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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, 146 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.

Guest favourite
Home
4.96 out of 5 average rating, 128 reviews

Open space immerso nella natura

Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

Superhost
Villa
4.62 out of 5 average rating, 21 reviews

Villa Tenuta Le Case Nuove with pool & garden

Your Tuscany mansion right at the ocean - Villa Le Case Nuove dei Conti Millo is a classical mansion in the heart of Tuscany and offers sleeping accommodation for 12 people (in 2025 you can book an addtional wing and increase capacity to 18 people) With more than 800 sqm the Villa is placed in the midst of the countryside and has a 20 x 10 m pool. The ocean is just 1 km away and can be seen from the residence. The mansion is furnished with antiques, yet provides modern convenience.

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, 133 reviews

Torre dei Belforti

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
4.94 out of 5 average rating, 53 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
4.96 out of 5 average rating, 135 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
Holiday home
4.86 out of 5 average rating, 14 reviews

Podere del Bagnolino - Appartamento Belvedere

Il Podere del Bagnolino è un'oasi tra mare e campagna in Toscana, immerso nelle colline di Santa Luce nei bellissimi Colli Pisani. A pochi km da località come Castiglioncello e Baratti, offre comfort e relax, con facile accesso all'autostrada A12 e all'aeroporto di Pisa. La struttura dispone di 5 appartamenti, tra cui il Belvedere, caratterizzato da tre camere da letto, doppi servizi, spazi esterni, piscina, barbecue e aree relax.

Guest favourite
Apartment
5 out of 5 average rating, 21 reviews

Podere del Bagnolino - Appartamento L'Arco

Il Podere del Bagnolino è un'oasi tra mare e campagna in Toscana, immerso nelle colline di Santa Luce nei bellissimi Colli Pisani. A pochi km da località come Castiglioncello e Baratti, offre comfort e relax, con facile accesso all'autostrada A12 e all'aeroporto di Pisa. La struttura dispone di 5 appartamenti, tra cui l’Arco, caratterizzato da doppio volume e grandi archi, con spazi esterni, piscina, barbecue e aree relax.

Superhost
A communal swimming pool is surrounded by lush greenery and tall pine trees. Sun loungers with blue cushions are positioned around the pool area, providing ample space for relaxation. A few umbrellas offer shade, and a well-maintained residence is visible in the background.
Apartment
4.77 out of 5 average rating, 26 reviews

100mt from the sea - apt w/pool, wifi & tv

Enjoy a perfect holiday in our flat! Ideal for those travelling with family or friends, you'll stay less than 100 metres from the sea, in a cosy residence with a beautiful swimming pool, close to all essential services, for a comfortable and relaxing stay! The location is also convenient for visiting much of Tuscany, about an hour and a half's drive from Florence, and less than an hour from Livorno, Pisa and Lucca!

Top guest favourite
Farm stay
4.98 out of 5 average rating, 193 reviews

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm 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.

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, 52 reviews

Appartamento in Agriturismo vicino al Mare

L'Agriturismo propone un bilocale appena ristrutturato, ideale per 2 persone e un bambino. Comodo e silenzioso, arredato in stile toscano e affacciato sulla macchia mediterranea. Dotato di cucina, bagno, camera da letto, lettino aggiuntivo, televisione e riscaldamento. La struttura ha un servizio di ristorazione interno con menù fisso su prenotazione anticipata.

Top guest favourite
Farm stay
4.99 out of 5 average rating, 330 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.

Popular amenities for Castiglioncello rentals with a pool

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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 £23 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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