Family-friendly vacation rentals in Diamondhead

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Diamondhead

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A sandy beach scene is depicted, featuring tall grasses swaying gently in the breeze. A rustic wooden fence lines the shore, leading toward the clear blue waters of the Gulf. The shoreline is visible, showcasing gentle waves lapping against the sand.

Home in Ocean Springs

4.98 out of 5 average rating, 294 reviews

The Benton Beachside

We’ve curated this home with your family in mind to ensure your stay is relaxing and carefree. Kick back while keeping your kids busy with provided beach gear, board games and backyard horseshoes. Two living rooms provide ample space to spread out so you’re not on top of each other. The beach is steps from the house (< 5 min. on foot) and historic downtown is only a little further away with many eclectic restaurants, shops, museums and other sights. Easy Access to Biloxi and the Gulf Coast!

Guest favorite

A charming cottage exterior features a welcoming front porch with white railings and a small seating area. Lush green landscaping surrounds the house, complemented by a screened porch that adds to the outdoor charm. A gravel pathway leads to the entrance, enhancing accessibility.

Home in Bay St. Louis

4.93 out of 5 average rating, 260 reviews

Sycamore Street Cottage

Charmingly restored 1905 cottage. Updated, well-equipped kitchen--perfect for romantic dinners. Solid heart pine floors & cheery decor. Bathroom: claw-foot tub/shower & attached rm with 2 sinks. Two bdrms each with queen bed. Office area has futon to sleep one. Cozy front porch, plus small screened porch off kitchen door. Parking for 2+ cars on site. Back yard w/charcoal grill, table w/4 chairs, umbrella. Close to beach & fun "Depot" district. Two min drive to "old town" Bay St.Louis.

Guest favorite

The exterior of a modern home is displayed, featuring a neatly landscaped front yard with lush grass and low shrubs. A paved driveway leads to a carport, while the beach and water are visible in the background under a clear blue sky.

Home in Gulfport

4.95 out of 5 average rating, 313 reviews

Finley House with Beautiful Gulf View

The Finley House is located just steps from the beach, Jones Park and Island View Casino, in beautiful Gulfport MS. Wake up with ocean views from nearly all rooms in the house! This beautiful non-smoking three bedroom two bathroom house was completely renovated in 2011 with a brand new kitchen and with high quality new furniture added throughout including a large wall mount Flat Screen TV! The Finley House includes complimentary wireless internet and television access. Relax in our spacious du

Top guest favorite

The entrance to the Bird House is framed by lush greenery and colorful flowers. A wooden pathway leads to the entrance, complemented by a carved sun emblem on a sign. Bright flags add a touch of whimsy to the inviting outdoor space.

Home in Ocean Springs

5 out of 5 average rating, 287 reviews

the Bird House/Center of Ocean Springs

The "Bird House," a charming 80's "Ishee Style" Bill Allen home, is located in the serenity of picturesque downtown Ocean Springs. The historic shopping & dining district of the downtown, and beautiful sugar sands of the beach are a 5 minute drive by car or a 1.5 mi walk. This house has room to sleep a family of 8, but plenty of interior & exterior space for entertaining. Visitors come for art, bicycling, bird-watching, cruising, festivals, fishing, gaming, shopping and the uncrowded beaches.

Top guest favorite

A spacious living area features comfortable light brown sofas with plush cushions, complemented by a wooden coffee table. The kitchen area, equipped with wooden cabinetry and a bar counter, opens to large sliding glass doors, allowing natural light to fill the room.

Home in Waveland

4.96 out of 5 average rating, 205 reviews

Secluded Beach House with Amazing Views 5 Bedrooms

⭐️2 Stocked Kitchens + 2 Family Rooms⭐️ Our house offers so many possibilities! Let the littles commandeer the in-law suite while the grownups relax on the front deck or catch the game in the main house. Bring the whole fam, spread out and truly enjoy your time together! Under the house is set for grill/boil masters to do their thing while enjoying the beach view and Gulf breeze! Private bath conveniently located under the house. 2 kayaks and 6 bikes ready for our guests to enjoy 😊

Guest favorite

A cyclist is seen riding along a scenic path by the beach, with sandy areas on one side and lush greenery on the other. The horizon is marked by calm waters under a partly cloudy sky, creating a peaceful coastal ambiance.

Home in Pass Christian

4.91 out of 5 average rating, 347 reviews

Beauty by the Beach

A beautiful place to enjoy the Mississippi Gulf Coast. Blocks from the beach. Casinos down the road. Premium shopping for fun and so much more in food and pleasure for you to explore and enjoy. Come visit our beautiful Mississippi Gulf Coast, and find what you love best. My home offers 3 comfortable Bedrooms and 2 bathrooms for our guests’ convenience with all of your home amenities just for you. Top bunk: Maximum 150 pounds and no small children up there. Please note pet fees for dogs.

Guest favorite

The cottage exterior features a bright white facade with traditional shutters. An extra large screened-in porch provides ample seating, while a picnic table sits on a gravel area. Lush greenery surrounds the property, enhancing the natural setting.

Bungalow in Waveland

4.91 out of 5 average rating, 205 reviews

Coastal Beach Cottage - Waveland, Mississippi

Morning walks to the beach! Enjoy the laid back atmosphere of the Mississippi Gulf Coast with our new cottage. Our charming cottage is located in the heart of Waveland, Mississippi and is a short drive, bike, or walk to local beaches. The interior space is open and airy with a peaceful, relaxing atmosphere. The extra large screened in porch has plenty of room for the whole family to enjoy. Charge your Tesla or other EV with our Nema 14-50 220v outlet. Min rental age 21

Top guest favorite

A light-filled living area includes a comfortable sofa and a patterned armchair, complemented by a traditional sideboard with lamps. The open layout provides a view of the well-equipped kitchen and dining space, featuring modern appliances and warm wooden cabinetry.

Cottage in Ocean Springs

5 out of 5 average rating, 355 reviews

Lemon Cottage

The BEST LOCATION in town! Newly constructed cozy cottage located in downtown Ocean Springs, 1 block off of main street. Perfect location for enjoying the delights of Ocean Springs -- shops, restaurants and bars, Walter Anderson Museum, the beach, golf, Biloxi gambling. Right across the street from the Ocean Springs Library. Walking distance to some of the best attractions in town. The Lemon Cottage has two porches to relax on and an outside pavilion for cook-outs.

Top guest favorite

An aerial view captures the expansive 3-acre estate surrounded by lush greenery and the winding Wolf River. The house is positioned centrally, with a large yard dotted by red seating. The nearby marshlands and river create a scenic backdrop, enhancing the natural beauty of the area.

Home in Pass Christian

4.95 out of 5 average rating, 149 reviews

Reduced JUL/AUG Pool, Hot Tub, Boat/Fish Dock

Isolated Riverfront on 3 acre estate overlooking the Wolf river. Hot tub. Heated Pool. No pet fees. We answer inquiries IMMEDIALTLY. Fish or park your boat in the back yard. Free boat launch is one mile west. Managed by owners who live nearby. Open ten years. Check our reviews and review scores. 16 Guests is an AIRBNB advertising limit. We have a limit of 30 overnight guests but have beds for 18. Floor mattresses available.

Guest favorite

An elevated beach cottage is presented, featuring a green-trimmed exterior and expansive porch areas. The structure is surrounded by landscaped greenery, with stairs leading up to the main entrance. The nearby beach is visible in the background under a partly cloudy sky.

Home in Long Beach

4.96 out of 5 average rating, 193 reviews

The Nest, a waterfront cottage!

One of the most unique homes located on the Mississippi Gulf Coast! Imagine drinking your morning coffee or an evening glass of wine on this spacious front porch while over looking the breathtaking gulf! This charming beach front cottage is the perfect place to relax while being near great restaurants, bars, nightlife and of course the beach! This home has two bedrooms and is recommended for four but can accommodate up to six.

Top guest favorite

A rustic barn-style structure features a gabled roof and wooden siding, surrounded by lush greenery. Large windows allow natural light to enter, and an outdoor seating area is visible beneath the covered front porch. Fencing outlines the property, enhancing its country charm.

Barn in Picayune

4.98 out of 5 average rating, 378 reviews

"Chickie's Roost" family-friendly barn apartment

Rustic country charm! "Chickie's Roost" is a two story apartment like space in a barn overlooking a farm and a beautiful pecan orchard. Private entrance, upstairs is an open loft with queen bed, full bed, futon, TV, sink, microwave, refrigerator, 2 coffee makers and bathroom. Downstairs is a separate space with Roku TV and a sleeper sofa. 100 Mbps internet is available for interested teleworkers!

Guest favorite

A view is presented from a deck, showcasing a fenced yard. A tree casts gentle shade in the background, while the ground is covered with leaves and grass. The fence features alternating horizontal slats, enhancing the natural surroundings.

Apartment in Long Beach

4.93 out of 5 average rating, 148 reviews

Private Apartment 5 miles off the Beach! (B )

Want a nice getaway without all the hassle? Come stay in our fully furnished and ready to go rentals at Magic River! It has two bedrooms with queen beds in each room, a living room with a TV, full kitchen, bathroom, washer & dryer, and a deck with a mini BBQ grill. The rental comfortably sleeps 3-4 people. We are also within 15-20 minutes of the casinos!