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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 in Naxos
4.98 out of 5 average rating, 212 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 in Emporio
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 charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.
Villa in Santorini
4.99 out of 5 average rating, 137 reviews

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Guest favourite
Villa in Mikri Vigla
4.95 out of 5 average rating, 110 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 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 in Oia
4.97 out of 5 average rating, 304 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
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, 226 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 in Milos
5 out of 5 average rating, 110 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
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 in Oia
4.99 out of 5 average rating, 157 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 in Akrotiri
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
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, 288 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 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 in Adamantas
4.9 out of 5 average rating, 105 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.

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, 135 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

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