Oia

Villas and Vaction Homes in Oia

4030 Villas and Vacation Homes in Oia

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Aerie 2bedroom By Thireon - Oia
Oia
4 2
$296/nighttotal: $888 (3 )

Aerie 2bedroom By Thireon

house - Santorini
Located in Oia, this villa is just a 2-minute walk from the Naval Museum of Oia and offers direct access to a balcony with sea views, with Katharos Beach a 12-minute walk away and Ancient Thera 14 miles distant.
This 1670 square foot holiday home accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring a garden, terrace, and air conditioning, plus free WiFi and an optional airport shuttle.
Sensia Caldera 360 Sea View - Oia
9.8Excellent 43 reviews
Oia
4 2
$292/nighttotal: $2044 (7 )

Sensia Caldera 360 Sea View

house - Santorini
Spectacular sea and mountain views define this villa in Oia, Santorini, located 1.3 miles from Katharos Beach and 6.1 miles from the Archaeological Museum of Thera.
This family-friendly, 750 square foot holiday home accommodates up to 9 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, air conditioning, and a private terrace perfect for outdoor dining, with airport transfers and car rental services available.
Sensia Villa With Hot Tub And Caldera View - Oia
9.9Excellent 20 reviews
Oia
4 3
$390/nighttotal: $2730 (7 )

Sensia Villa With Hot Tub And Caldera View

house - Santorini
Sensia villa is located in Oia, Santorini, 1.3 miles from Katharos Beach and 6.1 miles from the Archaeological Museum of Thera.
This luxurious 1610 sq ft holiday home offers accommodation for up to 16 guests with 3 bedrooms, 2 living rooms, a private hot tub, sauna, and yoga classes, alongside complimentary WiFi and free private parking.
Callista Villa - Oia
9.6Excellent 141 reviews
Oia
4 2
$403/nighttotal: $1209 (3 )

Callista Villa

apartment - Santorini
Located in Oia, this apartment is a 13-minute walk to Katharos Beach, 8.9 miles from the Archaeological Museum of Thera, and 14 miles from Santorini Port.
This spacious 750 square foot villa offers 2 bedrooms, a living room, 2 bathrooms with a hot tub and shower, air conditioning, complimentary Wi-Fi, and a private patio with an outdoor dining area, perfect for a holiday home experience.
The Boat Builders House - Sideras - Oia Center - Oia
Oia
4 2
$596/nighttotal: $1788 (3 )

The Boat Builders House - Sideras - Oia Center

boat - Santorini
Experience authentic maritime heritage in this historic late 1800s residence in Oia, Santorini, a former bakery and boat workshop, offering spectacular sunset views and located within walking distance of Oia Castle and the Maritime Museum, with the Santorini Caldera a short drive or walk away.
This welcoming 2-bedroom, 2-bathroom villa comfortably accommodates up to 5 guests and features air conditioning, a kitchen with a fridge, a sunlit courtyard, and internet, making it an ideal holiday home for exploring the island.
Sanctuary Vista House - Oia
10Excellent 120 reviews
Oia
4 2
$506/nighttotal: $1518 (3 )

Sanctuary Vista House

house - Santorini
Experience unparalleled sunset vistas from this centrally located Santorini retreat, offering direct access to the island's renowned views and promising a unique holiday home experience.
This family-friendly villa, accommodating up to 5 guests, features 2 bedrooms, 2 bathrooms, air conditioning, and a private terrace perfect for romantic getaways and immersive Santorini charm.
Soul Cave House-volcano View - Oia
9.6Excellent 613 reviews
Oia
2 2
$135/nighttotal: $1485 (11 )

Soul Cave House-volcano View

apartment - Santorini
SOUL CAVE HOUSE, a traditional cave apartment on the Oia caldera cliff, offers unparalleled panoramic views of the Aegean Sea, caldera, volcano, and Oia village, situated just a 3-minute walk from Oia's center and 5 minutes from bus and taxi stations.
This 2-bedroom apartment accommodates up to 3 guests, featuring a Cycladic-style interior, a fully equipped kitchen, air conditioning, and daily maid service, making it an ideal holiday home for exploring this stunning Greek island.
150 M² Villa ∙ 1 Bedroom ∙ 4 Guests - Oia
Oia
4 1
$218/nighttotal: $654 (3 )

150 M² Villa ∙ 1 Bedroom ∙ 4 Guests

house - Santorini
Perfectly positioned on the Oia caldera, The Alius Residence offers extraordinary sea and volcano views just steps from the grand caldera and Oia's central shops, restaurants, and bus station.
This 1610 sq ft villa comfortably accommodates 4 guests with a fully equipped kitchenette, private courtyard, and ADSL internet, blending modern amenities with Santorini's prosperous last century for a unique holiday home experience.
Cave Jaccuzzi House In Oia With Sea & Caldera View - Oia
9.8Excellent 178 reviews
Oia
2 1
$202/nighttotal: $606 (3 )

