Family-friendly holiday rentals in Diamondhead

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.

4.98 out of 5 average rating, 144 reviews

Spencer’s Way Beach House A with heated pool

Come and relax with the family at our newly constructed beach themed home. Blocks away from the center of Bay St. Louis and the beach. The Bay has a small little city Key West vibe , with boutiques, antique shops, great restaurants with live music. We Invite you to stay at our cozy Place and have a wonderful time. There is also a new HEATED salt water pool with barbecue area, fridge & sink. Bar area with television and blue tooth speakers for your enjoyment. The pool is shared by both units.

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, 267 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, 185 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.

Guest house 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, 435 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

4.93 out of 5 average rating, 305 reviews

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

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.

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!

4.92 out of 5 average rating, 172 reviews

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

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.

4.86 out of 5 average rating, 186 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

Guest house in Long Beach

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.

4.98 out of 5 average rating, 171 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.

4.99 out of 5 average rating, 149 reviews

A rustic cottage with a covered front porch is surrounded by lush green grass and trees. The warm wooden structure features a sloped roof, brick chimney, and vibrant foliage highlighting the calming natural landscape.

Farm stay in Picayune

Chickie's Cottage, an idyllic getaway.

Chickie's Cottage, nestled in a shady pecan orchard where horses graze, is adjacent to the 600,000 acre Stennis Space Center buffer zone. The pastures and natural surroundings include pecans and live oaks that evoke peace and tranquility. Farm life includes horses, cats and chickens who enjoy visiting guests. The farm house is one-of-a-kind; charming, comfortable, complete with unique furnishings and modern amenities such as 100 Mbps WiFi and Roku TVs.

Guest suite in Bay St. Louis

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.

5 out of 5 average rating, 107 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.

4.97 out of 5 average rating, 108 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!

Popular amenities for Diamondhead family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a 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

Superhost

Home in Pass Christian

5 out of 5 average rating, 3 reviews

Milo Beach House·Steps to Beach· Hot Tub+Fire Pit

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.

Apartment in Gulfport

4.81 out of 5 average rating, 136 reviews

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

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

Superhost

A bright living area features a light-colored sofa and armchair arranged around a circular coffee table on a patterned rug. A television is mounted above a classic fireplace, with natural light filtering through multiple nearby windows adorned with blinds.

Home in Gulfport

4.86 out of 5 average rating, 7 reviews

Hot Tub-Game Room-Breakfast -Fenced-Walk to Beach

Apartment 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, 126 reviews

Agape Bay - Sienna on the Coast Unit 102

4.91 out of 5 average rating, 64 reviews

The exterior of the Beach House showcases a light-colored structure elevated on pillars with a stairway leading to a spacious front porch. The porch features a white railing and is complemented by large windows that allow for natural light.

Home in Waveland

The Beach House

Family- and pet-friendly home rentals

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, 372 reviews

Old Town Cottage

4.96 out of 5 average rating, 135 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.

Guest house in Gulfport

Tucked Away & Cozy

4.93 out of 5 average rating, 45 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.

Apartment in Diamondhead

Beautiful condo on Golf Course

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, 147 reviews

Beach Life-Walk to Old Town! Weekly Discount

4.93 out of 5 average rating, 100 reviews

A vibrant yellow door adorned with a sunflower wreath is framed by a natural wood exterior. A small set of wooden steps leads to the entrance, while a window beside the door allows light to enter, complemented by surrounding greenery and hanging lights above.

Tiny home in Gulfport

+Sunnyside Suite +Luxe Tiny Home +Mins to Beach

A modern cottage features a light grey exterior with a metal roof. The structure has multiple windows, allowing natural light to illuminate the interior. Lush greenery surrounds the home, with stepping stones leading to the entrance. A railroad tracks are visible nearby, adding to the scenery.

4.95 out of 5 average rating, 102 reviews

Whistle Stop- Nestled in the heart of OldTown BSL🚂

4.96 out of 5 average rating, 276 reviews

An open-concept living area is showcased, featuring a modern kitchen with an island and bar seating. A dining table accommodates six, while a stone fireplace adds warmth to the space. Large windows offer views of the surrounding area, creating a bright and inviting atmosphere.

Home in Long Beach

Oak Gardens home with Stunning Gulf Views

A charming cottage exterior is showcased, featuring a welcoming front porch with a white railing. Lush green grass is neatly maintained, bordered by flower beds. A large tree provides shade, with bright green leaves contrasting against the pale siding of the home.

4.93 out of 5 average rating, 268 reviews

Sycamore Cottage- 5 min walk from the Amtrak train

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!

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

Guest house in Long Beach

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.

4.9 out of 5 average rating, 156 reviews

The Cottage at Pino (Low clean fee)

4.97 out of 5 average rating, 173 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, 194 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

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, 162 reviews

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