Freeport vacation rentals

We found 23,377 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Freeport that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the amenities you expect and more, such as WiFi and cable TV. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Freeport

Showing deals for:May 22 - May 29

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Freeport

Why visit Freeport

  • Beautiful Beaches: Enjoy the stunning nearby beaches, perfect for sunbathing, swimming, and relaxation.
  • Outdoor Adventures: Explore state parks and scenic areas for hiking, biking, and nature walks.
  • Charming Accommodations: Choose from cozy condos, spacious homes, and charming cottages to enhance your stay.
  • Relaxed Atmosphere: Experience the laid-back vibe of Freeport, ideal for unwinding and enjoying nature.
  • Cultural Experiences: Discover local culture through dining, art, and community events in charming neighborhoods.

Popular types of accommodation in Freeport

If you're planning a getaway to Freeport, you'll find a variety of fantastic vacation rental options to suit your needs. Our most popular choices include cozy condos, spacious houses, and charming cottages. Whether you're seeking a house rental with a pool or a condo with top-notch amenities, Freeport has something for everyone. Enjoy transparency, savings, and reassurance as you explore the best vacation rentals this beautiful destination has to offer.

  • Condos: The most sought-after option in Freeport, offering modern amenities and often located near the beach.
  • Houses: A favorite for families and groups seeking spacious accommodations and a home-like atmosphere.
  • Cottages: Quaint and inviting, these are perfect for a charming getaway in a serene setting.
  • Apartments: A convenient choice for travelers wanting a self-catering experience in the heart of the action.
  • Villas: Luxurious and spacious, ideal for those looking for upscale amenities and privacy.**

Top attractions near Freeport

Freeport, Florida, is a fantastic destination for those seeking beach, outdoor, and scenic experiences. Visitors can explore beautiful beaches, charming neighborhoods, and nearby state parks, making it an ideal spot for travelers interested in culture and nature. Whether you're traveling solo, with family, or friends, Freeport offers a variety of attractions that promise a memorable vacation filled with relaxation and adventure.

  • Seaside Beach: A picturesque beach known for its charming coastal vibes, Seaside Beach offers pristine white sands and turquoise waters, perfect for sunbathing, swimming, and leisurely strolls along the shore.
  • Santa Rosa Beach: This vibrant neighborhood combines a small-town feel with city amenities, featuring unique shops, local eateries, and art galleries, making it a delightful spot for exploration and relaxation.
  • Eden Gardens State Park: A stunning national park that invites adventure with its scenic trails, lush gardens, and opportunities for outdoor activities like hiking and picnicking amidst nature's beauty.

Things to do recommended for couples

Looking for a romantic getaway in Freeport? Start your journey at Chautauqua Vineyards for a delightful wine tasting, then unwind at The Emerald Sanctuary for a rejuvenating spa experience. Cap off your day with some fun at Rainforest Black Light Golf & Arcade for a unique mini-golf adventure.

Things to do recommended for families

Families visiting Freeport can have a blast at Fat Daddy's Arcade, an exciting arcade adventure zone located 20 miles away. With its family-friendly atmosphere and thrilling games, it's the perfect destination for a fun-filled day with the kids.

Things to do recommended for groups

Groups visiting Freeport can enjoy the scenic 30A Bike Trail for an outdoor adventure, shop and dine at Baytowne Wharf for a lively city experience, and play a round of golf at Windswept Dunes Golf Course, all while soaking in the beautiful Florida vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Freeport

If you’re traveling with a group, family, or pets, or if you're considering an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Freeport with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Freeport with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Freeport: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Freeport: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Freeport

Freeport, Florida, is the perfect destination for those seeking a beach vacation filled with outdoor adventures and stunning scenery. Explore beautiful nearby beaches and unwind in charming vacation homes that capture the area's relaxed vibe. With easy access to nearby parks and romantic excursions, Freeport offers a delightful atmosphere for travelers looking to enjoy nature and tranquility. Discover the best of the Freeport area and create unforgettable memories along Florida's beautiful coastline.

  • Santa Rosa Beach: Located 9 miles from Freeport, Santa Rosa Beach is a vibrant coastal city known for its stunning beaches and outdoor recreational activities. Visitors flock to this picturesque destination for its beautiful sandy shores and charming town atmosphere. Enjoy hiking along scenic trails or relax in the recreational areas perfect for family outings. With its family-friendly beach spots and a welcoming community, Santa Rosa Beach offers a delightful blend of relaxation and adventure for all travelers.
  • Choctaw Beach: Nestled within the Freeport area, Choctaw Beach is a quaint village that enchants visitors with its natural beauty and serene atmosphere. This hidden gem is perfect for those seeking a beach getaway, outdoor adventures, and breathtaking scenery. Enjoy a day at the beautiful beach or challenge yourself on the local golf course. With its close-knit community and family-friendly environment, Choctaw Beach is an ideal stop for a relaxing vacation filled with outdoor exploration.
  • Rock Hill: Just 7 miles away from Freeport, Rock Hill is a charming village that offers a unique blend of outdoor activities and family-friendly experiences. Known for its beautiful resorts and campgrounds, this area is perfect for those who want to immerse themselves in nature while enjoying modern amenities. Whether you're looking for a peaceful day by the lake or a rejuvenating body treatment, Rock Hill provides a tranquil escape that caters to both adventure seekers and families alike.

