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Holiday 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 favourite
A private rooftop terrace features comfortable loungers and elegant lanterns, offering an unobstructed view of the Aegean Sea at sunset. The soft hues of the twilight sky and the surrounding glass railing create an inviting space for relaxation.
Home
4.98 out of 5 average rating, 133 reviews

D'Angelo Sunset Penthouse by the windmills

D’Angelo Sunset Penthouse by the windmills is a newly renovated private penthouse located in the heart of Mykonos. The Penthouse's breath-taking panoramic view of the Aegean Sea and Mykonos Town is only one of the reasons which make D’Angelo Sunset the perfect choice for your holidays. Both the interior and exterior areas will host unforgettable moments during your stay in Mykonos. A short walk (50 m) to the famous Windmills, Little Venice and the historical centre as well as the Fabrika square

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, 382 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
Two glasses of sunset cocktails are placed on a small wooden table beside a reclining chair. A vibrant sunset casts warm hues across the sky and reflects on the calm sea, creating a serene backdrop. A distant island is visible on the horizon.
Villa
4.95 out of 5 average rating, 107 reviews

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

Top guest favourite
An outdoor terrace overlooks a scenic landscape, featuring a mini pool surrounded by a stone border. A shaded pergola offers space for relaxation, complemented by vibrant plants and gravel pathways that blend seamlessly with the white walls.
Cycladic home
5 out of 5 average rating, 190 reviews

Eye of Naxos sky. Unique view and privacy.

Modern Cycladic Designed and Comfortable House with incredible light and spectacular views located in a privileged environment with one bedroom and big terrace! The house is located 2km from Naxos town on the hill, overlooking Naxos Bay with a breathtaking view. This cozy house offers you everything for your holidays! The house is built on a huge rock and you have garden, a very big terrace with barbeque, pergolas, built sofas, and your own mini pool! Recommended from Conde Nast traveller!

Top guest favourite
A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.
Guest suite
4.97 out of 5 average rating, 178 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

Top guest favourite
A spacious outdoor area features a private swimming pool with clear blue water, surrounded by wooden decking. Lounge chairs are arranged nearby, and a covered seating area is visible in the background, complemented by natural stone accents and green landscaping.
Home
4.99 out of 5 average rating, 105 reviews

Villa Blue Pearl, with private pool and sea view

Villa Blue Pearl is an 1 bedroom property with private swimming pool which is located in Elitas, a small hill just 3.5 km from Parikia the capital of Paros and the port. Our villa is totally independent and has an unobstructed sea view to the port of Parikia. Our private swimming pool provide to our guests relaxing moments sitting to our over-sized built in sofas. We also provide to our guests our homemade products. It is our pleasure if you choose our villa for your holidays in Paros.

Top guest favourite
Home
4.95 out of 5 average rating, 211 reviews

Infinity Private Pool 500m from Beach & MykonoTown

5 Min walk to Ornos Beach and 10 Min drive to Mykonos Town Stunning two bedroom property with a private pool and breathtaking sea views of Ornos bay Just a few steps away from the beach and Ornos town where you can find a plethora of restaurants, supermarkets, bakeries and beach bars This property was created with guests comfort in mind, and decorated with the timeless modern Cycladic design, providing you with a relaxing getaway for friends, families or a pair of couples

Top guest favourite
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
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.

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.

Guest favourite
Two wooden lounge chairs with cushioned backs are positioned beside a private swimming pool, offering expansive views of the Mykonos landscape. The bright blue sky contrasts with the turquoise water, while the Aegean Sea sparkles in the background, framed by rolling hills.
Flat
4.99 out of 5 average rating, 254 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.

Top guest favourite
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
4.96 out of 5 average rating, 270 reviews

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.

Top guest favourite
A serene pathway leads through landscaped gardens with blooming yellow flowers and greenery. Whitewashed buildings with wooden accents and doorways are visible, enhancing the inviting atmosphere of the property. Clear blue skies create a tranquil backdrop.
Flat
4.97 out of 5 average rating, 115 reviews

Deluxe Room By Sunset Paros Naousa

Enjoy a cozy retreat in our Deluxe Room, featuring 25 sqm of space, a private balcony with city views, and a comfortable Queen size bed. With a fully equipped kitchenette and a private bathroom with a full shower, this room is perfect for couples seeking a relaxing getaway. Plus, guests have access to the communal pool for a refreshing dip. Accomodates up to 2 Adults + 1 Infant Only.

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