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Vacation rentals with a pool in Regional Unit of Islands

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Regional Unit of Islands

  • Total vacation rentals

    Explore 1,750 vacation rentals in Regional Unit of Islands

  • Verified guest reviews

    Over 34,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    790 properties have a dedicated workspace

  • Wi-Fi availability

    1,720 of Regional Unit of Islands vacation 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

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 favorite
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 Emporeio
4.97 out of 5 average rating, 115 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!

Guest favorite
The serene infinity pool reflects the evening sky, as the sunset casts an array of warm colors. A seated area is adorned with cushions and a decorative mat, accompanied by a bottle, creating a relaxed vibe for enjoying outdoor moments.
Villa in Skouloufia
4.99 out of 5 average rating, 138 reviews

Aegean Sunset Villas & Spa - 'Villa Sea'

Aegean Sunset Villas&Spa is the ideal villa for relaxation. In a traditional village Skouloufia,surrounded with olive trees and herbs,the view to Aegean sea & the sunset will make your vacation magnificent. Villa has a private heated pool 55sm with spa& a children's pool.The 2 bedrooms with private bathroom and spa,each one has a smart tv with satellite channels.The kitchen is fully equipment to prepare all your meals,as you can also use the BBQ on veranda.A playground for kids,make them happy!

Guest favorite
Villa in Mikri Vigla
4.96 out of 5 average rating, 120 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.

Guest favorite
A shaded outdoor daybed is draped in sheer white fabric, providing a serene space to relax. Adjacent to it, a private pool reflects the bright blue sky and sea. The clean, white walls and smooth surfaces enhance the calming coastal atmosphere.
Cycladic home in Oia
4.87 out of 5 average rating, 163 reviews

Sailing blue on the beach-private pool&sunset view

Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.

Top 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.
Villa in Platanias
4.99 out of 5 average rating, 149 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 favorite
A spacious living area features large sliding glass doors that open to a panoramic view of Lygaria Bay. A modern sofa is accompanied by two round wooden coffee tables, and a potted plant adds a touch of greenery. Stylish art decorates the walls.
Villa in Agia Pelagia
5.0 out of 5 average rating, 108 reviews

Villa w/Private Pool & Sea View, 400 to the beach

💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.

Top guest favorite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home in Fira
4.99 out of 5 average rating, 112 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

Top guest favorite
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, 234 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 favorite
An infinity plunge pool is framed by a large white arch, offering views of the caldera and Aegean Sea. Sun loungers are positioned nearby, inviting relaxation. The pool's clear turquoise water reflects the blue sky above, creating a serene atmosphere.
Cycladic home in Akrotiri
4.99 out of 5 average rating, 197 reviews

Spilia suite - Ultimate private pool & patio

Spilia Cave Pool Suite by Akrorama features a completely private, heated cave pool and a secluded outdoor area, ensuring total privacy and serenity. Ideal for guests who value discretion, it offers breathtaking, unobstructed views of the sea, caldera, and volcanoes, creating a truly unique Santorini experience. Daily breakfast is included and served in your suite, while daily housekeeping ensures a comfortable and seamless stay.

Top guest favorite
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, 343 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 ***

Guest favorite
A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.
Villa in Akrotiri
4.96 out of 5 average rating, 160 reviews

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

Top guest favorite
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, 305 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.

Popular amenities for Regional Unit of Islands rentals with a pool

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