
Holiday rentals in Freeport
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Top-rated holiday rentals in Freeport
Guests agree: these stays are highly rated for location, cleanliness and more.

30A Private Gulf Retreat| Bay Access| Patio | BBQ
Beach-side comfort meets private Gulf serenity! Walk or pedal to emerald waters, launch your kayak in the bay right behind the home and unwind on the shaded patio with a sizzling BBQ or shoot some hoops on your private basketball court! 3 bedrooms | 2.5 baths | Sleeps 6 Fast Wi-Fi & smart-TV streaming Fully stocked kitchen + Keurig Washer/dryer & starter supplies provided Private patio with grill—Minutes to Grayton Beach cafés, shops & bike paths—book your 30A retreat before the calendar fills!

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.

Peaceful Star Gazing Nights at Freeport Retreat
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.

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

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.

Bay Breeze House
Keep it simple at this peaceful and centrally-located vacation destination. Our house is just minutes away from the Choctawhatchee Bay, and an easy 15 minute drive to 30A and the beautiful white sand beaches of Florida's panhandle. Our upgraded features and amenities provide everything you need for a convenient and comfortable stay. With a fenced in back yard, garage, and patio, this home is sure to be a relaxing retreat no matter your plans.

Bradley House | Secluded Santa Rosa Beach Retreat
Escape to The Bradley House — a private, peaceful retreat tucked away at the end of Indian Woman Road in Santa Rosa Beach. Once home and studio to acclaimed artist Bradley Copeland, the space showcases her bold, original artwork — with select pieces available for purchase. Surrounded by nature and overlooking a luxury horse farm, The Bradley House offers quiet seclusion just minutes from the beaches, galleries, and dining of 30A.

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.

Freeport Retreat Near 30A Beaches
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.

The Little Wahoo
This quiet 1 bedroom, 1 bathroom upstairs apartment is nestled in beautiful East Point Washington two blocks away from Choctawhatchee Bay (an easy walk of 2 blocks to paddle board), adjacent to Edens Garden (boat launch). Located just north of Grayton Beach Tram (serving Grayton & Seaside) with central proximity to all the beach access points and attractions of 30A.

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.

Modern Glass-Front Retreat l Stunning Nature Views
Experience contemporary luxury and serene living in this breathtaking 3-bedroom, 2.5-bath modern home nestled in the heart of Santa Rosa, Florida. Designed with sleek architectural lines and a striking glass façade, this residence seamlessly blends indoor comfort with the beauty of the surrounding natural landscape.
Popular amenities for Freeport holiday rentals
Other great holiday rentals in Freeport

Vacation Oasis 5BR w/ Pool, BBQ & Firepit!

Tiny Home On the Bay | Dog Friendly + Bay Views

2 bedroom cottage with hot tub

Ardis House Santa Rosa Beach Vacation Home

Fisherman's Paradise-Cottage Retreat on the Canal

Beach Treehouse Natures Hideaway Close to 30A

Reel ‘em Inn

2BR Coastal Hideaway Near 30A | Sleeps 4
When is the best time to visit Freeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €129 | €104 | €114 | €153 | €170 | €182 | €174 | €126 | €119 | €113 | €122 | €119 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Freeport?
Freeport has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Freeport?
Experience the best of Freeport with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Freeport?
Four-legged friends are welcome in Freeport. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Freeport?
Yes! Work meets play with ease at over 10 vacation rentals in Freeport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Freeport have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Freeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Freeport have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Freeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Freeport have wifi?
Absolutely! We offer over 10 house rentals with wifi in Freeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Freeport have free parking?
Absolutely! We offer over 10 house rentals with free parking in Freeport. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Freeport

Total holiday rentals
Explore 20 holiday rentals in Freeport

Nightly prices starting at
Freeport holiday rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Freeport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Freeport rentals

5 Average rating
Freeport stays are highly rated by guests – averaging 5 out of 5!
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- St. Andrews State Park
- Frank Brown Park
- Henderson Beach State Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Pier Park
- Jade East Towers
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Camp Helen State Park
- Gulf World Marine Park





