Holiday rentals in Freeport

The spacious living area features an open floor plan with a modern kitchen island and dining table surrounded by stylish chairs. Large windows allow natural light to fill the room, while the living space includes a comfortable couch and integrated entertainment options.

4.94 out of 5 average rating, 48 reviews

Ardis House Santa Rosa Beach Vacation Home

Ready to escape the hustle and bustle? This gorgeous Santa Rosa Beach vacation home won't disappoint. Consider the Ardis House your home away from home as you explore nearby beaches, hiking and biking trails, and golf courses. Located in a quiet neighborhood, you are 4 miles away from the nearest public beach access, and 3.4 miles from the nearest grocery store, plus an excellent choice of restaurants nearby. Extended stays welcome. Must be at least age 25 years of age to book. Welcome home!

Townhouse in Santa Rosa Beach

A bright living area is furnished with a tan leather sofa and a white armchair, complemented by a round dining table. Natural light floods in through multiple windows dressed with bamboo shades, while a ceiling fan and wall-mounted TV add to the functionality of the space.

5 out of 5 average rating, 13 reviews

6 minutes from Beach Access | Lake front Condo 30A

Downstairs unit (upstairs rented seperately, or entire unit available.Experience the perfect blend of lakeside tranquility and beach proximity in our charming duplex.Ideal for families or small groups, this property features two separate units,each with its own kitchen, just minutes from the stunning 30A beaches. Feeling like adventure? Enjoy a water sports enthusiast's dream at the on site world-renowned Pickos Ski School. Surrounded by water,this property offers an unparalleled aquatic getaway

A charming cottage is depicted, featuring a covered porch supported by white columns. The entrance is adorned with a pair of double doors. Surrounding greenery, including shrubs and grass, complements the natural stone pathway leading to the house.

5 out of 5 average rating, 17 reviews

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).

Treehouse in Santa Rosa Beach

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.

4.92 out of 5 average rating, 148 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

Apartment in Santa Rosa Beach

The Zoo Gallery is a two-story building featuring a welcoming porch with red chairs. Lush greenery surrounds the steps, and abundant windows allow natural light to fill the space. A clear blue sky complements the bright yellow exterior, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 305 reviews

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 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!

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.

5 out of 5 average rating, 9 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.

A serene view of Choctawhatchee Bay is captured at sunset, showcasing vibrant hues in the sky. A wooden dock extends over the water, leading to a covered area, bordered by lush greenery and trees. Small boats are visible along the shore, completing the tranquil setting.

4.9 out of 5 average rating, 10 reviews

Cozy Up on Choctawhatchee Bay

Escape to a cozy, private retreat on Choctawhatchee Bay. This charming getaway offers stunning bay views, lush surroundings, and a peaceful atmosphere. Enjoy a warm, inviting interior with a fully equipped kitchen, perfect for relaxing. The spacious deck invites you to soak in the sunrise or unwind with the sunset. With direct bay access, indulge in kayaking, fishing, or simply enjoying the tranquility. Ideal for couples or solo travelers seeking a serene escape.

5 out of 5 average rating, 103 reviews

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

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.

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.

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.

A charming single-family home is framed by a screened front porch, featuring multiple entry points and outdoor seating. Surrounding greenery and small shrubs add to the natural setting. The exterior is a blend of light and dark green hues, embraced by a well-maintained landscape.

5 out of 5 average rating, 13 reviews

Gillies Beach House, Point Washington!

Relax in our 3BR/2.5BA retreat in quiet Point Washington, just 3 miles from Grayton Beach and minutes to 30A. Tucked in a peaceful local neighborhood, this home offers a calm escape from the crowds—perfect for unwinding after beach adventures. Enjoy the charm of Santa Rosa Beach with all the comforts of home. Please be mindful of the serene setting—ideal for those seeking a laid-back Gulf Coast getaway.

A bright and airy living area features a high wooden ceiling and large windows that allow natural light to fill the space. Comfortable seating in shades of blue and yellow is arranged around a natural wood coffee table. A small dining area with light-colored stools is also present.

5 out of 5 average rating, 46 reviews

Beach Camp Cottage

***GOLF CART INCLUDED!! Welcome to Beach Camp Cottage. Take it easy at this unique and tranquil getaway. This newly built house is super comfortable and cozy and is located on a quiet street. You can drive the golf cart the short 3 miles to the clear water at Santa Rosa Beach. Also, enjoy a golf cart ride to the cute shops and restaurants along 30A, all the way to Seaside.

Superhost

A well-appointed bedroom features a spacious bed set against a golden wall. A wooden dresser is positioned to the side, complemented by a decorative mirror. Natural light enters through the doorway leading to a private bath area, with a ceiling fan providing comfort.

4.85 out of 5 average rating, 93 reviews

30A Getaway Too!

Comfortable 2 bedroom 2 bath home located only a few minutes east of Destin in the preferred 30A vacation area! Only a few miles from the beach with quick access to main thoroughfare, HWY98

Popular amenities for Freeport holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Freeport

An open-concept living area is showcased, featuring a dining table with light-colored stools and a spacious kitchen with stainless steel appliances. A cozy seating area includes a light-colored sofa and a neutral rug, while a chandelier provides overhead illumination.

5 out of 5 average rating, 28 reviews

Seagrove Cottage- 4 Bikes Free!

Apartment in Santa Rosa Beach

A light-filled living area features a plush sofa and textured armchairs, arranged around a round coffee table. Large sliding glass doors provide an unobstructed view of the ocean, while lush potted plants add a touch of greenery. Soft throws and decorative pillows enhance the comfort.

5 out of 5 average rating, 25 reviews

Gulf-Front Corner Unit in Seagrove Facing Sunset!

A blue six-seat golf cart is parked in the driveway, with a garage visible in the background. The garage has a smooth concrete floor and includes visible recreational equipment, such as a ping pong table, suggesting a space for leisure activities.

Home in Destin

4.82 out of 5 average rating, 11 reviews

Emerald Seahorse by Salt Water Vacations

The exterior of the home features a welcoming front porch with blue seating, complemented by an American flag. Paved driveway and lush landscaping surround the house, with a detached garage visible on the left. A blue sky with scattered clouds provides a bright backdrop.

5 out of 5 average rating, 40 reviews

Blue Mountain Beach Retreat: Bikes, Pool!

A serene waterfront view is presented with a gently flowing river under a sky painted in warm purple and orange tones. Wooden benches circle a fire pit, inviting relaxation, while boat docks extend into the water, creating access for marine activities.

4.89 out of 5 average rating, 36 reviews

Fisherman's dream & family retreat Fragrance free

An open-concept living area features light-colored walls and wood flooring. A comfortable sofa, accompanied by a coffee table, is positioned near large windows that allow natural light. A dining table and kitchen area can be seen in the background, with modern appliances and casual seating.

5 out of 5 average rating, 21 reviews

Furry friends on 30A! Walk to beach! 4 Bikes! Pool

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.

4.97 out of 5 average rating, 31 reviews

Bayside Beauty