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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
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporio
4.96 out of 5 average rating, 110 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Top Guest favourite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home in Oia
4.95 out of 5 average rating, 390 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Top Guest favourite
A charming stone villa is presented with a well-maintained lawn in the foreground. Two umbrellas shade lounge chairs, positioned beside a sparkling outdoor pool. The structure features large windows, allowing natural light to brighten the interior. Nearby, a gazebo adds to the outdoor relaxation space.
Villa in Kontopoula
4.99 out of 5 average rating, 114 reviews

Villa Merina Heated Pool

Η Villa Merina βρίσκεται στο Γερολάκκο Κεραμειών σε απόσταση 15χλμ, 20 λεπτά περίπου με το αυτοκίνητο από την πόλη των Χανίων και 35χλμ. απ' το Διεθνές Αεροδρόμιο. Προσφέρει κήπο με εξωτερική πισίνα, βεράντα και εγκαταστάσεις Barbeque. Στις εγκαταστάσεις λειτουργεί δωρεάν ιδιωτικός χώρος στάθμευσης. Η κουζίνα είναι εξοπλισμένη με φούρνο, ηλεκτρικές εστίες μαγειρέματος και ψυγείο. Επίσης, σε όλους τους χώρου παρέχεται δωρεάν wi-fi. Η Villa Merina περιλαμβάνει πετσέτες και κλινοσκεπάσματα.

Top Guest favourite
A private swimming pool reflects sunlight with shimmering blue tones, set against a backdrop of tranquil water and distant hills. The pool's edge is framed by light-colored stone, enhancing the serene atmosphere of the outdoor space.
Home in Dikastika
4.95 out of 5 average rating, 111 reviews

Artemis: Breathtaking view! Private Swimming Pool

Breathtaking view! EOT license 0208Κ92000302501 Offer yourself holidays the historical area of Marathon just outside Athens. The villa is in a walking distance from the picturesque beach of Schinias, the National Park, Dikastika, where the coastal pine forest reaches the water's edge. Athens cultural life and nightlife is accessible within an hour. Enjoy water sports, Daily trips to islands and many archaeological sites, Bird watching-Ringing, walking at the National Park.

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, 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 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, 166 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.

Superhost
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave in Fira
4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

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 in Pyrgos Kallistis
4.96 out of 5 average rating, 285 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.

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, 162 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.

Guest favourite
A private heated plunge pool is featured on a balcony, with two glasses of wine positioned on the edge. The backdrop presents a view of the Acropolis, set against a colorful sky during sunset.
Apartment in Athens
4.98 out of 5 average rating, 323 reviews

Acropolis view penthouse w/ heated plunge pool

A unique Acropolis view penthouse, located 1 minute walk from Plaka. Our plunge pool is private & heated, and can be used throughout the year. Smart TV in both bedrooms/ Nespresso coffee maker / AC in all rooms/ Fast Wifi 2 king size bedrooms, 1 king size sofa bed & 2 full bathrooms *** No Parties /events of any kind are allowed ***

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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wi-Fi availability

    1,620 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 Acropolis Museum

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