
Holiday rentals with a pool in Castiglioncello
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Top-rated rentals with a pool in Castiglioncello
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The Oil Mill (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 hot 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.

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.

Podere del Bagnolino - L'Arco Apartment
Podere del Bagnolino is an oasis between the sea and the countryside in Tuscany, immersed in the hills of Santa Luce in the beautiful Pisani Hills. A few km from towns such as Castiglioncello and Baratti, it offers comfort and relaxation, with easy access to the A12 motorway and Pisa airport. The property has 5 apartments, including the Arco, characterized by double volume and large arches, with outdoor spaces, pool, barbecue and relaxation areas.

Il Bambu (with private swimming pool)
Come to Il Bambu to enjoy the most authentic Toscana! The path beginning with tall bamboo trees will lead you to your priviate paradise. This lovely house is located on the hillside near Lucca, with a small wine estate and surrounded by olive trees! Distances: Lucca center 5km / Lucca comics 5km/ Pisa Airport 25km / Florence Airport 78km / Sea side 29km/Bar for breakfast&Lunch 2km/ Restaurant 1.5km

Rosa: Tuscan Views & Pool, Walk to Town
Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.

Tuscan cottage with swimming pool Pet Friendly
A typical Tuscan cottage, built as a refuge for pilgrims on the Via Francigena in 1032 AD. Warm and welcoming, ideal for 4 people but also suitable for 6, it welcomes your four-legged 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!

Tuscan farmhouse with swimming pool - Stalla
Private apartment, fully equipped and independent in historic Tuscan farmhouse, recently renovated, with swimming pool and park. Located in Crespina, a small village on the hills of Pisa, the heart of Tuscany, in a strategic position to reach the most famous cities of art and medieval villages. Possibility of cooking class, food and wine tasting experiences.

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.

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.
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Cosy Tuscany 2-bedroom home with a private pool

Volare

Holiday House "The Seasons of Bacchus"

Conte Martini House

Tenuta Tegolaia

Villino Isotta (exclusive private villa)

Collina Power

Amazing Tuscan Holiday home with private garden.
Apartment rentals with a pool

Poggio al Casone - Colle

Unique Experience 3 F/L - Castle Farmhouse

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

Charming apartment with garden, pool and valley view

Tuscan Farmhouse Getaway

LODGE4 [Pisa/Livorno] Suggestive seafront!

Cantina-The Olive Grove Tuscany

Bel Canto Lari, exclusive, rural, Tuscan retreat
Home rentals with a private pool

Francesco by Interhome

Tassinaia by Interhome

Historic home with exclusive pool

Piero by Interhome

Villa le Casette by Interhome

The Leccio by Interhome

Il Pezzo Farm by Interhome

Farmhouse , pool, 13 px. Lucca 10km
Quick stats about holiday rentals with a pool in Castiglioncello

Total holiday rentals
Explore 40 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at € 26 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 20 rentals that welcome pets

Wifi availability
40 of Castiglioncello holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

4.7 Average rating
Castiglioncello stays receive an average rating of 4.7 out of 5 from guests
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- Elba
- Santa Maria Novella
- Piazzale Michelangelo
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Gorgona
- Spiagge bianche
- Mercato Centrale
- Uffizi Gallery
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Pitti Palace
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Parco delle Cascine
- Spiaggia Libera
- The Boboli Gardens
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Medici Chapels




