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Holiday rentals with a pool in Regional Unit of Islands

Find and book unique homes with a pool on Airbnb

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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Top guest favourite
Two comfortable loungers are positioned near a private pool, offering a clear view of Naxos Bay and surrounding hills. A potted cactus adds a touch of greenery, while the shimmering water reflects the sunlight under a vast sky.
Cycladic home
4.98 out of 5 average rating, 211 reviews

Eye of Naxos villa. Unique view-private pool.

Welcome to your dream escape! Our stunning villa offers the perfect mix of relaxation and luxury. Soak up the sun in your private pool, fire up the BBQ for unforgettable meals, and enjoy breathtaking views that stretch as far as the eye can see. Whether you’re lounging with a glass of wine, exploring the island, or simply unwinding in total privacy, this is the kind of place you’ll never want to leave. Perfect for couples, families, or friends looking for a peaceful getaway with a touch of magic

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
4.96 out of 5 average rating, 111 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 clear blue pool reflects the bright sky, framed by lush greenery. The expansive view offers a scenic outlook over the sea and distant hills, creating a serene atmosphere. The pool area is tiled, providing a spacious area for relaxation.
Home
5 out of 5 average rating, 115 reviews

Villa - Ancient Epidavros

The house is in a peaceful green area with a stunning view of the sea and the orange-tree-filled valley, 5 min walk from the beach with facilities for swimmers, 10 min walk from the village and the small ancient theater of Epidavros. 10 min drive from the most famous ancient theater in the world, the large theater of Epidavros, 30-60 min drive from the city of Nafplion, the archeological site of Mycenae, the Corinth Isthmus canal, Methana volcanic spa, the islands of Poros, Hydra and Spetses.

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
4.99 out of 5 average rating, 117 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.

Guest favourite
Home
4.82 out of 5 average rating, 182 reviews

Elafonisi Couples Retreat | Ellafos Living

At Ellafos Traditional Living, guest safety and well-being are our top priorities. Our complex of eight traditional Cretan-style stone houses is thoughtfully designed for adults seeking tranquility, authenticity, and comfort. As a family-owned retreat, we are committed to delivering exceptional hospitality in a peaceful, child-free environment. Guests aged 16+ are welcome. Thank you for choosing Ellafos Traditional Living we remain dedicated to making your stay truly exceptional.

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home
4.97 out of 5 average rating, 303 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Top guest favourite
An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.
Flat
5 out of 5 average rating, 217 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. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

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
4.98 out of 5 average rating, 225 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
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.

Top guest favourite
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave
4.99 out of 5 average rating, 156 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Guest favourite
An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.
Cycladic home
5 out of 5 average rating, 218 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 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.
Flat
4.98 out of 5 average rating, 331 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. Luggage drop-off can be accommodated from 11.10am (or earlier subject to availability) 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wifi availability

    1,620 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 Acropolis Museum

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