Holiday Rentals in Oia

933 available vacation rental offers

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Oia holiday rentals
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Best Holiday rentals and Airbnb offers in Oia

Best family friendly Oia holiday rentals

Among the 933 accommodations in Oia, here are the 4 best family friendly rentals

Anemolia Villa - Oia
9.9 80 reviews
Oia
03/07 – 07/07
SG$613/nighttotal: SG$2452 (4 )

Anemolia Villa

2 4
house , Santorini
Villa Anemolia is a traditional Cycladic-style property located in the village of Megalochori, just 5km from Ormos Athinios Port and 6.4km from Santorini National Airport. The villa has excellent user, location, and cleanliness ratings.
The villa has 2 bedrooms and covers 120 square meters. It features a fully equipped kitchen, air conditioning, a 3D smart TV, a private terrace with stunning views, a heated hot tub, a swimming pool, a garden, and a range of amenities, including a concierge service, a restaurant, and a tennis court.
Kalyva Cycladic Loft - Open Plan, In Oia Santorini - Oia
10 95 reviews
Oia
21/08 – 29/08
SG$299/nighttotal: SG$2392 (8 )

Kalyva Cycladic Loft - Open Plan, In Oia Santorini

1 2
house , Santorini
This charming Cycladic house is situated in a peaceful part of Oia, just a minute's walk from the famous Sunset Boulevard and the main street, offering easy access to the island's main attractions. It has received excellent ratings for user experience, location, and cleanliness.
The property features one bedroom and one bathroom, comfortably accommodating up to three guests. The house includes modern amenities such as air conditioning, a fully equipped kitchen, a garden, a fitness centre, and parking.
Marizan Caves & Villas - Oia
9.6 1003 reviews
Oia
27/07 – 28/07
SG$697/nightfor 1 night

Marizan Caves & Villas

1 2
studio , Santorini
The Marizan Caves & Villas studio is situated in Oia, a short walk from Katharos Beach and a drive from the Archaeological Museum of Thera, offering a peaceful escape in a picturesque location. The studio consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The studio provides a unique cave-like accommodation, offering a traditional Santorini ambience with modern comforts. Guests can enjoy a range of amenities and activities, including a private balcony with sea views, a swimming pool, a Jacuzzi, a sun terrace, and access to a spa, a fitness centre, and a restaurant.
Oia, Finikia Cave House - Oia
9.9 127 reviews
Oia
01/07 – 05/07
SG$360/nighttotal: SG$1440 (4 )

Oia, Finikia Cave House

2 2
house , Santorini
This cave dwelling is situated in Oia, just 1.9 kilometres from Baxedes Beach and 2.9 kilometres from Katharos Beach, offering easy access to both beautiful beaches and the historical wonders of Ancient Thera (21 kilometres) and the Akrotiri archaeological site (22.5 kilometres). The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
This charming one-bedroom cave house comfortably accommodates up to four guests, featuring a fully equipped kitchen with a fridge and microwave oven, a private terrace, and a refreshing rooftop pool and hot tub. Guests can enjoy stunning Aegean Sea views from the balcony, relax in the garden, and benefit from free Wi-Fi and parking.

Best Oia holiday rentals with a pool

Among the 933 accommodations in Oia, here are the 4 best rentals with a pool

Alisaris Cave Suites - Oia
9.8 160 reviews
Oia
19/08 – 26/08
SG$583/nighttotal: SG$4081 (7 )

Alisaris Cave Suites

1 2
house , Santorini
Alisaris Cave Suites is located in Oia, a 14 kilometre drive from the Archaeological Museum of Thera and a short walk from Katharos Beach. The hotel has received excellent ratings for its location, cleanliness, and overall experience.
Each cave suite sleeps up to two guests and features a private spa bath. Amenities include a swimming pool, a jacuzzi, a garden, a restaurant, and a concierge service. Guests can also enjoy complimentary Wi-Fi, a continental breakfast, and the option to rent a car or go cycling.
Armeni Village - Oia
9.0 1689 reviews
Oia
27/08 – 04/09
SG$362/nighttotal: SG$2896 (8 )

Armeni Village

1 2
hotel , Santorini
Armeni Village is situated in Oia, Santorini, just a short five-minute walk from the village centre, offering stunning views of the caldera. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The hotel provides a range of amenities and activities to enhance your stay. Guests can enjoy a swimming pool, a Jacuzzi, a fitness centre, and a spa, as well as excursions and activities arranged by the hotel staff.
Kallisti Sunset - Oia
9.9 69 reviews
Oia
18/07 – 20/07
SG$1657/nighttotal: SG$3314 (2 )

