Discover Your Perfect Old Port Vacation Homes

Best Vacation Homes in Old Port

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10.0 (1 Review)
House
  • Air Conditioner
  • Internet
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7.7 (1050 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (149 Reviews)
Hostel
  • Balcony/Terrace
  • Bedding/Linens
  • Guest Services

Why Choose Rent By Owner for your Old Port 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 Old Port

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the region’s unique charm at its best, whether you're seeking lively summer days or a more tranquil getaway in this beautiful destination.

Peak Season Highlights

spring
June to September

During the summer months, the area experiences warm weather and vibrant atmosphere, making it perfect for exploring the scenic surroundings and enjoying outdoor activities.

Average Temperature Daytime: 28°C - Nighttime: 22°C
spring
Late April to early June

This period marks the beginning of the high season when many travelers visit to experience the lively local culture under clear skies and pleasant weather.

Average Temperature Daytime: 24°C - Nighttime: 18°C

Off-Season Highlights

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October to March

In these cooler months, fewer visitors arrive, offering a quieter experience and an opportunity to enjoy the region’s charming ambiance without crowds.

Average Temperature Daytime: 15°C - Nighttime: 10°C
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Mid-April

The shoulder season provides a tranquil environment with mild temperatures, ideal for exploring the area's scenic beauty and cultural sites at a relaxed pace.

Average Temperature Daytime: 20°C - Nighttime: 13°C

Weekly Weather Forecast for Old Port

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 private outdoor terraces with stunning views of the surrounding scenery.
  • Relax in a shared or private swimming pool to cool off during warm days.
  • Take advantage of outdoor dining areas perfect for enjoying local cuisine under the open sky.
  • Make use of lush gardens or landscaped courtyards creating a peaceful outdoor environment.
  • Utilize designated barbecue or grilling spots for outdoor cooking experiences.
  • Benefit from accessible parking areas with ease of entry and exit for your vehicle.
  • Experience panoramic sunset views directly from your outdoor space, a highlight of this destination.
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Family Activities

  • Sailing Tours: Embark on a family-friendly sailing adventure along the coast, offering unforgettable views of the caldera and the region’s iconic scenery.
  • Local Market Visits: Explore vibrant markets where you can enjoy browsing fresh local produce and handmade crafts, giving your family a taste of authentic island life.
  • Beach Activities: Relax and play at nearby beaches with calm waters suitable for children, perfect for building sandcastles and swimming in the area.
  • Historical Cruises: Take a scenic cruise to discover the area's rich history and stunning volcanic landscapes, making learning fun for kids and adults alike.
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Adult Activities

  • Wine Tasting Tours: Explore the local vineyards and indulge in tasting authentic Greek wines while enjoying scenic views of the bay.
  • Sunset Cruises: Embark on a boat tour that offers breathtaking sunset vistas, perfect for creating memorable moments in this vibrant area.
  • Dining at Seaside Taverns: Savor traditional Greek cuisine at charming taverns lining the waterfront, with fresh seafood and regional delicacies.
  • Art and Cultural Exhibitions: Visit galleries and cultural centers showcasing the region’s artistic heritage, offering insight into this destination's rich history.

Old Port Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Early in the Morning: Take advantage of the quiet hours here to enjoy the stunning views and capture memorable photos without the crowds.
  • Sample Local Cuisine: Indulge in authentic flavors at nearby tavernas, immersing yourself in the region's culinary traditions while staying close to your rental.
  • Discover Hidden Gems: Wander through less touristy streets around this destination to find unique shops and picturesque spots often missed by most visitors.
  • Plan Your Sunset Viewing: Position yourself at prime vantage points during the evening to fully experience the breathtaking sunsets that define the region's charm.

Transportation Options

  • Private Boat Tours: You can explore the coastline and enjoy scenic views by arranging a private boat tour departing from the port area.
  • Local Taxis: Readily available within the region, taxis offer convenient transportation to various parts of this destination with minimal hassle.
  • Bus Services: The regional bus network connects Old Port to key towns and attractions, providing an affordable way to navigate the area.
  • Car Rentals: Renting a car is a flexible option for discovering hidden gems around here at your own pace.

Local Customs Options

  • Traditional Greek Hospitality: Expect warm and genuine welcomes in this region, where locals pride themselves on offering friendly hospitality that enhances your Santorini experience.
  • Religious Celebrations: Participate in or observe vibrant local festivities rooted in Orthodox Christian traditions, which are an integral part of the area's cultural tapestry.
  • Respect for Local Customs: Be mindful of community norms, such as modest dressing when visiting churches or participating in traditional events, to show respect for the region’s heritage.
  • Preservation of Architectural Styles: Appreciate the characteristic whitewashed buildings and blue-domed churches that reflect the area's commitment to maintaining its authentic look and feel.

Frequently Asked Questions About Old Port?

What are the top vacation rentals in Old Port?

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

How many Rentbyowner vacation rentals are available in Old Port?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 4075 in the Old Port 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 Old Port. 

Best Vacation Homes in Old Port

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New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.3 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
9.4 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool