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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 $50 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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Superhost
A serene coastal view displays glistening water reflecting sunlight. Smooth pebbles and rocky formations line the shore, while gentle waves lap against the beach. A lush, grassy area with wooden railings is positioned in the foreground, contributing to the tranquil landscape.
Home in Rosignano Marittimo
4.86 out of 5 average rating, 21 reviews

MAM house with pool and exclusive beach access

Nestled in a large park with a private path down to the sea, a swimming pool, and a new synthetic tennis court, this apartment is perfect for a relaxing and unforgettable vacation a stone's throw from Castiglioncello. Equipped with private parking and a separate entrance, Casa Mam consists of a living area with a sofa bed, a fully equipped kitchen, a double bedroom, a second bedroom with two single beds, and a bathroom with a shower. A large private garden will allow you to dine with your friends.

Superhost
Home in Montescudaio
4.96 out of 5 average rating, 135 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
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.

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.

Luxe
An infinity pool is set against a backdrop of lush greenery, with comfortable seating options placed nearby. Soft lighting creates a serene atmosphere as the landscape gently slopes away, revealing hills in the distance under a twilight sky.
Villa in Lucca
4.94 out of 5 average rating, 32 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

Lush vegetation invites you to surround to huge stretches of verdant woods. Extensive views towards the city of Lucca and the Tuscan rolling hills on the back are ready to embrace you during lazy summer days. Time can be stopped at Villa Lina, and you will easy forget your busy life left behind. If Stendhal syndrome is known to develop when encountering something overwhelmingly beautiful, then be careful, as you could be subject to it at this magic place.

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.

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, 143 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.

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 199 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 inviting outdoor patio is showcased, featuring a heated hot tub, a dining table set for four, and comfortable loungers. Privacy is offered by surrounding greenery and stylish wooden screens. The space is bathed in soft natural light, creating a serene atmosphere for relaxation.
Condo in Chioma
4.8 out of 5 average rating, 5 reviews

[JACUZZI\ Private Beach]Modern house in Chioma

Brand new luxury apartment in Porticciolo di Chioma with Jacuzzi, reserved parking, and access to a private beach with umbrella and sunbeds (services available until 20/9). Fully renovated with high-end finishes and quality materials for a relaxing and comfortable stay in one of Tuscany’s most scenic locations. From 20/9, pool, bar, restaurant, and equipped beach will be closed until next summer.

Superhost
Villa in Lucca
4.98 out of 5 average rating, 118 reviews

Entire Villa Barsocchini

Villa from the 1500s spread over 3 floors with a total area of 1200 square meters surrounded by the green hills of Lucca! Many rooms, 9 bedrooms, 9 bathrooms, swimming pool surrounded by olive groves. Ideal location to enjoy the peace and quiet of the countryside with a large group of relatives and/or friends just a few kilometers from the center

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.
Condo in Castiglioncello
4.88 out of 5 average rating, 58 reviews

Apartment in Farmhouse near the Sea

The 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 maquis. Equipped with a kitchen, bathroom, bedroom, extra bed, television and heating. The property has an in-house catering service with a fixed menu upon advance booking.

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.
Villa in Castagneto Carducci
4.99 out of 5 average rating, 123 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

When is the best time to visit Castiglioncello?

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Avg. price$331 NZD$328 NZD$313 NZD$294 NZD$355 NZD$351 NZD$390 NZD$378 NZD$298 NZD$254 NZD$313 NZD$393 NZD
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