Vacation rentals in Islands

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Top-rated vacation rentals in Islands

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Guest favorite

Cycladic home in Milos

4.94 out of 5 average rating, 243 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Oct 7 – 14

G$63,011 GYD per night

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 190 reviews

Helianthus Honeymoon House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 1/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Apr 3 – 10

G$145,524 GYD per night

Guest favorite

Apartment in Areti

4.99 out of 5 average rating, 152 reviews

Echoes Exclusive Suite

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

Feb 21 – 28

G$87,251 GYD per night

Guest favorite

Loft in Athens

4.99 out of 5 average rating, 238 reviews

Market Loft with Unique Acropolis View

Choose this place if you are looking for a real Athenian experience combined with high-end hospitality in a fully renovated space. The Market Loft is located in the heart of the historical center, nearby major metro stations and walking distance from all the sights and attractions. It has a unique city view from the mountains to the sea, including a grand plan of the Acropolis and Lycabettus hill. It is designed minimally with high-end finishes, luxurious aesthetics and brand new equipment.

Jan 10 – 17

G$38,409 GYD per night

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 148 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Apr 23 – 30

G$128,420 GYD per night

Guest favorite

Apartment in Oía

4.98 out of 5 average rating, 156 reviews

BLUE ART CAVES - Stellar Sun

This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.

Jul 21 – 28

G$177,187 GYD per night

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 258 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

Jan 17 – 24

G$61,233 GYD per night

Guest favorite

Cycladic home in Oia

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Jul 17 – 24

G$189,909 GYD per night

Guest favorite

Cycladic home in Megalohori

5.0 out of 5 average rating, 136 reviews

The Roof Top

The house is located near Myli harbor in AGISTRI and at the end of the village center 2 minutes walk from the sandy beach, grocery store, bakery and bike rental shop. Crystal clear waters, nice food and nightlife Sea and mountain view. Agistri with its island aura is one of the most sought after destinations as it is a breath away from Athens. This small authentic island is located in the heart of the Saronic.

Jun 30 – Jul 7

G$59,766 GYD per night

Guest favorite

Guesthouse in Idra

4.96 out of 5 average rating, 166 reviews

Levante

The most famous ship in Hydra island, opens one of it's cabins to accommodate new friends. A window in the Aegean sea, a roof under the stars, where the senses meet every expression of nature, where all encounter the divine, forgotten feelings are born again, where the body rests and the heart is breathing . A retreat created with love to offer love, warmth and uplift of the soul.

Mar 27 – Apr 3

G$23,041 GYD per night

Guest favorite

Apartment in Athens

5.0 out of 5 average rating, 337 reviews

Home..Sweet Home!

Enjoy a 360° view of the Acropolis, temple of Hephaestus, the Pnyx, the Nasional Observatory of Athens and Monastiraki Square. Within walking distance you will find restaurants, super markets, clothing and souvenir shops. For night life, many coffe shops and bars are close by or if you wish to venture further, the Metro and Subway stations are only 100 meters away.

Apr 1 – 8

G$27,573 GYD per night

Guest favorite

Home in Monemvasía

4.93 out of 5 average rating, 151 reviews

Kissamitakis Guesthouse: ''Kouzina''

A trip through history in the powerful medieval fortress of Monemvasia. This 44 square meters maisonette, which is part of my –late 19th century– family's home features a bathroom, a kitchen, and a large –panoramic– terrace with a staggering view of the Myrtoon Pelagos and the town itself.

Dec 30 – Jan 6

G$31,658 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Islands vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Islands's top sights

