Vacation rentals with a pool in Perissa

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Top-rated rentals with a pool in Perissa

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Guest favorite

An elegant entrance pathway leads to a tranquil private pool with a gentle turquoise hue. Stone accents frame the base of the pool, creating a harmonious blend with the surrounding landscape. Soft lighting is visible through the window, adding a welcoming touch to the serene atmosphere.

Earthen home in Emporio

4.96 out of 5 average rating, 109 reviews

Canava Villas II - Private 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 favorite

A private outdoor heated pool offers a clear view of the sparkling sea and iconic blue-domed churches. The surrounding white architecture is complemented by a bright blue sky and rocky coastline, capturing the essence of Santorini's landscape.

Cycladic home in Oia

4.95 out of 5 average rating, 358 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

Top guest favorite

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 in Pyrgos Kallistis

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 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 favorite

A heated plunge pool is situated on a terrace with a scenic arch framing views of the caldera and ocean. The pool features colorful mosaic tiles, while a refreshing beverage can be seen resting on the ledge beside it.

Villa in Imerovigli

4.99 out of 5 average rating, 146 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

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 in Oia

4.97 out of 5 average rating, 168 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.

Guest favorite

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 in Pyrgos Kallistis

4.94 out of 5 average rating, 229 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.

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 in Oia

4.95 out of 5 average rating, 376 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

The image captures a serene swimming pool overlooking a vast ocean landscape. The pool features metallic railing steps leading into clear water, set against a backdrop of rolling mountains and a bright sky. The minimalist design complements the surrounding natural beauty.

Apartment in Pyrgos Kallistis

5 out of 5 average rating, 151 reviews

Star Infinity Suite with Private heated Jacuzzi

The 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. The complex is constructed in an excuisite Cycladic style and covered with a minimalistic luxury. Natural stone and organic elements create a nobel cosiness. All the furniture and decor is made in authentic Greek style with exclusive and unique elements.

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 in Oia

4.99 out of 5 average rating, 128 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 favorite

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

Cycladic home in Megalochori

4.98 out of 5 average rating, 140 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

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 in Fira

4.94 out of 5 average rating, 109 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.

Guest favorite

A private swimming pool is framed by modern architecture, with comfortable lounging areas and a dining table nearby. Soft lighting enhances the serene outdoor setting. The backdrop features a gently sloping hillside, under a dusky sky transitioning to evening.

Cycladic home in Megalochori

4.89 out of 5 average rating, 128 reviews

Luxury Villa with Private Pool & Great View

Located in an undoubtedly prominent position over the charming caldera, our villas warmly welcome those seeking for personalized luxury holidays in Santorini. Nestled in the famous vineyards of the island, this brand-new complex of suites with private swimming pools is designed with care and respect to the unique landscape. Our luxurious suites are guaranteed to meet and exceed all of your expectations.