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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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A heated saltwater pool is surrounded by a spacious deck, illuminated by soft outdoor lighting. Comfortable lounge chairs line the poolside, while a table with colorful seating is positioned nearby. A fire feature adds warmth to the space, creating a cozy gathering area.

Home in Bay St. Louis

4.99 out of 5 average rating, 140 reviews

Spencer’s Way Beach House A with heated pool

Come and relax with the family at our newly constructed beach themed home. Blocks away from the center of Bay St. Louis and the beach. The Bay has a small little city Key West vibe , with boutiques, antique shops, great restaurants with live music. We Invite you to stay at our cozy Place and have a wonderful time. There is also a new HEATED salt water pool with barbecue area, fridge & sink. Bar area with television and blue tooth speakers for your enjoyment. The pool is shared by both units.

Top guest favorite

A comfortable guest suite is shown, featuring a king bed with decorative pillows and a patterned quilt. A small table holds dishes and a mini fridge, while a microwave and information pamphlets are visible. Soft lighting from a nightstand lamp adds warmth to the room.

Guest suite in Bay St. Louis

4.98 out of 5 average rating, 179 reviews

Bamboo Room: King Guest Suite - Quiet Green Oasis

WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. Comfy clean king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C) ATTACHED TO QUIET RESIDENTIAL HOME. Host lives on property. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden w/firepit to read, work, listen to birds & frogs, or to stargaze at night.

Top guest favorite

A charming cottage is visible, featuring grey doors framed by decorative round accents. A stone pathway leads to the entrance, bordered by a well-kept lawn. A small outdoor seating area with a table and chairs, shaded by an umbrella, complements the vibrant flower pots nearby.

Guesthouse in Bay St. Louis

4.96 out of 5 average rating, 427 reviews

Cozy efficiency cottage near beach & entertainment

Cozy efficiency cottage 1 block from beach & close to old town Bay St Louis shopping & dining. Fenced private yard. Dogs welcome for $20 fee each but please notify host of # & type of dogs. Owner lives in house next to cottage but offers privacy & freedom to come and go as you please. Sleeps 2 comfortably in double bed. Twin day bed offers another sleeping space. Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven. Charcoal grill & fire pit available

Top guest favorite

A two-story house is presented, featuring a metal exterior with a covered deck on the upper level. The ground floor provides a spacious area for parking. Lush greenery, including tropical plants, defines the surrounding yard, with a clear blue sky overhead.

Home in Bay St. Louis

4.96 out of 5 average rating, 141 reviews

Waterfront w/ Boat Dock, Outdoor Kitchen, Hot Tub

Relax and unwind at Camp Who Dat! The house is perfect for entertaining with a screened porch upstairs, an outdoor kitchen downstairs, a boat dock, and hot tub. The house is a short drive to the gulf coast beaches and downtown and there is a boat launch nearby. The house has an open kitchen and living space with 2 bedrooms, 2 baths, washer/dryer, and high speed internet. The house has an outdoor lift for ADA (by request only). Bring your bikes, kayaks, jet skis, pontoon or bay boat!

A serene landscape is captured with a vibrant sunset glowing over a vast marsh area. Lush greenery and a variety of trees frame the scene, casting soft shadows on the ground. The sky features scattered clouds, creating a picturesque backdrop of natural beauty.

Cottage in Bay St. Louis

4.94 out of 5 average rating, 284 reviews

Bay-Cay Getaway! Beaching-Casino-Grilling-Swimming

Everybody needs a vacation in the Bay and on the beach, right? We would love for you and your family to visit “BAY-CAY” Getaway!! This is a beautiful home/cottage located 2 blocks from the beach. You are a 2-3 minute walk from the sandy beach and an awesome fishing pier. The Silver Slipper Casino, with its award winning buffet, is just 1 mile away. You are also 1 mile from Buccaneer State Park and can enjoy the wave pool. The heart of downtown Bay St. Louis is seven miles from our home.

Top guest favorite

A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.

Guest suite in Kiln

4.98 out of 5 average rating, 114 reviews

Farm House Cottage

Step into a charming slice of Southern hospitality with "The Cottage." This adorable studio is brimming with character and Southern flair. Perfect for a romantic getaway, solo retreat, or a small family, this cozy space is your peaceful home away from home. Enjoy a fully stocked kitchen, queen-sized bed, air mattress, Wi-Fi, and a Roku TV. Located amid farmland, you can relax on the porch and watch the animals graze. A peaceful escape in a serene setting. Long term stays welcome!

Top guest favorite

A spacious bed is dressed in a light blue quilt, flanked by two lamps on nightstands. A decorative bench with a floral pattern sits at the foot of the bed. Artwork adorns the walls, adding color to the warm yellow backdrop.

Guesthouse in Long Beach

4.98 out of 5 average rating, 163 reviews

Backyard Bungalow ~1 Mile to Beach Private Studio

Spacious yet cozy and comfy retreat - just minutes to beaches, casinos, restaurants; completely separate clean studio/guest house behind a quiet private residence in a beautiful garden setting. Queen size bed; bath w/shower; kitchenette w/ mini fridge, microwave, toaster oven, coffee maker, hot plate, dishes, cookware, utensils, sink; dining area; wifi, work area; TV, Roku w/Prime access. Off street parking adjacent to owner's driveway and private entrance with lockbox.

