Vacation 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!

Eagle’s Nest - Golf & Relax at DH - Pet Friendly

Kick back and relax in this calm, stylish space next door to Diamondhead Country Club - featuring two 18 hole golf courses! An easy walk or cart to the Clubhouse for dining & entertainment. Quiet condo complex with beautiful live oaks. Our recently built 2nd floor condo features 2 bedrooms with 2 bathrooms - both offering access from the bedroom. The great room features the living area, kitchen with breakfast bar, dining room and coffee/wet bar. WiFi & Smart TV’s. Well appointed and super cozy.

Lacey's Coastal Cabana - Charming Poolside Condo

Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game. Your local host is minutes away, ready to make every stay seamless & unforgettable!

"116 On the Green"

116 On the Green is the perfect place for you and your family to enjoy a stay on the desirable Mississippi Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen-hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away. Located on the first floor!!

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.

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!

16th and Golden

Stunning home on the golf course in Diamondhead, MS. This spacious and luxurious property boasts 3 bedrooms and 3 baths, providing ample space for up to 6 guests. The highlight of this retreat is the serene views of the golf course and access to the pool at the country club. Inside you'll find a beautifully designed home with all the modern amenities you need for a comfortable stay including a fully equipped kitchen. Ideal spot for a tranquil escape with entertainment nearby.

Beautiful condo on Golf Course

Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.

My Bay Cottage Beach House

LOCATION! ONE OF A KIND RENTAL IN DOWNTOWN/OLD TOWN/BAY ST LOUIS WITHIN A BLOCK TO BEACH, SHOPS & RESTAURANTS, BICYCLE FRIENDLY! CHARMING HOME IS LIGHT, BRITE & BOASTS TONS OF NATURAL LIGHT! SPACIOUS KIT HAS LRG BUTCHER BLK ISL/BRK BAR, ROUND DINING TBL, DBL STAINLESS SINK, ABUNDANCE OF CABINETS & COUNTERS, ELEC OVEN W/GLASS CKTOP, POT RACK, MICRO, REFRIGERATOR & 2 STORAGE CLOSETS! KIT OPEN TO LIVING AREA , 2 LRG BDRMS, WITH A COMFY QUEEN BEDS! Registration Number: BSL046

Cozy Condo Overlooking Pool! Pond, Golf, Swim!

Relax & Unwind at Tee Time Tiki! Nestled on Diamondheads’ scenic golf course & a short stroll to the country club, this peaceful studio condo offers the perfect blend of comfort and convenience. Enjoy views of the in-ground pool, available for guest use! Queen bed, full-sized sleeper sofa, full kitchen, in-unit washer and dryer, and all the essentials! You’ll love the quiet, laid-back atmosphere & the fully remodled bathroom! ** This is an upstairs condo**

Diamondhead Condo - Marina, Pool Access & Golfing!

Whether you're here for a golf getaway or an easy beach retreat, this Diamondhead vacation rental is the place to be! Bring friends and family along to this 2-bed, 2-bath condo, complete with a large living area, chic kitchen, and screened-in patio. The clubhouse, pool, and public marina are just steps away from the property, plus Bay St. Louis, Biloxi, and New Orleans are within driving distance. You won't have to travel far to find some Gulf Coast fun!

Studio in lake setting close to pool and clubhouse

The studio is situated a few minutes walk from the Diamondhead Country Club and Restaurant and the condo overlooks a lake and trees in a quite setting. This is a perfect location for you to enjoy Golf, Tennis, Swimming (the Pool is a few steps away) or just spend time relaxing. Only a short drive to the beach or casinos. One hour to New Orleans, 40 minutes to Biloxi and close to Bay St Louis. A beautiful quite neighborhood. Non smoking.