Freeport holiday lettings

We found 23,469 holiday rentals — enter your dates for availability

Select from 16 homes, 20 cottages and other holiday rentals in Freeport to find one that's perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include parking and a garden. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Freeport

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Book a holiday rental for your Freeport getaway

Learn about the unique charm of Freeport with a stay in a holiday home rental. This city is well-known for its golfing and sporting events. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 find top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Freeport a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Sirens at the Beach (14.4 mi / 23.1 km)
  • Destin Yarn Shop (15.8 mi / 25.5 km)
  • Golf Course At Seascape Resort (15.9 mi / 25.6 km)

Exploring the natural landscape of Freeport

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Freeport is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Seaside Beach (12.4 mi / 20 km)
  • Topsail Hill Preserve State Park (12.9 mi / 20.7 km)
  • Seagrove Beach East (13.5 mi / 21.6 km)

Transport to and around Freeport

Fly into Panama City, FL (ECP-Northwest Florida Beaches Intl.), the closest airport, located 22.3 mi (36 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Fort Walton Beach, FL (VPS-Northwest Florida Regional), which is 24.6 mi (39.6 km) away.

Frequently asked questions

What is the best area to stay in Freeport when booking a holiday rental?
When considering a holiday rental in Freeport, Florida, a popular area to stay is near the picturesque Choctawhatchee Bay. This neighbourhood offers a charming blend of natural beauty and recreational opportunities, making it a delightful choice for a relaxing getaway. You can enjoy stunning views of the bay and have easy access to various water activities such as kayaking and paddleboarding.

Another appealing option is the vicinity of the nearby state parks, such as the Eden Gardens State Park. This area is known for its lush landscapes and historic gardens, providing a tranquil setting for picnics or leisurely strolls. Staying here allows you to immerse yourself in the local flora and fauna while being just a short drive from the beautiful beaches along the Emerald Coast.
How much does it cost to rent a holiday home in Freeport?
Prices for holiday 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 holiday 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, Florida, travellers should focus on the scenic areas along the coastline, particularly near the beautiful beaches of South Walton. The stretch of coastline around Grayton Beach State Park offers stunning views and access to one of Florida's most picturesque coastal landscapes. Here, you'll find a variety of holiday rentals, including charming beach cottages and larger family homes that come equipped with modern amenities such as open-plan living spaces, fully equipped kitchens, and outdoor decks great for al fresco dining.

Additionally, the community around Choctawhatchee Bay provides a great experience with properties that often feature private docks, allowing for easy access to water activities like kayaking and fishing. Many of these homes come with amenities such as private pools, fire pits, and spacious gardens, ideal for families or groups looking to enjoy a relaxing beach getaway.
What is the most popular type of holiday rental accomodation in Freeport?
In Freeport, cottages are the most popular type of holiday rental, with about 18 available in the area. These charming properties often feature cosy interiors, fully equipped kitchens, and outdoor seating areas, making them great for enjoying the warm Florida weather. Additionally, there are around 15 holiday houses that provide more spacious rooms, ideal for families or larger groups seeking comfort and privacy. Many of these homes also include amenities such as private gardens and BBQ facilities. There are several apartments and mobile homes as well, offering travellers a variety of options to suit different needs and preferences.
Are there any family house rentals in Freeport?
In Freeport, Florida, there are numerous family-friendly house rentals available, with around 18 options to choose from. This coastal town is an excellent choice for families seeking a relaxing getaway, boasting spacious homes equipped with amenities such as full kitchens, outdoor dining areas, and private gardens, which provide ample space for children to play. Many properties also feature convenient extras like air conditioning and Wi-Fi, ensuring a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Freeport?
In Freeport, Florida, there are several holiday homes available for rent that come with pools or hot tubs, with approximately 16 options to choose from. This charming coastal town offers a laid-back atmosphere, great for relaxation and family holidays. Many properties typically feature private pools, hot tubs, spacious patios, and outdoor dining areas, allowing guests to enjoy the warm Florida weather.
Can I find long-stay holiday rentals in Freeport?
A long-stay holiday rental in Freeport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Freeport?
In Freeport, there are several pet-friendly house rentals available, providing a welcoming environment for those travelling with furry companions. Many of these properties feature modern amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, making them ideal for families or groups.
Are there any remote work holiday rentals in Freeport?
In Freeport, Florida, there are numerous remote work holiday rentals available, with around 33 options to choose from. This charming area offers a tranquil setting, great for balancing work and leisure. Many of the properties cater specifically to remote workers, featuring dedicated workspaces equipped with desks, comfortable chairs, and high-speed Wi-Fi. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Freeport holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Freeport with parking available—perfect for families or travellers 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 rental amenities include fully equipped kitchens featuring cookware, dishware, and utensils, along with essential appliances such as microwaves and refrigerators. Many rentals also provide complimentary Wi-Fi, ensuring guests can stay connected during their stay.
When is the best time to visit Freeport for a holiday rental?
The best time to visit Freeport for a holiday rental is during the peak season from May to July, with June being particularly popular. This is when the sunny weather beckons travellers to enjoy the beautiful beaches and take part in various outdoor activities. With average temperatures reaching the mid-30s Celsius, it's an ideal time for swimming, kayaking, and soaking up the sun.

During this vibrant peak season, visitors can revel in the lively atmosphere, as families and friends gather to create unforgettable memories. The warm weather enhances the experience of exploring nearby attractions, such as the picturesque beaches of South Walton and the scenic nature trails in the area.

For those looking for a more budget-friendly option, November offers a wonderful opportunity to enjoy Freeport without the crowds. The temperatures remain pleasant, typically in the low 20s Celsius, making it a lovely time for leisurely strolls along the shore or exploring the local shops and restaurants at a relaxed pace.
How early should I book a Freeport holiday rental?
Book your Freeport holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Freeport home rental booking on Vrbo?
To find Freeport holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Freeport holiday 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.

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