Family-friendly holiday rentals in Diamondhead

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Diamondhead family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Gulfport
4.86 out of 5 average rating, 115 reviews

$175 Summer sale - great rates and 5 star reviews

BethRating, 5 stars1 month ago
We really enjoyed our time in Gulfport. Lori's place is beautiful. The view was amazing. It was very clean and had everything we needed. The bed was comfortable and we both slept great. The pool was nice and everyone at Sienna was very friendly.
Apartment in Gulfport
5 out of 5 average rating, 3 reviews

Legacy Tower 2- 1101

Frank and Carmen BelloRating, 5 stars10 months ago
Very smooth transaction. The unit was clean and functional, Since we checked in late we had some challenges finding our parking permits, but the host facilitated and delivered the passes to our unit the following day. We'll recommend the location. Great view, not within a walking distance, but shops and eateries were a short drive away. Did enjoyed our stay. Thank you!
Apartment in Gulfport

Legacy Tower 1- 1101

GeraldineRating, 5 stars66 months ago
Shannon is a great host. My family and I really enjoyed our stay in Tower 1 Condo 1101. The condo is nice, clean, quiet, and provides a great view of Beach Blvd.
Apartment in Gulfport
4.75 out of 5 average rating, 4 reviews

Legacy Tower 2- 809

Moira ColleenRating, 5 stars37 months ago
The pictures don’t do justice to this beautiful condo! Location is superb, the condo itself is spotlessly clean and our house so very responsive. We plan to be back next year
Apartment in Gulfport

Legacy Tower 2- 206

JoRating, 5 stars27 months ago
Beautiful place. Great location on the beach.
Flat in Gulfport
4.9 out of 5 average rating, 21 reviews

Coastal, Casual, Comfortable Living

PattySueRating, 5 stars1 month ago
Great place just off of Hwy 90 and across street from beach but is located behind a taller condo building. The pool in the back of the property was fun with spray fountains,water loungers, a cabana and restrooms, a hot tub I lived how the pool has a gradual sloped entrance for babies to enter without stairs.
Guest favourite
Cottage in Saucier
4.97 out of 5 average rating, 98 reviews

Lake House with beautiful view.

JanetRating, 5 stars3 months ago
The perfect place for a quiet get away. Beautiful lake views, clean house and comfortable furniture. Looking forward to returning!
Apartment in Gulfport

Legacy Tower 2- 708

Family- and pet-friendly home rentals

Guest favourite
Home in Ocean Springs
4.98 out of 5 average rating, 292 reviews

The Benton Beachside

CarrieRating, 5 stars2 weeks ago
Cyndi was great! The home was very clean and beautifully decorated! Loved the local to do suggestions Great location and walking distance to the beach was nice! Cyndi even baked a wonderful treat for us. Personal touches were awesome. Highly recommend!
Guest favourite
Home in Waveland
4.96 out of 5 average rating, 201 reviews

Secluded Beach House with Amazing Views 5 Bedrooms

ShelbyRating, 5 stars1 week ago
The house was clean and tidy with several amenities. Check in and check out were very easy. When booking, it was listed that a golf cart was available for guests but this was not provided at the time of our stay but the bikes were still available and they got lots of use. The home was nice for my family of 10. There is a large area downstairs for visiting as well as in the open living area and the outdoor patio upstairs. The area is very nice and only a bike ride away from old town bay St. Louis. Altogether, ⭐️⭐️⭐️⭐️⭐️
Guest favourite
Villa in Biloxi
4.91 out of 5 average rating, 194 reviews

FRENCH TOWNHOUSE. BEACH & CASINOS!

ReginaldRating, 5 stars4 weeks ago
Donna and Joe, My family and I really enjoyed visiting the Biloxi-Gulfport area, and staying in Donna and Joe’s lovely home was a huge plus! Not only does the large home have a lot of classic character, its convenience to restaurants, immediate proximity to the ocean, related services, casinos and a walk score of “10” made it a perfect home away from home. I towed my 17 foot enclosed trailer with 2 large motorcycles inside, with my full size super crew truck, and had a rental car—the home had 3 parking spaces that were just what we needed! I would have stayed another week if my schedule allowed. I asked Donna to please keep their welcome mat out and the porch light on for our return visit to the area. Rent this home and I guarantee you will not regret it.
Top guest favourite
Home in Biloxi
4.96 out of 5 average rating, 104 reviews

Biloxi Beach View Getaway

JessicaRating, 5 stars2 weeks ago
james always goes above and beyond for his customer. this is our second trip....will be a third for sure. THANK YOU JAMES!
Top guest favourite
Cottage in Ocean Springs
4.95 out of 5 average rating, 255 reviews

Azalea Cottage - Ocean Springs perfect location!

PeterRating, 5 stars3 weeks ago
This was a perfect spot for our weeklong stay in OS over memorial day weekend. The house is in an unbeatable location; an easy walk to downtown without any of the noise, and easy access to 90 without having to cross the railroad tracks, which is huge. Loved the well-appointed kitchen and the water pressure in the shower - this may have been the first time I've ever found a high quality sharp knife in an airbnb kitchen. Christopher was very thorough with his information and was very responsive when we had some questions about check in. We will definitely be staying here again!
Superhost
Townhouse in Gulfport
4.79 out of 5 average rating, 219 reviews

3bed/3bath(17)Townhouse Gulfport/Biloxi near Beach

MollyRating, 5 stars1 month ago
This was a great place for a quick weekend getaway with friends. The host was very responsive and proactive regarding check-in/check-out. We loved the small outdoor area and beach style chairs on the patio! While everything was clean, the floors were extremely slick and slippery (likely from the mopping solution?)! A couple of us slipped, and both toddlers with us did slip and fall. There are also only two parking spots, and upon arrival, one of those spots had been taken by a guest from another apartment number which was a little frustrating, but ultimately not something the host can really control. Check-out instructions were minimal which I love and really appreciate! There weren't many trash bags provided, so you may want to bring additional bags to make check-out smoother. Overall, this was a good weekend getaway spot with a very responsive and kind host!
Guest favourite
Home in Gulfport
4.87 out of 5 average rating, 283 reviews

Gulf Breeze Oasis *no cleaning fee!

KellyRating, 5 stars6 days ago
It was a great place to get away with my family. We were able to walk to the beach & it was close to stores & restaurants. The house was really cute, clean & comfortable. I would definitely recommend it & would love to stay there again.
Top guest favourite
Home in Ocean Springs
5 out of 5 average rating, 283 reviews

the Bird House/Center of Ocean Springs

BarbaraRating, 5 stars1 day ago
our stay was fantastic! The birdhouse is special. My sisters and I all loved all the special little details of this beautiful space. You can't go wrong staying here. It was awesome!!

Family-friendly home rentals with a pool

Superhost
Apartment in Biloxi
4.83 out of 5 average rating, 25 reviews

Biloxi Cozy Retreat

DoriRating, 5 stars49 months ago
This was a beautiful space, very updated, pool right outside your back door and the neighbors were very hospitable. This was the perfect short term living arrangement for my training. Bed comfy, couch comfy and the kitchen with bar seating was super inviting. Jim was very responsive with the only immediate issue. Location was perfect for everything! Only con was the extensive cleaning check out list required for check out that was not received until after booking.
Guest favourite
Townhouse in Gulfport
4.8 out of 5 average rating, 184 reviews

3Bed/3Bath (87A) Townhouse NEAR Beach

AshleyRating, 5 stars1 week ago
Host was responsive and kind. House was clean and comfortable.
Superhost
Apartment in Biloxi
4.79 out of 5 average rating, 253 reviews

Beach Comber

SarahRating, 5 stars2 days ago
This host is wonderful! Super attentive and responsive to communications, and the price of the location is a great value. We could not be happier with this rental experience.
Guest favourite
Townhouse in Gulfport
4.87 out of 5 average rating, 318 reviews

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

SharenaRating, 5 stars1 day ago
I had a fantastic experience at this Airbnb! The place was exactly as described—clean, cozy, and well-stocked with everything I needed. The location was perfect, close to local shops and restaurants, but still quiet enough for a peaceful stay. Kim was very friendly and responsive, offering helpful tips about the area and making check-in and check-out a breeze. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and stress-free stay!
Superhost
Apartment in Biloxi
4.74 out of 5 average rating, 85 reviews

South Beach Condo

DavidRating, 5 stars2 weeks ago
I recently had the pleasure of booking a stay through Dalenah, and I can't say enough good things about the experience! From the very beginning, Dalenah was incredibly communicative, keeping us updated every step of the way. It really put my mind at ease knowing we had someone so attentive on our side. To our delight, we were upgraded to a spacious 2-bedroom, 2-bathroom suite, which made our stay even more enjoyable. The extra space was perfect for our group, and it felt like a little slice of luxury! The check-in process was a breeze—stress-free and straightforward, which is always a plus when you're traveling. Overall, our stay was nothing short of amazing, and I can confidently say that I will be booking with Dalenah again in the future. Highly recommend!
Guest favourite
Bungalow in Long Beach
4.92 out of 5 average rating, 251 reviews

Shell House Estate Bungalow

DonnaRating, 5 stars2 weeks ago
The place was more beautiful than the pictures. Lydia came and greeted us. Let us know if we needed anything to let her know place was immaculate will be returning.
Superhost
Apartment in Biloxi
4.69 out of 5 average rating, 80 reviews

Seaside Gem

ShanettaRating, 5 stars27 months ago
It’s my 22nd birthday today and I loved it everything was neat and clean the beds were comfortable the patio was clean and privately comfortable and the bathroom was so nice it was definitely the sink for me it was fancy everything was just comfortable neighborhood was quiet but most of all the host’s was very polite and they responded quickly anytime we had questions and checkout was at 10 i think and time flies up there so they gave us a later checkout over all I will definitely be coming back because you can’t really beat the price nor can you always find people who are respectful and nice to their guests and I would suggest anyone who is thinking about booking this place to book it because you won’t regret it the food was amazing everything was walking distance like it was lit I didn’t wanna leave…book it!!
Guest favourite
Flat in Pass Christian
4.91 out of 5 average rating, 54 reviews

Top Floor 2BR-2BA Beachfront Condo - No Owner Fees

TashaRating, 5 stars2 weeks ago
Always enjoy our stay at Henderson Point. The unit was easily accessible. Kitchen was fully equipped, even had condiments in the fridge. Very clean. I enjoyed reading the books that were handy in the unit with my morning coffee on the balcony. Sofas were a bit uncomfortable and bed pillows were flat. However, there were plenty so we just stacked them. I love this unit regardless and will definitely stay again in the future. This unit has it all. You won't be disappointed.

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    670 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore