
Villa holiday rentals in Oia
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Top-rated villa rentals in Oia
Guests agree: these villas 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.B) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Santorini Sky | The Lodge *Most Unique*
SPECIAL 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.

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!

LaNera Luxury Villa - Infinity Pool, Hot Tub, Gym
LaNera is a luxury villa built on the premises of a century old cycladic house in Firostefani, overlooking Anafi Island and Profitis Ilias mountain. Built with both new and traditional techniques, following a sustainable design philosophy and situated in 7.000 sq ft of private land features an infinity pool, 24/7 heated hot tub and gym. 2026: Brand new premium mattresses with toppers upon request, indoor & outdoor eating and sitting spaces, BBQ and fully landscaped garden.

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast
Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)
Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is 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.

Villa Aronia
This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

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.

SEACREST VILLA-VOLCANO VIEW
SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.
Popular amenities for villa rentals in Oia
Private villa rentals

Deluxe Villa with Private Pool

Four Bedroom Villa with Hot Tub - Ducato Wine

Luxury Villa with Private Heated Pool Arota Villas

Serendipity Cliffside Villa~Jacuzzi & Caldera View

Inspire Santorini Luxury Villas - B1

Grande private villa, 3 bedrooms, swimming pool

Amarie House with Sea View & Sunset View

Astrea Suites: Villa Finikia- Aegean Sea View
Luxury villa rentals

Philosophia Luxury Villa

Villa Katerina-3 Villas (No8,9,10) & 3 Private Jacuzzi

The Mill Haven Santorini

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool

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

Eolia Luxury Villas Superior Villa

Villa Concha Con Perla Santorini

270 Oia's View Cavehouse V with private pool
Villa rentals with a pool

Kyklos villas - private heated pool Villa

Rock Villas Complex - Pool Hideaway Villa for 11

Villa Dakoronia•Stunning caldera view Private Pool

Santo Bloom "giio" Deluxe Villa with Private Pool

Filoxenia Luxury Villas | 2 Bedroom | private pool

Brand new villa with swimming pool

George Farm Land villa with private swimming pool

Alme villas private residence with pool
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $506 SGD | $318 SGD | $392 SGD | $449 SGD | $475 SGD | $522 SGD | $588 SGD | $525 SGD | $512 SGD | $415 SGD | $411 SGD | $569 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 $140 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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