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Vacation rentals in Freeport

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Quick stats about vacation rentals in Freeport

  • Total vacation rentals

    Explore 20 vacation rentals in Freeport

  • Nightly prices starting at

    Freeport vacation rentals start at G$18,828 GYD per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Freeport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Freeport rentals

  • 4.9 Average rating

    Freeport stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A welcoming porch is featured at the front of a single-story house, flanked by tall trees and lush greenery. The home has a sloped metal roof and is set against a serene natural backdrop, creating a peaceful atmosphere.
Cottage in DeFuniak Springs
4.9 out of 5 average rating, 140 reviews

Beautiful cottage nestled in the country

Relax with the whole family at this peaceful and serene place to stay. Surrounded by mature trees and beautiful foliage. Quiet and majestic, spend the days at the beach or springs and the nights listening to nature as you star gaze away from the bright lights of the city. Take a nice nature walk down the trails or relax reading a book. A country escape to recharge and just a few miles from town and close to the beach, so you can have the best of both worlds. Your little piece of heaven awaits!

LocationFamilyIndoor spaces

Top guest favorite
Aerial view captures the scenic waterfront with tranquil waters reflecting the sunset. The property layout is visible, featuring multiple buildings and well-maintained green spaces. Natural surroundings include marshlands and trees that enhance the serene environment.
Apartment in Freeport
4.94 out of 5 average rating, 89 reviews

Waterfront Suite w/Pool & Dock

Incredible 1 bedroom waterfront efficiency suite with private entrance and screened patio. Full access to the pool and the dock on Alaqua Bayou in Freeport. Enjoy amazing sunsets in this tranquil and serene setting. The beaches of South Walton County are only 30 minutes away as are the popular towns of Seaside, Grayton Beach, Aly's Beach, Seagrove, Seacrest and Rosemary Beach. Destin, home of the world's largest fishing fleet, great restaurants and nightlife is also a short 30 minute drive.

LocationValueWalkability

Top guest favorite
Cottage in Freeport
5.0 out of 5 average rating, 13 reviews

Fisherman's Paradise-Cottage Retreat on the Canal

Nestled on a picturesque canal just steps from the Choctawhatchee Bay, our serene cottage promises a peaceful escape surrounded by pristine nature with immediate access to bay fishing charters. Start your mornings with coffee on our screened-in back porch, where tranquility awaits and the water is just outside your door. This fisherman's paradise features two comfortable bedroom alcoves, one bathroom, a welcoming dining table and cozy sitting area. Book your private retreat today!

LocationValueSleep quality

Top guest favorite
Tiny home in Freeport
4.98 out of 5 average rating, 46 reviews

Freeport Escape + 1 Free Dolphin Cruise Ticket*

Enjoy the tranquil sound of nature when you stay in our newly built cabin. A home away from home! Whether you're looking for to camp out or just passing through town, this tiny home is a perfect place to enjoy a comfortable stay. Equipped with a fully stocked kitchen and outdoor fire pit. * Full kitchen * Washer Dryer set * Keurig * Toaster * Full bath with shower * Front and back outdoor deck * Smart TV and Wifi And so much more! Starter soaps and toiletries provided. No pets.

ValueLocationDecor

Guest favorite
A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.
Treehouse in Santa Rosa Beach
4.93 out of 5 average rating, 170 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

ValueLocationCondition

Top guest favorite
The exterior of the house is featured with a light-colored façade and a bright blue accent. A pathway leads to the entrance stairs, bordered by gravel and illuminated by subtle ground lights. Surrounding trees and landscaped areas add a natural ambiance.
Home in Freeport
4.96 out of 5 average rating, 24 reviews

Peace and Quiet Getaway!*

A place is where you can explore out like 30A , Santa Rosa Beach, Destin, PCB, Defuniak, just 20/40 minutes Beautiful beaches, lakes and natural Springs. Our place gives freedom to plan your next vacation without any limits. We have an open living area also extra pull out couch if needed . We like to make our guests feel welcome, anything to help your stay be a great experience. Have a special celebration please let us know on your stay so we can make it special.

