive trees frame the space, offering a serene outdoor environment. The house stands in the background under a clear blue sky.
Home in Palaia
5.0 out of 5 average rating, 58 reviews

Casolare Ceppeto di Casapieri - Italy, Pisa

Il Casolare, located in the heart of Tuscany at 145 m. high, entirely surrounded by olive trees and vineyards, with 13,000 square meters. of agricultural land, where you can stay in peace and tranquility in contact with nature. The cottage has 8 beds, 2 bathrooms +1 outdoor a kitchen and a dining room, as well as a large outdoor area with BBQ where you can eat and living comfortably under the roof, is completed by a newly built swimming pool (13.5x5.5).

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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, 143 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.

ValueFamilyGetting around

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 199 reviews

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

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