Kallisti Sunset

2 4
apartment , Santorini
This apartment is situated in the Oia Caldera district, a short walk from Katharos Beach and within easy reach of the Archaeological Museum of Thera and Santorini Port. It has received excellent ratings for location, cleanliness, and overall experience.
The two-bedroom apartment spans 85 square metres and comfortably accommodates up to six guests. It comes equipped with a private plunge pool, a terrace with stunning sea views, a fully equipped kitchen, and a range of modern amenities, including air conditioning, a flat-screen TV, and free Wi-Fi.
Armonoia Luxury Caves - Oia
9.2 79 reviews
Oia
29/10 – 31/10
SG$508/nighttotal: SG$1016 (2 )

Armonoia Luxury Caves

1 3
house , Santorini
Oia Angle Cavehouse is located in the village of Oia, 2.7 miles from Cape Columbo Beach and just steps away from the Naval Museum of Oia, offering a peaceful retreat in a historic setting. The property has received excellent ratings for its cleanliness, location, and user experience.
This cave house offers a unique stay in a traditional Santorini dwelling, providing a glimpse into the island's rich history and architecture. The accommodation features a range of amenities, including a kitchen with a fridge, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, concierge services, a restaurant, and parking.

Frequently asked questions about holiday rentals in Oia

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

    Oia is brimming with beautiful spots! You have to see the iconic Santorini sunset from the village's main square, and the Oia Castle ruins offer panoramic views. For a change of pace, head to the nearby village of Imerovigli, known for its charming churches and stunning caldera views. You can also visit the Akrotiri Archaeological Site, an ancient Minoan city that was buried by a volcanic eruption.
  • What are the best Airbnb and vacation rentals in Oia?

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

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

    The most popular walking route is the path from Oia to Fira, offering incredible views of the caldera. It's about 10km long and takes around 3 hours. If you're feeling adventurous, there's a challenging but rewarding hike up to the Prophet Elias Monastery, which has breathtaking views of the island. For cycling, the road from Oia to Imerovigli is a great option, with gentle slopes and stunning scenery.
  • 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 go for a swim in the Aegean Sea, or try some water sports like windsurfing or paddleboarding. There are also plenty of opportunities for hiking and trekking, with trails leading to the top of the caldera and to secluded beaches. For a unique experience, try a sunset cruise on a traditional Greek sailboat.
  • What are the best vacation rentals with a pool in Oia?

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

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

    Oia is well-connected to other towns on Santorini. You can easily take the local bus to Fira, the island's capital, which is about 10km away. From Fira, you can catch buses to other towns like Imerovigli, Firostefani, Akrotiri, and Perissa. There are also ferries to other islands in the Cyclades, such as Mykonos and Naxos.
  • What are the best rentals for families and kids in Oia?

    The best rentals for families and kids in Oia are Anemi House & Villas, Santorini Paradise Cave Houses and Pergeri Apartments.

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

    Vacation rentals in Oia usually offer a range of amenities, including private balconies or patios with stunning views, fully equipped kitchens, comfortable bedrooms, and Wi-Fi. Some rentals also have private pools, jacuzzis, and air conditioning. You can find rentals that cater to different needs, from budget-friendly options to luxurious villas.
  • 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, Santorini Paradise Cave Houses and Delta Suites.

  • 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. The weather is still pleasant, but the crowds are smaller and prices are more affordable. If you want to experience the summer heat and the lively atmosphere, June to August is the peak season, but expect higher prices and larger crowds.

Destinations nearby

Best Oia holiday rentals with a balcony

Aerial Apartments - Oia
9.7 177 reviews
Oia
31/08 – 03/09
SG$351/nighttotal: SG$1053 (3 )

Aerial Apartments

2 5
apartment , Santorini
The Aerial Apartment, a recently renovated one-bedroom flat in Karterados, Santorini, is located 2.1km from the Archaeological Museum of Thera and 3.1km from Santorini Airport.
This 50 square metre self-catering property boasts a private terrace, garden, parking, and air conditioning, plus a well-equipped kitchen and is close to the Museum of Prehistoric Thera.
Fotinos Houses - Oia
9.4 54 reviews
Oia
19/08 – 26/08
SG$253/nighttotal: SG$1771 (7 )

