Holiday rentals in Freeport

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

Bayside Beauty - Private Dock - Kayak - Fishing

Bayside Beauty | Private Dock • Sunset Views • Coastal Luxury The perfect waterfront escape in Santa Rosa Beach, a rare bayfront retreat where laid-back luxury meets unforgettable views. Nestled along the tranquil shores of the Choctawhatchee Bay, this home offers front-row seats to breathtaking sunsets, calm waters, and the ultimate Florida lifestyle. Wide open, light-filled living space designed to bring the panoramic bay views, while coastal-inspired interiors create a relaxed, upscale vibe.

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!

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.

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.

Reel ‘em Inn

Nestled in Freeport, this delightful cottage offers a cozy retreat for guests. With one lovely bedroom featuring a queen bed and a charming living room with a futon, this awesome property is perfect for a relaxing get away. It is easy to see why you will be able to unwind at our place. Very close to Black Creek Lodge and boat ramp. Bring your boat and launch within blocks of the cottage (on site trailer parking). 20 minutes to the beaches of South Walton (30A, Grayton, and Inlet Beach).

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

Fisherman's dream & family retreat Fragrance free

Bring the whole family to this stylish waterfront home, situated right between Destin & 30a -4 bedrooms with 3 full bathrooms -Launch your boat on our street -5 minutes to the Seaside Shuttle, The Bay & North Beach Social -Panoramic views of the water -Take your boat to Crab Island or fish in the bayou -TONS of parking for multiple vehicles and boat trailers -NON-toxic living at it's finest -No plug-ins, unwanted scents or harsh chemicals -Family friendly home and space

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.

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.

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.

Peaceful 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.