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Holiday rentals with a pool in Regional Unit of Islands

Find and book unique homes with a pool on Airbnb

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
Cycladic home in Oia
4.95 out of 5 average rating, 368 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

Guest favourite
Home in Argyroupoli
4.96 out of 5 average rating, 165 reviews

Modern & Cozy suite with swimming pool

Welcome to the Garden Suite at Urban Serenity Suites – a modern, self-contained space in the peaceful suburb of Argyroupoli, Athens. Just minutes from the metro and with easy access to the city center, airport, and southern coast, this suite is perfect for both business and leisure travelers. Whatever brings you to Athens, you'll enjoy the privacy, style, and comfort of your own private courtyard – ideal for relaxing – along with access to a quiet, semi-private pool just steps from your door.

Top Guest favourite
Villa in Platanias
5 out of 5 average rating, 130 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 favourite
Apartment in Limenas Chersonisou
4.96 out of 5 average rating, 133 reviews

Seafront Apt. by Myseasight.com Studio Gardenview

Escape to Seafront Suites, a private hideaway beside a celestial blue sea on Hersonissos stunning Beach Rivera. Nestled on a tranquil and secluded bay with panoramic views and sunsets that dazzle, the rest of the world does not exist, giving you freedom to release your inhibitions and live for the moment. More information Our luxury Suite with garden view is modern and minimalist with extremely comfortable guest rooms, earth tones and modern touches to soothe the mind and warm the soul.

Top Guest favourite
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 favourite
Cottage in Xirosterni
4.99 out of 5 average rating, 108 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 favourite
Villa in Νάξος
5 out of 5 average rating, 110 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.

Top Guest favourite
Villa in Gerolakkos
4.98 out of 5 average rating, 153 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.

Guest favourite
Home in Naxos
4.81 out of 5 average rating, 160 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

Top Guest favourite
Cottage in Kissamos
4.99 out of 5 average rating, 113 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 favourite
Cycladic home in Akrotiri
5 out of 5 average rating, 213 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 favourite
Home in Heraklion
5 out of 5 average rating, 137 reviews

Hammam, Private Pool & Home Cinema - Green Sight

**NEW** Private Swimming Pool (3.50mx6.2m) **NEW** Private, Hammam Style, marble Steam Room -inside- the apartment and at guest's disposal! At an ideal location, near the city of Heraklion but way far from city groove, Green Sight Apartment can offer tranquility and a memorable, comfort stay. Enjoy your stay on a modern setting among with an emphatic garden setup with City and Sea Views, only 9km from Heraklion City.

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 rentals

    1.7K properties

  • Total number of reviews

    33K reviews

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Pet-friendly rentals

    440 properties allow pets

  • Rentals with dedicated workspaces

    730 properties have a dedicated workspace

  • Wi-Fi availability

    1.7K properties include access to Wi-Fi

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