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.

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Guest favourite
Home in Santa Rosa Beach
4.93 out of 5 average rating, 14 reviews

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!

Top guest favourite
The welcoming exterior of Magnolia Cottage is framed by lush greenery and blooming plants. A spacious porch features a wooden deck with seating and a hammock, inviting relaxation. The entrance is adorned with a decorative wreath, enhancing the cottage's beach and boho charm.
Home in Santa Rosa Beach
4.92 out of 5 average rating, 125 reviews

Magnolia Cottage Couples Retreat-Sleeps 4-Pets

Magnolia Cottage is a secret gem off the beaten path, close to the bay side of life. Decorated with a beach & boho cottage feel, it’s the perfect place to relax and unwind. Not on 30A but close to everything. 1 King Bed Soaking Tub Twin Daybed w/ Twin Trundle 6 min drive - 3.3 miles to the closest public beach - ED WALLINE .4 Miles Chas E Cesna Landing Boat Ramp Perfect Couples Retreat Pet Friendly with Pet Fee Professionally Cleaned Whole home UV & Water Filter Beach Chairs 4 MAX GUESTS

Top guest favourite
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.
Flat in Freeport
4.94 out of 5 average rating, 83 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.

Guest favourite
A bright living area features a spacious couch set in soft gray, complemented by a wooden coffee table and a light-colored area rug. Natural light floods in through multiple windows, with a dining table and chairs positioned nearby. A mounted television is visible on the wall.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 106 reviews

2 Bd/2 Bth Serene Location

Baconsbythesea will be happy to host your stay. Located in old Santa Rosa, this home is close to everything. Enjoy Florida wildlife from our back porch! Hear and see fish jumping and birds fishing in the canal just behind the house. Santa Rosa Beach beaches and restaurants are just a short drive, then return to the tranquility. It has 2 bedrooms and 2 bathrooms. Parking for boats trailers is available. It has access to the bay for kayaking and paddling. We live nearby and always available.

Superhost
Home in Freeport
5 out of 5 average rating, 3 reviews

Coastal charm Retreat: Bay & Beach Nearby

Welcome to your perfect getaway! This spacious home is designed with families in mind, featuring a large bunk room with plenty of space for everyone to relax and recharge after a day of exploring. Located just 5 minutes from the bay and less than 15 minutes from the stunning white-sand beaches of Walton County, easy access to fishing, boating, and beach adventures. Whether you want to unwind by the bay at sunset or spend the day splashing in the Gulf, this home puts it all within reach.

Guest favourite
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
4.92 out of 5 average rating, 146 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

Top guest favourite
The exterior of The Zoo Gallery is displayed, featuring a two-story building with a light-colored façade and a corrugated metal roof. A wooden deck leads to the entrance, accompanied by bright red chairs and lush greenery surrounding the walkway, providing a welcoming atmosphere.
Apartment in Santa Rosa Beach
4.94 out of 5 average rating, 280 reviews

89.HotzAvenue - Downtown Grayton Beach 3

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #3 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

Guest favourite
A porch swing made of dark wood is positioned on a covered deck, providing views of the calm waterway. Potted pink flowers add color to the scene. In the background, the gentle slope of green grass leads to a dock and chairs along the bank.
Guest suite in Sandestin
4.95 out of 5 average rating, 326 reviews

Golf, BoatDock, Kayak, Paddleboard, Fish, Dolphins

Private Waterfront Suite on the Choctawhatchee Bay. 7 miles to Destin Beaches 4 mi. To Baytowne Wharf 5 mi. To the popular 30A Emerald Coast beaches . Nightlife , Restaurants , Shopping and fishing! On site parking and dock space . About a half hr. Ride On your boat to Crab Island. Hop on the Paddle boards or kayaks that are provided to spot dolphins in the Bay! ( Please use at your own risk) Life Jackets provided . BOAT DOCK AVAILABLE FOR A SMALL NIGHTLY CHARGE .

Guest favourite
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
5 out of 5 average rating, 7 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.

Top guest favourite
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
4.96 out of 5 average rating, 23 reviews

Palmetto Cottage: Nature and Beach Retreat

Welcome to Palmetto Cottage, a peaceful retreat. - Thoughtfully furnished and comfortably equipped interior - Ideal escape for beach lovers and nature seekers - Access to forest trails and white-sand beaches - Near Choctawhatchee Bay and surrounding nature - Unique coastal charm - Local attractions: Point Washington State Forest, Western Lake, Santa Rosa Beach, Gulf Place Town Center Unwind, explore, and enjoy the best of 30A from this cozy cottage.

Top guest favourite
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
5 out of 5 average rating, 101 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.

Guest favourite
The entrance features a covered porch framed by palm plants and vibrant greenery. A clear glass door serves as the focal point, inviting guests indoors. A light fixture hangs above the door, and a welcoming doormat is positioned at the entrance.
Home in Freeport
5 out of 5 average rating, 31 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.

Popular amenities for Freeport holiday rentals

Frequently Asked Questions

  • Are there family-friendly house rentals in Freeport?

    Freeport has more than 10 family-friendly house rentals. 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 £60 per night before taxes and fees

  • Verified guest reviews

    Over 220 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

    10 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Walton County
  5. Freeport