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Oia vacation rentals

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Top-rated vacation rentals in Oia

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cycladic home in Monolithos

4.84 out of 5 average rating, 65 reviews

Villa | Private Pool | Sea View | by the beach 9p

At Theros Houses you may enjoy the relaxing vacation you need. The buildings, the private pools , the big grounds around them offer the ideal atmosphere to relax and play with your friends or the members of your family. You may also combine activities or excursions we may organize for you or enjoy special amenities like massage, baby sitting, cooking lessons or wine tasting in the house on demand. WE OFFER DAILY CLEANING AND FREE TRANSPORTATION FROM THE AIRPORT OR THE PORT WITH NO EXTRA CHARGE.

Townhouse in Mesaria

5 out of 5 average rating, 6 reviews

Golden Moments Santorini Villa Rhapsody

Private outside hot tub. A place (89sqm) full of color, light and energy, built in three levels, comes up with a full equipped kitchen of 30sqm, TV, table with four chairs, three person sofa, that may be transformed into a queen size bed, and a balcony that overlooks the town of Fira and the sea (20sqm) with a four seat hot-tub, 2 sunbeds with a woven umbrella. Another living room of 25sqm at a different level, with 3 armchairs, that transform to 3 single beds for children, with a bathroom.

Cycladic home in Vothonas

4.78 out of 5 average rating, 96 reviews

Ecolodge Cave House private hot tub

Blend in at the village of Vothonas, one of the oldest traditional villages in Santorini. Located at the center of the island 12 min drive to thira, 7min to kamari beach, the property is accessible by your rental or with local transfer (bus stop just 12min away). Enjoy the silence in an authentic cave house with a jacuzzi and all the luxury features that will make your vacations memorable. Avoid all the tourist trap and let us guide you to the real flavors and attractions of the island!

Rental unit in Pirgos Kallistis

4.95 out of 5 average rating, 234 reviews

Martynou View i.

Martynou View is a traditional apartment, located in Santorini Pyrgos village.Only 10 minutes driving distance to Fira(Santorini's capital) or to Perissa,Kamari beach. Just a few steps away from traditional and peaceful village of Pyrgos.This is an ideal choice for couples or small families.The apartment offers a spacious living room with a kitchen,a spectacular bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi,private parking and a lovely balcony with stunning sea views!

Cave in Red beach

4.94 out of 5 average rating, 135 reviews

Cueva del Pescador

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Villa in Mesaria

4.97 out of 5 average rating, 31 reviews

Stunning Escape Jb Villa Santorini with jacuzzi

The location of the villa is in Messaria village-Santorini, just 5 minnutes drive from Fira. -Jacuzzi is closed from 31 Oct. - 30 Recommended use during sunshine periods. It is perfect for 4 people, but accommodates up to 6. Villa très privée, tous les locaux à votre disposition. Avec jacuzzi privé, que vous pouvez utiliser à tout moment, jardin clos coloré et sécurisé, parfait pour que les enfants jouent et pour que vous vous détendiez. Balcon privé avec vue sur la ville de Fira.

Cycladic home in Oia

4.92 out of 5 average rating, 88 reviews

Aqua Terra private villa on the cliff

The most traditional cave house with amazing view in Santorini! Located at the cliffside of Oia village. Very comfortable to host up to 5 guests. A total 65 square meters 2 houses. Actually there are two houses with 2 separate bedrooms, 2 bathrooms, 2 refrigerators and a kitchen. private hot tub with sea view everyday housekeeping also included Private jetted hot plunge pool. Handmade breakfast with local products is provided! Breakfast costs 15 euros per person per night

Rental unit in Pirgos Kallistis

4.94 out of 5 average rating, 101 reviews

Deluxe Villa~Heated Plunge Pool& Panoramic Seaview

Picture yourself relaxing in the white-washed UNESCO-listed town of Pyrgos - Santorini’s highest point - where you can watch the sun set behind a volcano with a glass of wine in hand after enjoying some sizzling saganaki, fresh seafood and salad at a nearby local restaurant. Our especially designed villa, in a village that has not changed through times, will definitely meet your demands as you can enjoy the private balcony complete with a hot tub and panoramic island views.

