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Oia vacation rentals
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Best Vacation rentals and Airbnb offers in Oia

Best Oia vacation rentals with a balcony

Signature Santorini Villa | 2 Bedroom Villa | Private Jetted Pool & Beautiful - Oia
Oia
07/10 – 07/13
$663/nighttotal: $1989 (3 )

Signature Santorini Villa | 2 Bedroom Villa | Private Jetted Pool & Beautiful

2 4
house , Santorini
This Santorini villa is centrally located in Oia, less than 1.2 miles from the Santorini Caldera, Oia Blue Dome Church, and Domaine Sigalas Winery.
The 880-square-foot home features two bedrooms, two bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating four guests and offering a garden and balcony for outdoor enjoyment.
Azalea Houses Cave Villa - Oia
9.7 254 reviews
Oia
07/21 – 07/25
$231/nighttotal: $924 (4 )

Azalea Houses Cave Villa

1 2
house , Santorini
The Azalea Houses are located in the charming village of Finikia, just a short walk from the famous village of Oia, offering stunning views of the Aegean Sea. The property has received excellent user ratings for location, cleanliness, and overall experience.
The houses feature traditional architecture and comfortable interiors with modern amenities. Guests can enjoy a swimming pool, a terrace, a garden, and a restaurant on-site, as well as free Wi-Fi and parking.
Church And Cave - Santorini Private Residences - Oia
9.7 108 reviews
Oia
07/05 – 07/11
$413/nighttotal: $2478 (6 )

Church And Cave - Santorini Private Residences

2 6
house , Santorini
Church and Cave - Santorini Private Residences offers luxurious villas in Mesaria, Santorini, conveniently located 1.2 miles from Santorini Airport and within a few miles of Ancient Thera and Akrotiri archaeological sites.
Each villa features a private terrace, hot tub, fully equipped kitchen (including fridge, freezer, and microwave), air conditioning, free Wi-Fi, and access to a swimming pool and Jacuzzi; family rooms are available.

Our Favorite Family-Friendly Vacation Rentals in Oia

Perfect for family trips, these spacious Oia rentals and Airbnbs provide easy access to local beaches.

Villa ∙ 1 Bedroom ∙ 2 Guests - Oia
Oia
07/10 – 07/13
$714/nighttotal: $2142 (3 )

Villa ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Santorini
Villa Baretti, a cliffside cave suite in Santorini, offers stunning caldera and sea views, located 7 miles from Fira, 11 miles from the airport, and 12 miles from Athinios Port.
This 390-square-foot Santorini rental boasts a spacious bedroom, modern bathroom, private hot tub, and amenities including a smart TV, coffee machine, and air conditioning, accommodating up to two guests.
Villas Scirocco - Oia
9.7 151 reviews
Oia
07/08 – 07/21
$496/nighttotal: $6448 (13 )

Villas Scirocco

2 7
house , Santorini
Villas Scirocco in Fira, Santorini, offers luxurious villas a 9-minute walk from Exo Gialos Beach and 1.2 miles from the Archaeological Museum of Thera, with Santorini International Airport 3.7 miles away.
Each villa features a fully equipped kitchenette, private terrace with stunning pool and sea views, access to a swimming pool, spa, tennis court, and concierge service, plus free Wi-Fi and parking.

Frequently Asked Questions about vacation rentals in Oia

  • What are some interesting places to visit in or near Oia?

    Oia is full of charming places! You'll want to see the iconic Santorini sunset from the Oia Castle, explore the narrow streets lined with white-washed houses and blue-domed churches, and visit the Naval Maritime Museum. Just a short drive away, you can explore the ancient Akrotiri archaeological site, a Bronze Age settlement buried by a volcanic eruption.
  • What are the best Airbnb and vacation rentals in Oia?

    Anemi House & Villas, Seafront Cave Suite and Pergeri Apartments are the most popular Airbnb and vacation rentals in Oia among travelers.

  • Which walking or cycling routes are the best in Oia?

    The best walking route in Oia is along the caldera rim, offering breathtaking views of the Aegean Sea and the volcanic islands. You can also cycle from Oia to Fira, the capital of Santorini, along a scenic path that winds through vineyards and villages. Just be sure to bring plenty of water, as it can get quite warm.
  • What are the most popular Airbnbs in Oia?

