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Vacation 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 favorite
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 in Oia
4.95 out of 5 average rating, 370 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 favorite
A bright outdoor view highlights the villa's modern design, featuring large glass doors that open to a spacious terrace. The private pool reflects the blue sky, while shaded areas with lounge chairs and an umbrella provide relaxation options. Nearby, greenery and hammocks enhance the tranquil atmosphere.
Villa in Platanias
5 out of 5 average rating, 132 reviews

Villa San Pietro - walking distance to everything!

Villa San Pietro is approved by Greek Tourism Organisation & managed by "etouri vacation rental management" San Pietro is a beautiful one-ground-floor Villa, decorated in a lovely vintage style, equipped with quality appliances & furnishings. It is conveniently located within walking distance from the long sandy beach and the centre of the Platanias area, offering you a chance for a car-free & carefree holiday! The villa accommodates up to four guests — two in beds and two on the sofa bed.

Top guest favorite
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 in Oia
4.98 out of 5 average rating, 211 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 Boutique Residences, and the Ferry Port at approximately 23 km.

Top guest favorite
An inviting private plunge pool is visible, surrounded by modern lounge chairs. The pool's calm water reflects soft lighting from the adjacent outdoor spaces, enhancing the overall ambiance. The entrance to the cottage can be seen in the background, framed by warm wooden accents.
Cottage in Xirosterni
4.99 out of 5 average rating, 109 reviews

Chic Country Cottage For Two....

Asteri cottage is an open plan, bijou and beautifully designed one bedroom cottage. Perfect for couples and honeymooners. The boutique style interior opens up to large terraces for dining and relaxation. The ensuite shower room leads out from the calming bedroom to the private plunge pool, which is 2m by 4m in size. The pool can be heated with prior request. The cottage nestles between mature olive trees in an acre of beautiful Cretan countryside and is secluded from the main house.

Top guest favorite
An outdoor dining area features a large table set for a meal with various dishes and drinks. Lounge chairs are placed around a spacious pool that reflects the sea view. The surrounding landscape includes rolling hills and a clear blue sky.
Villa in Rethimno
4.96 out of 5 average rating, 128 reviews

Lygaries, villa Louisa , by the sea, no car needed

Villa Louisa is a luxurious three bedroom Villa, located in Panormo and it's conveniently located just 50 meters away from the beach, cafes and restaurants! The Villa has 3 ensuite bedrooms, 3 bathrooms, a 50m2 pool, BBQ facilities and amazing sea views! Walking distance to shops and restaurants! This villa with its location and facilities is the perfect base to sample Cretan hospitality to explore Crete and enjoy a relaxing family holiday! Διαβάστε περισσότερα για τον χώρο

Top guest favorite
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 in Kythira
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.

Top guest favorite
An outdoor patio features comfortable loungers facing the Aegean Sea, providing views of distant islands. A small table with a plant is positioned alongside a textured rug. The open space is shaded by a wooden pergola, and a swimming pool is partially visible in the background.
Villa in Νάξος
5 out of 5 average rating, 113 reviews

Arismari Villas Orkos Naxos

Villa Arismari is located on a serene hillside, surrounded by natural boulders, overlooking the beautiful coast of Orkos. We have a breathtaking panoramic view of the Aegean Sea and our neighboring island of Paros. We are situated between the main beach and smaller bays of Orkos. While enjoying the view that Villa Arismari offers prepare to take your most incredible selfies . Villa Arismari is a beautifully designed villa of Cycladic minimal architecture.

Guest favorite
A traditional stone villa is illuminated at dusk, surrounded by lush gardens and flowers. A wooden pergola provides shade to the outdoor dining area, which includes a BBQ. Pathways of stone lead through the green lawn, enhancing the peaceful outdoor setting.
Villa in Gerolakkos
4.98 out of 5 average rating, 154 reviews

Vrisali Traditional Stone Villa Heated Pool

Located in Yerolákkos, this detached villa features a garden with an outdoor pool. Guests benefit from terrace and a barbecue. Free WiFi is featured throughout the property. Towels and bed linen are available at Vrisali Traditional Stone Villa. Free private parking is also available on site. Chania Town is 20 min from Vrisali Traditional Stone Villa by car and Chania International Airport is 28 km. Τhe pool is heated on request with an additional charge.

Top guest favorite
A clear view of the plunge pool is presented, featuring pristine water reflecting sunlight. The rugged stone exterior of the mansion can be seen in the background, with wooden windows that add warmth to the tranquil setting.
Cottage in Kissamos
4.99 out of 5 average rating, 115 reviews

Harmony Hill House, with unique view and a pool!

LIVE IN HARMONY! Light and space...High ceilings... Wood and stone... Breathtaking sea-mountain views… A stone pool... All so close to magical beaches! This is what I call harmony! This traditional, fully renovated stoned flat mansion of 130 sqm and extra large yard could be your cool 'nest' after wandering around, because you deserve to calm, relax, enjoy and collect lifetime memories. Suitable for 5 people, with two extra roomy bedrooms.

Guest favorite
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 in Akrotiri
5 out of 5 average rating, 216 reviews

Akrorama Anemos - Private Pool & Caldera View

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 favorite
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 in Chania
4.98 out of 5 average rating, 126 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 favorite
A stone-built villa stands elegantly against a twilight sky, reflecting calm waters of the swimming pool. Warm lights illuminate the structure, emphasizing its architectural features. Outdoor seating is visible, complementing the tranquil atmosphere created by the surrounding landscape.
Villa in Koroni
4.99 out of 5 average rating, 156 reviews

Gerakada Exclusive-Seaview Villa with Private Pool

This stunning stone-built villa offers a private pool for ultimate relaxation and is conveniently located near local beaches, restaurants, and amenities such as supermarkets, bars, and taverns. Zaga beach and Agia Triada are located on 6min away! Guests can enjoy free WiFi and parking. It's an exceptional choice for a memorable and relaxing vacation.

Popular amenities for Regional Unit of Islands rentals with a pool

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

  • Total vacation rentals

    Explore 1,700 vacation rentals in Regional Unit of Islands

  • Verified guest reviews

    Over 33,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 440 rentals that welcome pets

  • Rentals with dedicated workspaces

    730 properties have a dedicated workspace

  • Wi-Fi availability

    1,680 of Regional Unit of Islands vacation rentals include wi-fi 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 Parthenon

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