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Family-friendly holiday rentals in Diamondhead

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Quick stats about holiday rentals that are family-friendly in Diamondhead

  • Total holiday rentals

    Explore 20 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Diamondhead holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests – averaging 4.9 out of 5!

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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Guest favourite
Home in Kiln

It's 5'O-Clock Here On The Dock

If you are looking for the perfect place on the water, we got you covered at "It's 5'O-Clock Here" on the Jourdan River. Enjoy the river with countless sandbars, and hang out underneath kitchen while you watch the game. Swim off the pier and dock your boat or fish and make great memories. The award winning Jourdan River Steamer is less than a 2 minute boat ride. You can also rent pontoon boats for the family in the neighborhood. Take your boat to the popular coastal town Bay St. Louis and enjoy!

4.95 out of 5 average rating, 148 reviews
Guest favourite
A charming restored farmhouse is set amidst a well-manicured lawn with verdant trees lining the property. The blue exterior features a screened-in porch flanked by large windows, complemented by a white picket fence that enhances the inviting outdoor space.
Home in Kiln

Restored Farmhouse AKA “The Old House”

Welcome to the "Old House"! Escape to this beautifully restored farmhouse, where comfort meets charm. With 3 cozy bedrooms, 2 modern bathrooms, and plenty of space to accommodate up to 8 guests, it's ideal for a relaxing retreat. Start your mornings on the front porch, sip your coffee, and enjoy the peaceful view of neighboring farm animals. The new kitchen is perfect for preparing meals. Located just a short drive to local attractions, you're close while still nestled in a tranquil setting.

4.95 out of 5 average rating, 202 reviews
Top guest favourite
A charming exterior is showcased, featuring a well-maintained white picket fence surrounding the entrance. A welcoming sign hangs above the door, with decorative elements displayed nearby, including colorful planters and wall art, enhancing the inviting atmosphere of the Sweet Suite.
Flat in Bay St. Louis

Sweet Suite in the Bay

Enjoy your own private escape while still enjoying all the Bay has to offer. There's a lot going on in this artsy beach town, and the Sweet Suite in the Bay offers a place to relax, refresh & recharge as you get ready for more of the action! Don't be fooled by the name. You're getting more than just a 'suite'. You'll have a fully furnished detached open space with a bedroom, bathroom, kitchen and living room and a dedicated outdoor space to enjoy your morning coffee before hitting the town!

5.0 out of 5 average rating, 298 reviews
Guest favourite
A patio area features a round black metal table surrounded by four matching chairs. Bright umbrellas provide shade, with one red umbrella prominently positioned. A view of lush greenery is visible beyond the railing, creating an inviting outdoor space.
Townhouse in Diamondhead

Diamond on the Gulf

View sunrises from the front deck, and sunsets from the rear as herds of deer feed just outside. Margaritaville and the George Ohr Pottery Museum are located in nearby Biloxi. Explore a charming former railroad town of Ocean Springs with its shopping and dining district. And it's only a 15-20 minute drive to sandy beaches in Waveland and Bay St Louis from Diamondhead. Free parking is available along the beach road and side streets. Nearby casinos offer seafood buffets throughout the week.

4.96 out of 5 average rating, 23 reviews
Guest favourite
A cyclist is seen riding along a scenic path by the beach, with sandy areas on one side and lush greenery on the other. The horizon is marked by calm waters under a partly cloudy sky, creating a peaceful coastal ambiance.
Home in Pass Christian

Beauty by the Beach

A beautiful place to enjoy the Mississippi Gulf Coast. Blocks from the beach. Casinos down the road. Premium shopping for fun and so much more in food and pleasure for you to explore and enjoy. Come visit our beautiful Mississippi Gulf Coast, and find what you love best. My home offers 3 comfortable Bedrooms and 2 bathrooms for our guests’ convenience with all of your home amenities just for you. Top bunk: Maximum 150 pounds and no small children up there. Please note pet fees for dogs.

4.92 out of 5 average rating, 380 reviews
Top guest favourite
A screened-in porch features comfortable seating arranged around a round coffee table. Ceiling fans provide a cooling breeze, and large windows offer views of surrounding trees and the bay. Natural light enhances the inviting atmosphere of this outdoor space.
Cottage in Bay St. Louis

Bay Views from the Porch

Enjoy easy access to the beach, restaurants, shopping, and local attractions from our comfortable coastal home. Everything you need to have the perfect relaxing vacation. Ideally located just over a mile from downtown. For an even better vacation experience, we offer an optional 6-passenger golf cart rental exclusively for our guests at discount prices. It’s one of the best ways to explore the area, avoid parking hassles, and enjoy cruising around town during your stay. Sorry, no pets.

