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Vacation rentals with a pool in Oia

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Oia

  • Total vacation rentals

    Explore 210 vacation rentals in Oia

  • Nightly prices starting at

    Oia vacation rentals start at $110 per night before taxes and fees

  • Verified guest reviews

    Over 6,900 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Oia vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Oia

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
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.

4.79 out of 5 average rating, 128 reviews
Top guest favorite
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 local 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, A/C, coffee machine, TV, fridge, Wi-Fi, sound system, private parking and a lovely balcony with a private heated jacuzzi and stunning sea views!

4.97 out of 5 average rating, 155 reviews
Guest favorite
Home in Oia

Secret Garden, historic Oia home with private pool

Historic Santorini home,lovely large garden,private pool in the heart of Oia village! Next to caldera path, main square, shops, restaurants, away from heavy crowds. One of only large private gardens in Oia with trees, grapevine, beautiful flowers and Santorini cats. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Our other villas, Island blue, Santorini blue,Eternity& Serenity,Captains blue, Sailing blue & Sky blue,

4.95 out of 5 average rating, 174 reviews
Top guest favorite
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, 119 reviews
Top guest favorite
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, 239 reviews
Top guest favorite
A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.
Cave in Oia

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.

4.94 out of 5 average rating, 401 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 178 reviews
Top guest favorite
A private non-heated splash pool is positioned on a terrace with a view of the ocean and distant hills. Surrounding the pool, decorative stones and a straw hat add a relaxed touch to the inviting space. Bright sunlight reflects off the water's surface.
Cycladic home in Oia

Alonistra Oia Houses - House with private pool

Our brand new luxury traditional apartment in Alonistra Oia Houses, with non-heated splash pool is built and decorated according to the traditional style of the island with taste and elegance,relaxing colours and romantic details.Is situated in a tranquil and pleasant location in Finikia village, only 15 minutes walk from the main pedestrian of Oia. It has one king size double bed on the ground floor and one single bed in the upper floor.

4.99 out of 5 average rating, 156 reviews
Guest favorite
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

Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

4.96 out of 5 average rating, 357 reviews
Top guest favorite
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

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

4.98 out of 5 average rating, 194 reviews
Top guest favorite
A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.
Cycladic home in Oia

Bluedome Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Sea & Caldera Views Wake up in a stylish cave suite carved from Santorini’s volcanic cliffs, just steps from Oia’s most iconic blue-domed churches and world-famous sunset spots. Designed for couples or small families who value modern comfort, traditional Cycladic charm, and panoramic views, Bluedome Suite at Otium Villas delivers a tranquil, unforgettable Santorini experience.

4.96 out of 5 average rating, 261 reviews
Top guest favorite
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, 300 reviews

Popular amenities for Oia rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
Home in Santorini

Amaranthine Villa

4.89 out of 5 average rating, 102 reviews
Guest favorite
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, 176 reviews
Guest favorite
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 favorite
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, 205 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, 173 reviews
Top guest favorite
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
Guest favorite
An infinity Jacuzzi plunge pool is featured, framed by arched architecture. The pool reflects shining blue water while offering distant views of the sea and cliffs. Natural light floods the space, highlighting the clean lines and minimalist decor surrounding the pool area.
Home in Oia

Casa Daphne - My Rental Homes

5.0 out of 5 average rating, 10 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

Condo rentals with a pool

Superhost
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
Guest favorite
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, 92 reviews
Top guest favorite
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.
Condo 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.
Condo 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.
Condo 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.
Condo in Exo Gialos

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL

4.76 out of 5 average rating, 108 reviews
Condo 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.
Condo in Santorini

Akrotiri Santorini Two bedroom apartment & pool

4.25 out of 5 average rating, 4 reviews

Other vacation rentals with a pool

Top guest favorite
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

4.97 out of 5 average rating, 316 reviews
Top guest favorite
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, 232 reviews
Top guest favorite
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.
Apartment in Pyrgos Kallistis

Star Infinity Suite with private heated Jacuzzi.

5.0 out of 5 average rating, 238 reviews
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 in Akrotiri

Anemos suite -Private infinity pool & patio

5.0 out of 5 average rating, 245 reviews
Guest favorite
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, 117 reviews
Guest favorite
An inviting private swimming pool is situated on the terrace, with the tranquil Aegean Sea in the background. The sky is adorned with hues of orange and purple as the sun sets, while surrounding greenery and modern seating areas enhance the serene atmosphere.
Villa in Foinikiá

Astrea Suites: Villa Finikia- Aegean Sea View

4.88 out of 5 average rating, 102 reviews
Top guest favorite
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 *

4.99 out of 5 average rating, 153 reviews
Top guest favorite
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

4.98 out of 5 average rating, 209 reviews

When is the best time to visit Oia?

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Avg. price$419$413$347$272$320$401$429$389$398$316$314$409
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