Discover Your Perfect Syros Vacation Homes

Best Vacation Homes in Syros

House
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like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 5 Guests 646 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $109/Night 7 Nights - US $766
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House
Map-icon
like-icon10.0
Exceptional
(57 Reviews)
3 Bedrooms 1 Bath 9 Guests 1506.95 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $222/Night 7 Nights - US $1,554
House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $162/Night 7 Nights - US $1,135
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
5 Bedrooms 4 Baths 9 Guests 3229 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $436/Night 7 Nights - US $3,049
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House
Map-icon
like-icon10.0
Exceptional
(56 Reviews)
2 Bedrooms 2 Baths 8 Guests 387.5 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $223/Night 7 Nights - US $1,563
Cottage
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
1 Bedroom 1 Bath 3 Guests 495 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $144/Night 7 Nights - US $1,010
Villa
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like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 4 Baths 8 Guests 3218 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $709/Night 7 Nights - US $4,960
Villa
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like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 2 Baths 11 Guests 1830 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $922/Night 7 Nights - US $6,452

Syros Luxury Rentals

Villa
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8 Bedrooms 8 Baths 16 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $9,467/Night 7 Nights - US $66,266
Villa
Map-icon
8 Bedrooms 9 Baths 14 Guests 9149 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $7,177/Night 7 Nights - US $50,240
Villa
Map-icon
8 Bedrooms 6 Baths 22 Guests 8073 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $6,825/Night 7 Nights - US $47,777
Villa
Map-icon
8 Bedrooms 10 Baths 16 Guests 8073 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $6,778/Night 7 Nights - US $47,449
Villa
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9 Bedrooms 9 Baths 22 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $5,078/Night 7 Nights - US $35,544
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Apartment
Map-icon
5 Bedrooms 5 Baths 10 Guests 3756.6 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $4,093/Night 7 Nights - US $28,648
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Villa
Map-icon
8 Bedrooms 10 Baths 16 Guests 8072.93 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $3,731/Night 7 Nights - US $26,117
Villa
Map-icon
8 Bedrooms 8 Baths 16 Guests
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $3,585/Night 7 Nights - US $25,094

Syros Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests 850 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $540/Night 7 Nights - US $3,780
Apartment
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 7 Guests 452.08 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $110/Night 7 Nights - US $770
Bed & Breakfast
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Exceptional
(24 Reviews)
1 Bedroom 1 Bath
  • Spa
    Spa
  • Pool
    Pool
More amenities
US $197/Night 7 Nights - US $1,381
Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 1 Bath 8 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $424/Night 7 Nights - US $2,968
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Apartment
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 3 Guests 269.1 ft²
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $108/Night 7 Nights - US $756
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 377 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $180/Night 7 Nights - US $1,262
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 6 Guests 2002 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $258/Night 7 Nights - US $1,807
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 4 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $608/Night 7 Nights - US $4,255

Syros Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 6 Guests 1938 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $591/Night 7 Nights - US $4,138
star-icons-4
Villa
Map-icon
like-icon10.0
Exceptional
(26 Reviews)
2 Bedrooms 2 Baths 6 Guests 925.7 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $308/Night 7 Nights - US $2,156
Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Ocean View
    Ocean View
More amenities
US $577/Night 7 Nights - US $4,042
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 8 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $440/Night 7 Nights - US $3,079
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Villa
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
3 Bedrooms 2 Baths 8 Guests 1291.67 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $932/Night 7 Nights - US $6,525
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,749/Night 7 Nights - US $12,242
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 861 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $1,297/Night 7 Nights - US $9,077
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 5 Baths 12 Guests 4844 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,267/Night 7 Nights - US $8,872

Why Choose Rent By Owner for your Syros Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Syros

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination ensures you enjoy its authentic charm and favorable weather conditions, making it perfect for planning your stay in the region's comfortable vacation rentals.

Peak Season Highlights

spring
June to August

This is the warmest time of year, perfect for enjoying the Mediterranean climate and vibrant local events. During these months, you can experience lively atmospheres and longer daylight hours.

Average Temperature Daytime: 28°C to 32°C - Nighttime: 22°C to 26°C
spring
September to October

The weather remains warm with less tourist crowds, making it an ideal period for exploring the region's natural beauty and cultural heritage while avoiding the peak season congestion.

Average Temperature Daytime: 25°C to 29°C - Nighttime: 20°C to 23°C

Off-Season Highlights

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November to February

During the cooler months, you'll find fewer visitors and a more relaxed atmosphere. It's a great time for those seeking tranquility and authentic local experiences in this destination.

Average Temperature Daytime: 12°C to 16°C - Nighttime: 8°C to 12°C
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March to May

Spring ushers in mild weather and blooming landscapes, offering a peaceful setting for exploring at your own pace before the summer rush begins.

