
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.

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 hydromassage 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 💫

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.

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

country villa with heated swimming pool
The villa built entirely of stone gives our guests a relaxing stay in complete privacy but also pleasant excursions in the surroundings and the sea. The pool water is heated IMPORTANT: it is heated in the mid-season periods 28° (May-June) (September-November) IMPORTANT: We are immersed in nature and in the woods so there are flying insects! There are mosquito nets in the house. MAX 2 PETS: €5 per day per pet to be paid on arrival. RENT ONLY FROM SUNDAY TO SUNDAY

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.

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.

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.

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.

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.

Casa Marina - pool and umbrella included
Casa Marina is located on the second floor of the building "Il Chioma". The condominium has access to the sea. Umbrellas and sunbeds can be rented at the bathing establishment. There is also a dinghy, kayaking, sup, and surf rental, and the diving service for diving and scuba diving courses of all levels is active.
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Volare

Il Podere di Remo

Conte Martini House

My home

Iris Residence "Casa vista mare-giardino-piscina"

Large portion of villa between Pisa and Florence 2/10 ps

Lallina. House with a View

Collina Power
Condo rentals with a pool

Unique Experience 3 F/L - Castle Farmhouse

Poggio al Casone - Colle

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

Charming apartment with garden, pool and valley view

PINK Farmhouse with panoramic view Infinity pool

LODGE4 | Beach direct access, private outdoor

Cantina-The Olive Grove Tuscany

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

Il Poggio Farmhouse by Interhome

Casale L'Uliveta by Interhome

Valle di Sotto Farmhouse by Interhome

Historic home with exclusive pool

Piero by Interhome

La Gora by Interhome

Il Pezzo Farm by Interhome

The Barn 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 $45 AUD 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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- Elba
- Santa Maria Novella
- Mercato Centrale
- Ponte Vecchio
- Salvatore Ferragamo Museum
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Piazza dei Cavalieri
- Cala Violina
- Piazzale Michelangelo
- Cattedrale di San Francesco
- Pisa Centrale Railway Station
- Gorgona
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Pitti Palace
- Spiaggia Di Sansone
- Boboli's Garden
- Spiaggia di Capo Bianco
- Parco delle Cascine