    Among the Airbnbs in Oia, Seafront Cave Suite, Cave House Oia Caldera Amazing View With Jacuzzi and Argithea Apartment are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Oia?

    Santorini is a great place for outdoor activities! You can hike to the top of the volcano, go swimming in the crystal-clear waters of the Aegean Sea, or take a boat trip to the nearby volcanic islands. You can also rent a kayak or paddleboard and explore the coastline.
  • What are the best vacation rentals with a pool in Oia?

    Anemi House & Villas, Seafront Cave Suite and Delta Suites are the best vacation rentals with a pool in Oia.

  • What other towns or cities can be easily accessed from Oia?

    Fira, the capital of Santorini, is just a short bus ride away from Oia, and you can easily reach it by taking a scenic bus ride along the caldera rim. You can also visit the charming villages of Imerovigli and Firostefani, both located within walking distance of Oia.
  • What are the best rentals for families and kids in Oia?

    The best rentals for families and kids in Oia are Anemi House & Villas, Pergeri Apartments and Delta Suites.

  • What amenities are commonly available in vacation rentals in Oia?

    Vacation rentals in Oia typically offer a variety of amenities, including private balconies or patios with stunning views, fully equipped kitchens, and comfortable living spaces. Many rentals also have air conditioning, Wi-Fi, and private pools or jacuzzis.
  • What are the best rentals or Airbnbs with a jacuzzi in Oia?

    The best vacation rentals or Airbnb with a jacuzzi in Oia are Anemi House & Villas, Delta Suites and Aplai Dome.

  • What time of year is best to rent a vacation rental Oia?

    The best time to visit Oia is during the shoulder seasons, from April to May and September to October, when the weather is pleasant and the crowds are smaller. You can also find better deals on vacation rentals during these months.

Destinations nearby

Best Oia vacation rentals with parking

Rose Suites - Oia
9.7 149 reviews
Oia
07/06 – 07/11
$143/nighttotal: $715 (5 )

Rose Suites

1 2
studio , Santorini
Rose Suites, located in Vourvoulos, Santorini, is a 2.7-kilometer drive from Pori Beach and a 3.5-kilometer drive from the Archaeological Museum of Thera.
This Santorini studio apartment offers a private garden, free Wi-Fi, free parking, a swimming pool, and features a modern kitchen with a dishwasher, oven, coffee machine, toaster, refrigerator, and stovetop, plus a private bathroom and terrace.
Captain John Apartments - Oia Center - Oia
Oia
06/27 – 07/04
$234/nighttotal: $1638 (7 )

Captain John Apartments - Oia Center

1 2
apartment , Santorini
Apartment rental. This accommodation is based in Santorini.
Services and facilities: a kitchen, a garden and a terrace. This apartment in Santorini is ideal for families.
Eunike Apartment, 2 Bdr, Divine Sunset & Sea Views, Private Pool, Furnished. - Oia
Oia
06/22 – 06/26
$2781/nighttotal: $11124 (4 )

Eunike Apartment, 2 Bdr, Divine Sunset & Sea Views, Private Pool, Furnished.

2 5
apartment , Santorini
Eunike Apartment offers an elevated setting on the outskirts of Oia, Santorini, providing uninterrupted Aegean Sea vistas and sunset views, with the Castle of Oia just a short distance away. This 2-bedroom, 2-bathroom vacation rental accommodates up to 5 guests and features a private terrace with a dining area and pool, access to six shared pools, and on-site fine dining, spa, wellness, and fitness facilities.

Browse Vacation Rentals with a Pool in Oia

Complement your time by the water with a dip in the pool at these Oia vacation rentals with on-site swimming facilities.