Fotinos Houses

1 2
apartment , Santorini
This apartment is situated in Oia, a charming village perched on the cliffs of Santorini, offering breathtaking views of the Caldera and Aegean Sea, and is just 500 metres from the Oia Bus Terminal. The apartment enjoys excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment, suitable for two guests, features one bedroom and one bathroom, providing a cosy and comfortable space for your Santorini getaway. The property offers a range of amenities, including a swimming pool, a restaurant, a spa, and a fitness centre, ensuring a relaxing and enjoyable stay.
White Side Suites - Oia
9.7 331 reviews
Oia
24/07 – 28/07
SG$439/nighttotal: SG$1756 (4 )

White Side Suites

1 2
apartment , Santorini
White Side Suites, located in Oia, Santorini, offers a self-catering apartment a short 0.75km walk from Katharos Beach and a convenient drive from sites such as the Archaeological Museum of Thera and Santorini's port.
This 30 square metre flat features one bedroom, one bathroom, a fully equipped kitchen, air conditioning, a terrace, garden access, parking, and stunning sea views; free Wi-Fi and airport shuttle services are also available.
Located At The Breathtaking Caldera Of Imerovigli - Oia
9.8 7 reviews
Oia
08/08 – 12/08
SG$1958/nighttotal: SG$7832 (4 )

Located At The Breathtaking Caldera Of Imerovigli

4 8
house , Santorini
Aethria Villa is a four-bedroom, four-bathroom house located in the traditional village of Imerovigli, perched on the caldera cliffs, offering unparalleled views of the volcano and sea, with the Castle of Oia and Ancient Thira nearby.
This family-friendly villa, accommodating up to eight guests, features a kitchen with a fridge and microwave, air conditioning, a jacuzzi, a terrace, and a garden, with internet and pets allowed for a comfortable stay.

Best Oia holiday rentals with parking

Thirea Suites - Oia
9.7 787 reviews
Oia
27/07 – 03/08
SG$468/nighttotal: SG$3276 (7 )

Thirea Suites

1 2
B&B , Santorini
Thirea Studios is situated in the village of Oia, a short distance from the Castle of Oia, offering stunning views of the caldera and volcano. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The studio apartment features a spacious terrace perfect for enjoying the views. It comes equipped with a kitchenette, air conditioning, and access to a swimming pool, Jacuzzi, and spa for relaxation and enjoyment.
Sensia Caldera 360 Sea View - Oia
9.8 49 reviews
Oia
29/10 – 31/10
SG$454/nighttotal: SG$908 (2 )

Sensia Caldera 360 Sea View

2 3
house , Santorini
Sensia Caldera 360 Sea View, a two-bedroom villa in Oia, Santorini, boasts panoramic sea and mountain views, situated 2.1km from Katharos Beach and 2.9km from Baxedes Beach, with the Archaeological Museum of Thera 9.8km away.
This 70 square metre property offers a fully equipped kitchen, private terrace, room service, free Wi-Fi, airport transfers, and accommodates up to nine guests, featuring a living room and a bathroom with a bidet and hairdryer.
Sensia Luxury Studio With Hot Tub - Oia
9.8 65 reviews
Oia
27/08 – 04/09
SG$337/nighttotal: SG$2696 (8 )

Sensia Luxury Studio With Hot Tub

1 2
studio , Santorini
The Sensia Luxury Studio with Hot Tub is situated in Oia, a short drive from Katharos Beach, offering stunning sea views. It has consistently received excellent ratings for its cleanliness, location and overall experience.
This self-catering apartment is ideal for couples, with a comfortable layout across 20 square metres. Guests can enjoy a private hot tub, a fully equipped kitchen, a terrace with sea views, a garden and free parking.
Historic Cave House, The Old Bakery By Cycladica - Oia
9.8 288 reviews
Oia
27/07 – 28/07
SG$819/nightfor 1 night

Historic Cave House, The Old Bakery By Cycladica

1 2
house , Santorini
This villa is located in Oia, Santorini, a district renowned for its caldera views and sunsets, offering a peaceful escape with convenient access to the island's attractions.
This family-friendly villa provides air conditioning, a kitchen with a fridge, a swimming pool, a jacuzzi, a terrace, and a concierge service, with complimentary breakfast and spa access available.
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