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Holiday rentals with a pool in South Aegean

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Top-rated rentals with a pool in South Aegean

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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, 205 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, 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
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

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
4.95 out of 5 average rating, 108 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 outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa
4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa | #1 in Santorini

EXCLUSIVE RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top guest favourite
A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.
Cycladic home
4.95 out of 5 average rating, 256 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Top guest favourite
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
4.99 out of 5 average rating, 102 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 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, 212 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, 219 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 stone wall frames a serene outdoor area featuring a dark pool. The water reflects the subtle colors of the sky at dusk, while distant mountains rise above a tranquil landscape. Soft lighting along the wall enhances the peaceful atmosphere.
Villa
5 out of 5 average rating, 107 reviews

Valeria's House

Traditional Cycladic cave - villa made of wood and stone. Panoramic view of Adamas and the port. Large openings allow light to pass unhindered into the space and act as a tableau vivant on the theme of the natural environment. At 40 sq.m. of the interior are included: bedroom, fully equipped kitchen, living room and bathroom. The outdoor area has a swimming pool. Complete privacy, peace and quiet. Central location, 4 minutes from the port and 7 from the airport.

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
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 refreshing swimming pool is surrounded by a spacious patio that offers sun loungers for relaxation. The villa's exterior features light-colored walls and multiple glass doors, providing easy access to the pool area. Lush greenery offers privacy along the back of the property.
Home
4.89 out of 5 average rating, 104 reviews

White Villa Milos

Discover The White Villa in Adamas, just 150m from the beach and 1.2km from the port. With Cycladic charm and comfort, it's perfect for groups and families. Enjoy privacy on the veranda with endless sea views. Plus, a new pool offers cool relief in summer. Explore authentic Milos minutes from town and beaches.

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