- USA
- Florida
- Fort Walton Beach - Destin
- Freeport
- Rentals by Owner
Discover Your Ideal Freeport, Florida Rental by Owner for a Comfortable Stay
Discover Your Perfect Freeport Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Sustainable Travel
Freeport Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- View
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- View
- Air Conditioner
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- Pet Friendly
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- View
- Ocean View
Why Choose Rent By Owner for your Freeport vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Freeport
When should you plan your Rentals by Owner stay?
Finding the ideal time to vacation here can make all the difference, so consider visiting during the shoulder seasons when the weather is pleasant and rental rates are more affordable in this destination.
Peak Season Highlights
Spring (March - May)
During the spring months, you will enjoy warm temperatures and pleasant weather, making it an ideal time to explore the region's outdoor activities and local events.
Summer (June - August)
Summertime in this area offers hot and humid conditions perfect for enjoying the sun and the nearby beaches while booking your rental by owner here.
Off-Season Highlights
Fall (September - November)
The fall season provides milder weather and fewer crowds, creating a more relaxed atmosphere for your stay in this destination.
Winter (December - February)
During winter, the cooler temperatures make it a peaceful time to visit, with less competition for rental properties and a quiet ambiance.
Weekly Weather Forecast for Freeport
How to Book Your Freeport vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Freeport
Common Rentals by Owner 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 outdoor dining areas perfect for al fresco meals in the region’s pleasant climate.
- Relax by private pools or access community swimming pools to cool off during warm days.
- Take advantage of spacious patios or decks ideal for entertaining or lounging outdoors.
- Benefit from lush, landscaped gardens that enhance your outdoor experience and privacy.
- Utilize shared or private outdoor grilling stations to prepare delicious meals in the fresh air.
- Make the most of nearby beaches with beach gear storage or outdoor showers at your rental.
- Experience scenic views from outdoor balconies or verandas that overlook the natural surroundings.
Top Attractions Around Freeport
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities, including fishing, boating, and exploring scenic nature trails that showcase the region’s natural beauty, making this destination an ideal choice for those seeking adventure and relaxation alike.

Family Activities
- Visiting the Gulf Coast State Park: You can enjoy outdoor adventures like picnicking, bird watching, and exploring nature trails at this scenic park nearby.
- Exploring the Santa Rosa Beach Nature Preserve: Discover local wildlife and walk along peaceful boardwalks that provide a family-friendly way to experience the natural beauty of this area.
- Spending the day at the nearby beaches: Relax on the soft sands and build sandcastles while soaking up the sun at some of the region's most picturesque shoreline spots.
- Participating in eco-tours and boat excursions: Embark on guided tours that showcase the region’s maritime environment, perfect for family learning and adventure.
Adult Activities
- Fishing Charters: Experience a guided fishing adventure in the region's pristine waters, perfect for relaxing and reeling in local species.
- Boating and Water Sports: Rent a boat or try water sports like kayaking and paddleboarding to explore the scenic coastlines and tranquil bays nearby.
- Golfing Adventures: Play a round on well-maintained golf courses that offer stunning views of the area's natural beauty, ideal for enthusiasts seeking leisure and challenge.
- Nature Tours and Wildlife Watching: Discover the diverse ecosystems through guided tours, where you can observe native wildlife in their natural habitat.
Other Places to Stay in Freeport, FL
Freeport Travel Tips
How Can You Make the Most of Your Stay?
- Explore local beaches: Take advantage of the region's beautiful beaches to enjoy relaxing days by the water and make the most of your coastal surroundings.
- Plan outdoor activities: Engage in activities like fishing, kayaking, or nature walks to fully experience the area's natural beauty and outdoor offerings.
- Visit nearby dining spots: Savor regional cuisine at local eateries to immerse yourself in the authentic flavors that define the area’s culinary scene.
- Book with trusted owners: Select rental properties that are managed by experienced owners to ensure a seamless and dependable stay in this destination.
Transportation Options
- Rental Car Services: Numerous rental car agencies operate within the area, offering flexibility and convenience for exploring the region at your own pace.
- Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing options like Uber and Lyft are available here, providing quick transportation for your local travel needs.
- Public Transit Options: Local bus services serve the region, making it easy to navigate without the need for a private vehicle.
- Bicycle Rentals: For a more eco-friendly and leisurely experience, bicycle rentals are accessible, allowing you to explore nearby attractions comfortably.
Local Customs Options
- Respect for Local Conservation Principles: You’ll find that preserving the natural beauty of this coastal area is a shared value among residents and visitors alike, reflecting its commitment to environmental sustainability.
- Casual Beach Attire Etiquette: When visiting the region's beaches, dressing comfortably and appropriately for the relaxed atmosphere is appreciated by locals and fellow travelers.
- Community Event Participation: Engaging in local festivals and gatherings highlights the area's welcoming spirit and helps foster authentic connections with residents.
- Support for Local Art and Craftsmanship: Purchasing handmade goods and art from regional vendors demonstrates appreciation for the community’s cultural heritage and artistic talent.
Frequently Asked Questions About Freeport Rentals by Owner
1. What are the top vacation rentals in Freeport?
There are a lot of options in Freeport. If you plan on staying in the Freeport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Freeport:
- (Sleeps 7) 3 bedroom/2 bath BRING YOUR BOAT/WAVERUNNERS-Lots of Parking Space
- Private Bayfront Escape near Destin and 30a.
- Exquisite Waterfront Home, Dog-Friendly, Game Room
- Serene Home with PRIVATE Pool - Near Beaches - Dog Friendly - Firepit&Large Yard
- Birdsong Cottage, Freeport
- Family retreat on the Bay near 30a at Casa de Bahia
- Birdsong Cottage
- Waterfront Property w/Pool & Dock
- Beach to Bayou Waterfront property with Heated Pool available, Spa, Game Room.
- Spacious Freeport Home w/Deck & 2 Living Areas!
2. How many Rentbyowner vacation rentals are available in Freeport?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 31 in the Freeport 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 Freeport.
3. What is the cancellation policy for a rental by owner in Freeport, Florida?
4. How can I ensure the rental meets my needs before booking?
5. Are there any extra fees associated with my stay in this region?
6. What is the check-in and check-out process for rentals here?
7. How do I confirm my booking for a vacation rental in the area?
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