LocationFamilyAccuracy

Top guest favorite
A serene lake view is framed by tall trees, reflecting vibrant sunset colors on the calm water. A small dock and canoe are visible, surrounded by lush greenery and leaves scattered on the ground, highlighting a tranquil natural setting.
Home in DeFuniak Springs
4.99 out of 5 average rating, 120 reviews

The Cove on Juniper

The Cove on Juniper Take a break and unwind at this peaceful oasis lakefront property. This cozy retreat offers a perfect blend of tranquility and adventure, making it an ideal getaway for families, friends , or solo travelers. Enjoy stunning sunsets from our lakefront fire pit. Paddle the lake in one of our two canoes or fish from our backyard dock. If you're in the mood for exploration, take a drive and discover the many springs in the panhandle.

LocationValueRiver

Top guest favorite
An aerial view highlights the modern studio apartment situated above a garage, surrounded by lush greenery and residential homes. The proximity to the coastline is visible, with the vibrant blue ocean and sandy beaches in the background, indicating a tranquil coastal environment.
Apartment in Santa Rosa Beach
4.99 out of 5 average rating, 274 reviews

Modern Studio, Just steps to beach!, Sleeps Four.

Modern above garage studio apt with private entrance and patio. 1.5 blocks from the South Walton beaches! Enjoy a large living/dining area and separate sleeping space with king bed. The sofa also converts to a queen size bed. Separate kitchen with refrigerator, stove top & microwave. Two flat screen TVs w/ private Wi-fi, Live Stream, Netflix and HBO. Enjoy 30A's newest public beach, just a short walk, right at the end of our street.

ValueFamilyOutdoor spaces

Top guest favorite
The home's exterior showcases a modern design with a light-colored façade and a welcoming front entryway. Tall trees surround the residence, providing a natural, tranquil setting. Lush green landscaping adds to the appeal, enhancing the inviting entrance and driveway area.
Home in Freeport
5.0 out of 5 average rating, 42 reviews

Peace of Serenity

Peaceful & Pet-Friendly Escape to the Coast Whether you're seeking a peaceful retreat with your partner or an adventure-filled trip with the whole crew, our 3BR/2.5BA home delivers. Stroll to the bay for sunset, cast a line, or paddle board the calm waters. Spend days on 30A's white-sand beaches, then return to a cozy open floor plan, fenced yard for pets, and all the comforts of home-plus room for your boat or trailer.

LocationValuePets

Top guest favorite
The cottage's exterior features a welcoming front porch with wooden rocking chairs and a tasteful welcome mat. A light green facade is complemented by natural surroundings of tall trees and greenery, providing a serene atmosphere. Steps lead to the entrance of the home.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 33 reviews

Palmetto Cottage: Coastal Retreat near Grayton

Welcome to Palmetto Cottage, a peaceful retreat. - Thoughtfully furnished and comfortably equipped interior - Cozy and inviting atmosphere - Extremely clean and well-kept property with comfortable rooms - Close proximity to beautiful beaches - Access to forest trails for biking and hiking - Explore nearby attractions: Point Washington State Forest, Western Lake, Santa Rosa Beach, Gulf Place Town Center

ValueFamilyIndoor spaces

Guest favorite
Home in Freeport
4.84 out of 5 average rating, 19 reviews

Freeport Retreat + 1 Free Dolphin Cruise Ticket*

Escape to this peaceful 2BR retreat in Owl’s Head East, just 15–20 mins from the beaches of 30A! Enjoy a fully stocked kitchen, comfy living room with projector screen, board games, and cozy beds—including twin sleeper chairs for kids. Relax on the front patio or gather for dinner at the island. Spacious, stylish, and perfect for a family getaway in the heart of Freeport, FL.