Average Temperature Daytime: 15°C to 21°C - Nighttime: 10°C to 14°C

Weekly Weather Forecast for Syros

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor terrace or patio, perfect for relaxing while soaking up the sunshine.
  • Make the most of a beautiful garden or landscaped yard that enhances the outdoor living experience.
  • Take advantage of an inviting swimming pool or plunge pool to cool off during warm days.
  • Relax in a shaded gazebo or pergola, ideal for outdoor dining or unwinding with a view.
  • Utilize an outdoor dining area equipped with a grill or barbecue for alfresco meals.
  • Experience panoramic sea views from your balcony or veranda that overlook the region’s scenic landscapes.
  • Benefit from direct access to nearby beaches or waterfront areas to enjoy the natural beauty of here.
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Family Activities

  • Exploring the Old Town of Ermoupoli: You can wander through the charming streets, discovering historic architecture and local shops that showcase the area's rich cultural heritage.
  • Visiting Syros Beaches: Enjoy family-friendly days lounging on sandy shores and swimming in the calm, clear waters perfect for children to play safely.
  • Discovering Local Museums: Engage your family with educational visits to museums where you can learn about the island’s history and maritime traditions.
  • Participating in Traditional Festivals: Experience vibrant local celebrations that offer fun activities and authentic Greek culture for all ages to enjoy.
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Adult Activities

  • Exploring the local history at the Archaeological Museum of Syros: Dive into the rich cultural heritage of this destination through its well-preserved artifacts and exhibits.
  • Enjoying a sunset cruise around the island: Experience breathtaking views and serene waters as you unwind on a private boat tour along the coast.
  • Savoring authentic Greek cuisine at seaside tavernas: Indulge in fresh seafood and traditional dishes with scenic ocean views that capture the essence of the region.
  • Hiking scenic trails through the countryside: Discover the area's natural beauty and hidden panoramic viewpoints on well-marked paths suitable for all levels.

Syros Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Savor the authentic flavors of this destination by trying local tavernas and markets to experience the region’s culinary traditions firsthand.
  • Visit Scenic Spots Early: Arrive at popular viewpoints and beaches early in the day to enjoy peaceful surroundings and better access during your stay.
  • Plan Day Trips: Take advantage of the area's well-connected transport options to explore nearby islands and cultural sites, enriching your trip here.
  • Choose Central Accommodation: Opt for centrally located vacation rentals to maximize your convenience and immerse yourself fully in the local atmosphere of this destination.

Transportation Options

  • Ferries: Regular ferry services connect the region to nearby islands and the mainland, offering a scenic and convenient way to explore the area.
  • Car Rentals: Renting a car provides flexibility to discover hidden gems and navigate the charming streets of this destination at your own pace.
  • Taxis: Taxis are readily available for quick, comfortable transportation around here, especially useful for reaching specific sites or travel during late hours.
  • Public Buses: The local bus network offers an affordable and reliable option for exploring key parts of the region without the need for personal transport.

Local Customs Options

  • Religious Festivals: Participating in local religious festivals offers a deep insight into the area's spiritual traditions and community spirit.
  • Traditional Music and Dance: Engaging with authentic music and dance performances reflects the region's vibrant cultural heritage and lively social gatherings.
  • Local Cuisine Customs: Sampling traditional Greek dishes prepared according to age-old recipes provides a flavorful connection to the area's culinary history.
  • Handicraft and Artisan Practices: Visiting local markets and workshops reveals the craftsmanship and artisanal techniques that have been preserved over generations.

Frequently Asked Questions About Syros?

1. What are the top vacation rentals in Syros?

There are a lot of options in Syros. If you plan on staying in the Syros area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Syros:

2. How many vacation rentals have private pools in Syros?

There are 53 vacation rentals with private pools near Syros. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Syros are best for families?

If you are looking for a family-friendly vacation home in Syros, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Syros:

4. How many Rentbyowner vacation rentals are available in Syros?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1285 in the Syros area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Syros. 

5. What is the cancellation policy for vacation rentals in Syros, South Aegean?

Cancellation policies vary depending on the property owner and listing details. To ensure your plans are flexible, review the specific cancellation terms provided in the listing before booking or contact the host directly for clarification.

6. How do I confirm the availability of a vacation rental in Syros during my travel dates?

Availability can fluctuate, so it's best to check the real-time calendar on the listing. If you have specific dates in mind, reaching out to the property owner can help confirm availability and answer any additional questions.

7. Are there any hidden fees or additional costs when booking a vacation rental in this region?

Additional fees, such as cleaning charges or service fees, are typically detailed within the listing. Carefully review all fee information prior to confirming your reservation or contact the owner for a comprehensive breakdown.

8. What amenities can I expect in a vacation rental here?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, and kitchen facilities. For specifics about a particular option, refer to its listing description or contact the host directly.

9. Is it possible to make special requests or modifications to my booking in Syros?

Many hosts accommodate special requests, but it’s advisable to communicate your needs early. Contact the property owner directly through the listing to discuss any modifications or specific requirements for your stay.

Syros Top Rated Vacation Rentals

Hotel
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $205/Night 7 Nights - US $1,432
star-icons-5
Hotel
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $397/Night 7 Nights - US $2,781
Hotel
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
7 Baths 442.86 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $475/Night 7 Nights - US $3,325
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 4 Guests 430.56 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $162/Night 7 Nights - US $1,135
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $219/Night 7 Nights - US $1,533
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $127/Night 7 Nights - US $891
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 8 Guests 527.43 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $171/Night 7 Nights - US $1,194
star-icons-5
Hotel
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $290/Night 7 Nights - US $2,032