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Vacation 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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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
4.95 out of 5 average rating, 22 reviews

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 💫

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, 122 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, 104 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
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, 125 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.

Top guest favourite
A private pool is set on a wooden deck, surrounded by neatly landscaped gardens. Two lounge chairs sit beneath a large umbrella, offering shade. The backdrop features rolling hills and vineyards, with mountains visible in the distance under a clear sky.
Home in Lucca
5 out of 5 average rating, 123 reviews

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

Top guest favourite
Vacation home in Lajatico
5 out of 5 average rating, 8 reviews

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.

Top guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano
4.96 out of 5 average rating, 107 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

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 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!

Superhost
The exterior of a historic Tuscan farmhouse is framed by lush greenery and blooming flowers. Large glass doors open onto a patio area, allowing for a seamless connection with the outdoors. Warm earth-toned walls complement the natural surroundings, creating a serene and inviting setting.
Apartment in Crespina Lorenzana
4.89 out of 5 average rating, 133 reviews

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.

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, 12 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.

Top guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Farm stay in Castagneto Carducci
4.99 out of 5 average rating, 114 reviews

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

Quick stats about vacation rentals with a pool in Castiglioncello

  • Total vacation rentals

    Explore 40 vacation rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Wifi availability

    40 of Castiglioncello vacation 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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