Vacation rentals with a pool in Regional Unit of Islands

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Top-rated rentals with a pool in Regional Unit of Islands

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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, 28 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

An outdoor area is highlighted by a private swimming pool, surrounded by greenery and modern fencing. A comfortable seating arrangement consists of a large, cushioned sofa and a small table, creating a relaxing space for guests to enjoy leisure time by the water.

Home in Argyroupoli

4.96 out of 5 average rating, 157 reviews

Modern & Cozy suite with swimming pool

Welcome to the Garden Suite at Urban Serenity Suites – a modern, self-contained space in the peaceful suburb of Argyroupoli, Athens. Just minutes from the metro and with easy access to the city center, airport, and southern coast, this suite is perfect for both business and leisure travelers. Whatever brings you to Athens, you'll enjoy the privacy, style, and comfort of your own private courtyard – ideal for relaxing – along with access to a quiet, semi-private pool just steps from your door.

Top guest favorite

A sparkling swimming pool reflects the clear blue sky, framed by a stone patio with lounge chairs. The two-story villa features an arched balcony and greenery surrounding the property, creating a peaceful atmosphere. Sun loungers are positioned beside the pool, inviting relaxation.

Home in Kalyvia Thorikou

4.93 out of 5 average rating, 110 reviews

VILLA DRYAS-Pool&seaview private Villa-Lagonissi

Splendid relaxing stay on top of a hill just above the sea. Family holiday in a private, traditional rustic style,2-storey villa of 160 m2 in a 1250 m2 garden with a 40 m2 swimming pool, ponds, bbq and many different options to sit and enjoy the wonderful view. All the facilities are for the exclusive use up to 6 visitors (+1baby) who enjoy to combine the calm and quiet of nature with the vivid options of the coastal front of Attica. Just an hour from center of Athens and 25 min from Airport.

Top guest favorite

An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 116 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

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, 127 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.

Top guest favorite

Cottage in Platanias

5 out of 5 average rating, 123 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.

Top 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, 99 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

A private outdoor plunge pool is set against a backdrop of smooth white walls, featuring rounded architectural elements. A door with a blue frame leads into the accommodation, complemented by a small lantern positioned on the pool deck, providing a serene atmosphere.

Cave in Oia

4.95 out of 5 average rating, 375 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Guest favorite

An outdoor terrace features wooden beams and a serene view of the coastline. Two lounge chairs are positioned for relaxation, complemented by a seating area with soft cushions. A refreshing pool extends into the distance, while the horizon showcases vibrant blue waters.

Home in Naxos

4.8 out of 5 average rating, 155 reviews

Villa Katerina

Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach

Top guest favorite

An outdoor area features a tranquil infinity pool surrounded by a manicured lawn. Two lounge chairs sit alongside the pool, offering views of the sea and distant mountains under a colorful sky at sunset.

Home in Panagia

4.88 out of 5 average rating, 154 reviews

Villa, breathtaking view, pool

In Palaia Epidavros, villa with swimming pool, 2 minutes from the beach and 5 minutes from the village. The apartment includes a big living room, fully equipped kitchen, two bedrooms and two bathrooms. The large private terrace overlooks the sea and the 12-meter swimming pool in the outside living and BBQ area. The apartment is available all year round. Full refurbishment in 2024 - all pictures not yet updated.

Top guest favorite

Villa in Agia Pelagia

5 out of 5 average rating, 87 reviews

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

Kokomo Villas perch on a hill, providing stunning views of Lygaria Bay within the broader Agia Pelagia region. A quick 25-minute drive from Heraklion or Heraklion Airport, these villas are conveniently accessible from the highway, making them an excellent hub for exploring local attractions. ★Distances★ nearest beach 400m nearest grocery 200m nearest restaurant 700m Heraklion airport 22km

Top guest favorite

Villa in Koroni

4.99 out of 5 average rating, 133 reviews

Gerakada Exclusive-Seaview Villa with Private Pool

This stunning stone-built villa offers a private pool for ultimate relaxation and is conveniently located near local beaches, restaurants, and amenities such as supermarkets, bars, and taverns. Zaga beach and Agia Triada are located on 6min away! Guests can enjoy free WiFi and parking. It's an exceptional choice for a memorable and relaxing vacation.