Vacation rentals with a pool in Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Islands

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

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Guest favorite

An outdoor area showcases two distinct pools, one heated and another designated for children. Sun loungers, accompanied by umbrellas, are arranged near the water. A spacious outdoor dining area is equipped with a table and chairs. The villa's stone facade adds a classic charm.

Villa in Skouloufia

4.98 out of 5 average rating, 118 reviews

Aegean Sunset Villas & Spa - 'Villa Sea'

Aegean Sunset Villas&Spa is the ideal villa for relaxation. In a traditional village Skouloufia,surrounded with olive trees and herbs,the view to Aegean sea & the sunset will make your vacation magnificent. Villa has a private heated pool 55sm with spa& a children's pool.The 2 bedrooms with private bathroom and spa,each one has a smart tv with satellite channels.The kitchen is fully equipment to prepare all your meals,as you can also use the BBQ on veranda.A playground for kids,make them happy!

Top guest favorite

A serene swimming pool is surrounded by natural stone tiles and two reclining lounge chairs facing the water. Lush greenery and flowering plants enhance the area, with a partially covered terrace visible in the background.

Tiny home in Islands

5 out of 5 average rating, 19 reviews

Oleander Cottage, pool side, stunning view.

Experience the magic tranquility and seclusion of our rural retreat. Oleander Cottage has been designed with great care to ensure the utmost comfort, whilst enjoying fabulous elevated panoramic sea-views across to the Peloponnese; and magical clear starry nights from your own terrace. LGBTQ+ friendly, and clothing optional. You are private, but have immediate access to the swimming pool with the same wonderful views. The cottage is fully equipped, and self contained with its own private entry

Top guest favorite

The stone villa is nestled in a lush olive garden, featuring a sparkling pool surrounded by sun loungers. Mountains provide a scenic backdrop, enhancing the tranquility of the outdoor space. Glass doors offer a seamless connection to the interior, inviting natural light into the home.

Home in Stoupa

5 out of 5 average rating, 14 reviews

The Mulberry - Garden, Sea & Sun

This newly built stone house with amazing pool was added by the owners to their existing house, situated in a large olive garden in the beautiful countryside overlooking the Messinian Sea. Blending perfectly with the traditional mani style, tastefully selected furniture and fabrics were used to decorate this special home. Amazing views to the mountains and the sea, completed by a roof top terrace for relaxing sun sets you will find plenty of space and privacy for a perfect holiday experience.

Guest favorite

A private outdoor heated pool offers a clear view of the sparkling sea and iconic blue-domed churches. The surrounding white architecture is complemented by a bright blue sky and rocky coastline, capturing the essence of Santorini's landscape.

Cycladic home in Oia

4.95 out of 5 average rating, 346 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 private terrace features a spacious infinity pool alongside a separate heated plunge pool. Comfortable lounge chairs are positioned by the pool, and a shaded dining area is visible under a modern pergola. Clear views of the sea and distant landscapes are offered.

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 112 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top guest favorite

A serene bedroom reveals a spacious bed with light linen, complemented by a vibrant pink chair. Floor-to-ceiling glass doors offer a panoramic view of the azure sea and a balcony adorned with natural wooden elements. Soft curtains partially frame the view, inviting peaceful natural light.

Home in Agios Pavlos

5 out of 5 average rating, 40 reviews

Muar Suite 4

Welcome to Muar Suites, an exquisite collection of five luxurious suites nestled in the enchanting landscape of south Crete, near the picturesque village of Agios Pavlos. The pool area is shared by the five suites. Boasting inspiring seaviews, this exclusive retreat is the perfect destination. Each of our elegantly designed suites showcases a unique and stylish handmade decoration. A small kitchen, COCO-MAT production beds and high-quality linens ensure the ultimate comfort for our guests.

Top guest favorite

An expansive rooftop terrace features spacious lounge beds arranged around a radiant infinity pool. Soft lighting illuminates the area, contrasting against the twilight sky that frames the horizon of the sea. A serene atmosphere is created for relaxation and enjoyment of the stunning ocean views.

Apartment in Limenas Chersonisou

4.96 out of 5 average rating, 123 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.

Guest favorite

Cottage in Platanias

5 out of 5 average rating, 117 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 60m2 property located in the full of life village of Platanias and in a mere five minutes you can reach the beach of Platanias on foot. Furthermore, all kinds of shops are within walking distance and Chania town is 13 km away. This ground floor villa can accommodate a couple or a family of four and its facilities include a private pool and a lovely garden.

Guest favorite

An outdoor area features a private pool surrounded by a stone patio, offering unobstructed views of the sea. The water's edge is marked by glass railing, while a lifebuoy is mounted on the adjacent wall, enhancing safety by the pool.

Home in Laurium

4.87 out of 5 average rating, 224 reviews

Cape Villa and Sounio

Cape Villa is a stunning, sunlit contemporary house right by the sea. It is perfectly placed to enjoy a relaxed vacation just by the sea, or to combine it with sightseeing around Athens. The house is located on the edge of the cape, just only 20 meters from the sea. It is about 35 minutes drive from Athens airport and about 50 minutes away from Athens city center. The center of Lavrion is only a 5 minute drive and there you can find many tavernas, coffee shops, super markets and bars.

Guest favorite

A refreshing swimming pool with clear water is surrounded by natural stone flooring. Two wooden lounge chairs with striped fabric are positioned on the edge, providing a place to relax and enjoy the surrounding landscape. The expansive view of the sea and distant mountains is visible under a bright blue sky.

Cottage in Kythira

4.99 out of 5 average rating, 92 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 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, 186 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.

Guest favorite

A private swimming pool with a curved edge is surrounded by sun loungers resting on a spacious terrace. Natural stone walls create a textured backdrop. Sunlight casts gentle shadows across the area, while rocky terrain is visible in the distance against a clear blue sky.

Apartment in Tourlos

5 out of 5 average rating, 234 reviews

Mykonos Divino 1 bd Sea View Villa - private pool

Mykonos Divino is a brand new complex ideally located at the peak of the hill "Agia-Sofia", above of the New Port of Mykonos and just 3km away from Mykonos town (Chora). Due to this location, offers panoramic and breathtaking views of Mykonos town, New port and the endless blue of Aegean Sea and some Cyclades Islands including the ancient sacred Island of Delos. All the villas in our complex have private swimming pools.