Cave Jaccuzzi House In Oia With Sea & Caldera View

apartment - Santorini
Perched on the Oia cliffside, this traditional cave house offers direct, full views of the Caldera and Aegean Sea, just steps from the main commercial path and a truly exclusive holiday home experience.
This 1-bedroom, 1-bathroom villa comfortably accommodates up to 4 guests and features a heated outdoor jacuzzi, private veranda, and authentic cave-style architecture for a unique Santorini escape.
White Cellar Cave Houses Oia Santorini By Cycladica - Oia
9.4Excellent 3 reviews
Oia
4 2
$393/nighttotal: $2751 (7 )

White Cellar Cave Houses Oia Santorini By Cycladica

troglodyte - Santorini
Situated in the central district of Oia, Santorini, this archetypal cave house offers direct access to Oia Castle and Ancient Thira, with the Santorini Caldera just moments away.
This unique 1080 sq ft villa accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a split-level design with vaulted ceilings, arched doorways, and three private terraces overlooking the iconic landscape, making it an exceptional holiday home.
White Cellar Cave Houses By Cycladica - Oia
9.8Excellent 249 reviews
Oia
4 1
$252/nighttotal: $1764 (7 )

White Cellar Cave Houses By Cycladica

house - Santorini
Located in Oia, this villa is a 16-minute walk to Katharos Beach and 8.7 miles from the Archaeological Museum of Thera.
This luxurious holiday home features 1180 square feet of living space with 2 bedrooms and 2 bathrooms, offering a private balcony with sea views, a swimming pool, jacuzzi, and full kitchen, plus access to snorkeling, cycling, and hiking.
Amare Villa With Jacuzzi By K&k - Oia
9.8Excellent 57 reviews
Oia
4 3
$453/nighttotal: $3171 (7 )

Amare Villa With Jacuzzi By K&k

apartment - Santorini
Located in Oia, Amare Villa is mere steps from the grand caldera and the town center, placing you within walking distance of shops, restaurants, and the bus station for convenient exploration of Santorini.
This exclusive 18th-century captain's house offers a private 3-bedroom, 2-bathroom villa accommodating up to 8 guests, featuring a spacious courtyard with a hot tub boasting sea and sunset views, perfect for a memorable holiday home experience.

Villas and Vacation Homes with Pool in Oia

Among the 4030 villas in Oia here are the 8 best villas with pool

Opsis Cave House - Oia
9.5Excellent 394 reviews
Oia
4 1
$220/nighttotal: $660 (3 )

Opsis Cave House

apartment - Santorini
Located a 14-minute walk from Katharos Beach in Oia, this apartment is 9 miles from the Archaeological Museum of Thera and 11 miles from Santorini International Airport.
This welcoming holiday home offers a private terrace with sea views, a kitchenette, air conditioning, a swimming pool, and a hot tub, with tennis courts and parking also available for your convenience.
Luxury Santorini Villa 1 Bedroom Villa Stunning Sea Views & Outdoor Jacuzzi Oia - Oia
Oia
2 1
$548/nighttotal: $1644 (3 )

Luxury Santorini Villa 1 Bedroom Villa Stunning Sea Views & Outdoor Jacuzzi Oia

house - Santorini
Located in Thólos, this villa is 1.2 miles from Katharos Beach and a 12-minute walk from the Naval Museum of Oia.
This family-friendly holiday home offers air conditioning, free Wi-Fi, an outdoor jacuzzi, a swimming pool, and an outdoor dining area, perfect for enjoying the stunning sea and mountain views.
Villa ∙ 3 Bedrooms ∙ 6 Guests - Oia
Oia
4 3
$919/nighttotal: $6433 (7 )

Villa ∙ 3 Bedrooms ∙ 6 Guests

house - Santorini
Located in Oia, this luxury villa is just 300 meters from the village center and only 10 feet from Beefbar Restaurant, offering breathtaking sea views and iconic Santorini sunsets from its private lounge area.
This exclusive holiday home accommodates up to 6 guests across three elegant bedrooms, featuring a private outdoor infinity pool, a heated jacuzzi, a dedicated playroom, and a boho-inspired interior, making it an ideal beach house for exploring Oia's traditional streets and caldera views.
Perfect Santorini Villa | 2 Bedrooms | Michelangelo Beach Villa - Oia
Oia
4 2
$257/nighttotal: $1799 (7 )

Perfect Santorini Villa | 2 Bedrooms | Michelangelo Beach Villa

house - Santorini
Located in Baxedes beach, this villa is a 5-minute drive from the cosmopolitan village of Oia and a 20-minute walk from Foinikia.
This spacious 70 sqm holiday home features an open-plan kitchen and living room, accommodates up to 4 guests (with a sofa bed for a fifth), and boasts external hydromassage on the eastern veranda with sunrise views, air conditioning, and Wi-Fi.
Villa ∙ 2 Bedrooms ∙ 6 Guests - Oia
Oia
4 2
$378/nighttotal: $2646 (7 )

