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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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Guest favourite
Apartment in Oia

Deluxe Suite with Plunge Pool @Aplada Suites

Our property features two similar Deluxe Suites, designed for comfort, privacy, and relaxation. Each villa offers a loft-style bedroom, a fully equipped kitchen, living and dining area, and a Cycladic bathroom. Each villa comes with private plunge pool, ideal for unwinding while enjoying the landscape. While located very close to Oia’s center, they provide a peaceful retreat. Please note that we have two similar suites, and allocation is made randomly by our system at the time of booking.

4.84 out of 5 average rating, 109 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, 150 reviews
Top Guest favourite
A spacious living area features large sliding glass doors that open to a panoramic view of Lygaria Bay. A modern sofa is accompanied by two round wooden coffee tables, and a potted plant adds a touch of greenery. Stylish art decorates the walls.
Villa in Agia Pelagia

Villa w/Private Pool & Sea View, 400 to the beach

💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.

5.0 out of 5 average rating, 109 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, 114 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, 232 reviews
Top Guest favourite
An outdoor terrace features a stone floor and a wooden dining set, offering a view of the blue sea and distant coastline. A barbecue grill is positioned near the dining area. The overhead pergola provides partial shade, enhancing the open-air dining experience.
Home in Paros

Krios Luxury Suites ~ Gold

Loads of love and effort for this particular house.This is the second house that we created in the complex. I think it’s my favorite comparing to our first one (Silver) which is right below, maybe because it’s blue! Just a breath away from the beaches of Krios & Marchello, with an amazing view and unique sunsets. The house is located in Krios area which is close to town (Parikia) but far away from the hustle of the town. Here you will find your piece and calmness!

4.99 out of 5 average rating, 100 reviews
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

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.

5.0 out of 5 average rating, 121 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, 296 reviews
Guest favourite
A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.
Villa in Akrotiri

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

4.96 out of 5 average rating, 162 reviews
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

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.

4.96 out of 5 average rating, 308 reviews
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 Adamas

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.

4.9 out of 5 average rating, 110 reviews
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 Alyki

View for 2

Relax in this peaceful, elegant place. The house is 17 sqm but has all the comforts for a pleasant stay of two people. The view is wonderful! There is an outdoor mini pool 4 sq.m. There is no space for a crib or amenities for hosting a child (or infant). It is exclusively for 2 adults

4.97 out of 5 average rating, 145 reviews

Popular amenities for South Aegean rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
A private rooftop terrace features comfortable loungers and elegant lanterns, offering an unobstructed view of the Aegean Sea at sunset. The soft hues of the twilight sky and the surrounding glass railing create an inviting space for relaxation.
Home in Mykonos

D'Angelo Sunset Terrace by the windmills

4.98 out of 5 average rating, 149 reviews
Top Guest favourite
A serene outdoor space is highlighted by a small, illuminated pool surrounded by comfortable lounge chairs. Two umbrellas provide shade beside the pool, while a wooden table with chairs is visible in the background, complemented by greenery and soft lighting against the whitewashed walls.
Home in Paros

Colors in Naousa

4.98 out of 5 average rating, 131 reviews
Guest favourite
An outdoor seating area is presented with a spacious, L-shaped lounge sofa set on a tiled terrace. The view includes gentle hills and a tranquil sea, highlighted by a sunset casting warm hues across the horizon. Soft lighting enhances the ambiance.
Home in Mades

Steliana's House _Top Floor with Private Jacuzzi

4.95 out of 5 average rating, 115 reviews
Top Guest favourite
An aerial view of a Cycladic villa features a serene private pool, surrounded by soft seating areas and natural elements. The light pathways enhance the design, leading to an inviting outdoor space framed by smooth, whitewashed walls. The setting offers a tranquil ambiance for relaxation.
Home in Pachaina

Infinity Sea Front Villa

4.97 out of 5 average rating, 31 reviews
Top Guest favourite
An outdoor area showcases a swimming pool bordered by a smooth concrete deck, complemented by lounging chairs. The structure is framed by rustic stone walls and wooden beams, creating an inviting atmosphere. Warm lights from the interior provide a soft glow against the evening sky.
Home in Tínou

Lunar House ll

5.0 out of 5 average rating, 19 reviews
Top Guest favourite
Home in Agios Konstantinos

Vine & View Retreat.samos

5.0 out of 5 average rating, 29 reviews
Top Guest favourite
An outdoor patio area showcases a modern seating arrangement with a sleek table and dark, minimalistic furniture. A large pendant light casts intricate shadows on the textured wall, enhancing the space's ambiance. Sliding glass doors lead into the interior, inviting a blend of indoor and outdoor living.
Home in Litsarda

Design meets nature in Crete.

