Family-friendly vacation rentals in Diamondhead

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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 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, 181 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 Saint Louis

4.96 out of 5 average rating, 428 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

Home in Bay St. Louis

4.97 out of 5 average rating, 143 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!

Guest favorite

A well-lit living space features wood accents and modern furnishings. A cozy round table is accompanied by cushioned seating, while a television is mounted on the wall. Large glass doors open to reveal views of the surrounding landscape and natural light floods the interior.

Cottage in Bay St. Louis

4.93 out of 5 average rating, 287 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, 117 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 bright living area is furnished with a gray sofa adorned with pillows in various shades. A round glass coffee table sits on a patterned rug. Natural light filters through multiple windows, highlighting a potted plant and a cozy reading chair positioned beside the door.

Loft in Bay St. Louis

4.93 out of 5 average rating, 164 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 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, 164 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.

Guest favorite

A welcoming living area is highlighted by a comfortable blue sofa and a coffee table with decorative items. The kitchen features modern white cabinetry, stainless steel appliances, and seating at two high-backed stools. Natural light filters through the window, creating a bright and open ambiance.

Apartment in Gulfport

4.85 out of 5 average rating, 112 reviews

Unit E at Triple Tail Alley

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 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, 102 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!

Guest favorite

The living area features a leather sofa with decorative pillows positioned opposite a wooden coffee table. A ceiling fan is installed above, and light-colored walls complement the tiled flooring. The open kitchen area is visible in the background, with wooden cabinetry and a dining setup.

Apartment in Brickyard Bayou

4.95 out of 5 average rating, 115 reviews

Apartment D 1239 @ Southern Breeze Retreat

This charming 1-bedroom, 1-bath unit is conveniently located at the entrance of our small apartment complex on the left, just 3 miles north of the beach. Recently renovated and tastefully furnished, it offers a cozy retreat. This comfortable space is the ideal spot to unwind after a day at the beach or an evening enjoying the local casinos and restaurants.

Top guest favorite

Guesthouse in Kiln

4.87 out of 5 average rating, 183 reviews

T-Bohn Bayou Bungalow

Studio cabin guesthouse with all the conveniences of home. Nothing fancy, but simple country living located in Kiln, Mississippi - a small rural town 15-30 minutes from Bay St. Louis, Waveland, Gulfport, Long Beach, and Biloxi. Easy access to great local restaurants, breweries, parks, museums, and other attractions.