Family-friendly holiday rentals in Diamondhead

4.96 out of 5 average rating, 125 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.

4.85 out of 5 average rating, 266 reviews

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

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, 434 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, 149 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!

Cottage in Pass Christian

A well-lit bedroom features a spacious bed with a decorative rattan headboard, soft white bedding, and coordinating pillows in various shades. Natural light enters through a window adorned with light curtains. A bedside lamp and a small desk chair complement the serene atmosphere.

4.99 out of 5 average rating, 189 reviews

Charming Downtown Cottage | Walk to Beach & Dining

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. The Pelican’s Nest is part of the covted Cottages at 2nd Street community and offers easy self check-in, a fully equipped kitchen, fast WiFi, and a dedicated workspace. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

4.86 out of 5 average rating, 183 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.

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!

4.98 out of 5 average rating, 126 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!

Cozy and relaxing place, centrally located to many areas and vacationing spots, ParaPlace Apartment C is the perfect place to spend a night, a weekend, a week, (or even a month!). Whether you're travelling for work, vacationing, coming and going, or just passing through, you will experience a sense of ease if you choose ParaPlace. We look forward to being your host!

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 )

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!

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

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.

4.95 out of 5 average rating, 151 reviews

SUGAR BOWL READY 3 Acre Estate 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, 52 reviews

The Corr'al Reef - Brand New!

5 out of 5 average rating, 22 reviews

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

Waveland Beach Cottage 213

4.97 out of 5 average rating, 147 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

4.81 out of 5 average rating, 136 reviews

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

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

4.96 out of 5 average rating, 27 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, 117 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

4.78 out of 5 average rating, 54 reviews

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

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, 116 reviews

The Row on State_351

4.9 out of 5 average rating, 155 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)

4.99 out of 5 average rating, 134 reviews

A newly built cottage features a raised porch with seating and a covered entertainment area. Underneath, ample outdoor space is available with various seating options. Surrounding greenery complements the peaceful setting, inviting relaxation and outdoor enjoyment.

Home in Waveland

Terrace Time-beachy cottage; fun, new & pets ok!

4.89 out of 5 average rating, 285 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

4.96 out of 5 average rating, 130 reviews

A bright bedroom is furnished with a four-poster bed dressed in white bedding, accompanied by two bedside tables with lamps. A cozy rug is positioned at the foot of the bed, and a small shelving unit adds storage space. Soft ceiling fans contribute to airflow.

Guesthouse in Gulfport

Tucked Away & Cozy

4.91 out of 5 average rating, 309 reviews

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.

Home in Gulfport

InstaWorthy~ Luxe King Bed~ Mins to Beach

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!

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.

4.83 out of 5 average rating, 134 reviews

Peggy Sue

Family-friendly home rentals with a pool

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.

4.93 out of 5 average rating, 100 reviews

Heated Pool! Petite Retreat in The Pass

4.79 out of 5 average rating, 145 reviews

Condo in Biloxi

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

4.99 out of 5 average rating, 166 reviews

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.

Condo in Biloxi

Come and "Stay Awhile" at Oak Shores

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

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.

4.88 out of 5 average rating, 111 reviews

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

Townhouse in Mississippi City

A spacious covered patio is visible, featuring a Ping-Pong table with paddles and a colorful table set for dining. Decorative lanterns hang overhead, and the wooden walls provide privacy, while plants add a touch of greenery. A storage shed is positioned to the side.

4.92 out of 5 average rating, 159 reviews

Violet Beach, Ping-Pong, Swings, Sleep 8, Gated

4.93 out of 5 average rating, 101 reviews

The living area features a spacious white sectional sofa adorned with blue accent pillows. A dining table with chairs is positioned nearby, complemented by light fixtures overhead. The backdrop consists of a kitchen visible in the distance, with white cabinetry and appliances.

Condo in Long Beach

Blue Heaven Condo on the Beach!