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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

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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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
An infinity pool extends toward the horizon, blending into the calm blue sea under a twilight sky. Comfortable lounging areas with minimalistic design are placed beside the pool, illuminated softly by integrated lighting, creating a serene ambiance.
Flat in Limenas Chersonisou
4.96 out of 5 average rating, 135 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 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 in Oia
4.99 out of 5 average rating, 214 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.

Superhost
A spacious living area is presented with modern furniture, including a dark gray sectional sofa and a wooden coffee table. A contemporary staircase leads to the upper level. An artwork featuring a vibrant portrait adorns the wall, while the kitchen area is visible in the background.
Flat in Gazi
4.89 out of 5 average rating, 106 reviews

ModernCityLoft-Gkazi

Απολαύστε τη διαμονή σας στο πολυτελές Loft στην καρδιά της Αθήνας. Ο χώρος είναι εξοπλισμένος με όλες τις σύγχρονες ανέσεις. Η τοποθεσία τοu Loft προσφέρει στον επισκέπτη τη δυνατότητα να γνωρίσει περπατώντας τόσο την Αθήνα, με το ιστορικό της κέντρο και τα ποικίλα αρχαιολογικά και πολιτιστικά αξιοθέατά της, όσο και να ζήσει από κοντά την έντονη νυχτερινή ζωή της. Η πισίνα είναι ιδανική για κάθε στιγμή της ημέρας, ιδίως για χαλάρωση με θέα την Αθήνα/ Ακρόπολη.

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 shaded outdoor lounge area is highlighted by a wooden pergola, providing a view of the sea and coastline. Two loungers face a tranquil pool, while a red sofa with cushions offers additional seating. Surrounding stone walls enhance the secluded atmosphere.
Home in Naxos
4.81 out of 5 average rating, 165 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 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

Guest favourite
A well-appointed pool area showcases a sparkling turquoise swimming pool, framed by a sleek wooden deck. Comfortable loungers are arranged nearby, offering unobstructed views of the expansive Saronic Gulf under a clear blue sky.
Villa in Sofiko
4.87 out of 5 average rating, 186 reviews

Luxurious villa with private swimming pool

Luxurious villa with a breathtaking view of the Saronic gulf and swimming pool. Located merely a 1 hour and 30 minutes drive from Athens, our residence is the perfect getaway for summer-vacation lovers. The area, Amoni, is secure and well organized.

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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 440 rentals that welcome pets

  • Rentals with dedicated workspaces

    710 properties have a dedicated workspace

  • Wi-Fi availability

    1,630 of Regional Unit of Islands holiday rentals include Wi-Fi 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