Vacation rentals in Freeport

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Quick stats about vacation rentals in Freeport

  • Total vacation rentals

    Explore 20 vacation rentals in Freeport

  • Nightly prices starting at

    Freeport vacation rentals start at $114 CAD per night before taxes and fees

  • Verified guest reviews

    Over 260 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Freeport vacation 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!

Top-rated vacation rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Santa Rosa Beach
4.82 out of 5 average rating, 22 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!

Guest favourite
A serene outdoor space features four wooden Adirondack chairs arranged around a fire pit, set on lush green grass. A wooden dock extends into the water, leading to a calm bay with a floating inflatable. Clear blue skies stretch overhead.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 38 reviews

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.

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.
Apartment in Freeport
4.94 out of 5 average rating, 87 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.

Top guest favourite
A newly constructed blue cabin sits among trees, offering a welcoming entrance with a front porch and steps leading up to the door. Windows on either side provide ample natural light, complementing the natural surroundings and enhancing the peaceful setting.
Tiny homes in Freeport
4.98 out of 5 average rating, 41 reviews

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.

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
4.93 out of 5 average rating, 164 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 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, 16 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.

Guest favourite
Home in Freeport
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
The cozy living room features a green sectional sofa and a vibrant area rug. A 60-inch Smart TV is mounted on the wall, while a large artwork adds color to the space. Natural light fills the room through a window, complemented by a ceiling fan.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 35 reviews

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.

Guest favourite
Guesthouse in Freeport
5 out of 5 average rating, 13 reviews

Guest Home of Eden House Mansion

Bayfront 2,000 sq ft guest home on the Eden Mansion Estate. The Mansion can also be rented in a separate listing. 20 min from the white sand beaches of Destin on a scenic bayside drive, just over the Mid-Bay Bridge. Bring your boat and launch just up the street at Choctaw Beach. Outside, you have your own parking area, perfect for 2 or 3 cars if needed. Sip coffee watching the dolphins jump, take in sunrises. Bring a boat!

Guest favourite
Home in Freeport
4.8 out of 5 average rating, 15 reviews

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.

Guest favourite
Apartment in Santa Rosa Beach
5 out of 5 average rating, 5 reviews

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.

Top guest favourite
A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.
Home in Santa Rosa Beach
5 out of 5 average rating, 110 reviews

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.

Popular amenities for Freeport vacation rentals

When is the best time to visit Freeport?

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Avg. price$211 CAD$169 CAD$186 CAD$249 CAD$278 CAD$298 CAD$285 CAD$205 CAD$194 CAD$185 CAD$199 CAD$194 CAD
Avg. temp12 °C14 °C17 °C20 °C24 °C28 °C29 °C28 °C27 °C22 °C16 °C13 °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.

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