Vacation 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.

Guest favorite
Cycladic home in Oia
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
Oct 24 – 31
$758 per night
4.95 out of 5 average rating, 283 reviews
Guest favorite
Apartment in Oía
BLUE ART CAVES - Starry Sky
These elegant and fully revovated villas on 2021, are perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who want to relax. Each of the suites has a private indoor hottub with sea views. Breakfast included in the price and delivered at the accommodation. Rooms are air conditioned and offer free wifi in all areas, coffee and tea making facilities , bath amenities and satellite TV.
Oct 22 – 29
$483 per night
4.99 out of 5 average rating, 101 reviews
Guest favorite
Cave in Santorini
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
Oct 10 – 17
$637 per night
4.99 out of 5 average rating, 248 reviews

Popular amenities for Oia rentals with a pool

House rentals with a pool

Guest favorite
Home in Θήρα
STILVI SUITE
Aug 20 – 27
$520 per night
4.91 out of 5 average rating, 137 reviews
Superhost
Home in Emporio
Latipi House
May 24 – 31
$157 per night
4.87 out of 5 average rating, 141 reviews
Guest favorite
Home in Mesaria
Villa Helena Santorini- Private Plunge Pool & BBQ
Oct 21 – 28
$123 per night
4.96 out of 5 average rating, 130 reviews
Guest favorite
Home in Oía
Luxury Villa | Jetted Pool | Sea & Sunset View
Jan 2 – 9
$585 per night
4.96 out of 5 average rating, 49 reviews
Guest favorite
Home in Vourvoulos
101. Luxury Villa, Private Pool, Aegean Sea View
Aug 13 – 20
$498 per night
4.88 out of 5 average rating, 8 reviews
Superhost
Home in Oia
Casa Daphne
Nov 28 – Dec 5
$810 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Pyrgos Kallistis
M&D Stories Santorini
Aug 31 – Sep 7
$585 per night
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Oia
Casa Daphne in Oia, Santorini
Jan 14 – 21
$736 per night
4.75 out of 5 average rating, 8 reviews
Guest favorite
Home in Kamari
Santorini Island Kamari Beach House
Feb 18 – 25
$125 per night
4.88 out of 5 average rating, 57 reviews
Superhost
Home in Panagia Kalou
Santorini's Rising Sun Private Villa
Oct 8 – 15
$563 per night
4.75 out of 5 average rating, 12 reviews
Guest favorite
Home in Pirgos Kallistis
AROMA CAVAS Suite with caldera view
Oct 18 – 25
$150 per night
4.96 out of 5 average rating, 94 reviews
Guest favorite
Home in Kamari
Aurum Eco Villa
Sep 26 – Oct 3
$278 per night
5.0 out of 5 average rating, 46 reviews

Condo rentals with a pool

Guest favorite
Condo in Exo Gonia
Karpimo Suites, Samarina House
May 25 – Jun 1
$173 per night
4.93 out of 5 average rating, 166 reviews
Guest favorite
Condo in Karterados
Cave House in Karterados Beach
Sep 24 – Oct 1
$97 per night
4.81 out of 5 average rating, 148 reviews
Guest favorite
Condo in Oía
Junior Suite Hot Tub Garden View "Katharos"
Aug 27 – Sep 3
$414 per night
4.84 out of 5 average rating, 31 reviews
Guest favorite
Condo in Imerovigli
Cave Caldera Sea & Sunset View Indoor Jacuzzi
Apr 18 – 25
$204 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Condo in Tholos
Deluxe Suite Sea View & Plunge Pool @Aplada Suites
Jul 27 – Aug 3
$386 per night
4.94 out of 5 average rating, 16 reviews
Superhost
Condo in Exo Gialos Karteradou
CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
Feb 11 – 18
$264 per night
4.84 out of 5 average rating, 61 reviews
Guest favorite
Condo in Kamari
Apartment For two adults
Sep 22 – 29
$124 per night
4.81 out of 5 average rating, 52 reviews
Superhost
Condo in Perissa
Loukas&Emma: Three Bedroom apartment with hot tub
Feb 10 – 17
$157 per night
4.65 out of 5 average rating, 20 reviews
Condo in Thira
Blue White Suites "Junior Suite with Hot Tub"
Jul 26 – Aug 2
$212 per night
4.68 out of 5 average rating, 80 reviews
Condo in Perissa
Deluxe Double Room 30 meters from Perissa Beach
May 29 – Jun 5
$92 per night
4.6 out of 5 average rating, 62 reviews
Condo in Santorini
Akrotiri Santorini Two bedroom apartment & pool
May 26 – Jun 2
$146 per night
4.67 out of 5 average rating, 3 reviews
Condo in Thira
Offer!!! Cave Pool Villa
Oct 19 – 26
$241 per night
4.43 out of 5 average rating, 7 reviews

Quick stats about vacation rentals with a pool in Oia

Total rentals

160 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

4.3K reviews

Nightly prices starting at

$10 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Greece
  3. Oia
  4. Rentals with pools