5.0 out of 5 average rating, 49 reviews
Superhost
An outdoor area features a swimming pool beside a seating arrangement with a table and chairs. Decorative cushions are placed on the ground, while a lit candle in a glass adds ambiance. Large glass doors lead into the living space, inviting the outdoors in.
Home in Soroni

Debby's house

4.93 out of 5 average rating, 98 reviews

Condo rentals with a pool

Top Guest favourite
A spacious studio features large glass doors leading to a private balcony with sea views. Stylish decor includes a comfortable bed, accent furniture, and a kitchenette area. Natural light fills the room, highlighting the serene color palette and creating a relaxing atmosphere.
Condo in Rethymno

Heleniko - Sea View Luxury Studio

4.98 out of 5 average rating, 145 reviews
Guest favourite
An outdoor terrace features a large table with four chairs, surrounded by comfortable lounge chairs. A clear view of the sea and shoreline can be observed, with blue skies and soft clouds framing the scene.
Condo in Mykonos

Design Apartment17 -Seaview, shared pool, bar, gym

4.84 out of 5 average rating, 102 reviews
Superhost
A spacious living area is designed with white walls and minimalist décor, featuring a red sectional sofa with decorative cushions. A coffee table sits in the center, topped with a small floral arrangement. A bright vanity area is visible, reflecting the modern aesthetic.
Condo in Mykonos

Village Christoulis Classic Suite

4.86 out of 5 average rating, 132 reviews
Top Guest favourite
A wooden table with matching chairs is positioned under a covered terrace, overlooking the expansive sea. The bright blue water stretches to the horizon, contrasting with the clear sky. A white stool is also visible nearby, adding to the outdoor seating options.
Condo

Joe's Seafront Apartment

4.95 out of 5 average rating, 100 reviews
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.
Condo in Karterados

Cave House in Karterados Beach

4.83 out of 5 average rating, 177 reviews
Superhost
A serene outdoor area features a private pool, its clear water reflecting soft lights from the surrounding ambiance. Comfortable seating is arranged on a shaded terrace, accompanied by subtle décor elements like potted plants and stone accents, creating an inviting space for relaxation.
Condo in Mykonos

VLIA Mykonos Cove | Private Pool Retreat

4.9 out of 5 average rating, 94 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.
Condo in Merovígli

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

4.93 out of 5 average rating, 90 reviews
Guest favourite
The outdoor dining area features a large wooden table set with plates and fruit, surrounded by comfortable seating. A woven pendant light hangs above, with soft natural light filtering through the overhead beams. The sea is visible in the background, enhancing the serene ambiance.
Condo in Naxos

Luxury Beach Suite Kastraki Jacuzzi & Roof Terrace

4.98 out of 5 average rating, 51 reviews

Home rentals with a private pool

Top Guest favourite
The villa showcases a private pool in vibrant turquoise, surrounded by comfortable sun loungers and chic seating areas. The whitewashed structure features a covered terrace that offers shade. Lush greenery and decorative accents enhance the tranquil environment.
Villa in Kamari

Santorini Filoxenia Luxury villa

4.99 out of 5 average rating, 188 reviews
Top Guest favourite
A stone archway frames a serene outdoor seating area with wooden chairs and a decorative table. Beyond, an infinity pool reflects the sky and mountains, while a lush green lawn adds to the tranquil landscape. Sunlight filters through the shade, creating a peaceful ambiance.
Villa in Chaniá

Enjoy Nature & Quietness | Harmonia collection

4.98 out of 5 average rating, 171 reviews
Top Guest favourite
A panoramic view reveals the serene Mediterranean Sea and the Cycladic Islands, framed by the whitewashed buildings of Mykonos. The image captures the calm water of a private swimming pool in the foreground, blending seamlessly with the expansive sky overhead.
Apartment in Mykonos

Rooftop Private Pool & Sea Views Near Town & Beach

4.99 out of 5 average rating, 224 reviews
Guest favourite
An inviting outdoor area features a private swimming pool surrounded by palm trees, with expansive views over the sea and hills. Comfortable loungers are positioned on a wooden deck, providing a perfect spot for relaxation. The landscape showcases greenery and gentle slopes in the background.
Villa in Sternes

Villa Niolos I, Elegant Villa with Souda Bay Views

4.97 out of 5 average rating, 39 reviews
Luxe
A tranquil pool area features a cozy love-seat with soft cushions, facing a stunning view of the coast at sunset. Lush greenery frames the scene, while a shaded terrace offers a comfortable spot for relaxation. The inviting pool reflects the sky's warm colors.
Villa in Santorini

Eolia Senior Villa

5.0 out of 5 average rating, 37 reviews
Superhost
A tranquil outdoor area featuring a private pool with clear blue water, surrounded by a glass railing. Two sun loungers and two umbrellas provide shaded spaces for relaxation. Lush grass and trees create a serene backdrop, complementing the peaceful landscape view.
Villa in Plaka

Hector Villa in Plaka

5.0 out of 5 average rating, 12 reviews
Guest favourite
A private swimming pool is framed by a spacious outdoor area featuring a shaded pergola. Comfortable seating is arranged under the pergola, while lush greenery surrounds the property, creating a serene atmosphere. The inviting turquoise water of the pool glistens under the sunlight.
Villa in Prines

Levantes Luxury Home - Nature Inspired, Pool & BBQ

4.94 out of 5 average rating, 36 reviews
Superhost
A studio space is presented with a stylish bed featuring an ornate headboard and soft linens. A glass dining table with woven placemats complements wooden cabinetry. Natural light enters through an arched window, enhancing the inviting environment. Decorative plants are positioned for added charm.
Apartment in Atsipopoulo

16-Boutique Resort Serenity Studio / Pool /Terrace

4.92 out of 5 average rating, 76 reviews

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