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Holiday rentals with a pool in Castiglioncello

Find and book unique homes with a pool on Airbnb

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 $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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, Wifi and Pool across Castiglioncello rentals

  • 4.8 Average rating

    Castiglioncello stays are highly rated by guests—averaging 4.8 out of 5!

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 rustic home is nestled amidst lush greenery, featuring warm yellow walls and dark window shutters. Climbing vines and foliage surround the property, enhancing the serene landscape. The sky above is bright with white clouds, creating a tranquil setting.
Farm stay in Vicopisano
4.94 out of 5 average rating, 102 reviews

17th Century converted convent with olive grove

Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins

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Guest favourite
Home in Montescudaio
4.96 out of 5 average rating, 134 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

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Top Guest favourite
Apartment in Castiglioncello
5.0 out of 5 average rating, 8 reviews

Historic fattoria with pool

The property is about 1 km from the sea (only 8-10 minutes' walk) and has about 150 hectares of land in the hinterland with grain fields, maquis and olive trees as well as a small lake. The Fattoria with about 150 square meters of living space was built around 1800 and has since served the family as a summer and country residence. At the front is a classic garden. The 6 x 20 meter pool is also used by 2 other guest families, but offers enough retreat options due to the spacious complex.

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Top Guest favourite
Home in Massa Marittima
5.0 out of 5 average rating, 72 reviews

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

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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, 137 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.

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Top Guest favourite
A panoramic view captures a charming estate set against rolling hills and a clear blue sky. The property features a saltwater pool surrounded by lush greenery. The landscape is dotted with cypress trees and fields in varied shades of green and brown.
Guest suite in Santa Luce
5.0 out of 5 average rating, 46 reviews

Oliva Suite - La Vitaverde Agriturismo

Adults only - minimum age 18 years | Our suites are self-catering apartments, and we do not offer traditional hotel services! Agriturismo La Vitaverde is more than just a place to stay. Nestled among gentle hills and fragrant olive groves, our lovingly restored estate combines tradition and comfort in perfect harmony. Here, you can escape the hustle and bustle of everyday life, enjoy the rustic charm of the region, and immerse yourself in the relaxed lifestyle of Tuscany.

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Guest favourite
An inviting outdoor space features a tranquil infinity pool surrounded by manicured lawns and elegant lounge chairs. The scene is enhanced by a backdrop of rolling hills and a colorful sunset, complemented by strategically placed trees and softly glowing outdoor lighting.
Villa in Montecarlo
4.93 out of 5 average rating, 14 reviews

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair

Nestled amidst the rolling hills of Lucca, lies a true haven of luxury and tranquillity: the epitome of Tuscan elegance fused with contemporary opulence. Welcome to Villa Sunkiss, which is part of the bespoke Tenuta Sima Winery where every detail is crafted to elevate your senses and soothe your soul.<br>As you approach the property, a sense of anticipation builds, greeted by the sight of lush, manicured private vineyards stretching as far as the eye can see.

LocationFamilyCondition

Top Guest favourite
A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.
Home in Rosignano Marittimo
4.95 out of 5 average rating, 107 reviews

Frontemare house with exclusive sea access

Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.

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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
4.96 out of 5 average rating, 142 reviews

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

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Top Guest favourite
Holiday home in Lajatico
5.0 out of 5 average rating, 39 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.

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Guest favourite
A charming wooden cabin is nestled amidst greenery, featuring a spacious deck with seating. Large windows provide ample natural light. The surrounding landscape showcases lush plants and trees, enhancing the connection to nature.
Tent in Monsummano Terme
4.91 out of 5 average rating, 66 reviews

Luxury tent in the countryside

The splendid setting of this romantic place surrounded by nature will leave you speechless, you can immerse yourself in a Finnish tub with heatable water while enjoying a breathtaking view and sunset. In our tent you can also enjoy a private internal bathroom and an exclusive external patio If you are looking for relaxation this is the best location for you!

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Superhost
Condo in Rosignano Solvay-Castiglioncello
5.0 out of 5 average rating, 4 reviews

Villa Lighea-Casa Tita, with a swimming pool and private garden

Private terrace and garden overlooking the sea, a short walk from the promenade of Castiglioncello — one of the most beautiful villages in Tuscany. Casa Tita is an independent apartment on the ground floor of Villa Lighea, a beachfront villa surrounded by greenery, with access to the promenade and a condominium swimming pool with seawater.

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Popular amenities for Castiglioncello rentals with a pool

When is the best time to visit Castiglioncello?

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Avg. price$334 NZD$330 NZD$315 NZD$296 NZD$357 NZD$354 NZD$393 NZD$381 NZD$300 NZD$256 NZD$315 NZD$396 NZD
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