Vacation rentals in Freeport

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!

Dune Villa - Santa Rosa Beach / 30-A

Dune Villa is located on the west end of 30-A. Our stand alone guest house has a private entrance with guest parking, full kitchen, laundry, queen size bed, bathroom and outdoor shower. Beach chairs/umbrella, beach towels, cooler, and two bicycles are provided. Just around the corner from Stinky’s Fish Camp, Santa Rosa Golf Club, Topsail State Park, Coastal Dune Lakes and Gulf Place Town Center. The perfect vacation rental for quick trips to the beach, business trips, or an extended vacation.

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.

Freeport Retreat with Peaceful Star Gazing Nights

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.

Tranquil Freeport Retreat Minutes from 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.

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.