Best time to go to Freeport

If you're planning a trip to Freeport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January51.4°F (10.8°C)Light RainMostly SunnyModerately LowModerately Low
February55.8°F (13.2°C)Light RainMostly SunnyAverageModerately Low
March61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
April67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
May74.3°F (23.5°C)Light RainMostly SunnyModerately HighModerately High
June80.4°F (26.9°C)Light RainMostly SunnyModerately HighModerately High
July81.7°F (27.6°C)Light RainMostly SunnyModerately HighModerately High
August81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
September77.9°F (25.5°C)Light RainMostly SunnyAverageAverage
October69.6°F (20.9°C)Light RainMostly SunnyAverageAverage
November59.5°F (15.3°C)Light RainMostly SunnyModerately LowAverage
December55.2°F (12.9°C)Light RainMostly SunnyModerately LowModerately Low

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to better prices. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your complete booking. Being the trip organizer truly has its advantages. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on qualifying reservations. Enroll now and begin saving right away.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy way to plan your travel. You can start new trips, continue from where you last stopped, or manage your existing plans all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Freeport getaway

Learn about the unique charm of Freeport with a stay in a private vacation home. This city is well-known for its golfing and sporting events. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Freeport

Are you hoping to discover attractions to see while you're in the area? Venture out of your vacation home and experience everything that makes Freeport a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links (14.2 mi / 22.9 km)
  • Big Kahuna's Water and Adventure Park (21.4 mi / 34.4 km)
  • Santa Rosa Beach Golf Club (11.5 mi / 18.5 km)
  • Burnt Pine Golf Club (12.6 mi / 20.4 km)
  • Sirens at the Beach (14.4 mi / 23.1 km)
  • The Emerald Sanctuary (15.5 mi / 24.9 km)

Exploring the natural landscape of Freeport

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Freeport is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Destin Beaches (22.4 mi / 36 km)
  • Alys Beach (15.9 mi / 25.5 km)
  • 30A Bike Trail (9.1 mi / 14.7 km)
  • Blue Mountain Beach (11.8 mi / 18.9 km)
  • Santa Rosa Beach (11.8 mi / 19 km)
  • Grayton Beach (11.9 mi / 19.2 km)

Transportation to and around Freeport

Fly into Northwest Florida Beaches Intl. Airport (ECP), the closest airport, located 22.3 mi (36 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Northwest Florida Regional Airport (VPS), which is 24.6 mi (39.6 km) away.

Frequently asked questions

What is the best area to stay in Freeport, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Freeport, Florida, the area around the scenic South Walton region is an excellent choice. This neighborhood is known for its proximity to stunning beaches and outdoor activities. One of the top attractions nearby is the picturesque Grayton Beach State Park, where you can enjoy hiking trails, picnicking, and beautiful coastal views. Additionally, the charming town of Seaside, with its unique architecture and vibrant community atmosphere, is just a short drive away, offering delightful shops and dining options.

The South Walton area features a variety of vacation rentals, suiting different preferences and budgets, ensuring that you can find something that fits your needs. Whether you're looking for a cozy beach cottage or a more luxurious home, this neighborhood provides an inviting space for a memorable getaway.
How much does it cost to rent a vacation home in Freeport?
Prices for vacation rentals in Freeport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Freeport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Freeport vacation house rentals?
You can find great discounts on house rentals in Freeport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Freeport?
For renting a beach house in Freeport, travelers should explore the scenic area around Choctawhatchee Bay, which offers a variety of vacation rental options near the water. The neighborhoods along the bay provide easy access to beautiful sandy beaches and stunning sunset views. Many properties in this area come equipped with amenities such as private docks for boating, outdoor grills, and spacious decks for enjoying the coastal breeze.

Additionally, the nearby beaches of Santa Rosa Beach and Grayton Beach are fantastic options, where you'll find charming beach houses and cottages with direct beach access. These rentals often feature modern kitchens, comfortable living spaces, and outdoor showers, superb for rinsing off after a day of fun in the sun. The area is also known for its vibrant local dining scene and boutique shops, adding convenience and charm to your beach getaway.

