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Holiday rentals with a pool in Regional Unit of Islands

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Top-rated rentals with a pool in Regional Unit of Islands

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
An inviting private swimming pool is set in a tranquil outdoor area, surrounded by natural greenery. Comfortable sun loungers are arranged nearby, providing a relaxing spot for guests to unwind. Soft lighting enhances the evening ambiance, creating a serene space to enjoy.
Villa
4.98 out of 5 average rating, 113 reviews

Chania City Villa Elvina: 24/7 Warm Pool - Hot Tub

City Villa Elvina is located only 15 min walk from the City Center of Chania, the Old Harbour & the Old Market where everything is under your feet: bakeries, food & fruit markets, butcher & fish shops, wine cellars, beachfront restaurants, bars, coffee shops, museums, cinemas, clothing stores City Villa Elvina is 14 kilometers away from Chania International Airport (25 minute drive) and 7 kilometers away from the Port of Souda (15 minute drive) City Villa Elvina is in a privileged area of Chania

Top guest favourite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home
4.95 out of 5 average rating, 387 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Top guest favourite
A private swimming pool reflects sunlight with shimmering blue tones, set against a backdrop of tranquil water and distant hills. The pool's edge is framed by light-colored stone, enhancing the serene atmosphere of the outdoor space.
Home
4.95 out of 5 average rating, 111 reviews

Artemis: Breathtaking view! Private Swimming Pool

Breathtaking view! EOT license 0208Κ92000302501 Offer yourself holidays the historical area of Marathon just outside Athens. The villa is in a walking distance from the picturesque beach of Schinias, the National Park, Dikastika, where the coastal pine forest reaches the water's edge. Athens cultural life and nightlife is accessible within an hour. Enjoy water sports, Daily trips to islands and many archaeological sites, Bird watching-Ringing, walking at the National Park.

Top guest favourite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite
4.98 out of 5 average rating, 218 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Top guest favourite
A charming stone cottage sits against a backdrop of rolling hills and the sea, with a gently illuminated sky at dusk. Rustic wooden furnishings are arranged on a terrace, adorned with potted plants, offering stunning views of the landscape.
Cottage
4.99 out of 5 average rating, 103 reviews

The Byzantine Chapel Kythira

The BYZANTINE CHAPEL COTTAGE is a truly romantic hideaway. Enjoy complete and total privacy with exceptional sea views and starry nights from your private terrace. LGBTQ+ friendly, clothing optional, and secluded; the chapel is self-contained: comprising a lounge, equipped kitchen (+espresso machine); Shower/WC suite and a mezzanine bedroom. It has its own private access. Experience a perfect night's sleep, wrapped in luxurious bedlinen on a good quality mattress.

Guest favourite
A shaded outdoor lounge area is highlighted by a wooden pergola, providing a view of the sea and coastline. Two loungers face a tranquil pool, while a red sofa with cushions offers additional seating. Surrounding stone walls enhance the secluded atmosphere.
Home
4.81 out of 5 average rating, 165 reviews

Villa Katerina

Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach

Guest favourite
A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.
Cycladic home
4.97 out of 5 average rating, 149 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Top guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home
5 out of 5 average rating, 216 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Top guest favourite
A charming stone villa is enveloped by lush green ivy, standing beside a tranquil private swimming pool. The deep blue door contrasts with the warm stone exterior. Tropical plants and vibrant greenery are seen throughout the surrounding area, enhancing the villa's serene atmosphere.
Cottage
4.98 out of 5 average rating, 129 reviews

★ONLY FOR 2★, COSY STONE VILLA PRIVATE POOL WiFi

Villa 'Sofas' is the perfect romantic holiday haven. Open the wooden picket gate and step into the delightful stone paved courtyard, set behind the stone wall. The villa is built in warm honeyed limestone, and the old wooden shutters and ivy combine to create a wonderful building, full of character. Surrounded by mature shrubs, lush foliage and stone patios, it is easy to imagine you have stepped back in time.

Top guest favourite
A private infinity pool glimmers under the clear sky, surrounded by loungers and built-in seating. Lush greenery frames the space, with unobstructed views of the Cretan Sea and distant hills beyond. The tranquil setting invites relaxation and offers a seamless connection to nature.
Flat
5 out of 5 average rating, 105 reviews

Lux Apartment in the Pines with stunning sea view.

Welcome to Kyanon House and Apartment, a scenic, luxurious 2-bedroom, 2- bath apartment with private infinity pool and hydro massage and stunning views of the Cretan sea and town of Chania. Only minutes away from City center and area beaches. Guests of all backgrounds are welcome, this apartment is ideal for couples, and families year round who want to vacation in luxurious comfort and privacy.

Top guest favourite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home
4.96 out of 5 average rating, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Superhost
Villa
5 out of 5 average rating, 5 reviews

Traditional Villa Astra in Antiparos with Private

Welcome to Paralos Houses, a haven of traditional elegance. Discover Villa Astra in Antiparos, featuring three autonomous, two-story houses accommodating up to 6 people each. With 2 bedrooms, 2 bathrooms, a cozy living room with a fireplace, and a fully equipped kitchen boasting high-end appliances, every detail is designed for your comfort.

Popular amenities for Regional Unit of Islands rentals with a pool

Quick stats about holiday rentals with a pool in Regional Unit of Islands

  • Total holiday rentals

    Explore 1,650 holiday rentals in Regional Unit of Islands

  • Verified guest reviews

    Over 32,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 440 rentals that welcome pets

  • Rentals with dedicated workspaces

    710 properties have a dedicated workspace

  • Wifi availability

    1,630 of Regional Unit of Islands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Regional Unit of Islands rentals

  • 4.8 Average rating

    Regional Unit of Islands stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Regional Unit of Islands’s top spots include Acropolis, Plaka and Acropolis Museum

Destinations to explore