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Holiday rentals with a pool in Aegean Sea

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Top-rated rentals with a pool in Aegean Sea

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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

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).

4.99 out of 5 average rating, 151 reviews
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 in Oia

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

4.95 out of 5 average rating, 416 reviews
Guest favourite
Cycladic home in Oia

Apanema Cavehouse by Otium Villas Santorini

Luxury Cave Villa in Oia | Private Jacuzzi | Caldera Views Experience a refined luxury retreat designed for space and serenity. Perched high on the Oia cliffs, this authentic cavehouse offers an airy, elevated perspective of the Caldera and Aegean Sea. Highlights: Ultimate Privacy: Unobstructed views from your private veranda. Leisure: Custom heated Jacuzzi & stylish lounge area. The Space: King-size master bedroom, spacious living area, and kitchenette. Historic charm meets modern calm.

4.92 out of 5 average rating, 243 reviews
Top guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Merovígli

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.

4.99 out of 5 average rating, 176 reviews
Guest favourite
A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.
Guest suite in Pyrgos Kallistis

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

4.96 out of 5 average rating, 208 reviews
Top guest favourite
Villa in Pyrgos Kallistis

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

4.97 out of 5 average rating, 154 reviews
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 in Fira

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.

4.99 out of 5 average rating, 115 reviews
Top guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

4.99 out of 5 average rating, 236 reviews
Top guest favourite
The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.
Villa in Santorini

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

4.98 out of 5 average rating, 209 reviews
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 in Akrotiri

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.

5.0 out of 5 average rating, 242 reviews
Top guest favourite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 299 reviews
Superhost
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 Santorini

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.

4.91 out of 5 average rating, 124 reviews

Popular amenities for Aegean Sea rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
An outdoor terrace showcases a natural wood table surrounded by comfortable seating. Morning refreshments, including pastries and drinks, are presented on the table. A clear blue sky and distant ocean views complement the serene ambiance of the space.
Home in Santorini

STILVI SUITE

4.91 out of 5 average rating, 174 reviews
Superhost
Home in Santorini

Amaranthine Villa

4.89 out of 5 average rating, 100 reviews
Guest favourite
A serene view of an outdoor jacuzzi is presented, surrounded by smooth stones and featuring a clear blue surface reflecting the sky. Beyond the jacuzzi, a scenic view of the hillside and coastline is visible, enhancing the sense of tranquility.
Home in Santorini

Sea view Villa 'Avra' @home by the sea!

4.98 out of 5 average rating, 172 reviews
Top guest favourite
A terrace features a plunge pool surrounded by tiled surfaces. A suspended chair adds a relaxing touch, with potted flowers bringing a hint of color. The view includes clear blue skies and a glimpse of distant buildings, enhancing the outdoor ambiance.
Home in Mesaria

Villa Helena Santorini- Private Plunge Pool & BBQ

4.96 out of 5 average rating, 202 reviews
Superhost
An outdoor terrace features a blue-tiled jacuzzi surrounded by glass railings. Two sunbeds are positioned nearby, accompanied by a small table. Clear skies above highlight the serene and inviting space, ideal for relaxation.
Home in Emporeio

Latipi House

4.88 out of 5 average rating, 171 reviews
Top guest favourite
An outdoor area features a well-maintained pool with a clear blue surface, surrounded by several lounge chairs. Lush greenery and flowering plants are visible, with expansive views of the landscape and the sea beyond, showcasing the beauty of Santorini.
Home in Pyrgos Kallistis

AROMA CAVAS Suite with caldera view

4.96 out of 5 average rating, 141 reviews
Superhost
Home in Merovígli

Villa with Pool and Jacuzzi

5.0 out of 5 average rating, 4 reviews
Superhost
An outdoor terrace features a private swimming pool with clear water, surrounded by comfortable lounge chairs. The horizon showcases a stunning sunset, blending warm colors over the calm sea. Soft seating areas are positioned nearby, providing a serene atmosphere for relaxation.
Home in Panagia Kalou

Santorini's Rising Sun Private Villa

4.81 out of 5 average rating, 42 reviews

Apartment rentals with a pool

Guest favourite
A rustic kitchen area features wooden cabinetry and a granite countertop. An arched stone entrance leads to a cozy living space, illuminated by warm light. A wooden chair is positioned near the entrance, enhancing the inviting character of the space.
Apartment in Karterados

Cave House in Karterados Beach

4.83 out of 5 average rating, 177 reviews
Guest favourite
A spacious sleeping area is framed by large open doors, revealing a stunning sunset view. Blue accents in the window frames complement the bright white walls. A cozy seating area with cushions rests alongside the room, enhancing the overall serene atmosphere.
Apartment in Merovígli

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

4.93 out of 5 average rating, 90 reviews
Top guest favourite
A comfortable seating area is positioned near a sparkling turquoise swimming pool, surrounded by sunbeds and umbrellas. Lush greenery and colorful flowers can be observed in the background, enhancing the serene atmosphere of the outdoor space.
Apartment in Oia

Junior Suite Hot Tub Garden View "Baxedes"

4.91 out of 5 average rating, 67 reviews
Superhost
A private terrace features a refreshing outdoor jacuzzi beside two lounge chairs and a hanging swing chair. Minimalist white decor is complemented by greenery and subtle shadows cast by the overhead trellis. A small table holds decorative items, creating a space for relaxation.
Apartment in Perissa

Loukas & Emma "Studio with hot tub"

4.56 out of 5 average rating, 39 reviewsAn inviting outdoor pool is surrounded by sun loungers and shaded by large umbrellas. A dining area with wooden seating is visible in the background, framed by a stone wall and natural scenery, creating a relaxing outdoor space.
Apartment in Exo Gonia

Karpimo Suites, Samarina House

4.88 out of 5 average rating, 192 reviewsA sunlit outdoor area features a clear swimming pool surrounded by lounge chairs and sun umbrellas. The space is framed by olive trees, with a view of distant blue waters and hills under a clear sky.
Apartment in Exo Gialos

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL

4.76 out of 5 average rating, 108 reviews
Apartment in Kamari

Suite G 6

5.0 out of 5 average rating, 3 reviewsThe outdoor area features a tranquil swimming pool surrounded by lounge chairs under soft lighting, creating a relaxed ambiance. The building presents a mix of traditional architecture and modern design, with multiple windows reflecting the evening light.
Apartment in Santorini

Akrotiri Santorini Two bedroom apartment & pool

4.25 out of 5 average rating, 4 reviews

Other holiday rentals with a pool

Top guest favourite
Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

4.98 out of 5 average rating, 106 reviews
Top guest favourite
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Villa in Fira

Saints Apostles Villa with private pool

4.98 out of 5 average rating, 229 reviews
Top guest favourite
A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.
Cycladic home in Santorini

La Maison Villa with Large Private Pool

4.94 out of 5 average rating, 107 reviews
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 in Pyrgos Kallistis

Star Infinity Suite with private heated Jacuzzi.

5.0 out of 5 average rating, 234 reviews
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 Emporeio

Canava Villas II - Heated Pool - Santorini

4.97 out of 5 average rating, 116 reviews
Guest favourite
A private outdoor space features a plunge pool, small table, and two chairs. Bright beverages sit atop the table beside towels. The scene includes whitewashed walls, and expansive views of the deep blue sea and surrounding islands under a clear sky.
Cave in Santorini

Hector Cave House

4.96 out of 5 average rating, 357 reviews
Top guest favourite
A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.
Dome in Oia

MyBoZer Twins Odyssey Heated private pool

4.98 out of 5 average rating, 192 reviews
Top guest favourite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis

Delilah Villa with outdoor swimming pool

4.94 out of 5 average rating, 231 reviews

Destinations to explore