For those looking to explore nature, the nearby Point Washington State Forest offers trails for hiking and biking, with some rentals providing easy access to these outdoor adventures.
What is the most popular type of vacation rental accomodation in Freeport?
In Freeport, cottages are the most popular type of vacation rental, with about 17 available throughout the area. These charming properties often feature cozy interiors, fully equipped kitchens, and outdoor spaces, making them great for a laid-back getaway. Additionally, there are around 14 vacation houses, which provide more room and amenities ideal for families or larger groups. These homes typically include multiple bedrooms, spacious living areas, and private yards for relaxation. Several apartments and mobile homes are also offered, providing travelers with a variety of options to suit different preferences.
Are there any family house rentals in Freeport?
In Freeport, Florida, family-friendly house rentals are plentiful, with around 15 options available. This charming area is known for its proximity to beautiful beaches, particularly the stunning shores of Grayton Beach State Park and the scenic waters of Choctawhatchee Bay. Many homes in the locale offer spacious layouts, ideal for family gatherings, along with amenities such as fully equipped kitchens, outdoor decks, and sometimes even private pools for relaxation after a day of adventure.

Visitors can enjoy easy access to nearby attractions like the picturesque 30A corridor, which features quaint shops, local eateries, and vibrant community events. Additionally, families can explore the natural beauty of the surrounding areas with opportunities for boating, fishing, and hiking nearby.
Can I rent a vacation home with a pool or hot tub in Freeport?
In Freeport, Florida, there are several vacation homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming coastal town, located near the scenic beaches of the Emerald Coast, offers a variety of properties suitable for relaxation and enjoyment. Many rentals come equipped with private swimming pools, inviting hot tubs, and spacious outdoor areas great for gatherings or family fun.

Travelers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor grills, making it convenient to host meals after a day of sun and surf.
Can I find long-stay vacation rentals in Freeport?
A long-stay vacation rental in Freeport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Freeport?
In Freeport, travelers will find a variety of pet-friendly house rentals available, with around 21 options to choose from. Many of these homes feature desirable amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups traveling with pets.

The area is conveniently located near beautiful outdoor spaces, including the nearby Point Washington State Forest, where you can enjoy scenic trails and nature walks with your furry companions. Additionally, the coastal proximity allows for easy access to stunning beaches, superb for a day of fun in the sun with your pets.
Are there any remote work vacation rentals in Freeport?
In Freeport, Florida, there are numerous options for remote work vacation rentals, with around 37 properties available. Travelers can expect accommodations equipped with essential amenities for a productive work environment, such as high-speed internet provided by a third-party service, dedicated desks, desk chairs, and even computer monitors in some units.

The area is known for its serene surroundings, making it ideal for focusing on work while enjoying a relaxing atmosphere. Many rentals are situated close to local attractions, including the beautiful beaches of the Emerald Coast, where you can unwind after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Freeport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Freeport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Freeport?
In Freeport, popular vacation rental amenities include kitchens for preparing meals, porches or lanais that provide outdoor relaxation spaces, and onsite parking for convenience. Many rentals also feature coffee and tea makers, suiting guests' morning routines. Additionally, some properties permit pets, making it easier for travelers to bring their furry companions along.
When is the best time to visit Freeport for a vacation rental?
The peak season for vacation rentals in Freeport, Florida, runs from May through July, with June being the most popular month. During this vibrant time, visitors flock to the area to enjoy warm, sunny weather, ideal for beach activities and water sports. Expect pleasant temperatures averaging in the mid-80s Fahrenheit, superb for swimming, sunbathing, and exploring the stunning coastal scenery.

As the summer heats up, Freeport becomes a hub of activity, with families and adventure-seekers taking advantage of the beautiful beaches and nearby parks. With convenient access to the picturesque Choctawhatchee Bay and the Gulf of Mexico, there are plenty of opportunities for fishing, kayaking, and paddleboarding, all framed by breathtaking sunsets.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter atmosphere, allowing you to appreciate the natural beauty of the area without the crowds. The weather remains mild, providing a comfortable setting for outdoor activities like hiking and biking along scenic trails.

Ultimately, whether you prefer the lively summer vibe or the peaceful charm of November, Freeport has something to offer every traveler.
How early should I book a Freeport vacation rental?
Book your Freeport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Freeport, Florida, United States of America?
In Freeport, Florida, visitors can explore various attractions that highlight the area's natural beauty and recreational opportunities. The nearby Choctawhatchee Bay offers stunning views and is a great spot for water sports such as kayaking and fishing, making it ideal for outdoor enthusiasts.

In addition, the charming neighborhood of Bluewater Bay features parks and walking trails that provide scenic views of the bay and easy access to picnic areas. For those interested in a beach experience, the stunning beaches of 30A, just a short drive away, offer pristine sands and vibrant local shops and restaurants.

The historic town of Freeport itself showcases local culture and community events, especially around the scenic waterfront areas.
Can I change or cancel my Freeport home rental booking on Vrbo?
To find Freeport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Freeport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas