
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.

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.

Il Frantoio (Hot Tub + Fireplace)
✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

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

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

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.

The Cottage to relax and enjoy
Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

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.
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.

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!

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.

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.

Casa Marina - piscina e ombrellone inclusi
Casa Marina is located on the second floor of the "Il Chioma" condominium. The condominium has access to the sea. Umbrellas and sunbeds can be rented at the beach resort. There is also a rental of inflatable boats, kayaks, paddleboards and surfboards, and the diving service is active for diving and diving courses of all levels.
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Volare

Angela's Nest

Cercis - La Palmierina

Private villa/swimming pool in Tuscany

Casa Conte Martini

Il Bambu (with private swimming pool)

My home

Villa Olimpia [Pool + Seven Suites]
Apartment rentals with a pool

Poggio al Casone – Colle

„Toscana Amore Mio“, stunning view, 18min Volterra

Slow Life Apartment- San Gimignano, Volterra, Pisa

Scenic Stilish Country

LODGE4 | On the Beach | Historic condo | Parking

Manuela apartment with pool in farmhouse

Bel Canto Lari, exclusive, rural, Tuscan retreat

La Casetta
Home rentals with a private pool

Miranda by Interhome

Cinzia by Interhome

Il Poggio Farmhouse by Interhome

Casale L'Uliveta by Interhome

Historic home with exclusive pool

Villa I Cipressi by Interhome

Casa Daniela (GAM310) by Interhome

Il Pezzo Farm by Interhome
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 $38 SGD 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 & 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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