Acropolis of Athens1,856 locals recommend

Parthenon421 locals recommend

Stavros Niarchos Foundation Cultural Center741 locals recommend

Panathenaic Stadium870 locals recommend

Flisvos Marina333 locals recommend

Lycabettus Hill265 locals recommend

Other great vacation rentals in Islands

Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 290 reviews

Island blue, postcard perfect view & private pool

Feb 21 – 28

G$89,582 GYD per night

Guest favorite

Apartment in Megalochori

4.92 out of 5 average rating, 109 reviews

Agistri Cavos full sea view studio, by the sea, n2

Jan 1 – 8

G$20,424 GYD per night

Guest favorite

Apartment in Naousa

4.95 out of 5 average rating, 324 reviews

Amazing sea&sunset view next to the beach & center

Dec 3 – 10

G$19,698 GYD per night

Guest favorite

Apartment in Athens

4.93 out of 5 average rating, 339 reviews

Acropolis View Homey #1 in the heart of Athens

Dec 15 – 22

G$23,180 GYD per night

Guest favorite

Cave in Oia

4.94 out of 5 average rating, 340 reviews

Sunset Cave House by Spitia Santorini

Aug 29 – Sep 5

G$195,571 GYD per night

Guest favorite

Villa in Hydra

4.81 out of 5 average rating, 215 reviews

The Maisonette - View Historic Hydra in Comfort!

Apr 16 – 23

G$76,592 GYD per night

Guest favorite

Home in Athens

4.99 out of 5 average rating, 185 reviews

Live Your Myth Under The Acropolis@Plaka

Mar 27 – Apr 3

G$149,470 GYD per night

Guest favorite

Tiny home in Lakonia

4.98 out of 5 average rating, 83 reviews

Almi Guesthouse: a tiny gem, literally on the sea

Oct 12 – 19

G$32,169 GYD per night

Show all

Quick stats about vacation rentals in Islands

Total rentals
25K properties
Rentals with dedicated workspaces
10K properties have a dedicated workspace
Rentals with a pool
1.5K properties have a pool
Pet-friendly rentals
5.2K properties allow pets
Family-friendly rentals
9.9K properties are a good fit for families
Total number of reviews
862K reviews

Frequently Asked Questions

Where should I stay in Islands?
Make yourself at home in Islands by choosing from our most frequently booked neighborhoods. We have over 13,470 vacation rentals in Kolonaki, over 13,470 vacation rentals in Monastiraki, over 13,470 vacation rentals in Koukaki, and over 13,470 vacation rentals in Plaka.
How much does it cost to stay in tiny house rentals in Islands?
Experience the best of Islands with our tiny house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there hostel rentals with a dedicated workspace in Islands?
Yes! Work meets play with ease at over 10 hostel rentals in Islands featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly earth house rentals in Islands?
Four-legged friends are welcome in Islands. Choose from more than 10 earth house rentals for guests traveling with pets.
Do guesthouse rentals in Islands have wifi?
Absolutely! We offer over 190 guesthouse rentals with wifi in Islands. Enjoy a tailored experience with all the comforts you desire.
Are there Islands hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 hotel rentals with pools in Islands, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Islands have a bbq area?
Absolutely! We offer over 450 villa rentals with a bbq area in Islands. Enjoy a tailored experience with all the comforts you desire.
Do aparthotel rentals in Islands have a gym?
Absolutely! We offer over 10 aparthotel rentals with a gym in Islands. Enjoy a tailored experience with all the comforts you desire.
Do farms in Islands have self check-in?
Absolutely! We offer over 20 farms with self check-in in Islands. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Aparthotel Rentals in Islands?
Enhance your stay in our Aparthotel Rentals with the most popular amenities: over 220 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Islands

Top-rated vacation rentals in Islands

Vacation rentals for every style

Cottages

Houses

Villas

Popular amenities for Islands vacation rentals

Stay near Islands's top sights

Other great vacation rentals in Islands

Cycladic home in Oia

Apartment in Megalochori

Apartment in Naousa

Apartment in Athens

Cave in Oia

Villa in Hydra

Home in Athens

Tiny home in Lakonia

Quick stats about vacation rentals in Islands

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Islands?

How much does it cost to stay in tiny house rentals in Islands?

Are there hostel rentals with a dedicated workspace in Islands?

Are there pet-friendly earth house rentals in Islands?

Do guesthouse rentals in Islands have wifi?

Are there Islands hotel rentals on Airbnb with pools?

Do villa rentals in Islands have a bbq area?

Do aparthotel rentals in Islands have a gym?

Do farms in Islands have self check-in?

What are the most popular amenities for Aparthotel Rentals in Islands?

Destinations to explore