Top guest favorite

A cozy cottage is nestled beneath the sprawling branches of an aged tree, providing shade. The entrance features large glass doors, leading to a covered patio with outdoor seating. Lush greenery and blooming flowers frame the property's surroundings, inviting relaxation and tranquility.

Guesthouse in Bay St. Louis

4.9 out of 5 average rating, 431 reviews

Palm Cottage - Old Town Bay St. Louis

BSL Permit No. 099. Newly renovated studio filled with all you need for the perfect vacation: private patio, kitchenette, big BBQ, wash/dryer, TV with cable, Wi-fi, private parking, jacuzzi tub, more. Walk to beach, shops, restaurants, train depot, Main Street antiques. This is a studio cottage with queen bed and sofa bed in the same room. This cottage is walkable from the Amtrak station - or if you would like a ride from the station, please contact us.

A spacious living area is furnished with a large sectional sofa adorned with various patterned cushions. A glass coffee table sits in the center, while a ceiling fan provides airflow. Bright natural light enters through the windows, revealing a cozy ambiance.

Apartment in Gulfport

4.94 out of 5 average rating, 99 reviews

Beautifully Updated 1 Bedroom 1 Bath Unit

Enjoy a stylish experience at this centrally-located 1 Bedroom 1 Bath unit in Gulfport. Space can accommodate 4 guests with a king size bed and a queen air mattress. The living room is equipped with a 60 inch Smart TV. Log in and stream with apps like Netflix and Hulu. The kitchen is fully equipped with all items needed for cooking. Awesome location with a short walk to the MS Aquarium, Jones Park and Downtown Gulfport.

Top guest favorite

A large outdoor swimming pool is surrounded by a stone patio, featuring a clear blue water surface. Lush greenery and tall trees provide shade in the background, enhancing the tranquil atmosphere. A basketball hoop is positioned nearby, adding a recreational element to the space.

Guest suite in Kiln

4.97 out of 5 average rating, 101 reviews

Mermaids and Moonshine

Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!

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, 382 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!

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, 150 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!

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Popular amenities for Diamondhead family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 151 reviews

Avail Cruisin Coast; Pool, Hot Tub, Boat/Fish Dock

Top guest favorite

The outdoor area is illuminated at night, showcasing a swimming pool with a hot tub. Colorful chairs surround a bar table near the pool. A light blue house with bright doors is visible in the background, highlighting the welcoming atmosphere of the outdoor kitchen and dining space.

Home in Bay St. Louis

5 out of 5 average rating, 40 reviews

The Corr'al Reef - Brand New!

Top guest favorite

A tranquil pool area features a clear blue pool with a gentle waterfall. A wooden gazebo provides shaded seating, surrounded by outdoor chairs. Lush greenery borders the space, offering a secluded atmosphere for relaxation.

Home in Gulfport

5 out of 5 average rating, 68 reviews

Coastal Serenity! Heated Pool/Hot tub!

Top guest favorite

An aerial view showcases a spacious property featuring a fenced-in pool area with lounge chairs and palm trees. The house is raised on stilts, with a wraparound balcony that offers seating. Surrounding greenery enhances the open landscape, providing a serene outdoor space.

Home in Waveland

5 out of 5 average rating, 20 reviews

Waveland Beach Cottage 213

The living room features two brown leather sofas paired with round blue poufs. A wooden coffee table sits in the center, adorned with decorative items. Large arched windows allow ample natural light, with sheer curtains providing a soft ambiance.

Condo in Gulfport

4.84 out of 5 average rating, 128 reviews

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Home in Bay St. Louis

4.82 out of 5 average rating, 50 reviews

Bay Breeze Bliss~Hot Tub, Bar & Canal 5mi to Beach

A sandy beach scene features a welcoming sign marking the Mississippi Gulf Coast. Palm trees are scattered along the shoreline, and a gazebo is visible in the distance under a partly cloudy sky. Soft waves can be seen lapping against the shore.

Condo in Gulfport

4.95 out of 5 average rating, 119 reviews

Agape Bay - Sienna on the Coast Unit 102

Top guest favorite

A breezy covered balcony features a round wooden dining table surrounded by wicker chairs. A relaxing seating area with cushions invites comfort, while large windows offer panoramic views of the Gulf. Greenery adds a touch of nature, enhancing the serene atmosphere.

Home in Waveland

5 out of 5 average rating, 45 reviews

Beachfront Escape/Golfcart to Old Town BSL/Hot Tub

Family- and pet-friendly home rentals

A charming blue cottage is presented, featuring a welcoming front porch with a screen door and decorative flags. A neatly landscaped lawn surrounds the home, complemented by freshly planted shrubs and a walkway leading to the entrance.

Home in Bay St. Louis

4.91 out of 5 average rating, 382 reviews

Country Cozy Retreat near Beach, Marina & Old Town

A comfortable living area showcases a sleek leather sofa adorned with patterned cushions. A dark wood coffee table with drawers rests on a vibrant patterned rug. Natural light filters through a window with blinds, while a dog relaxes on the sofa.

