Holiday rentals in Diamondhead

Cozy efficiency cottage near beach & entertainment

Cozy efficiency cottage 1 block from beach & close to old town Bay St Louis shopping & dining. Fenced private yard. Dogs welcome for $20 fee each but please notify host of # & type of dogs. Owner lives in house next to cottage but offers privacy & freedom to come and go as you please. Sleeps 2 comfortably in double bed. Twin day bed offers another sleeping space. Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven. Charcoal grill & fire pit available

Sweet Suite in the Bay

Enjoy your own private escape while still enjoying all the Bay has to offer. There's a lot going on in this artsy beach town, and the Sweet Suite in the Bay offers a place to relax, refresh & recharge as you get ready for more of the action! Don't be fooled by the name. You're getting more than just a 'suite'. You'll have a fully furnished detached open space with a bedroom, bathroom, kitchen and living room and a dedicated outdoor space to enjoy your morning coffee before hitting the town!

Sunshine Oaks - Pool & Golf!

***NEW VACATION RENTAL*** Beaches, casinos, golf courses, and much more are available when you visit the Mississippi Gulf Coast! At Sunshine Oaks you will be staying in a well-kept, artistically decorated one-bedroom, one-bathroom condo located in Diamondhead's Molokai Village. Newly renovated, at Sunshine Oaks you will find all the comforts of home and a central location. It is the perfect choice for a romantic getaway, golf trip, or vacation with the family. Book your stay today!

The Loft at the Cypress Cottage

Location location. Beautiful updated and newly furnished loft in a Creole Cottage circa 1895 located in the middle of Old Town Bay St. Louis. Located on a safe & quiet street two blocks from Main Street. Short 5 minute walk to enjoy all the restaurants, shops, and bars that Bay St. Louis has to offer. Walking distance to the beach. Come enjoy yourself at one of the "10 Best Small Coastal Towns in America" according to USA Today. The loft at the Cypress Cottage is waiting for you.

No one likes a Shady Beach

Quiet and Comfy in the Heart of Waveland/Bay St. Louis area. 1 bedroom and 1 bath 700 sq ft cottage that is as adorable as can be! Less than a mile to the beach where there is a beautiful new pier to fish from and beach volleyball. 8 minute drive to Old Bay Town. Wood floors, full service Kitchen with microwave/range/oven/refrigerator/dishwasher, gorgeous beams and unique shower! Step outside to the back yard and enjoy the peace and quiet and beautiful scenery. No Pier Pressure

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.

Chickie's Cottage, an idyllic getaway.

Chickie's Cottage, nestled in a shady pecan orchard where horses graze, is adjacent to the 600,000 acre Stennis Space Center buffer zone. The pastures and natural surroundings include pecans and live oaks that evoke peace and tranquility. Farm life includes horses, dogs, cats and chickens who enjoy visiting guests. The farm house is one-of-a-kind; charming, comfortable, complete with unique furnishings and modern amenities such as 100 Mbps WiFi and Roku TVs.

“Fairway to Heaven” Condo on 12th hole with POOL!!

Fairway to Heaven is the perfect place for you and your family to enjoy a stay on the desirable MS 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.

Charming Cottage Retreat / Downtown Pass Christian

Welcome to The Pelican’s Nest, your cozy beach escape in the heart of Pass Christian! Tucked in the quiet and charming Cottages at 2nd Street, our coastal cottage is just a short walk to the beach, restaurants, shops, and local bars. Whether you're relaxing on the front porch or heading out to explore the coast, this is the perfect home base for couples, small families, or remote workers looking for comfort, walkability, and local charm.