Holiday rentals with a patio 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.

Seaside Sanctuary with Breathtaking Ocean Views

Steps from the water, New Build in Gulfport! Escape and enjoy stunning beach sunrise/sunsets from one of the two decks overlooking the Gulf or simply cross Beach Blvd and put your toes in the white sand beach. Well appointed, 2 story, 2 bedroom home located directly on Beach Blvd overlooking the ocean and pristine white sand beaches. Less than 2 miles from downtown Gulfport, Jones Park, and Island view Casino or a 25 min walk. Located between Biloxi and Bay St. Louis and < 1.5 hr to NOLA

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!

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** LOOK AT PHOTO OF MAP TO FIND CONDO

"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!!

Old Town Home Outdoor Bar Game Area Quiet Location

Relax in this centrally located Home near Old Town Bay St. Louis. Our relaxing home is located on a quiet dead end road and is only 5 minutes from Old Town Bay St. Louis and one block from the Ocean. Beaches and plenty of places to throw a fishing pole off the sea wall are right around the corner. You will enjoy the extra amenities we've added such as a pool table, ping pong table, Basketball Goal, Cornhole boards, Darts, Firepit and Grill. We also have beach supplies and bicycles for you.

Blue Heaven Condo on the Beach!

Blue Heaven is a cheerful condo steps away from the beach or pool. Come and relax with a cup of coffee while you watch the sun rise over the ocean from the balcony or the front porch. Time slows down at Blue Heaven, no rushing, just full out rest and relaxation. If you prefer retail therapy, dining out, fun at the casino, golfing, biking, ocean tours, chartered fishing - you are in the right place! The Long Beach area is full of options for everyone. Relax, Swim, Enjoy....

Cozy Sea La Vie guest quarters

This private guest quarters is attached to the main house with the simplicity of your own bedroom, bathroom, living room and work space as well as a patio with a fence-backyard. Park right at your private entrance located on the street that leads you to the beach. Centrally located 2 miles from the hospitality center of downtown Gulfport which includes many places of entertainment such as the new aquarium, Jones park and Island View Casino. Beautiful and private residential street.

Off the Clock! On the Water!

Off the clock is the perfect place to relax with the whole family. Located on the water, you can swim off the dock where your boat is tied. Enjoy the Jordan River and let your imagination run wild! Plenty of great places to eat nearby by including the very popular Jordan River Steamer. There’s nothing like enjoying a night on the water or having a cup of coffee on the deck overlooking the water. This is the perfect place for you and your family to enjoy the beautiful MS Gulf Coast.

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.

InstaWorthy~ Luxe King Bed~ Mins to Beach

Have the Gulfport vacation of your dreams in the spacious 3BR 2Bath oasis in the tranquil neighborhood. Spend the day soaking up the sun in the private backyard, or exploring nearby attractions. ✔ 3 Comfy Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Back Patio (Wide-Screen Projector) ✔ Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below! WE DO NOT GUARANTEE THE HOT TUB! This was taken out of our list of amenities March, 2025.