Family-friendly vacation rentals in Diamondhead

4.96 out of 5 average rating, 123 reviews

A single-story brick home is presented, featuring bright teal shutters and a welcoming front door. A concrete walkway leads to the entrance, surrounded by a well-maintained lawn and greenery. Flowers are positioned near the entrance, adding a touch of natural beauty.

Home in Long Beach

Gallery 101 Two blocks to the Beach

Gallery 101 is for travelers who are searching for a cozy, well- equipped home with a quirky style. The home is 2 blocks from the beach and a 15 minute walk to Long Beach shops and restaurants. The RR tracks are just north of the home and the train comes through during the day and usually twice each night. The rumbling of the train or the train whistle is something to consider before you reserve. However, if you stay anywhere in Long Beach, you will hear the train. Only 2 vehicles allowed.

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.

4.85 out of 5 average rating, 266 reviews

Beach Getaway

Full studio (388 sf) near Keesler, across from the beach, restaurants, and shopping. There is a public bus stop on the corner & shuttles for the casinos. Wifi with small smart TV. Let yourself in with keyless entry then go for a swim, enjoy coast seafood, or join the excitement at a casino. Make yourself at home and feel safe with security lighting and no stairs. My place is good for couples and solo adventurers. No trailer parking allowed. Max. occupancy is 2: violation results in eviction.

Guest suite in Bay St. Louis

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.

4.98 out of 5 average rating, 184 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.

Guesthouse in Bay St. Louis

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.

4.96 out of 5 average rating, 433 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

4.98 out of 5 average rating, 123 reviews

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

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!

4.87 out of 5 average rating, 182 reviews

The exterior of the cottage features a blue facade with red accents. A covered porch is supported by white railings, providing a welcoming entrance. Lush greenery surrounds the property, enhancing the outdoor space. A pathway leads from the porch to the yard.

Cottage in Bay St. Louis

Historic Cottage in Old Town Bay St Louis

This one-bedroom historic cottage in Old Town Bay St Louis named Leo's House is the ideal spot in the Bay. It is a peaceful retreat in the heart of Old Town Bay St Louis. The cottage is just steps from the best shopping, restaurants, and nightlife that Bay St Louis has to offer. Once you arrive at Leo's House, you have no reason to get back in your car. The cottage is short walking distance to the beach, Bay St Louis Municipal Harbor, and shops and restaurants. BSL028

4.98 out of 5 average rating, 170 reviews

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

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.

Guesthouse in Bay St. Louis

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.

4.9 out of 5 average rating, 438 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.

4.94 out of 5 average rating, 105 reviews

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

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.

Cottage in Pass Christian

A welcoming front porch features two rocking chairs positioned beside a pink entry door. Light-colored siding complements the outdoor space, with a view of the landscaped surroundings and neighborhood cottages visible in the background.

4.99 out of 5 average rating, 186 reviews

Coastal Cottage in Downtown Pass Christian

This cozy beach cottage offers a quiet, walkable stay in the heart of Pass Christian. Just a short stroll to the beach, restaurants, coffee shops, and local bars, it’s perfect for couples, small families, or remote workers. Enjoy morning coffee on the front porch, fast Wi-Fi, a full kitchen, and easy self check-in. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

4.97 out of 5 average rating, 106 reviews

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

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!

4.97 out of 5 average rating, 393 reviews

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

"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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 151 reviews

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

3 Acre Estate Heated Pool, Hot Tub, Boat/Fish Dock

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.

5 out of 5 average rating, 50 reviews

The Corr'al Reef - Brand New!

4.97 out of 5 average rating, 146 reviews

The exterior of a historic cottage is displayed, featuring a charming pathway of pavers leading to a welcoming entry. Lush greenery includes tall cypress trees and vibrant flower beds with pink and white blossoms, framed by well-maintained shrubs and a gravel area for added texture.

Cottage in Biloxi

Beach Cottage 1800's Nola style cottage

Superhost

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

4.82 out of 5 average rating, 135 reviews

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

4.96 out of 5 average rating, 25 reviews

An outdoor lounge area is framed by a screen enclosure, featuring a private hot tub and comfortable seating. Two wicker chairs and a matching coffee table are positioned on lush green artificial grass, with decorative plants adding a touch of greenery. Flags are visible through the space.

Home in Gulfport

Hot Tub | Golf | Bar | Games

4.96 out of 5 average rating, 116 reviews

The living room features a modern design with a large flat-screen television mounted above a decorative fireplace. Soft seating arrangements include a light-colored couch and armchair, complemented by a round coffee table. Natural light streams through the large windows, enhancing the inviting atmosphere.

Home in Gulfport

*Luxury Home* Hot Tub/Outdoor Fireplace/EV Charger

4.94 out of 5 average rating, 211 reviews

Cottage in Ocean Springs

2BR w/indoor jacuzzi! Walk to downtown! Art House

Condo in Mississippi City

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.

4.95 out of 5 average rating, 124 reviews

Agape Bay - Sienna on the Coast Unit 102

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 435 reviews

Cottage in Ocean Springs

Gil’s Bayou Cottage! Ocean Springs Waterfront

A charming cottage exterior is adorned with oversized paper flowers in various vibrant colors. A bright red door frames the entrance, complemented by a small American flag and greenery surrounding the structure. The inviting facade reflects a playful and welcoming atmosphere.

4.91 out of 5 average rating, 371 reviews

Old Town Cottage

4.89 out of 5 average rating, 283 reviews

The exterior of the Beach View Bungalow is framed by lush landscaping, featuring tall palm trees and vibrant flowers. A spacious wrap-around deck is visible, providing multiple entry points. The structure stands elevated with wooden supports and a classic railing, showcasing a welcoming atmosphere.

Cottage in Gulfport

Beach View Bungalow

Townhouse in Mississippi City

A spacious living area showcases a large gray sectional sofa, complemented by decorative cushions. Light-colored walls are adorned with botanical prints. Natural light fills the space, illuminating the tiled flooring and highlighting the staircase leading to the upper level. The kitchen area is visible in the background.

4.88 out of 5 average rating, 202 reviews

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

4.93 out of 5 average rating, 150 reviews

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

Private Apartment 5 miles off the Beach! (B )

A charming beach house in a refreshing shade of turquoise is depicted. The structure features a well-maintained front porch with a small potted plant next to the entrance. Two windows allow natural light to enter, surrounded by lush green landscaping.

4.9 out of 5 average rating, 145 reviews

Beach Life-Walk to Old Town! Weekly Discount

4.88 out of 5 average rating, 128 reviews

An outdoor space features a circular firepit surrounded by brightly colored chairs on a green lawn. Nearby, a BBQ grill is positioned under a shaded pavilion with a blue canopy. The home’s brick exterior and window designs create a welcoming atmosphere.

Home in Long Beach

Gulf Coast 3 BR Beach Getaway near CB base

Guest suite in Ocean Springs

A charming front porch is framed by lush greenery and vibrant flower beds. The porch features two white rocking chairs and a hanging flag. Flowering plants in shades of purple and pink add color, while ornamental grasses provide texture throughout the well-maintained garden.

5 out of 5 average rating, 278 reviews

Hillside Hideaway Downtown Studio B&B Pool Gardens

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 100 reviews

A spacious vacation home is set within a natural landscape, featuring a fenced heated pool. Umbrellas provide shade around the pool area, while palm trees frame the exterior. The home's multiple decks overlook the surrounding greenery and can be accessed via outdoor stairs.

Home in Pass Christian

Heated Pool! Petite Retreat in The Pass

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.

4.99 out of 5 average rating, 143 reviews

Spencer’s Way Beach House A with heated pool

The studio features a comfortable sofa and a small dining area, with a table and colorful chairs. A dresser is positioned beside the bed, and the wall is adorned with various round mirrors. Soft lighting and a neutral color palette create a welcoming environment.

4.97 out of 5 average rating, 237 reviews

Ground Floor Beach & Casino Getaway!

Townhouse in Mississippi City

A game room features a blue billiards table with a cue stick and billiard balls arranged. A 40-inch Smart TV mounted on the wall displays various streaming options. Nearby, a large net holds soft balls, adding to the recreational space's inviting atmosphere.

4.88 out of 5 average rating, 337 reviews

Blue Beach House, GAME ROOM, Sleep 8, Swim Pool

A well-lit living area contains a comfortable white chair and a sleek black table surrounded by four chairs. A decorative shelf holds tasteful knickknacks. A dark-stained coffee table displays a magazine, while wooden beams highlight the ceiling.

4.99 out of 5 average rating, 165 reviews

Come and "Stay Awhile" at Oak Shores

A cozy sleeping area features a queen bed with dark bedding, complemented by a decorative wall art piece. A comfortable love seat is positioned nearby, and a ceiling fan is visible above, enhancing the room's comfort. Closet doors are partially open, revealing additional storage.

4.95 out of 5 average rating, 192 reviews

Le Paris

4.89 out of 5 average rating, 109 reviews

A waterfront home is depicted, featuring a two-story structure with a red exterior and a spacious deck. The deck overlooks a calm canal with docks on either side. Nearby homes and lush greenery are visible, along with an expansive view of the water extending towards the horizon.

Home in Pass Christian

*Pelican Pass* Golf/Fish/Swim / Incredible water v