Villa ∙ 2 Bedrooms ∙ 6 Guests

house - Santorini
This villa in Santorini offers a tranquil retreat in a quiet area with a side sea view, providing a peaceful escape from the main bustle while remaining accessible to the island's attractions.
Featuring two bedrooms, two bathrooms, and a sofa bed, this family-friendly accommodation comfortably hosts up to six guests and boasts a fully equipped kitchen, air conditioning, high-speed Wi-Fi, and an expansive yard with a swimming pool for ultimate relaxation and entertainment.
Villa ∙ 1 Bedroom ∙ 2 Guests - Oia
Oia
2 1
$197/nighttotal: $2167 (11 )

Villa ∙ 1 Bedroom ∙ 2 Guests

house - Santorini
Experience a newly renovated 1-bedroom suite in Oia's caldera, offering direct sea views from its private balcony in Santorini, Greece.
This exclusive villa provides a serene atmosphere with air conditioning, a swimming pool, and a jacuzzi, perfect for a couple seeking tranquility and awe-inspiring experiences, with mandatory cash payment of an environmental fee upon arrival.
Villa ∙ 3 Bedrooms ∙ 6 Guests - Oia
Oia
4 3
$894/nighttotal: $2682 (3 )

Villa ∙ 3 Bedrooms ∙ 6 Guests

house - Santorini
Villa Filch offers an exclusive retreat in Oia, Santorini, located just 0.3 miles from the village center and its iconic caldera views, with Ammoudi Beach 1.5 miles away and Santorini Airport 16.5 miles distant.
This luxurious 3-bedroom, 3-bathroom villa accommodates up to 6 guests and features an unrivaled private infinity pool, a heated jacuzzi, a dedicated playroom, and direct access to the outdoor jacuzzi from two master bedrooms, making it an ideal holiday home.
Thea Cave Villa - Oia
9.7Excellent 8 reviews
Oia
2 1
$402/nighttotal: $1206 (3 )

Thea Cave Villa

house - Santorini
Located in Oia, Thea Cave Villa is 1.2 miles from Katharos Beach and a 12-minute walk from the Naval Museum of Oia, offering an exclusive experience in Santorini.
This 740 square foot villa accommodates up to 2 guests and features a private infinity pool, spa facilities, a hot tub, and a terrace with stunning sea views, perfect for a relaxing holiday home experience.

Frequently Asked Questions about Oia

  • What are the must-see attractions to visit in Oia, Greece?

    When visiting Oia, Greece, the iconic blue-domed churches are a primary draw, offering picturesque views. The Oia Castle ruins provide a fantastic vantage point for the famous sunsets. Exploring the narrow, winding pathways reveals charming boutiques and art galleries. For a different perspective, a visit to Ammoudi Bay below Oia is recommended, known for its seafood tavernas and clear waters.
  • Which district of Oia, Greece is best known for its villas?

    While villas are scattered throughout Oia, Greece, the areas overlooking the caldera, particularly to the west of the main village center, are most renowned for their luxurious villa accommodations. These locations offer the most sought-after caldera views.
  • What are the advantages of staying in a villa in Oia, Greece?

    Staying in a villa in Oia, Greece provides a sense of privacy and exclusivity, often with private plunge pools or infinity pools overlooking the Aegean Sea. Many villas offer spacious living areas and fully equipped kitchens, giving a more home-like experience. The unobstructed caldera views from a private villa are a significant advantage, especially during sunset.
  • How much does it cost to rent a villa in Oia, Greece on average?

    The average cost to rent a villa in Oia, Greece can vary significantly based on size, amenities, location, and season. During peak season, expect prices to range from $500 to $3,000 per night or more for high-end properties with prime caldera views. Off-season rates can be considerably lower.
  • Are there villas near the city center in Oia, Greece?

    Yes, there are villas located near the city center of Oia, Greece. These villas offer convenient access to shops, restaurants, and the main pathways, while still often providing beautiful views, though they might not always have the same level of seclusion as those further out.
  • How far in advance should I book a villa in Oia, Greece?

    It is highly recommended to book a villa in Oia, Greece at least six to twelve months in advance, especially if planning a trip during the popular summer months or for specific dates. Villas with the best views and amenities tend to be reserved very quickly.
  • Are there wineries or food tours near villas in Oia, Greece?

    While Oia, Greece itself is more known for its sunsets and architecture, there are wineries on the island of Santorini that offer tours and tastings. Some villas may be located within reasonable driving distance to these wineries, and private food tours can often be arranged to explore local culinary experiences on the island.
  • Is a car necessary to stay in a villa in Oia, Greece?

    A car is generally not necessary to stay in a villa in Oia, Greece, particularly if the villa is within walking distance of the main village. Oia is a pedestrian-friendly village with narrow paths. For exploring other parts of Santorini, taxis, local buses, or ATVs are readily available and often a more convenient option than dealing with parking in Oia.

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