
Vacation rentals with a pool in Oia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oia
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

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

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 balcony with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

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.

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.

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.

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

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.

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.

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.

By the Mill, Caldera, Oia
100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

MyBoZer Twins Iliad Heated Private Pool All Year
Our brand new My Bozer twin summer villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada & 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!
Popular amenities for Oia rentals with a pool
House rentals with a pool

Sugarwhite Suite with not Heated Private Pool 1

Artium Villa with Outdoor Pool hosted by K&K

LyMaRou Collection Suite 6, Pool & Private Hot Tub

AROMA CAVAS Suite with caldera view

Santorini's Rising Sun Private Villa

Le Grand Blue Villa with Private Pool & Sea View

Villa Helena Santorini- Private Plunge Pool & BBQ

Luxury Villa, Private Pool, Aegean Sea View
Condo rentals with a pool

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

L&E Two Bedroom apartment with jacuzzi

Akrotiri Santorini Two bedroom apartment & pool

Karpimo Suites, Samarina House

Junior Suite Hot Tub Garden View "Baxedes"

Blue Apartment Eos Villa Imerovigli

Ground Floor Room 30 meters from Perissa Beach

Offer!!! Cave Pool Villa
Other vacation rentals with a pool

Little Rock Villa-Oia. Entire Cave House Oia

Aristos Life Luxury Cave Villa 2

View from Above 2

Michelangelo Beach Villa with Sea View

Lioyerma Windmill Villa With Outdoor Hot Tub

Casa paradiso private villas

Gemini Cave II,mini pool with hot tub and sea view

Deluxe Suite Sea View & Plunge Pool @Aplada Suites
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,458 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,340 | ﺩ.ﺇ1,274 | ﺩ.ﺇ1,333 | ﺩ.ﺇ1,407 | ﺩ.ﺇ1,576 | ﺩ.ﺇ1,429 | ﺩ.ﺇ1,462 | ﺩ.ﺇ1,161 | ﺩ.ﺇ1,153 | ﺩ.ﺇ1,502 |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Oia

Total vacation rentals
Explore 200 vacation rentals in Oia

Nightly prices starting at
Oia vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 5,920 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
200 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!
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