Home in Bay St. Louis

4.96 out of 5 average rating, 110 reviews

The Row on State_351

Top guest favorite

A kitchenette is depicted with modern appliances, including a refrigerator and microwave, alongside wooden cabinets. A stool is positioned near a countertop resembling an aircraft wing. A friendly dog stands on a patterned rug, adding a lively touch to the cozy space.

Guesthouse in Diamondhead

5 out of 5 average rating, 93 reviews

Featured in Flying Magazine, your perfect landing

A front porch with wooden flooring features two chairs and a rocking chair, surrounded by greenery. The view includes a garden area beyond the porch, showcasing other homes and a hint of the neighborhood ambiance.

Home in Bay St. Louis

4.91 out of 5 average rating, 365 reviews

Old Town Cottage

Top guest favorite

A two-story townhouse is surrounded by a spacious, well-maintained yard, framed by a chain-link fence. The property is set against a clear blue sky, with trees providing a natural backdrop. Steps lead to a deck on the side of the house.

Townhouse in Gulfport

4.95 out of 5 average rating, 336 reviews

Gulfport Beach Hangout

A bright blue exterior features a welcoming front door, framed by two large windows. A wooden porch with steps leads to the entrance, providing access to the home. Lush green grass surrounds the front area, while a clear sky is visible above.

Home in Bay St. Louis

4.91 out of 5 average rating, 116 reviews

Bay Life Close-Walk to Old Town!

The exterior of the home is framed by vibrant pink azalea flowers. Two large windows line the front, allowing natural light to fill the interior. The structure features a combination of siding and a screened porch, set against a clear blue sky.

Home in Bay St. Louis

4.89 out of 5 average rating, 101 reviews

The House in the Bay - Discounts for Longer Stays

The exterior showcases a two-story townhouse with a light blue and yellow facade. Each unit features a porch with seating, and balconies on the second floor. Lush greenery serves as a backdrop, contributing a natural aspect to the community setting.

Townhouse in Gulfport

4.88 out of 5 average rating, 194 reviews

2-min to BEACH~Game room~Pool~Gated community~Deck

Family-friendly home rentals with a pool

Top guest favorite

A well-maintained swimming pool is surrounded by a concrete deck, featuring several aqua-colored lounge chairs. The building's exterior is shown with multi-level balconies, and the atmosphere conveys a communal space for relaxation. A fenced area provides a secure boundary for the pool.

Condo in Biloxi

4.93 out of 5 average rating, 239 reviews

Beautiful Biloxi Getaway Beach Condo!

An outdoor area features a fenced pool surrounded by lounge chairs, with a clear view of the sky above. A cottage can be seen nearby, with a well-maintained yard and trees in the background, creating a spacious and inviting atmosphere.

Guesthouse in Long Beach

4.9 out of 5 average rating, 146 reviews

The Cottage at Pino (Low clean fee)

A studio space is displayed with a spacious bed featuring striped linens. A wooden dresser and small television are positioned against one wall. Two lamps offer soft lighting beside the bed. A nautical wheel decorates the wall, complementing the light blue curtains and seating options in the room.

Condo in Biloxi

4.85 out of 5 average rating, 258 reviews

Beach Getaway

Top guest favorite

The exterior of Henley House is framed by a large, mature tree, providing ample shade. The home features a light-colored facade with a welcoming front door and multiple windows that allow natural light. A green lawn surrounds the property, emphasizing the tranquil setting.

Home in Bay St. Louis

4.98 out of 5 average rating, 106 reviews

Henley House - Enjoy Pool, Old Town or Beach

Top guest favorite

A pool area is highlighted by a clear blue swimming pool, surrounded by a concrete deck. Patio tables with umbrellas are positioned nearby, offering shaded seating options. Two-story condominium units are visible in the background, framed by lush greenery and a clear sky.

Condo in Biloxi

4.99 out of 5 average rating, 151 reviews

Come and "Stay Awhile" at Oak Shores

Top guest favorite

Home in Bay St. Louis

4.94 out of 5 average rating, 103 reviews

Waterfront Comfort With Pool - Sleeps 8!

A clear blue pool is surrounded by a spacious deck, featuring several lounge chairs. In the background, a fenced area includes manicured grass and trees, providing a welcoming ambiance. The pool offers easy access with a handrail along one side.

Condo in Long Beach

4.93 out of 5 average rating, 101 reviews

Blue Heaven Condo on the Beach!

Top guest favorite

The cozy bedroom features a spacious queen bed with white linens, complemented by soft accent pillows. Two stylish armchairs are positioned next to a round table, offering a comfortable seating area. A ceiling fan hangs above, and a door leads to a modern bathroom.

Bungalow in Biloxi

4.96 out of 5 average rating, 152 reviews

A stay so inviting, you won’t want to leave

Quick stats about vacation rentals that are family-friendly in Diamondhead

Total rentals
20 properties
Nightly prices starting at
R1,042 ZAR before taxes and fees
Total number of reviews
600 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore