Family-friendly holiday rentals in Diamondhead

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 20 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Diamondhead holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests – averaging 4.9 out of 5!

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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Top guest favourite
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, 191 reviews

Bamboo Room: King Guest Suite - Quiet Green Oasis

WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 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. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. 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.

Guest favourite
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, 375 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.

Superhost
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
4.92 out of 5 average rating, 323 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 favourite
A two-story waterfront home is visible, featuring a spacious outdoor seating area with four chairs surrounding a fire pit. String lights illuminate the patio, while colorful sunset hues are reflected in the sky. Lush grass and palm plants surround the property.
Home in Bay St. Louis
4.97 out of 5 average rating, 113 reviews

Waterfront Game Room Ping Pong Outdoor Bar Home

Relax and enjoy this waterfront home minutes from Old Town Bay St. Louis and the beach! This home is located on a quiet road and features plenty of space to entertain, relax, spread out and even fish from the back yard. Entertain at the outdoor bar area or relax on the deck or outdoor seating area with friends and family. Cook on the grill and enjoy amenities like the Ping Pong Table, bicycles, beanbag toss, beach toys, darts, and more. This home is perfect for your next getaway!

Guest favourite
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
4.97 out of 5 average rating, 138 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 favourite
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.
Guest house in Bay St. Louis
4.96 out of 5 average rating, 458 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. 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. Not a full kitchen but Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven available Charcoal grill & fire pit available

Guest favourite
Loft in Bay St. Louis
4.93 out of 5 average rating, 186 reviews

The Loft at Cypress Cottage – Steps from the Train

Location location. Beautiful updated and newly furnished loft in a Creole Cottage circa 1895 located in the middle of Old Town Bay St. Louis. Located on a safe & quiet street two blocks from Main Street. Short 5 minute walk to enjoy all the restaurants, shops, and bars that Bay St. Louis has to offer. Walking distance to the beach. Come enjoy yourself at one of the "10 Best Small Coastal Towns in America" according to USA Today. The loft at the Cypress Cottage is waiting for you.

Top guest favourite
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.
Guest house in Long Beach
4.98 out of 5 average rating, 189 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 favourite
Cottage in Pass Christian
4.98 out of 5 average rating, 233 reviews

Coastal Cottage | Walk to Beach & Shops

Experience the charm of Pass Christian from this cozy beach cottage in the beautiful Cottages at 2nd Street community. The Pelican's Nest is nestled on a quiet street just a few blocks from the beach, it's the perfect place to slow down and enjoy the laid-back pace of the Mississippi Gulf Coast. Spend your days strolling to local restaurants, coffee shops, boutiques, and neighborhood bars, or simply relax and take in the peaceful coastal atmosphere.

Top guest favourite
A charming sleeping area features floral wallpaper and a spacious bed dressed in soft linens. A unique light fixture hangs above the bed, and a decorative bench is placed at the foot. A television is mounted on the wall opposite the bed, and natural light enters through the nearby door.
Guest suite in Bay St. Louis
5 out of 5 average rating, 126 reviews

The Dolly Suite

A Dolly-themed private suite located in the historic Bell House on Main Street. Enter your completely private suite with full bathroom from your own separate entrance on the front porch. Enjoy use of the beautiful, serene grounds that will take you back to Dolly’s home in the Mountains in Tennessee. Pour yourself a cup of ambition and start your morning on our front porch which has seven oak trees around the property.

Guest favourite
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
4.96 out of 5 average rating, 117 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 favourite
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, 418 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!

Popular amenities for Diamondhead family-friendly rentals

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