
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 €96 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.

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.

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.

The Blue Domes Cave House by Spitia Santorini
Experience the iconic beauty of Santorini at The Blue Domes Cave House, a truly enchanting and luxuriously appointed home perfectly situated in the heart of Oia. Directly facing the world-famous blue domes, offers an unrivalled vantage point for breathtaking caldera views and mesmerising sunsets from its private outdoor plunge pool. Ideal for a romantic escape or a small family, accommodating up to 5 guests, it embodies the magic of Santorini with its unique charm and prime location.

Santorini blue, caldera views, private pool
Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

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.

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.

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.

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

Blue Dome 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.

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.

Lioyerma Windmill Villa With Outdoor Hot Tub
At the edge of the traditional settlement of Oia, overlooking the Caldera and the world-famous Oia sunset, stands our fully renovated traditional Windmill, originally built in 1900. This unique three-level residence is connected by internal staircases and can comfortably accommodate a couple with two children or up to four adults. Breakfast is included, and free parking is available for all guests.

Deluxe Villa with outdoor Jetted Tub & Sea View
Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI
Popular amenities for Oia rentals with a pool
House rentals with a pool

Latipi House

STILVI SUITE

AROMA CAVAS Suite with caldera view

Santorini's Rising Sun Private Villa

Villa Helena Santorini- Private Plunge Pool & BBQ

Inspire Santorini Luxury Villas - B2

Luxury Villa, Private Pool, Aegean Sea View

M&D Stories Villa Santorini
Condo rentals with a pool

1 bedroom Garden apartment -1 level

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

Akrotiri Santorini Two bedroom apartment & pool

Karpimo Suites, Samarina House

Junior Suite Hot Tub Garden View "Baxedes"

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL

Cave House in Karterados Beach

Traditional cave house
Other vacation rentals with a pool

Anemos suite -Private infinity pool & patio

Michelangelo Beach Villa with Sea View

Mirabo Cave Studio

Martynou View Villas

MyBoZer Twins Odyssey Heated private pool

Mystagoge Retreat with subterranean pool/jacuzzi

Andromaches Villa with private pool

Artemis Villas ,Caldera View, Imerovigli Santorini
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €365 | €360 | €303 | €303 | €317 | €334 | €374 | €339 | €347 | €276 | €274 | €357 |
| 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 |
Destinations to explore
- Smoking-friendly rentals Oia
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- Boutique hotels Oia
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- Bed and breakfasts Oia
- Cave rentals Oia
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- Rentals with a hot tub Oia
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Aghia Anna beach
- Plaka beach
- Agios Georgios Beach
- Golden Beach, Paros
- Santa Maria
- Nisí Síkinos
- Mikri Vigla Beach
- Perívolos
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Ancient Thera
- Castle of Sifnos
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Moraitis winery
- Venetsanos Winery







