
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.

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

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.

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.

Martynou View Villas
Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more 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,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

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.

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.

Bluedome Cavehouse by Otium Villas Santorini
Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

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.

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.

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

STILVI SUITE

Amaranthine Villa

Sea view Villa 'Avra' @home by the sea!

Villa Helena Santorini- Private Plunge Pool & BBQ

Latipi House

AROMA CAVAS Suite with caldera view

Villa with Pool and Jacuzzi

Santorini's Rising Sun Private Villa
Condo rentals with a pool

Cave House in Karterados Beach

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

Junior Suite Hot Tub Garden View "Baxedes"

Loukas & Emma "Studio with hot tub"

Karpimo Suites, Samarina House

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL

Suite G 6

Akrotiri Santorini Two bedroom apartment & pool
Other vacation rentals with a pool

Anemos suite -Private infinity pool & patio

Hector Cave House

Spectacular Private Mansion- Car Rental included *

Villa Cloud, Heated private pool, Caldera view

Saints Apostles Villa with private pool

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Delilah Villa with outdoor swimming pool

Pink Freud Villa| Luxury |Jetted Pool |Sunset View
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €361 | €356 | €299 | €235 | €276 | €346 | €370 | €336 | €343 | €273 | €271 | €353 |
| 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
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- Cave rentals Oia
- House rentals Oia
- Rentals with a hot tub Oia
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Santa Maria
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Kolympethres Beach
- Castle of Sifnos
- Temple of Apollon, Portara
- Amoudi Bay
- Museum Of Prehistoric Thira
- Ancient Thera
- Panagia Ekatontapyliani
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Moraitis winery