LocationFamilyComfort

Top guest favorite
A wooden porch is presented, featuring a small, weathered table and two chairs. Surrounding greenery includes a leafy plant and tall, thin trees, creating a natural setting. The exterior of the structure is finished in light wood, harmoniously blending with the environment.
Guest suite in Santa Rosa Beach
4.97 out of 5 average rating, 78 reviews

Blueberry Bungalow

Kick back and relax in this calm, stylish space perfect for a couple or a solo traveler who wants easy access to the beaches of South Walton but doesn't want to stay in the fray of 30A. This studio efficiency is located in historic Point Washington within walking distance to Choctawhatchee Bay and Point Washington State Forest.

ValueLocationBathroom

Popular amenities for Freeport vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Freeport

Guest favorite
A charming cottage is depicted, featuring a covered porch supported by white columns. The entrance is adorned with a pair of double doors. Surrounding greenery, including shrubs and grass, complements the natural stone pathway leading to the house.
Home in Freeport
4.9 out of 5 average rating, 30 reviews

Reel ‘em Inn

FamilyValueQuiet

Top guest favorite
A serene waterfront view is presented with a gently flowing river under a sky painted in warm purple and orange tones. Wooden benches circle a fire pit, inviting relaxation, while boat docks extend into the water, creating access for marine activities.
Home in Freeport
4.92 out of 5 average rating, 48 reviews

Fisherman's dream & family retreat Fragrance free

FamilyLocationGetting around

Top guest favorite
A serene outdoor space features four wooden Adirondack chairs arranged around a fire pit, set on lush green grass. A wooden dock extends into the water, leading to a calm bay with a floating inflatable. Clear blue skies stretch overhead.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 44 reviews

Bayside Beauty - Private Dock - Kayak - Fishing

ValueFamilyBackyard

Guest favorite
The cozy living room features a green sectional sofa and a vibrant area rug. A 60-inch Smart TV is mounted on the wall, while a large artwork adds color to the space. Natural light fills the room through a window, complemented by a ceiling fan.
Home in Santa Rosa Beach
4.93 out of 5 average rating, 42 reviews

Bradley House | Secluded Santa Rosa Beach Retreat

ValueLocationBackyard

Top guest favorite
A charming white house is featured, flanked by lush greenery and colorful flowers. A welcoming porch with railings extends across the front, leading to a pathway made of stone. Large windows allow natural light to brighten the space, surrounded by a serene woodland backdrop.
Home in Santa Rosa Beach
5.0 out of 5 average rating, 21 reviews

Down by the Bay

FamilyLocationCheck-in

Superhost
A silhouette of a black dog is seen sitting on the edge of a boat, overlooking the water. The sky is painted with vibrant hues of orange, pink, and purple during sunset, reflecting on the calm surface of the Choctawhatchee Bay.
Home in Freeport
4.62 out of 5 average rating, 37 reviews

Nick’s Bay_House

LocationFamilyNearby

Guest favorite
A serene outdoor area is presented with several Adirondack chairs arranged around a circular fire pit. Surrounding trees provide a natural backdrop, while the lower level of a two-story home is visible in the background under a clear blue sky.
Home in Crestview
4.9 out of 5 average rating, 81 reviews

Secluded River Home Retreat!

LocationFamilySleep quality

Guest favorite
The cabin, elevated on stilts, features a wooden exterior with reclaimed cypress walls. A staircase leads to the entrance, surrounded by trees and greenery. The structure is designed to blend with the natural surroundings, offering a serene and secluded atmosphere.
Cabin in Ponce de Leon
4.94 out of 5 average rating, 100 reviews

The Treehouse: Peaceful Cabin Near to PCB and 30A

ValueLocationView

When is the best time to visit Freeport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,961 GYDG$24,894 GYDG$27,405 GYDG$31,798 GYDG$31,379 GYDG$32,007 GYDG$41,839 GYDG$30,124 GYDG$28,451 GYDG$27,195 GYDG$29,287 GYDG$28,451 GYD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Frequently Asked Questions

  • What are the best places to stay in Freeport?

    Stays around the waterfront, cozy neighborhoods, and areas near parks are often suggested for their closeness to local scenery. Guests frequently choose spacious homes or cabins, especially those with outdoor space for gathering.

  • What are the best things to do in Freeport with kids?

    Families often explore nearby beaches, play at local parks, or visit nature preserves for fishing and picnics. Community playgrounds and water activities are frequently suggested for keeping kids entertained.

  • What are some of the best things to do in Freeport?

    Explore the area’s natural beauty by hiking, paddling local waterways, or fishing. Markets, local dining spots, and community events allow visitors to experience Freeport’s distinct coastal character.

  • How is the weather in Freeport?

    Freeport has warm, humid summers often reaching 90°F (32°C), and mild winters that stay around 44–65°F (7–18°C). Rain is most frequent in summer, so lightweight clothing and a rain jacket can be helpful.

  • When is the best time to visit Freeport?

    Late spring and early fall are often recommended for warm days around 72–85°F (22–30°C), with less rain and comfortable evenings. Summer brings higher temperatures and more frequent showers, while winter stays mild and quiet.

  • What are the best places to visit in Freeport?

    Explore public parks, scenic creeks, and local markets that highlight Freeport’s close connection with nature. Community gathering spots and forested greenways are frequently suggested.

  • What are some hiking trails in Freeport?

    Freeport has trails through pine forests, marshes, and along the edges of scenic lakes, suitable for all levels. Public parks and preserves provide opportunities for walking, birding, or enjoying peaceful views.

  • What are some family activities we can do in Freeport?

    Families can fish, paddle local waterways, picnic at public parks, or join community gatherings. Outdoor spaces and recreation areas make it easy to enjoy time together in nature.

  • What are some of the best day trip ideas from Freeport?

    Explore white-sand Gulf beaches, discover nearby state parks with hiking and wildlife viewing, or check out vibrant coastal communities around the region. Nature lovers often head to parks for birding, paddling, or guided eco-tours.

  • Are there any pet friendly accommodations available in Freeport?

    Freeport has pet-friendly stays, including homes and cabins around scenic areas. Many rentals welcome pets, making it convenient for guests to travel with their dogs or cats.

  • What are some local tips for visiting Freeport?

    Exploring the local waterways and nature preserves is a favorite activity, so bring water shoes and insect repellent. Many local spots are casual, so relaxed attire is common, and small markets around town have fresh produce and Florida specialties.

  • What is Freeport known for?

    Freeport is known for its laid-back atmosphere, access to quiet waterways, and proximity to Gulf Coast adventures. The city has a strong fishing and boating culture, as well as outdoor escapes for hiking and wildlife viewing.

  • What are the best hidden gems to explore in Freeport?

    Wander scenic trails through the local forests, enjoy quiet moments by coastal lakes, or discover the area’s fishing spots. Small, family-owned eateries also invite guests to sample locally rooted flavors.

  • What are the best foods to try in Freeport?

    Local menus feature Gulf seafood such as shrimp, crab, and grouper, along with Southern-inspired barbecue and sides. Many guests enjoy fresh-baked pies and produce from regional farms.

  • What should I bring for a trip to Freeport?

    Bring lightweight, comfortable clothing for warm days, along with a light jacket for cooler mornings or evenings. Sun protection such as hats, sunscreen, and sunglasses are often recommended, and a rain jacket can be helpful during wetter months.

  • What is the nightlife in Freeport like?

    Freeport has a relaxed nightlife scene focused on local restaurants, laid-back bars, and occasional live music. Many guests enjoy gathering at casual spots after a day outdoors.

  • What are the most popular events or festivals in Freeport?

    Freeport hosts community festivals, outdoor concerts, and holiday parades throughout the year. Seasonal farmers markets and gatherings in late spring or around the holidays are often highlights for locals and visitors.

  • Are there family friendly vacation rentals in Freeport?

    Family-friendly rentals are available throughout Freeport, with many homes, cabins, and neighborhood stays welcoming kids. Outdoor spaces and nearby parks make it easy for families to relax and play together.

Destinations to explore