Rental unit in Paralia Perivolos

5 out of 5 average rating, 28 reviews

BeachFront Junior Suite with Private Jacuzzi / no1

Το διαμέρισμα είναι νεόκτιστο 35 τ.μ. και βρίσκεται παραθαλάσσια στην παραλία του Περιβόλου με ανεμπόδιστη θέα στην ανατολή του ήλιου και στο καταγάλανο Αιγαίο πέλαγος. Είναι υπερσύγχρονο,με εξωτερικό τζακούζι στο μπαλκόνι που προσδίδει αίσθηση πολυτέλειας. Επίσης διαθέτει πρόσβαση στο διαδίκτυο μέσω Wi-Fi,δορυφορική τηλεόραση επίπεδης οθόνης,καθώς και ιδιωτικό μπάνιο πλήρως εξοπλισμένο με στεγνωτήρα μαλλιών. Παρέχεται δωρεάν ομπρέλα με ξαπλώστρα στην παραλία.

Cycladic home in Thira

4.84 out of 5 average rating, 74 reviews

Elkaza two bedroom villa with outdoor Jacuzzi

A traditional house formed ideally for couples, families or group of friends. Consisted of two queen size bedrooms and a spacious walk-in bathroom with all necessary amenities. A cozy kitchen perfectly equipped for cooking any meal and a dining- living room. Sitting area comes with a 32' Flat Screen TV a Safe and A/C with remote control. Villa comes with a private outdoor space with a mini-pool spa and a Sun deck .

Cycladic home in Kamari

4.99 out of 5 average rating, 161 reviews

Santoxenia luxury Villa

Stunning villa with private pool and two jacuzzis ideal for families and big companies. Quiet location near the sea for relaxation. License/registration number: 1051524 The villa is in a quiet neighborhood that offers easy access to the area's delicious restaurants, lively taverns, and bustling markets. Head to the black beach for a day of seaside activities before checking out the bars and clubs in the evening.

Vacation rentals for every style

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Popular amenities for Oia vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Oia's top sights

Oia Castle23 locals recommend

Oia's Sunset11 locals recommend

Amoudi Bay14 locals recommend

Ammoudi42 locals recommend

Domaine Sigalas27 locals recommend

Skala - Σκάλα27 locals recommend

Other great vacation rentals in Oia

Cycladic home in Perissa

4.89 out of 5 average rating, 73 reviews

Villa siderenia Deppy

Cycladic home in Vourvoulos

4.98 out of 5 average rating, 47 reviews

D' amigos Superior Cave House with outdoor hottub

Home in Vourvoulos

4.93 out of 5 average rating, 14 reviews

106. Hideaway Villa with Heated Pool and Sea View

Rental unit in Thira

4.87 out of 5 average rating, 150 reviews

The Grey villa outdoor jacuzzi

Serviced apartment in Imerovigli

4.92 out of 5 average rating, 36 reviews

BEAUTIFUL PRIVATE VILLA WITH STUNNISH CALDERA VIEW

Serviced apartment in Ημεροβιγλι

4.87 out of 5 average rating, 85 reviews

Olia Drop, one bedroom, jacuzzi, amazing view

Villa in Vlichada

5 out of 5 average rating, 3 reviews

Big place for group 12 - Including Cars Rental !!

Rental unit in Megalochori

4.85 out of 5 average rating, 46 reviews

Cliff Reflections - Superior Suite - Caldera View

Quick stats about vacation rentals in Oia

Total rentals
680 properties
Total number of reviews
37K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
180 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oia?
Yes! Work meets play with ease at over 160 vacation rentals in Oia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oia?
Four-legged friends are welcome in Oia. Choose from more than 90 vacation rentals for guests traveling with pets.
Are there Oia vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 180 vacation homes with pools in Oia, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Oia have air conditioning?
Absolutely! We offer over 100 apartment rentals with air conditioning in Oia. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly villa rentals in Oia?
Oia has more than 40 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do villa rentals in Oia have wifi?
Absolutely! We offer over 70 villa rentals with wifi in Oia. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Oia?
Experience the best of Oia with our boutique hotel rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Hotel Rentals in Oia?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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