Family-friendly holiday rentals in Diamondhead

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!

Beautiful Long Beach Condo with Ocean View+Pool!

Pristine condo right on Beach Blvd. Grab your flip flops and walk across the street to the beach and enjoy the beautiful sunsets. Stainless steel appliances, granite counter tops, and Flat Screens in each room. Our condo has a beautiful beach view from 2nd story balcony. Long Beach is the hidden gem of the Mississippi Gulf Coast. Hop in the car and visit the sights in Gulfport, Biloxi, Ocean Springs, Pass Christian, and Bay St Louis. All are filled with great shops, restaurants, and museums.

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.

Pool, Hot Tub, Game Area, Waterfront Bay St. Louis

Relax in this spacious home in Bay St. Louis and enjoy the private pool and hot tub. This home is located on a quiet dead end road and features plenty of space to spread out, relax, and entertain. There is plenty of outdoor seating to enjoy while watching the kids play in the pool, fish from the back yard, or enjoy the fire pit. Cook on the grill and enjoy amenities like the bicycles, beanbag toss, ping pong, beach toys and more. This home is perfect for your next getaway so don't wait.

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.

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.

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.

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

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.

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!

Charming 1-Bedroom Suite in Pass Christian

New construction, property to be fully completed July 2025. Photos will be available soon Charming 1-Bedroom Suite | Walk to Beach & Downtown Welcome to your perfect getaway in Pass Christian! This cozy 1-bedroom suite is nestled in a charming bungalow on a beautiful property featuring restaurants, boutique shops, a spa, & pool.

T-Bohn Bayou Bungalow

Studio cabin guesthouse with all the conveniences of home. Nothing fancy, but simple country living located in Kiln, Mississippi - a small rural town 15-30 minutes from Bay St. Louis, Waveland, Gulfport, Long Beach, and Biloxi. Easy access to great local restaurants, breweries, parks, museums, and other attractions.