
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 €95 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.

Spectacular Private Mansion- Car Rental included *
Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

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.

Bluedome Junior Suite by Otium Villas, Santorini
Luxury Cave Suite in Oia | Private Jacuzzi | Caldera & Sea Views Experience the essence of Oia in this elegant cave retreat. Perfectly blending Cycladic charm with modern calm, this suite is designed for couples seeking privacy and iconic views. Space: Master Queen bedroom, living area with sofa bed, and full kitchen. Leisure: Private rooftop terrace featuring a heated hot tub. Views: Unforgettable, front-row panoramas of the Caldera and Aegean sunsets. Authentic. Private. Iconic.

Saints Apostles Luxury Villa with private pool
Saints Apostles is a villa divided in two apartments (This listing is for the first floor apartment and the ground floor listing is called "Saints Apostles ") It is located 1,6 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , with unlimited sea view to the east side of the island (on the beach side) and the sunrise. Each apartment is private with 2 bedrooms, a kitchen and a living rooms and its own seasonal swimming pool and outside area.

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 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.

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

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

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.

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.
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

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

Junior Suite Hot Tub Garden View "Baxedes"

Karpimo Suites, Samarina House

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL

Cave House in Karterados Beach

Traditional cave house
Other vacation rentals with a pool

Star Infinity Suite with private heated Jacuzzi.

Martynou View Villas

The Blue Domes Cave House by Spitia Santorini

Abelomilos Luxury by The Sea

Mystagoge Retreat with subterranean pool/jacuzzi

Santorini Mayia Cave House with Private Cave Pool

Bluewhite villa with heated private pool

Casa Luz, Cycladic house
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €362 | €357 | €300 | €235 | €277 | €347 | €371 | €337 | €344 | €273 | €272 | €354 |
| 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
- Hotel rooms Oia
- Cycladic house rentals Oia
- Serviced apartment rentals Oia
- Rentals with beach access Oia
- Rentals with breakfast Oia
- Luxury rentals Oia
- Private suite rentals Oia
- Apartment rentals Oia
- Villa rentals Oia
- Boutique hotels Oia
- Waterfront rentals Oia
- Family-friendly rentals Oia
- Pet-friendly rentals Oia
- Bed and breakfasts Oia
- Cave rentals Oia
- House rentals Oia
- Rentals with a hot tub Oia
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Aghia Anna beach
- Plaka beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Santa Maria
- Perívolos
- Mikri Vigla Beach
- 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







