Discover Your Ideal Southport, Orlando Florida Vacation Rentals for a Memorable Stay
Discover Your Perfect Southport Vacation Homes
Best Vacation Homes in Southport
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Southport Luxury Rentals
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Southport Pet Friendly Vacation Rentals
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Southport Top Rated Vacation Rentals
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Why Choose Rent By Owner for your Southport Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Southport Vacation Rentals
Where are the best neighborhoods to stay in Southport?
Discover the ideal neighborhoods to stay in Southport, Orlando, Florida, that offer both convenience and comfort for your vacation. Whether you prefer a lively area close to local attractions or a peaceful retreat surrounded by natural beauty, Southport provides a variety of options to suit your preferences. Staying in this vibrant part of Orlando allows you to enjoy easy access to renowned amenities while experiencing the charm of a welcoming community. Explore the best neighborhood choices for your stay and find the perfect place to unwind during your Florida getaway.
Southeast Orlando
Discover this vibrant area where you can enjoy convenient access to local amenities and serene surroundings, making it an ideal choice for your stay. Here, you’ll find a comfortable retreat that blends relaxation with proximity to key attractions.
View 225+ Rentals in Southeast OrlandoBoggy Creek
This peaceful neighborhood offers a tranquil atmosphere perfect for unwinding during your visit, with easy connections to the region’s main points of interest. It’s a welcoming destination that ensures a restful and enjoyable experience for all travelers.
View 126+ Rentals in Boggy CreekBest Times to Visit Southport
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can greatly enhance your experience, so consider planning your getaway during the region’s optimal seasons for pleasant weather and fewer crowds when exploring the area’s inviting vacation rentals.
Peak Season Highlights
Spring (March to May)
During this time, you'll experience pleasant weather ideal for exploring outdoor activities and local events that celebrate the area's vibrant community.
Winter Holidays (December to February)
This period offers a lively atmosphere with festive celebrations and a slight increase in visitors seeking mild winter escape options within the region.
Off-Season Highlights
Summer (June to August)
While hotter temperatures may encourage early morning or late evening outings, this season typically sees fewer crowds, making it a good time for relaxed stays.
Fall (September to November)
As the weather begins to cool, this is an ideal time for enjoying quieter surroundings and planning your visit without the peak season crowds.
Weekly Weather Forecast for Southport
How to Book Your Southport Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Southport
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 a private swimming pool to cool off during your stay in the area.
- Relax on an outdoor patio or deck perfect for lounging and dining outdoors.
- Take advantage of landscaped gardens and lush green spaces surrounding the property.
- Make use of available outdoor grilling facilities for family cookouts.
- Experience outdoor recreational areas, such as tennis courts or sports fields.
- Unwind in a covered lanai or gazebo providing shade and comfort.
- Benefit from ample parking space with outdoor parking options suited for multiple vehicles.
Top Attractions Around Southport
What attractions are nearby?
In the area, you can enjoy a variety of outdoor activities, cultural experiences, and family-friendly attractions that make your stay in this destination both fun and memorable.

Family Activities
- Gator Golf and Adventure Park: Enjoy a family-friendly day at this outdoor attraction featuring mini-golf, go-kart racing, and interactive wildlife exhibits, perfect for creating lasting memories here in the region.
- Shingle Creek Regional Park: Explore scenic hiking trails, paddle through calm waters, or have a delightful picnic in this nearby park that offers outdoor fun for all ages.
- Orlando Tree Trek Adventure Park: Experience an exciting ropes course adventure designed for families seeking outdoor activity amid the lush surroundings of the area.
- Crayola Experience Orlando: Dive into colorful creativity with hands-on art activities and engaging exhibits in this vibrant destination close to your vacation rental here in the region.
Adult Activities
- Golfing at Local Courses: Enjoy a round of golf at world-class courses in the area, perfect for cultivating your swing and taking in scenic views.
- Shopping Experiences: Explore boutique shops and outlet malls here to find unique souvenirs and luxury brands during your stay.
- Dining Out: Savor diverse dining options at popular restaurants that showcase the region's culinary flavors and local cuisine.
- Spa and Wellness Centers: Indulge in relaxing treatments and wellness services designed to rejuvenate you in this inviting destination.
Other Places to Stay in Southport, FL
Southport Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse culinary scene by sampling local restaurants and cafes that highlight the region’s unique flavors.
- Plan Your Daily Activities: Utilize local guides and your vacation rentals’ proximity to popular attractions to organize your days efficiently while enjoying the best here.
- Take Advantage of Resort Amenities: Make the most of on-site amenities available at your vacation rentals, such as pools or fitness centers, for a relaxing and convenient stay.
- Research Transportation Solutions: Consider nearby transportation options to easily navigate the area and reach key attractions without hassle.
Transportation Options
- Rental Car Services: Major rental car companies offer convenient pick-up and drop-off options, giving you the flexibility to explore the region at your own pace.
- Local Taxi and Ride-Sharing: Taxis and ride-sharing apps provide quick, reliable transportation within this destination for short trips or when visiting nearby attractions.
- Public Transit Options: The area's public bus system connects key areas around here, making it an economical way to navigate without the need for a personal vehicle.
- Private Shuttle Services: Private shuttle providers offer door-to-door service to major theme parks and airports, ensuring a hassle-free travel experience during your stay.
Local Customs Options
- Gator Etiquette: Respect the local wildlife by observing all safety guidelines when encountering alligators in the area.
- Holiday Celebrations: Participate in community festivities during holidays, which often feature traditional music and local food customs.
- Dining Customs: It’s customary to enjoy meals with a relaxed pace, reflecting the region’s appreciation for leisure and good company.
- Outdoor Etiquette: When visiting parks or natural sites, help preserve the environment by following designated trail and waste disposal practices.
Frequently Asked Questions About Southport?
1. What are the top vacation rentals in Southport?
There are a lot of options in Southport. If you plan on staying in the Southport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southport:
- Pinnacle Apartments W Amenties by Heavenly Homes
- Only 1.5 Miles from Orlando International Airport + 24 Hour Fitness Center | 25 Minutes to Disney World
- Buchanon Bungalows Palm Suite
- ORLANDO ESCAPE! FREE BREAKFAST, POOL, BBQ
- GORGEOUS PET FRIENDLY SUITE! FREE BREAKFAST & POOL
- Tranquile Vacation Home near Universal studio
- Entire House in Orlando close to All Parks
- Grey Lux 1-bedroom house in fabulous Orlando with WiFi, AC Disney Universal MCO
- Lofty Dreams B&B, studio near Disney & Universal
- Hyatt House Orlando Airport
2. How many vacation rentals have private pools in Southport?
There are 3 vacation rentals with private pools near Southport. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Southport are best for families?
If you are looking for a family-friendly vacation home in Southport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southport:
4. How many Rentbyowner vacation rentals are available in Southport?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 248 in the Southport 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 Southport.