
Holiday 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.

Santorini Sky | Panoramic Villa | #1 in Santorini
EXCLUSIVE RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Casa Luz, Cycladic house
Casa Luz is located in Santorini, in the traditional village of Episkopi Gonia, near Pyrgos area. This newly built Cycladic home blends harmoniously with its surroundings, offering expansive views of the Aegean Sea. Sensitively designed and luxuriously appointed, the residence creates a serene atmosphere and provides a refined holiday retreat for those seeking privacy and relaxation. It is 4km from Santorini Airport and 6km from Fira Town, while the black beach of Kamari is 2.5km away

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!

Star Infinity Suite with private heated Jacuzzi.
Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Hector Luxury Cave
Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! 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

Suite with Outdoor Plunge Pool & 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. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Revelis Villa
Excellent combination of spectacular view and unique position right in the heart of Fira town. Set in a peaceful neighborhood within easy reach to the main road and all the local attractions. The spacious outdoor area overlooking the magnificent volcano view and the unforgettable Santorini sunset is the ideal spot to relax any time of the day. The villa offers a mini pool, a hot tub, 3 bedrooms, 3 bathrooms, a living room, a kitchen and an outdoor dining table.

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.

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.

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!

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.
Popular amenities for Oia rentals with a pool
House rentals with a pool

Latipi House

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

M&D Stories Villa Santorini

Villa with Pool and Jacuzzi
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"

Offer!!! Cave Pool Villa

Suite G 6

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
Other holiday rentals with a pool

Little Rock Villa-Oia. Entire Cave House Oia

Villa Cave, Heated private pool, Caldera view

Aristos Life Luxury Cave Villa 2

Deluxe Suite | Heated Cave Pool | Private Patio

Casa paradiso private villas

Luxurious 2-Bedroom-Suite (Pool & private Jacuzzi)

Anemi Villa - Sunset and Sea Views

Deluxe Suite with Plunge Pool @Aplada Suites
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $584 AUD | $576 AUD | $484 AUD | $484 AUD | $506 AUD | $534 AUD | $598 AUD | $542 AUD | $555 AUD | $441 AUD | $438 AUD | $570 AUD |
| 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 holiday rentals with a pool in Oia

Total holiday rentals
Explore 210 holiday rentals in Oia

Nightly prices starting at
Oia holiday rentals start at $139 AUD per night before taxes and fees

Verified guest reviews
Over 5,670 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
210 of Oia holiday 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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- Rentals with pools Greece
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Schoinoussa
- Golden Beach, Paros
- Anafi
- Mikri Vigla Beach
- Santa Maria
- Temple of Demeter
- Kolympethres Beach
- Perívolos
- Alyko Beach
- Museum Of Prehistoric Thira
- Santo Wines
- Panagia Ekatontapyliani
- Hawaii Beach
- Akrotiri
- Nisí Síkinos
- Castle of Sifnos
- Temple of Apollon, Portara
- Ancient Thera
- Santorini Wine Museum
- Venetsanos Winery
- Aghios Prokopios beach







