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!

Nov 9 – 16

R4,126 ZAR per night

Guest favorite

Apartment in Areti

4.99 out of 5 average rating, 150 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.

Apr 10 – 17

R8,026 ZAR per night

Guest favorite

Cottage in Islands

4.96 out of 5 average rating, 26 reviews

Shepherd’s Croft Retreat.

Isolated, private & remote yet only 10 km from the bustling capital of POTAMOS. Set on mountainside enjoying 360º of utter privacy with spectacular sea views from all cottage rooms & from both the south & the west terraces. Whether you’re enjoying sundowners, star gazing, lounging or curled up snugly in luxury bed-linens, the Croft offers simplicity, tranquillity, natural beauty with great style and touches of luxury making your stay, we hope memorable. Electricity powered entirely by solar.

May 24 – 31

R3,640 ZAR 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.

Mar 27 – Apr 3

R10,338 ZAR 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

R16,298 ZAR per night

Guest favorite

Cottage in Kythira

4.99 out of 5 average rating, 74 reviews

The Byzantine Chapel Kythira

The BYZANTINE CHAPEL COTTAGE is a truly romantic hideaway. Enjoy complete and total privacy with exceptional sea views and starry nights from your private terrace. LGBTQ+ friendly, clothing optional, and secluded; the chapel is self-contained: comprising a lounge, equipped kitchen (+espresso machine); Shower/WC suite and a mezzanine bedroom. It has its own private access. Experience a perfect night's sleep, wrapped in luxurious bedlinen on a good quality mattress.

Mar 4 – 11

R2,466 ZAR per night

Guest favorite

Home in Nisi

4.96 out of 5 average rating, 27 reviews

In the heart of Hydra

The house is located in the center of Hydra, you reach it by climbing about 120 wide and easy steps. You enter a traditional island courtyard and the interior space, which includes a living room and a bedroom, can be considered as a single space as they are separated by interior windows, a kitchen with all the necessities and a fully renovated bathroom. On the rooftop you can admire Hydra's beauties, sunbathe, enjoy your drink in the afternoon or evening

Dec 14 – 21

R1,808 ZAR 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

Welcome to Almi Guesthouse, a tiny jem, literally on the sea. The guesthouse consists of a single open space with a traditional dome ceiling and a bathroom, a total of 18sqm. Outside there is a paved little yard which leads to the edge of the rocks. The building was reconstructed in 2019 and it is located on the underside of the road that connects the Bridge with the gates of the Castle, near Kourkoula, a natural pool.

Oct 12 – 19

R2,959 ZAR 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.

Aug 4 – 11

R5,900 ZAR 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.

Jan 16 – 23

R2,119 ZAR per night

Guest favorite

Condo in Porto Cheli

4.95 out of 5 average rating, 128 reviews

Holiday house in unique position

An independent, fully equipped house hosting up to 4, surrounded by a lush Mediterranean garden a few steps from a private stone deck. Ten minutes by car from P.Cheli village, the area offers the opportunity to make many excursions, sea sports or just relax on one of its nice beaches.

Dec 11 – 18

R2,830 ZAR per night

Guest favorite

Cave in Santorini

4.94 out of 5 average rating, 179 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Nov 23 – 30

R8,758 ZAR 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

Home in Firopotamos

5.0 out of 5 average rating, 13 reviews

Thavma Milos

Feb 1 – 8

R12,407 ZAR per night

Guest favorite

Cottage in Perdika

5.0 out of 5 average rating, 21 reviews

A peaceful sea view guest house

Dec 6 – 13

R3,183 ZAR per night

Guest favorite

Cottage in Porto Cheli

5.0 out of 5 average rating, 51 reviews

Big studio sunny&white with wonderful view

Dec 29 – Jan 5

R2,677 ZAR per night

Guest favorite

Villa in Pefkali

4.97 out of 5 average rating, 30 reviews

LASPI HOUSE no1 / PRIVATE POOL/SEA VIEW

Apr 15 – 22

R6,693 ZAR per night

Guest favorite

Home in Hydra

4.98 out of 5 average rating, 42 reviews

Dimitri's Stylish Island House

Nov 7 – 14

R7,203 ZAR per night

Guest favorite

Villa in Vlichos

5.0 out of 5 average rating, 13 reviews

Lady of Hydra Villa, sea front view, private beach

Apr 8 – 15

R14,320 ZAR per night

Superhost

Villa in Porto Cheli

5.0 out of 5 average rating, 12 reviews

Villa Artemis in Small Kounoupi Porto Heli

Apr 4 – 11

R18,787 ZAR per night

Guest favorite

Home in Monemvasia

4.96 out of 5 average rating, 81 reviews

Kourkoula House

Jun 22 – 29

R3,170 ZAR 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

Villas

Houses

Cottages

Popular amenities for Islands vacation rentals

Stay near Islands's top sights

Other great vacation rentals in Islands

Home in Firopotamos

Cottage in Perdika

Cottage in Porto Cheli

Villa in Pefkali

Home in Hydra

Villa in Vlichos

Villa in Porto Cheli

Home in Monemvasia

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