4.95 out of 5 average rating, 215 reviews
Top guest favourite
A two-story waterfront home is visible, featuring a spacious outdoor seating area with four chairs surrounding a fire pit. String lights illuminate the patio, while colorful sunset hues are reflected in the sky. Lush grass and palm plants surround the property.
Home in Bay St. Louis

Waterfront Game Room Ping Pong Outdoor Bar Home

Relax and enjoy this waterfront home minutes from Old Town Bay St. Louis and the beach! This home is located on a quiet road and features plenty of space to entertain, relax, spread out and even fish from the back yard. Entertain at the outdoor bar area or relax on the deck or outdoor seating area with friends and family. Cook on the grill and enjoy amenities like the Ping Pong Table, bicycles, beanbag toss, beach toys, darts, and more. This home is perfect for your next getaway!

4.97 out of 5 average rating, 119 reviews
Top guest favourite
Cottage in Pass Christian

Coastal Cottage | Steps to Beach, Shops & Dining

Experience the charm of Pass Christian at The Pelican’s Nest, a cozy beach cottage in the beautiful Cottages at 2nd Street community. Tucked along a quiet street less than two blocks from the beach, it’s the perfect place to slow down and enjoy the laid-back Mississippi Gulf Coast. Walk to restaurants, coffee shops, boutiques, neighborhood bars, and the harbor. After a day at the beach or exploring the coast, return to your peaceful cottage to relax and unwind.

4.98 out of 5 average rating, 242 reviews
Guest favourite
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!

4.96 out of 5 average rating, 118 reviews
Top guest favourite
The exterior of the property is highlighted, showcasing a spacious deck illuminated by soft lights. A luxurious hot tub and saltwater pool are visible in the foreground, surrounded by lounge chairs and neatly arranged patio tiles, creating an inviting outdoor space.
Home in Bay St. Louis

Beach Bay&RiverMansion Private boat Ramp On water

Prime location. Balconies on all 4 sides. Water front ,Game Room, over looks the Jordan River & The BayNo loud music 8 min golf cart ride downtown Bay St Louis. 9 min to beach Game Room. Sleeps 15 private boat launch. Free 2 Kyac Hot Tub Salt water Pool. Pool can be heated. Breath taking views. . The only place where the beach bay and River meets. THE BEST OPEN FLOOR PLAN IN BAY ST LOUIS

4.86 out of 5 average rating, 118 reviews
Top guest favourite
A spacious backyard features a fire pit surrounded by several comfortable seating options. An outdoor dining area with an umbrella provides shade, while a well-kept lawn and tall trees enhance the inviting outdoor space.
Home in Bay St. Louis

Oak Coastal Retreat! Fire Pit! Golf Cart Included!

**Welcome to Oak Coastal Retreat** Your serene Gulf getaway awaits at Oak Coastal Retreat, a stunning vacation rental nestled in the heart of historic Bay St. Louis. Just a stone's throw from the pristine beach and only a few minutes' stroll from the vibrant downtown area, this property offers an enchanting blend of convenience, comfort, and coastal charm.

4.97 out of 5 average rating, 119 reviews
Top guest favourite
A spacious living area is shown, featuring a comfortable sectional sofa arranged around a coffee table. An entertainment center houses a large television. A staircase is visible in the background, leading to the upper level. Neutral tones create a calming environment.
Townhouse in Bay St. Louis

King Suite. Sleeps 6. 2.5 Baths. No cleaning fee!

This stylish home is perfectly located just minutes from Old Town Bay St. Louis and 4 blocks from the ocean. Completely stocked with everything you need. Just pack a bag and come to the Bay! It’s awesome here! We have a fenced in private patio with a gas grill and fire pit. No cleaning fee. Pet friendly. Free parking for 4 vehicles!

4.97 out of 5 average rating, 142 reviews

Popular amenities for Diamondhead family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
The exterior of the lake house features a wide covered porch with rocking chairs set beside a dining table. Large windows provide views of the surrounding greenery. A canoe is secured on a rack to the right, enhancing the outdoor recreation appeal.
Cottage in Saucier

Lake House with beautiful view.

4.96 out of 5 average rating, 112 reviews
Top guest favourite
A balcony view features two chairs and a small table with a decorative item. The vibrant sunset casts shades of pink and orange over the horizon, creating a serene backdrop against the calm Gulf waters.
Apartment in Gulfport

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"

4.99 out of 5 average rating, 140 reviews
Guest favourite
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: 1 Block to Beach, Hot Tub, EV Charger

4.95 out of 5 average rating, 124 reviews
Top guest favourite
Home in Diamondhead

Bayside Retreat - 2450 sq ft w/dock & fire pit

5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Pass Christian

The View | Waterfront • Pool • Paradise •Golf Cart

5.0 out of 5 average rating, 31 reviews
Guest favourite
The beach house, elevated on stilts, features a spacious front porch with comfortable seating and a serene green lawn. Two inviting hammocks are suspended underneath, and a set of stairs leads to the main entry, framed by a well-maintained exterior and clear blue skies.
Home in Pass Christian

Lollie & Pops Beach House - 1 Block to the Beach

4.84 out of 5 average rating, 90 reviews
Superhost
The exterior of the home features a private heated pool surrounded by sun loungers. A spacious patio area is visible with steps leading up to a balcony. Soft evening light casts a warm glow over the setting, highlighting the lush greenery and peaceful atmosphere.
Home in Bay St. Louis

7BR Coastal Retreat | Heated Pool & Game Area

4.91 out of 5 average rating, 70 reviews
Guest favourite
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.
Home in Bay St. Louis

The Corr'al Reef - Like New, with a Fantastic Pool

4.98 out of 5 average rating, 80 reviews

Family- and pet-friendly home rentals

Top guest favourite
Holiday home in Bay St. Louis

Main St BSL: Private Pool & Golf Cart | Sleeps 10

4.95 out of 5 average rating, 105 reviews
Top guest favourite
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.
Guest house in Bay St. Louis

Cozy efficiency cottage near beach & entertainment

4.96 out of 5 average rating, 463 reviews
Top guest favourite
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

4.98 out of 5 average rating, 423 reviews
Top guest favourite
The exterior of the building features a modern design with large windows framed in muted tones. A welcoming seating area is situated on the porch, complemented by minimalist lighting fixtures. Decorative planters add greenery, and the pathway leads to the entrance of the unit.
Apartment in Bay St. Louis

The Low Commotion {downtown Depot District}

4.97 out of 5 average rating, 235 reviews
Guest favourite
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

4.88 out of 5 average rating, 147 reviews
Top guest favourite
The charming house features a well-lit exterior with a white facade and multiple large windows. Soft lighting highlights the landscaped area, which includes plants and stone pathways. A welcoming front porch is visible, creating an inviting entry to the home.
Home in Bay St. Louis

Cutest Damn House in the Bay with new Golf Cart

4.9 out of 5 average rating, 216 reviews
Top guest favourite
A well-maintained single-story home is presented, featuring a light-colored exterior and a welcoming front porch. Dark shutters frame large windows, allowing natural light to illuminate the interior. A spacious yard, surrounded by trees, offers a serene setting in a family-friendly neighborhood.
Holiday home in Bay St. Louis

Henley House 3/2 close to beach with pool table

4.98 out of 5 average rating, 105 reviews
Top guest favourite
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.
Home in Bay St. Louis

Beach Life-Walk to Old Town! Weekly Discount

4.91 out of 5 average rating, 164 reviews

Family-friendly home rentals with a pool

Top guest favourite
A shaded outdoor lounge area is featured, furnished with a dark sectional sofa adorned with red cushions. A coffee table is placed centrally, accompanied by a bottle of wine and a floral arrangement. The background showcases a private pool surrounded by greenery.
Home in Bay St. Louis

Private Pool, One minute to Beaches!

4.96 out of 5 average rating, 164 reviews
Top guest favourite
An open living area is presented with a spacious sofa and coordinating armchairs. Large windows invite natural light, complementing the light-colored walls and tiled flooring. A dining table with chairs is visible, alongside a kitchen area featuring a coastal-inspired design.
Apartment in Long Beach

Beautiful Long Beach Condo with Ocean View+Pool!

4.97 out of 5 average rating, 161 reviews
Guest favourite
The exterior of the multi-level house features a private pool surrounded by a safety fence. A shaded seating area and outdoor dining space are visible beneath the house, with green grass extending around the property. Tall trees provide natural shade and enhance the outdoor space.
Home in Waveland

Coastal Oasis - Heated Pool, Walk to Beach!

4.84 out of 5 average rating, 133 reviews
Top guest favourite
A heated saltwater pool is framed by lounge chairs and an umbrella, and a fire pit with a glass top sits nearby, producing a warm glow. Soft lighting illuminates the surrounding area, creating a relaxed outdoor setting that encourages leisurely gatherings.
Home in Bay St. Louis

Spencer's Way Beach House B with heated pool

4.99 out of 5 average rating, 113 reviews
Guest favourite
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

4.92 out of 5 average rating, 271 reviews
Top guest favourite
The charming beach house is surrounded by lush greenery and features a well-maintained garden area. A gravel path leads to the entrance, with welcoming steps leading up to a covered porch adorned with ceiling fans. A picket fence encloses the inviting front yard.
Home in Bay St. Louis

Beach Bungalow - Private Pool+Walk to Town & Beach

4.99 out of 5 average rating, 105 reviews
Guest favourite
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.
Apartment in Long Beach

Blue Heaven Condo on the Beach!

4.92 out of 5 average rating, 120 reviews
Top guest favourite
A spacious front porch features several white rocking chairs that face the waterfront, offering views of the serene bay. Lush greenery is visible in the surrounding area, while the walkway leads toward a scenic road by the water.
Home in Bay St. Louis

Southern Charm-Beach Front BSL with Saltwater Pool

4.96 out of 5 average rating, 104 reviews

When is the best time to visit Diamondhead?

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Avg. price€118€117€116€122€108€112€127€109€108€137€129€115
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