Vacation rentals with a pool in Aegean Islands

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Top-rated rentals with a pool in Aegean Islands

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Top guest favorite

Cycladic home

4.98 out of 5 average rating, 196 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

Top guest favorite

A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.

Guest suite

4.97 out of 5 average rating, 170 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Top guest favorite

A spacious outdoor terrace features sun loungers under a large umbrella, offering sweeping views of the coastline and hills. A serene landscape unfolds with rolling fields, distant mountains, and a glimpse of grazing animals, creating a peaceful setting for relaxation.

Cycladic home

4.95 out of 5 average rating, 195 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Top guest favorite

An inviting private plunge pool is visible, surrounded by modern lounge chairs. The pool's calm water reflects soft lighting from the adjacent outdoor spaces, enhancing the overall ambiance. The entrance to the cottage can be seen in the background, framed by warm wooden accents.

Cottage

4.99 out of 5 average rating, 106 reviews

Chic Country Cottage For Two....

Asteri cottage is an open plan, bijou and beautifully designed one bedroom cottage. Perfect for couples and honeymooners. The boutique style interior opens up to large terraces for dining and relaxation. The ensuite shower room leads out from the calming bedroom to the private plunge pool, which is 2m by 4m in size. The pool can be heated with prior request. The cottage nestles between mature olive trees in an acre of beautiful Cretan countryside and is secluded from the main house.

Top guest favorite

An outdoor area features a stone terrace surrounding a rectangular pool. A wooden deck extends over the water. Lounge chairs with striped fabric are positioned nearby, offering a view of the natural landscape and sea. A clear blue sky enhances the serene atmosphere.

Villa

5 out of 5 average rating, 103 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 favorite

A private outdoor plunge pool is set against a backdrop of smooth white walls, featuring rounded architectural elements. A door with a blue frame leads into the accommodation, complemented by a small lantern positioned on the pool deck, providing a serene atmosphere.

Cave

4.95 out of 5 average rating, 377 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Top guest favorite

An outdoor pool is surrounded by a stone patio, featuring comfortable lounge chairs. Lush greenery frames the pool area, creating a serene environment. Soft lighting enhances the setting as evening descends over the distant mountains, providing an atmosphere for relaxation and enjoyment.

Villa

4.98 out of 5 average rating, 151 reviews

Vrisali Traditional Stone Villa Heated Pool

Located in Yerolákkos, this detached villa features a garden with an outdoor pool. Guests benefit from terrace and a barbecue. Free WiFi is featured throughout the property. Towels and bed linen are available at Vrisali Traditional Stone Villa. Free private parking is also available on site. Chania Town is 20 min from Vrisali Traditional Stone Villa by car and Chania International Airport is 28 km. Τhe pool is heated on request with an additional charge.

Guest favorite

An outdoor terrace features wooden beams and a serene view of the coastline. Two lounge chairs are positioned for relaxation, complemented by a seating area with soft cushions. A refreshing pool extends into the distance, while the horizon showcases vibrant blue waters.

Home

4.81 out of 5 average rating, 160 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 favorite

A private terrace is featured, showcasing a refreshing plunge pool with clear blue water. Umbrellas provide shade while comfortable lounge chairs are positioned along the edge. The stunning view of the Aegean Sea and surrounding cliffs creates a serene atmosphere.

Cave

4.99 out of 5 average rating, 131 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.

Top guest favorite

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, 209 reviews

Akrorama Anemos - Private Pool & Caldera View

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.

Guest favorite

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

4.95 out of 5 average rating, 111 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 favorite

A private pool reflects the soft glow of exterior lights, surrounded by a stone terrace. The unique structure features a wooden roof, while large windows allow for indoor views. Comfortable lounge chairs are positioned near the water, creating a serene environment.

Villa

5 out of 5 average rating, 32 reviews

Celini Villa Tinos

Relax making a unique and peaceful getaway in nature that the area offers you. The Moon is distinguished for its uniqueness, simplicity, luxury and tranquility! The private pool -jacuzzi will fill you with moments of coolness and relaxation!! The pool makes for all seasons (spring-up) as you heat up the water with a heat pump, so you can enjoy it other months outside of Summer! Your vacation will be unforgettable...