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Holiday rentals with a pool in Castiglioncello

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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 clear, tranquil salt-water infinity pool reflects the bright blue sky and scattered clouds. Lush greenery, including tall cypress and evergreen trees, frames the pool area, enhancing the serene outdoor environment.
Loft in Rosignano Marittimo
4.95 out of 5 average rating, 112 reviews

Il Cubetto -Sea Studio: sense of peace and freedom

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 serene outdoor area features a clear swimming pool surrounded by lush green grass and vibrant planters filled with colorful flowers. Stone steps lead down from the terrace, providing access to the inviting garden space and stunning views of the rolling hills.
Condo in Morrona
4.96 out of 5 average rating, 142 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time

Guest favourite
A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.
Home in Montescudaio
4.96 out of 5 average rating, 123 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

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.
Apartment in Collesalvetti
4.96 out of 5 average rating, 105 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

Top Guest favourite
An inviting kitchen area features a glass dining table surrounded by blue chairs. Stone walls complement modern cabinetry and appliances, illuminated by a contemporary circular light fixture. A warm ambiance is created by the rustic elements and soft lighting throughout the space.
Apartment in Rivalto
4.96 out of 5 average rating, 23 reviews

Il Frantoio (Hydromassage + Fireplace)

✨ Rifugio romantico nel cuore della Toscana — perfetto in ogni stagione 🍂 Benvenuti a Palazzo Riccardi, uno storico edificio nel suggestivo borgo di Rivalto, dove l’autenticità toscana incontra il design moderno. Lasciati conquistare dal camino a legna, dal bagno con vasca idromassaggio e da un’atmosfera calda e avvolgente. Ideale per coppie in cerca di relax e charme, questo appartamento è un nido perfetto in ogni stagione ma è in autunno e inverno che diventa davvero magico 💫

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 in Montecatini Val di Cecina
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 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
4.95 out of 5 average rating, 126 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.

Guest favourite
Apartment in Santa Luce
4.93 out of 5 average rating, 56 reviews

Leonardo apt. in the wild Tuscany hills~ Le Fraine

Treat yourself to a holiday immersed in the Tuscan countryside, surrounded by vineyards and olive groves. The Leonardo apartment is located on the first floor of the farmhouse. It features a bedroom with a double bed, a bathroom with a shower, and a living room with a kitchen and a sofa bed. From the window, you can catch a glimpse of the old olive grove, and the first rays of sunlight will gently wake you to start your day in the best way.

Top Guest favourite
A charming house is framed by a well-kept garden, featuring large glass panels that offer views of the surrounding landscape. A seating area with two loungers is positioned on the grass, along with a small table. The entrance leads to a welcoming interior space.
Tiny home in Capraia e limite
4.99 out of 5 average rating, 111 reviews

Historic charm with modern comfort, Tuscany

Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

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 in Provincia di Lucca
4.92 out of 5 average rating, 112 reviews

Tuscan Cottage with swimming pool Pet Friendly

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

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.
Apartment in Rosignano Solvay-Castiglioncello
5 out of 5 average rating, 13 reviews

Fattoria Beletage with rooftop terrace & pool

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

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.
Condo in Castiglioncello
4.87 out of 5 average rating, 45 reviews

Apartment in Farmhouse near the Sea

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 scrub. Equipped with kitchen, bathroom, bedroom, extra bed, television and heating. The property has an indoor catering service with a fixed menu upon advance booking.

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 $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    30 of Castiglioncello holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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