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Holiday rentals with a pool in Castiglioncello

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Castiglioncello

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A stone cottage is nestled among trees, creating a natural boundary for the property. Soft nighttime lighting highlights the textured facade, while glimpses of a salt-water pool and landscaped garden are visible in the background, suggesting a tranquil outdoor area.
Loft
4.94 out of 5 average rating, 142 reviews

Il Cubetto - Sun Studio: absolute exclusivity

Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

Top guest favourite
A traditional stone farmhouse is surrounded by a well-maintained garden. A paved pathway leads to an arched entrance framed by decorative plants. Wooden window shutters add charm, while the bright blue sky complements the earthy tones of the building.
Flat
4.96 out of 5 average rating, 106 reviews

Relax between hills and sea in an ancient farmhouse

Recently renovated apartment in a typical Tuscan farmhouse in the hills, a 20-minute drive from the sea. It has 2 double bedrooms, a cozy entrance to the living room with a comfortable sofa bed, a bathroom with shower and a fully equipped kitchen. In the property's garden there is a swimming pool (from June) and a wooden gazebo with BBQ. The apartment is equipped to accommodate small guests with a crib, high chair, stroller, bottle warmer, and a backpack for walks. Wifi, Satellite TV

Guest favourite
A serene outdoor scene showcases a well-maintained swimming pool surrounded by a sunbathing area with multiple lounge chairs. Vibrant rose bushes line the pathway leading to the pool, while the rolling hills of Tuscany create a picturesque backdrop.
Home
5 out of 5 average rating, 6 reviews

Tuscan Dream Villa

Villa Sogno Toscano is perfect for those who want to enjoy Tuscany in total privacy and tranquility. It has a fully fenced garden that guarantees total privacy while also guaranteeing the possibility of hosting 4-legged friends without any worries! Enviable swimming pool and patio with comfortable seating for fantastic dinners and lunches with friends, all surrounded by the typical landscape of the Tuscan hills. In an exclusive location, forget all stress in this oasis of serenity!

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 129 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favourite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Flat
4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

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
4.95 out of 5 average rating, 127 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.

Top guest favourite
An outdoor dining area features a spacious wooden table surrounded by dark wooden benches. The space is partially shaded by a terracotta-tiled roof, and greenery can be seen in the background, creating a natural setting for meals or gatherings.
Cottage
4.92 out of 5 average rating, 114 reviews

Tuscan Cottage with Pool Pet Friendly

Typical Tuscan farmhouse, created as a refuge for pilgrims of the Via Francigena in the distant 1032 AD. Cozy and warm, ideal for 4 people but also suitable for 6, it welcomes your four-legged friends! Located in a strategic area, a stone's throw from the SP1, a road that connects Camaiore to Lucca. Very easy to reach, from here you can visit all of Tuscany!

Superhost
An aerial view showcases a rustic property surrounded by olive trees and lush greenery. The structure features a terracotta roof and is complemented by a swimming pool and several outdoor seating areas, enhancing the serene landscape of the Tuscan countryside.
Apartment
4.87 out of 5 average rating, 45 reviews

Apartment in Farmhouse near the Sea

The Agriturismo offers a newly renovated two-room apartment, ideal for 2 people and a child. Comfortable and quiet, furnished in Tuscan style and overlooking the Mediterranean maquis. Equipped with a kitchen, bathroom, bedroom, extra bed, television and heating. The property has an in-house catering service with a fixed menu upon advance booking.

Top guest favourite
A well-lit kitchen features a circular wooden dining table surrounded by chairs. Green cabinets complement the pink and white hexagonal floor tiles. A large window allows natural light to flood the space, highlighting the vintage kitchen appliances and decorative items on the counter.
Flat
5 out of 5 average rating, 14 reviews

Fattoria Beletage with rooftop terrace & pool

The Beletage apartment on the first floor of the Fattoria Le Case Nuove is a gem that was reserved for the family until recently and is now offered for rent after a renovation. Once the preferred residence of the Conti Millo family, the Beletage with its roof terrace and stunning views over the pine tops to the sea is the jewel of the estate.

Top guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Farm stay
4.99 out of 5 average rating, 114 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Top guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay
4.99 out of 5 average rating, 321 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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.

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
4.98 out of 5 average rating, 182 reviews

Countryside Dream farm in Tuscany

Great place 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.

Popular amenities for Castiglioncello rentals with a pool

Quick stats about holiday rentals with a pool in Castiglioncello

  • Total holiday rentals

    Explore 30 holiday rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    30 of Castiglioncello holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

  • 4.8 Average rating

    Castiglioncello stays are highly rated by guests – averaging 4.8 out of 5!

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