Vacation rentals with a pool in Aegean Islands

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Top-rated rentals with a pool in Aegean Islands

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

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Top guest favorite

A striking view of the villa's exterior showcases a turquoise swimming pool adjacent to a lush green lawn. The coastline and calm blue waters of the sea are visible in the background, with sailboats gently passing by, enhancing the scenic landscape.

Cottage in Attica

En plo villa Sounio

En Plo Villa is a captivating 3-level haven perched on impressive seafront cliffs, offering breathtaking panoramic views. This idyllic retreat enjoys convenient proximity, just 30 mins from the airport and 50 mins from vibrant Athens. The iconic Temple of Poseidon is a mere 10-minute drive away. Lavrio city is easily accessible, less than 4 mins by car. The surrounding area boasts stunning beaches. The closest beach is 2 mins away, renowned as one of the region's most popular and well-appointed.

4.97 out of 5 average rating, 191 reviews

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

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

4.95 out of 5 average rating, 416 reviews

Top guest favorite

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

4.99 out of 5 average rating, 177 reviews

Top guest favorite

A spacious living area features comfortable seating arranged around a glass coffee table. Large sliding doors provide a panoramic view of the sea and pool area, allowing natural light to brighten the space. Stone accents complement the modern design of the furnishings.

Villa in Venio Daskalio

Forecastle

Our beautiful Villa is located in a hidden heaven mounted rock, which is covered by the sea as far as the human eye can see. The rough, authentic beauty of nature is beautifully linked to the superior design and luxury of the building. Our villa will be a pleasant surprise with its minimal design, in absolute respect to the simple lines of nature, with a view to the sun emerging from the mountains of Evia. A small staircase leads to a private rock beach with calming crystal clear waters.

4.97 out of 5 average rating, 108 reviews

Guest favorite

A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.

Guest suite in Pyrgos Kallistis

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

4.96 out of 5 average rating, 208 reviews

Top guest favorite

Villa in Pyrgos Kallistis

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

4.97 out of 5 average rating, 155 reviews

Top guest favorite

A spacious living area features large sliding glass doors that open to a panoramic view of Lygaria Bay. A modern sofa is accompanied by two round wooden coffee tables, and a potted plant adds a touch of greenery. Stylish art decorates the walls.

Villa in Agia Pelagia

Villa w/Private Pool & Sea View, 400 to the beach

💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.

5.0 out of 5 average rating, 113 reviews

Top guest favorite

A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.

Cycladic home in Fira

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

4.99 out of 5 average rating, 115 reviews

Top guest favorite

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

Guest suite in Oia

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

4.99 out of 5 average rating, 236 reviews

Top guest favorite

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

Place to stay in Vothonas

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 299 reviews

Guest favorite

A bright living area is highlighted by large windows offering expansive views of the sea. A modern television is mounted on the wall, complemented by a minimalist shelf. Natural textures are incorporated through a woven rug and pendant lighting, enhancing the serene ambiance.

Villa in Mykonos

SeaCode Villas, White Villa

Just 4 km from Mykonos Chora, perched on the island’s southern hills, in synch with its surroundings, the new built, whitewashed Sea Code Mykonos Villa offers breathtaking sea vistas on to Platis Gialos, Agia Anna, and Paraga beaches, spellbinding sunset and sunrise views, manicured gardens, a private pool, a jacuzzi, along with sumptuous, stylish interiors.

4.89 out of 5 average rating, 101 reviews

Top guest favorite

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 in Pyrgos Kallistis

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.

4.96 out of 5 average rating, 313 reviews