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Holiday rentals with a pool in South Aegean

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Aegean

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

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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, 384 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 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
4.99 out of 5 average rating, 157 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 110 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
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
4.99 out of 5 average rating, 214 reviews

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.

Top guest favourite
A private outdoor veranda features two wooden lounge chairs positioned beside an outdoor plunge pool. Scenic views of the caldera and distant islands are visible, with the serene blue waters stretching towards the horizon.
Cave
4.99 out of 5 average rating, 314 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Guest favourite
A balcony features a small round table surrounded by two chairs, overlooking the sea. The clear blue sky and sunlight reflect off the water. There is a decorative item on the table, enhancing the outdoor space's inviting atmosphere.
Apartment
4.88 out of 5 average rating, 174 reviews

Family Studio - Sea View & Shared Pool, Gym, Bar

One space with twin beds (attached) &1 small double bed, kitchenette, bathroom (shower), and balcony with sea view. Located in an apartment complex: Shared Swimming pool, cafe-bar, outdoor mini gym, parking, 4'walking to Paradise beach (bus stop, water taxi, mini market, bars, and restaurants). PLEASE NOTE: By submitting a reservation request you agree that you accept the House rules (Additional / Detailed house rules section shown on this airbnb property listing).

Top guest favourite
A serene view of the private plunge pool is presented, reflecting the clear blue sky and the distant coastline. The pool area is framed by natural stone walls, creating a harmonious connection to the surrounding landscape. Green grass and gentle slopes lead toward the ocean.
Cycladic home
4.9 out of 5 average rating, 143 reviews

My Vintage Home, Private pool - Sea View, Naxos

A unique detached Stonehouse in Agios Prokopios with a small private pool and sea view .Situated just 7 minutes walk from the famous beach of Agios Prokopios . The perfect location to relax and enjoy your holidays . It has a bedroom with a queen size bed , a small living room area with a fully equipped traditional styled kitchen, a large sofa for the whole family and a large Wifi-Tv.The second bedroom includes three single beds and a second ensuite bathroom .

Guest favourite
An indoor cave pool is featured, with gentle blue lighting illuminating the water. Comfortable hanging chairs are positioned nearby, and smooth stone walls create an inviting atmosphere. A small jacuzzi is also visible, adding to the unique ambiance of the space.
Place to stay
4.97 out of 5 average rating, 213 reviews

Mystagoge Retreat with pool,jacuzzi,cellar,hammam

Mystagoge Retreat is a unique traditional house, which can accommodate up to four people. A private heated indoor cave pool with jacuzzi, a hammam and a wine cellar 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 and a dining area.

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.

Superhost
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave
4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

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.

Top guest favourite
A serene outdoor area features a swimming pool surrounded by stone-paved flooring, accompanied by lounge chairs under shaded umbrellas. Panoramic views of the coastline and distant islands are visible, enhancing the tranquil setting for relaxation.
Cycladic home
4.96 out of 5 average rating, 107 reviews

Heliolithos traditional guest houses

One of the most beautiful locations for holidays in all of Paros , our guest houses are of traditional Parinian design with the modern up to date amenities giving you comfort and relaxation situated in a prime location with the most amazing view of Paros. Feel free to contact us for any lodging information or other Paros info.

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