Family-friendly holiday rentals in Diamondhead

4.96 out of 5 average rating, 122 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, 265 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, 432 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

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.

4.97 out of 5 average rating, 147 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!

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, 169 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.

Superhost

A welcoming entryway features a light blue front door adorned with a sunflower wreath. The brick exterior is complemented by white columns and shutters, creating a charming façade. A spacious porch provides a comfortable area to relax.

4.91 out of 5 average rating, 307 reviews

InstaWorthy~ Luxe King Bed~ Mins to Beach

Have the Gulfport vacation of your dreams in the spacious 3BR 2Bath oasis in the tranquil neighborhood. Spend the day soaking up the sun in the private backyard, or exploring nearby attractions. ✔ 3 Comfy Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Back Patio (Wide-Screen Projector) ✔ Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below! WE DO NOT GUARANTEE THE HOT TUB! This was taken out of our list of amenities March, 2025.

4.97 out of 5 average rating, 105 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, 392 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!

Apartment in Pass Christian

4.98 out of 5 average rating, 121 reviews

Charming 1-Bedroom Suite in Pass Christian

New construction, property to be fully completed July 2025. Photos will be available soon Charming 1-Bedroom Suite | Walk to Beach & Downtown Welcome to your perfect getaway in Pass Christian! This cozy 1-bedroom suite is nestled in a charming bungalow on a beautiful property featuring restaurants, boutique shops, a spa, & pool.

Popular amenities for Diamondhead family-friendly rentals

Kitchen

Wi-Fi

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

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.

5 out of 5 average rating, 75 reviews

Coastal Serenity! Heated Pool/Hot tub!

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, 49 reviews

The Corr'al Reef - Brand New!

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

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.

4.96 out of 5 average rating, 24 reviews

Hot Tub | Golf | Bar | Games

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.

4.96 out of 5 average rating, 116 reviews

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

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

5 out of 5 average rating, 49 reviews

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

Beachfront Escape/Golf Cart /Hot Tub/Fire Pit

Family- and pet-friendly home rentals

A living area is showcased with a leather sofa adorned with decorative cushions. A wooden coffee table rests between the seating and a vintage rug adds a pop of color to the wooden floor. Natural light filters through the window, illuminating framed photographs on the wall.

4.96 out of 5 average rating, 115 reviews

The Row on State_351

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

4.9 out of 5 average rating, 153 reviews

The inviting exterior of The Cottage showcases a well-maintained facade with a light and dark color scheme. A pathway leads to the front door, bordered by potted plants. The cozy porch provides shade, while a spacious yard is visible beyond, framed by a privacy fence.

Guesthouse in Long Beach

The Cottage at Pino (Low clean fee)

4.98 out of 5 average rating, 123 reviews

A well-appointed bedroom features a spacious bed adorned with patterned bedding and decorative pillows. A bedside table with a lamp stands next to the bed, and colorful artwork adorns the wall above. Additional decorative elements include a small shelf and a playful flower accent.

Apartment in Picayune

“ParaPlace C”Welcomes you Home, Away from Home!

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.

4.9 out of 5 average rating, 121 reviews

Bay Life Close-Walk to Old Town!

4.83 out of 5 average rating, 133 reviews

A charming two-story house is elevated on stilts, featuring a light blue exterior and a distinctive arched window. A set of steps leads to the front porch, surrounded by lush green grass and trees, creating a peaceful outdoor setting.

Home in Pass Christian

Peggy Sue

5 out of 5 average rating, 205 reviews

A private patio area is depicted with a brick patio, featuring a set of comfortable seating arrangements. Cushioned chairs and a glass coffee table are surrounded by plants, creating an inviting outdoor space for relaxation and leisure.

Guest suite in Gulfport

Cozy Sea La Vie guest quarters

4.93 out of 5 average rating, 43 reviews

A cozy living area features a gray sofa adorned with turquoise cushions. Two white wicker chairs with blue accents provide additional seating. A round, white coffee table with a small plant centers the space. Three landscape photographs hang above the sofa, enhancing the ambiance.

Condo in Diamondhead

Beautiful condo on Golf Course

Family-friendly home rentals with a pool

A spacious studio area features a large bed with striped bedding and a flat-screen TV mounted on the wall opposite. Light-colored furniture, including a storage cabinet and small dining table with two chairs, complements the room. The kitchen area is visible in the background, highlighting cabinets and appliances.

4.93 out of 5 average rating, 243 reviews

Beautiful Biloxi Getaway Beach Condo!

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

A bright living area features a comfortable gray sofa, accented with decorative pillows. A wooden coffee table is centered on a patterned area rug. Large floor-to-ceiling windows provide scenic views, with two outdoor chairs visible on the spacious balcony.

4.98 out of 5 average rating, 129 reviews

Vacation Home w/Beach Views! 2BR/2BA at OC

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, 162 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

4.92 out of 5 average rating, 256 reviews

A well-maintained estate is set on expansive green grounds, featuring a charming two-story house with multiple windows. Towering live oak trees provide shade, and a manicured lawn is adorned with small ornamental plants. A pathway leads from the driveway to the inviting property entrance.

Bungalow in Long Beach

Shell House Estate Bungalow