Discover Your Perfect Old Port, Santorini Vacation Rentals for an Unforgettable South Aegean Getaway
Discover Your Perfect Old Port Vacation Homes
Best Vacation Homes in Old Port
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Parking
- TV
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Balcony/Terrace
- Bedding/Linens
- Guest Services
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Old Port Vacation Rental Homes?
What makes our Vacation Rentals special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Old Port
How to Book Your Old Port Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Port
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around Old Port
What attractions are nearby?
In this vibrant area, you can enjoy a variety of activities nearby, from exploring charming local shops and savoring authentic Greek cuisine to taking in stunning waterfront views and experiencing the lively atmosphere that makes this destination truly special.

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.
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
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool