Holiday houses in Freeport

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Top-rated holiday rentals in Freeport

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Guest favourite

Condo in Niceville

4.92 out of 5 average rating, 177 reviews

Upgraded Studio on the Water, come relax!

Experience Mother Nature's artwork from sunrise to sunset when you live on Choctawhatchee Bay at Bayside #309! This unit is cute, cozy, and upgraded it has everything you need for a weekend get away in the beautiful community of Bluewater Bay. You are 10-15 mins from Destin without all the traffic and hustle. If you stay within the community there are many amenities in Bluewater within 5 minutes. Relax, open a glass of wine and sit out on your baloney with amazing water views and landscapes.

13 – 20 Jan

$1,795 AUD total

Guest favourite

Guesthouse in Chipley

4.96 out of 5 average rating, 187 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, two twin bunk beds, and a queen size sleeper sofa, all of which can accommodate a total of 6 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guests.

11 – 18 Dec

$976 AUD total

Guest favourite

Apartment in Freeport

4.94 out of 5 average rating, 52 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.

26 Nov – 3 Dec

$1,446 AUD total

Guest favourite

Guesthouse in Santa Rosa Beach

4.82 out of 5 average rating, 187 reviews

Santa Rosa Beach Tiny House

Quaint, cozy, stylish home, off the beaten path and close to everything! You can walk to the beach in about 10 minutes or to a restaurant in 5 minutes...to get ice cream, rent bikes in 4 minutes OR hike or bike the Longleaf Greenway Trail that starts 5 minute walk away! Enjoy your coffee or an adult beverage on the back porch with the peaceful view of the tropical yard with ponds. You might even see a little wildlife during your stay…😊 Note: No children under 10 allowed on this property.

17 – 24 Jan

$1,915 AUD total

Guest favourite

Tiny home in Freeport

4.97 out of 5 average rating, 32 reviews

Tiny Home with Stunning Bay Views; 15 min to Beach

This cozy coastal retreat is the perfect place to unwind, with all the modern amenities you need for a comfortable stay. Inside, you'll find a living area with a comfortable sofa, flat-screen TV, and bar seating for two as well as a well-equipped kitchen. Step outside and take in the breathtaking views of the bay. It's just steps away, where you can swim, fish, or rent a kayak for a fun-filled day on the water. Come experience the beauty of the bay and the charm of our tiny home on wheels!

5 – 12 Sept

$1,437 AUD total

Guest favourite

Cabin in Freeport

4.89 out of 5 average rating, 57 reviews

Lake Cabin

Take it easy at this unique and tranquil getaway cabin on 11 acres/2 beautiful ponds. Only 15 minutes away from the most beautiful beaches in Florida! Take a walk "out back" on Eglin's Reservation and true Florida nature trails. Visit our horses at the stable; give them a carrot or two. Do you have a horse? Bring him with you! Trail ride one day and go to the beach the next day! Leave your steed in our care; we do boarding for our Horse Guests too! More in the party? See STABLE CABIN Listing!

17 – 24 Nov

$1,564 AUD total

Guest favourite

Cabin in Freeport

5.0 out of 5 average rating, 7 reviews

Freeport Falls 1

Take it easy at this unique and tranquil getaway backed up to the woods of Black Creek. Freeport Falls is located just one minute from the Black Creek Marina. Property is at the end of the road. There are two other cottages on the property with plenty of distance between them. Twelve Minutes from Grayton Beach. This cozy cottage is a one bedroom with a full-size kitchen. The couch is a pullout queen also. Pet Friendly with plenty of room for parking (bring your boat or trailer. Enjoy .

13 – 20 Feb

$1,214 AUD total

Guest favourite

Guest suite in Santa Rosa Beach

4.93 out of 5 average rating, 231 reviews

Hippy Beach Retreat, paddle boards, beach gear

Welcome to the Hippy Beach Retreat, located in Santa Rosa Beach, FL. Attached to the main home, an en-suite ensures privacy and comfort. Designed for adults, it's an ideal escape from the daily hustle. All sorts of amenities are provided, including beach gear. Feeling adventurous, book paddleboard excursions steps away, thanks to our friendly neighbor. Santa Rosa Beach, pristine shores and azure waters, offering an unforgettable beach experience. Scenic Hwy 30A is within minutes drive.

