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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

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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 in Mikri Vigla
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
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.
Villa in Platanias
5 out of 5 average rating, 134 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 one-ground-floor Villa, decorated in a lovely vintage style, equipped with quality appliances & furnishings. It is conveniently located within walking distance from the long sandy beach and the centre of the Platanias area, offering you a chance for a car-free & carefree holiday! The villa accommodates up to four guests — two in beds and two on the sofa bed.

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 in Naxos
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 terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 218 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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Top guest favourite
A charming stone cottage sits against a backdrop of rolling hills and the sea, with a gently illuminated sky at dusk. Rustic wooden furnishings are arranged on a terrace, adorned with potted plants, offering stunning views of the landscape.
Cottage in Kythira
4.99 out of 5 average rating, 103 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.

Guest favourite
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
4.97 out of 5 average rating, 149 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 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 in Akrotiri
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.

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 in Vothonas
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 charming stone villa is enveloped by lush green ivy, standing beside a tranquil private swimming pool. The deep blue door contrasts with the warm stone exterior. Tropical plants and vibrant greenery are seen throughout the surrounding area, enhancing the villa's serene atmosphere.
Cottage in Chania
4.98 out of 5 average rating, 129 reviews

★ONLY FOR 2★, COSY STONE VILLA PRIVATE POOL WiFi

Villa 'Sofas' is the perfect romantic holiday haven. Open the wooden picket gate and step into the delightful stone paved courtyard, set behind the stone wall. The villa is built in warm honeyed limestone, and the old wooden shutters and ivy combine to create a wonderful building, full of character. Surrounded by mature shrubs, lush foliage and stone patios, it is easy to imagine you have stepped back in time.

Top guest favourite
A stone-built villa stands elegantly against a twilight sky, reflecting calm waters of the swimming pool. Warm lights illuminate the structure, emphasizing its architectural features. Outdoor seating is visible, complementing the tranquil atmosphere created by the surrounding landscape.
Villa in Koroni
4.99 out of 5 average rating, 160 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.

Top guest favourite
An outdoor seating area features a spacious bench and table, complemented by decorative elements. A small pool reflects the sunset, which casts warm hues across the landscape. The scene is framed by a sheltered structure with overhead lighting designed for ambiance.
Home in Aliki
4.96 out of 5 average rating, 130 reviews

View for 2

Χαλαρώστε σε αυτόν τον ήρεμο, κομψό χώρο.Το σπιτι είναι 17 τμ.αλλα έχει όλες τις ανέσεις για ευχάριστη διαμονή δύο ατομων.Η θέα είναι υπέροχη !Yπαρχει εξωτερικη μινι πισινα 4 τ.μ.Δεν υπάρχει χώρος για παιδικό κρεβατάκι ούτε ανέσεις για φιλοξενία ενός παιδιού( η βρέφους).Είναι αποκλειστικά για 2 ενήλικες

Top guest favourite
A private balcony features a heated plunge pool with water jets, surrounded by views of the city. Large glass doors provide a clear view into a spacious living area with modern furnishings. The setting is enhanced by soft evening lighting, creating a calm ambiance.
Apartment in Monastiraki
4.99 out of 5 average rating, 171 reviews

Syntagma residence with private heated jacuzzi

A unique apartment next to Syntagma square, featuring a private balcony with heated plunge pool. Less than 5 minutes walk to Plaka, Monastiraki & the Acropolis area. Private plunge pool/ King size beds / AC in all rooms/ Smart TV/ Fast Wifi/ Nespresso coffee maker.

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 1,650 holiday rentals in Regional Unit of Islands

  • Verified guest reviews

    Over 32,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 440 rentals that welcome pets

  • Rentals with dedicated workspaces

    710 properties have a dedicated workspace

  • Wifi availability

    1,630 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 Parthenon

Destinations to explore