
Villa holiday rentals in Oia
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Top-rated villa rentals in Oia
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Santorini Sky | The Lodge *Most Unique*
SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

Luxury Efis Home - Villa 2 - Sea View & Private Jacuzzi
NEW Efis Home - Villa 2 - Sea View & Prive Jacuzzi (60 sq.m.) is a beautiful property that acommodates up to 4pax! The Villa has in total 1 Double Bed, Safety box, 1 Sofa-bed, 1 camb bed,1 beautiful Cave-Bathroom with Shower, 1 Living Room with Dining Table and Chairs, a Flat Screen TV, a mini Fridge and a Coffee machine. At the balcony, there is a deck with outside furniture & 1 Private Jacuzzi, where you can relax & enjoy the majestic view from the sun beds, as well as your meals and drinks.

Martynou View Suite
Martynou View Suite 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 the best beaches.This is an ideal choice for couples or small families.Suite offers private parking,a spacious living room with a kitchen, bathroom,double bed,air condition,coffee machine, 2 smart TV,fridge(offer bread jam honey butter),Wi-fi, and a private heated mini pool(jacuzzi)with stunning sea views!

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.B) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Ventus Paradiso Villa, Outdoor Heated Plunge Pool
Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Levantis Suite - Private Hot Tub & Sea View
Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Abelomilos Luxury by The Sea
Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)
Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

Serra Exclusive Suites
Our newly-built suites are providing a modern and luxury setting with the best view of the entire Caldera of Santorini (the cliffs, the volcano, Oia, Fira, etc.) where our guests will be pampered and feel like home thanks to the famous Greek hospitality. You can explore an unparalleled travel experience you would not miss for the world.

Loukia House
Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Top Caldera view villa with Hot Tub in Oia
This charming, spacious villa sits at the highest point of the village, offering stunning, unobstructed views of the famous Caldera and the volcano. With a king-size bed and a private balcony featuring a hot tub, it promises unforgettable moments of relaxation and pure enjoyment.

Premium Two Bedroom Villa with Jacuzzi & Sea View
The Premium Villa exudes a vintage charm with its unique architectural features and traditional design elements. The whitewashed walls and rustic tones create a warm and inviting atmosphere, while the vintage furnishings add to the overall character and authenticity of the space.
Popular amenities for villa rentals in Oia
Private villa rentals

Eolia Senior Villa

The Mill Haven Santorini

103. Lavender | Superior 2-Bedroom Villa, Jacuzzi

Serenity Villa with private Jacuzzi

Peaceful Seafront Retreat – Sonus Mare 1

Lotus Cave Villa With Heated Plunge Pool

Inspire Santorini Luxury Villas - A2

Blue Diamond Suite with Hot Tub *Aegean Diamonds*
Luxury villa rentals

Aleria Santorini Villa

Philosophia Luxury Villa

Villa Trace-2 BR/Heated private pool, Sea view

Villa Concha Con Perla Santorini

270 Oia's View Cavehouse V with private pool

The Painters House

White Orchid Villa | Private Pool | Sunset View

The Cave Complex by A Terre Caves & Villas
Villa rentals with a pool

VILLA WAVES 2 SANTORINI

Villa Dakoronia•Stunning caldera view Private Pool

Santo Bloom "giio" Deluxe Villa with Private Pool

Filoxenia Luxury Villas | 2 Bedroom | private pool

Living Moments Villa Amersa

George Farm Land villa with private swimming pool

Alme villas private residence with pool

One Bedroom Villa Private Pool - Ducato Wine
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $501 SGD | $316 SGD | $389 SGD | $446 SGD | $471 SGD | $518 SGD | $583 SGD | $520 SGD | $508 SGD | $412 SGD | $408 SGD | $564 SGD |
| 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 villa rentals in Oia

Total holiday rentals
Explore 70 holiday rentals in Oia

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

Verified guest reviews
Over 1,460 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
70 of Oia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oia rentals

4.8 Average rating
Oia stays are highly rated by guests – averaging 4.8 out of 5!
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