Villa ∙ 1 Bedroom ∙ 2 Guests - Oia
Oia
07/25 – 08/03
$465/nighttotal: $4185 (9 )

Villa ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Santorini
The Mystic Cave Suite, a traditional Cycladic-style dwelling, is centrally located in Oia, Santorini, offering breathtaking caldera and sea views, with Armeni Beach approximately 0.5 miles away and Oia's amenities a 2-minute walk. This 1-bedroom, 1-bathroom suite accommodates two guests and features air conditioning, a private bathroom, a separate living space, and access to a communal swimming pool with a sun terrace.
Nano Oia Canaves - Oia
9.4 194 reviews
Oia
07/10 – 07/14
$625/nighttotal: $2500 (4 )

Nano Oia Canaves

1 1
house , Santorini
Nano Oia Canaves, a recently renovated villa in Oia, Santorini, is located 1.2 miles from Katharos Beach, an 11-minute walk from the Naval Museum of Oia, and offers easy access to other Oia attractions and major Santorini landmarks like Ancient Thera (15 miles) and Akrotiri (16 miles) by car. This one-bedroom rental boasts a private pool, balcony with stunning sea views, concierge service, parking, and includes a continental breakfast featuring local specialties; car rentals are available on-site.
Aregou Villas - Oia
9.5 237 reviews
Oia
06/28 – 07/01
$907/nighttotal: $2721 (3 )

Aregou Villas

4 6
house , Santorini
Aregou Villas, situated in Imerovigli, Santorini, offers convenient access to the Archaeological Museum of Thera (approximately 1.8 miles away), Santorini Port (7.6 miles), and Santorini International Airport (5.6 miles).
This Santorini villa rental boasts a swimming pool, private terraces with sea views, free Wi-Fi, free parking, and features such as air conditioning, a kitchenette, and room service, making it ideal for families.
Aurora Grace Villa With Indoor Plunge Pool Caldera View Wpv Oia Santorini - Oia
9.4 1263 reviews
Oia
09/02 – 09/05
$418/nighttotal: $1254 (3 )

Aurora Grace Villa With Indoor Plunge Pool Caldera View Wpv Oia Santorini

1 2
house , Santorini
This villa is located in Thólos, a village in Oia, just an 11-minute walk from the Naval Museum of Oia and a short drive from other major attractions. The villa has received excellent ratings for cleanliness, location, and overall user experience.
The villa features two bedrooms, a living room, and a private jacuzzi with stunning caldera views. Enjoy amenities like a swimming pool, a spa, a restaurant, and a bar, all while taking advantage of the free Wi-Fi and convenient room service.

Browse Waterfront Vacation Rentals in Oia

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Oia. Book your next shoreside stay today.

Artia Mansion - Oia
9.6 425 reviews
Oia
08/10 – 08/13
$460/nighttotal: $1380 (3 )

Artia Mansion

1 1
house , Santorini
Hector Cave House - Oia
9.8 704 reviews
Oia
08/10 – 08/13
$472/nighttotal: $1416 (3 )

Hector Cave House

1 1
house , Santorini
Oia Vineyart Home 1 - Oia
10 40 reviews
Oia
08/02 – 08/07
$486/nighttotal: $2430 (5 )

Oia Vineyart Home 1

1 4
apartment , Santorini
Santorini Grace Villa No1 - Oia
Oia
07/05 – 07/11
$481/nighttotal: $2886 (6 )

Santorini Grace Villa No1

4 6
house , Santorini

Top-Rated 5-Star Vacation Rentals in Oia

These high-end vacation rentals in Oia offer luxury living and unmatched quality near the shore.

Apartment ∙ 2 Bedrooms ∙ 5 Guests - Oia
Oia
06/22 – 06/26
$2821/nighttotal: $11284 (4 )

Apartment ∙ 2 Bedrooms ∙ 5 Guests

2 5
apartment , Santorini

Best Vacation Rentals with a Steam Room in Oia

Relax with an on-site sauna at these vacation rentals in Oia, perfect for a steam session after a day by the water.

Elea Resort - Adults Only - Oia
Oia
07/28 – 08/01
$326/nighttotal: $1304 (4 )

Elea Resort - Adults Only

1 2
resort , Santorini
Ariadne Villa, Cloud 9 Santorini - Oia
Oia
07/06 – 07/11
$896/nighttotal: $4480 (5 )

Ariadne Villa, Cloud 9 Santorini

1 2
house , Santorini
Ianthe Apartments & Villa - Oia
Oia
08/10 – 08/13
$309/nighttotal: $927 (3 )

Ianthe Apartments & Villa

1 1
apartment , Santorini
Elegant Oia Residence | Stunning Caldera & Seaviews | Platis Residence - Oia
Oia
08/02 – 08/03
$1255/nightfor 1 night

Elegant Oia Residence | Stunning Caldera & Seaviews | Platis Residence

2 3
house , Santorini
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