4 – 11 Oct

$1,126 AUD total

Guest favourite

Condo in Santa Rosa Beach

4.93 out of 5 average rating, 140 reviews

Steps from the beach w/ deeded access~Sleeps 4!

Come relax and enjoy all that 30a has to offer while staying in this beautifully decorated 1 bedroom condo in popular Gulf Place! With 3 private beach entrance directly across the street as well as one public beach access (Ed Waline), there is plenty of sand for everyone! This condo is conveniently equipped with a bedroom, full kitchen and living room with a pull out sofa sleeper. The bathroom and kitchen have been updated and the kitchen is fully stocked!

22 – 29 Nov

$1,818 AUD total

Guest favourite

Condo in Santa Rosa Beach

4.88 out of 5 average rating, 191 reviews

30-A Getaway near Seaside 102

Kick back and relax in this calm, stylish space. This beautifully appointed space is a 2-minute walk to the beautiful beaches of South Walton and a short scenic walk to the Seaside city center with food trucks, shops and 5 star dining. A keypad door makes check-in convenient and private. The area has tons of family-friendly activities and is a foodies dream destination. It is located right on a 18.6 mile stretch of biking and walking trail along 30-A.

17 – 24 Dec

$1,859 AUD total

Guest favourite

Apartment in Santa Rosa Beach

4.99 out of 5 average rating, 192 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.

13 – 20 Oct

$1,750 AUD total

Guest favourite

Cottage in Santa Rosa Beach

4.92 out of 5 average rating, 154 reviews

Palm House Cottage

Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

16 – 23 Aug

$1,392 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Freeport holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Freeport

Guest favourite

Home in DeFuniak Springs

4.92 out of 5 average rating, 13 reviews

Charming Small Country Home

12 – 19 Mar

$1,439 AUD total

Superhost

Cottage in Freeport

4.89 out of 5 average rating, 89 reviews

Cottage Apt, Keyless, Waterfront, mins to beach

20 – 27 Mar

$1,966 AUD total

Guest favourite

Home in Freeport

5.0 out of 5 average rating, 16 reviews

Waterfront Bay Access Cottage

30 Oct – 6 Nov

$2,805 AUD total

Guest favourite

Campervan/RV in Santa Rosa Beach

4.94 out of 5 average rating, 17 reviews

Vintage Airstream Near 30A

18 – 25 Jan

$1,241 AUD total

Guest favourite

Cottage in Freeport

4.92 out of 5 average rating, 59 reviews

Water Oak Oasis!

7 – 14 Oct

$2,373 AUD total

Guest favourite

Guest suite in Santa Rosa Beach

4.81 out of 5 average rating, 94 reviews

Private Suite at Miller's Cove!

24 Sept – 1 Oct

$1,037 AUD total

Guest favourite

Cottage in DeFuniak Springs

4.84 out of 5 average rating, 44 reviews

Beautiful cottage nestled in the country

21 – 28 Apr

$1,340 AUD total

Guest favourite

Home in DeFuniak Springs

5.0 out of 5 average rating, 28 reviews

The Cove on Juniper

18 – 25 Sept

$1,954 AUD total

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Quick stats about holiday rentals in Freeport

Total rentals
10 properties
Local attractions
Publix Super Market at The Shoppes at Freeport, Freeport Cafe and Cafe 20
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
120 reviews

Holiday houses in Freeport

Top-rated holiday rentals in Freeport

Condo in Niceville

Guesthouse in Chipley

Apartment in Freeport

Guesthouse in Santa Rosa Beach

Tiny home in Freeport

Cabin in Freeport

Cabin in Freeport

Guest suite in Santa Rosa Beach

Condo in Santa Rosa Beach

Condo in Santa Rosa Beach

Apartment in Santa Rosa Beach

Cottage in Santa Rosa Beach

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Freeport holiday rentals

Other great holiday rentals in Freeport

Home in DeFuniak Springs

Cottage in Freeport

Home in Freeport

Campervan/RV in Santa Rosa Beach

Cottage in Freeport

Guest suite in Santa Rosa Beach

Cottage in DeFuniak Springs

Home in DeFuniak Springs

Quick stats about holiday rentals in Freeport

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore