Family-friendly vacation rentals in Diamondhead

Oakshade - The Main Suite

Ideally situated 1 block to the beach & less than 5 blocks to the shopping/restaurant district, Oak Shade is a meticulously maintained property within easy walking distance to historic downtown Ocean Springs, as well as beautiful Front Beach. Newly renovated, The Main Suite is the perfect place for a romantic getaways, as well as week-long family vacations. It features a king-size bed in one bedroom, a queen in the other, a couch that sleeps two, and many other amenities you are sure to love.

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.

the Bird House/Center of Ocean Springs

The "Bird House," a charming 80's "Ishee Style" Bill Allen home, is located in the serenity of picturesque downtown Ocean Springs. The historic shopping & dining district of the downtown, and beautiful sugar sands of the beach are a 5 minute drive by car or a 1.5 mi walk. This house has room to sleep a family of 8, but plenty of interior & exterior space for entertaining. Visitors come for art, bicycling, bird-watching, cruising, festivals, fishing, gaming, shopping and the uncrowded beaches.

Shell House Estate Bungalow

We are located on the Gulf of Mexico. A private beach is out your front door along with Fishing and Sailing. We are also a short distance from Casinos, as well as many family-friendly activities. This is a three acre 170 year old private estate property with 500 year old registered live oak trees. The Bungalow also has a covered parking space. THE POOL HOUSE sleeps 6 two in one room and 4 in the other room. BUNGALOW sleeps 4 two in one room and 2 in the other room. See photos.

Coastal Beach Cottage - Waveland, Mississippi

Morning walks to the beach! Enjoy the laid back atmosphere of the Mississippi Gulf Coast with our new cottage. Our charming cottage is located in the heart of Waveland, Mississippi and is a short drive, bike, or walk to local beaches. The interior space is open and airy with a peaceful, relaxing atmosphere. The extra large screened in porch has plenty of room for the whole family to enjoy. Charge your Tesla or other EV with our Nema 14-50 220v outlet. Min rental age 21

Gulf Breeze Oasis *no cleaning fee!

FANTASTIC BEACH HOME WITH AMAZING OUTDOOR SPACE! Debating between the hotel less than a street away or an entire house… let me try to convince you. This fantastic home lies a mere block away from the gorgeous white sandy beach. You also get to enjoy a full kitchen, 2 full bathrooms, and 3 bedrooms. Perfect for quality family time, a friends’ getaway, or a romantic couples weekend. Enjoy the Gulf breeze while lying on a hammock or deckchair. Don't forget your sunscreen!

The Nest, a waterfront cottage!

One of the most unique homes located on the Mississippi Gulf Coast! Imagine drinking your morning coffee or an evening glass of wine on this spacious front porch while over looking the breathtaking gulf! This charming beach front cottage is the perfect place to relax while being near great restaurants, bars, nightlife and of course the beach! This home has two bedrooms and is recommended for four but can accommodate up to six.

"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!

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!