Vacation rentals with a pool in Islands

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Top-rated rentals with a pool in 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, 16 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

Apartment in Pyrgos Kallistis

4.97 out of 5 average rating, 103 reviews

Martynou View Villas

Martynou View villas is a special villa,located in Pyrgos village.Only 10 minutes driving distance from Fira,Santorini's capital or from Perissa perivolos and Kamari Beach.Just a few steps away from the traditional and peaceful village of Pyrgos.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,speaker,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Top guest favorite

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 110 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!

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.

Condo in Argyroupoli

4.95 out of 5 average rating, 145 reviews

Modern & Cozy studio with swimming pool

This newly built studio, located in the charming suburb of Argyroupoli in Athens, offers easy access to the public transportation network. Ideal for families, couples, and leisure or business travelers, this studio offers a relaxing and enjoyable stay. The studio features a spacious and comfortable bed, a convertible sofa bed in the living room, a fully equipped kitchen, and a modern bathroom. Guests can also enjoy the outdoor area, which includes a private yard and a shared swimming pool.

Guest favorite

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 in Oia

4.97 out of 5 average rating, 152 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.

Guest favorite

A bright outdoor view highlights the villa's modern design, featuring large glass doors that open to a spacious terrace. The private pool reflects the blue sky, while shaded areas with lounge chairs and an umbrella provide relaxation options. Nearby, greenery and hammocks enhance the tranquil atmosphere.

Cottage in Platanias

5 out of 5 average rating, 113 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.

Guest favorite

Cottage in Kythira

4.99 out of 5 average rating, 92 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 heated jacuzzi is located on a tranquil terrace, offering sweeping views of the sea and surrounding landscape. The clear blue water contrasts with the minimalist architectural design, highlighting the serene outdoor space. Soft earth tones complement the natural scenery.

Apartment in Pyrgos Kallistis

5 out of 5 average rating, 184 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.Greek breakfast (only from local fresh products) is served every morning.

Guest favorite

Home in Naxos

4.81 out of 5 average rating, 141 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

Guest favorite

A natural infinity pool is positioned on the patio's edge, surrounded by lush greenery and vibrant flowers. The expansive view reveals the southern gulf of the Peloponnese, with distant islands and coastline visible under a clear blue sky.

Cottage in Neapoli Voion

4.85 out of 5 average rating, 123 reviews

Little Paradise

Welcome to Little Paradise! Our guest house is located in Mesochori, one of the oldest villages of southern Peloponesse where tradition is still alive and time is irrelevant. It's a place of serenity where you can relax, get inspired and meditate The sounds of nature, the ocean and the views, the accommodation, the natural pool, the tree house - it's all here to make you feel like you have a second home where you truly belong

Top guest favorite

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

Cycladic home in Megalochori

4.98 out of 5 average rating, 127 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Top guest favorite

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 in Akrotiri

5 out of 5 average rating, 181 reviews

Akrorama Anemos - Private Pool & Caldera View

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.