
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.

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 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 Boutique Residences, and the Ferry Port at approximately 23 km.

BLUE ART CAVES - Starry Sky Cave with hot-tub
This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private indoor hot tub, offering full privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

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

Sea Horizon
The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

Sunset Cave House by Spitia Santorini
Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

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.Greek breakfast (only from local fresh products) is served every morning.

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.

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

Akrorama Anemos - Private Pool & Caldera View
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.
Popular amenities for Oia rentals with a pool
House rentals with a pool

Christa's home

Sugarwhite Suite with not Heated Private Pool 1

LyMaRou Collection Suite 6, Pool & Private Hot Tub

AROMA CAVAS Suite with caldera view

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 Santorini
Apartment 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

Offer!!! Cave Pool Villa

Suite G 7
Other holiday rentals with a pool

Little Rock Villa-Oia. Entire Cave House Oia

Junior Villa CalderaView-Plunge Pool |Nano Canaves

Santorini Sky | Master Villa *JUST OPENED*

Romantic private pool suite oasis!

Inspire Santorini Luxury Villas - A2

Private Villa with Pool in Oia, view, parking

Christina's Villa

SwingingSunsetVilla 3bd Sunset/SeaView Pool&HotTub
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £300 | £298 | £276 | £262 | £274 | £289 | £324 | £294 | £301 | £247 | £251 | £276 |
| 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 200 holiday rentals in Oia

Nightly prices starting at
Oia holiday rentals start at £8 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
200 of Oia holiday rentals include wifi 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!
Destinations to explore
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Saronic Islands Holiday rentals
- Mykonos Holiday rentals
- Regional Unit of Islands Holiday rentals
- Evvoías Holiday rentals
- Rhodes Holiday rentals
- East Attica Regional Unit Holiday rentals
- Chalkidiki Holiday rentals
- Thira Holiday rentals
- Private suite rentals Oia
- Rentals with a washing machine and dryer Oia
- Flat rentals Oia
- Rentals with breakfast Oia
- Waterfront rentals Oia
- Hotel rooms Oia
- Serviced apartment rentals Oia
- Smoking-friendly rentals Oia
- Family-friendly rentals Oia
- Rentals with beach access Oia
- Rentals with outdoor seating Oia
- Boutique hotels Oia
- Bed and breakfasts Oia
- Pet-friendly rentals Oia
- Fitness-friendly rentals Oia
- Rentals with a hot tub Oia
- Cave rentals Oia
- Rentals with a patio Oia
- Cycladic house rentals Oia
- House rentals Oia
- Villa rentals Oia
- Rentals with pools Greece
- Agios Georgios Beach
- Aghia Anna beach
- Livadia Beach
- Magganari Beach
- Plaka beach
- Logaras
- Grotta Beach
- Maragkas Beach
- Mikri Vigla Beach
- Temple of Demeter
- Aqua Paros - Water Park
- Anafi Port
- Santa Maria
- Schoinoussa
- Kolympethres Beach
- Manalis
- Golden Beach, Paros
- Pyrgaki Beach
- Perivolos
- Venetsanos Winery
- Agiassos Beach
- Moraitis winery
- Domaine Sigalas
- Hatzidakis Winery / Οινοποιείο Χατζηδάκη






