Holiday rentals with a pool in Regional Unit of Islands

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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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Guest favourite
A serene private pool overlooks the expansive sea, creating a peaceful atmosphere. A shaded area provides a comfortable space, while the bright blue water reflects the clear sky. The nearby white structure features a simple design, enhancing the focus on the tranquil setting.
Cycladic home
4.86 out of 5 average rating, 158 reviews

Sailing blue beach villa,private pool,on the beach

Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.

Guest favourite
A guest relaxes by the infinity pool, partially submerged in water. The bright blue of the pool merges with the Aegean Sea in the background, where distant islands are visible. A large sunhat adds a touch of leisure to the serene outdoor setting.
Flat
4.99 out of 5 average rating, 135 reviews

Sunset Villa w. Infinity Pool near Beach & Town

This new property stands at the top of the hill, overlooking Agios Giannis beach. It sleeps up to 4 guests. The outdoor area is very large and private The breathtaking infinity pool with sunbeds has an amazing view of the Aegean Sea and the island of Delos. While laying on the sunbeds, you have the feeling that the pool and the sea are one, as the sea starts where the pool ends and it provides the most amazing sunset views you will ever see in your life Read the Reviews for more information

Guest favourite
Home
4.88 out of 5 average rating, 206 reviews

Elafonisi Couples Retreat | Ellafos Living

At Ellafos Traditional Living, guest safety and well-being are our top priorities. Our complex of eight traditional Cretan-style stone houses is thoughtfully designed for adults seeking tranquility, authenticity, and comfort. As a family-owned retreat, we are committed to delivering exceptional hospitality in a peaceful, child-free environment. Guests aged 16+ are welcome. Thank you for choosing Ellafos Traditional Living we remain dedicated to making your stay truly exceptional.

Guest favourite
Home
4.82 out of 5 average rating, 183 reviews

Elafonisi Couples Retreat | Ellafos Living

At Ellafos Traditional Living, guest safety and well-being are our top priorities. Our complex of eight traditional Cretan-style stone houses is thoughtfully designed for adults seeking tranquility, authenticity, and comfort. As a family-owned retreat, we are committed to delivering exceptional hospitality in a peaceful, child-free environment. Guests aged 16+ are welcome. Thank you for choosing Ellafos Traditional Living we remain dedicated to making your stay truly exceptional.

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, 221 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
An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.
Flat
5 out of 5 average rating, 218 reviews

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Guest favourite
An infinity pool extends towards the horizon, offering panoramic views of the Libyan Sea at sunset. The elegant villa is positioned on a hillside, surrounded by greenery. Soft lighting from the pool creates a serene ambiance as the sky transitions to twilight.
Villa
4.94 out of 5 average rating, 78 reviews

Villa luxury sea view pool&saouna Crete Greece

Set in Kato Rodhákinon, Villa Amphithea features accommodation with a private pool. The property has garden views and is 45 km from Chania Town. With direct access to a balcony, the air-conditioned villa consists of 3 bedrooms. The accommodation is equipped with a kitchen. The villa offers a terrace. Balíon is 48 km from Villa Amphithea, while Rethymno Town is 23 km from the property. The nearest airport is Chania International Airport, 42 km from the accommodation.

Guest favourite
Sheer curtains softly frame the expansive view of the sparkling sea, creating a serene atmosphere. A minimalist chair is positioned in the foreground, with a colorful towel draped over it. The warm light casts gentle shadows, highlighting the seamless connection to the outdoor scenery.
Villa
4.98 out of 5 average rating, 58 reviews

LASPI HOUSE no1 / PRIVATE POOL/SEA VIEW

LASPI is a hospitality project that consists of two villas, equipped with all you need to take a break and escape the noise. It is literally built by the sea. Enjoy the sound of waves night and day. This is House 1 and we all it Petres (after the greek word for stones) A 150m² villa with a private swimming pool and a spectacular view of the Saronic gulf. Enjoy the view of sea and coastline while you wake up, from our 4m high bedroom windows.

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
4.95 out of 5 average rating, 281 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 private infinity pool glimmers under the clear sky, surrounded by loungers and built-in seating. Lush greenery frames the space, with unobstructed views of the Cretan Sea and distant hills beyond. The tranquil setting invites relaxation and offers a seamless connection to nature.
Flat
5 out of 5 average rating, 110 reviews

Lux Apartment in the Pines with stunning sea view.

Welcome to Kyanon House and Apartment, a scenic, luxurious 2-bedroom, 2- bath apartment with private infinity pool and hydro massage and stunning views of the Cretan sea and town of Chania. Only minutes away from City center and area beaches. Guests of all backgrounds are welcome, this apartment is ideal for couples, and families year round who want to vacation in luxurious comfort and privacy.

Top guest favourite
An outdoor area showcases a serene pool surrounded by sun loungers. A shaded cabana adds a touch of elegance, while panoramic views of the Aegean Sea stretch into the horizon under a clear blue sky.
Cycladic home
4.9 out of 5 average rating, 142 reviews

"Dream Home" Master Villa

Your "Dream Home " in Santorini is located in the east part of island in the picturesque village of Imerovigli and offers a taste of peace and tranquility away from the crowds and the busy part Minutes away from the center of the island and on the way to Oia this house compines calmness and relaxation with stunning views to the Aegean Sea and nearby islands

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, 287 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.

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 holiday rentals

    Explore 1,660 holiday rentals in Regional Unit of Islands

  • Verified guest reviews

    Over 32,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wifi availability

    1,620 of Regional Unit of Islands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Regional Unit of Islands rentals

  • 4.8 Average rating

    Regional Unit of Islands stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Regional Unit of Islands’s top spots include Acropolis, Plaka and Acropolis Museum

Destinations to explore