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!

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!!

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.

NEW Waterfront Boating and More

Welcome to our newly built beautiful 3 bedroom, 2.5 bath coastal getaway located in Bay Saint Louis, Mississippi. Our spacious and inviting home is perfect for families and getaways, with all the amenities you need for a private, comfortable and memorable stay. The outdoor kitchen boasts a grill and plenty of area for seating to enjoy and spend time with friends and family. Take a short walk down to the water's edge to relax, enjoy fishing, kayaking, or just soak up the sun.

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.

The House in the Bay - Discounts for Longer Stays

Spacious Old Town home. Walk to everything. Get away from it all in this mid-century modern, light-filled retreat. Just three blocks from the harbor and beach, the House in the Bay is close enough to walk to restaurants, coffee shops, music and all the downtown fun. The fishing pier, boat launch, public library and grocery store are less than a mile away. Catch the breeze and relax in the shade of a registered Live Oak. Small and medium dogs allowed with prior approval.

Golf Course Views! Couple's Retreat in Diamondhead

Private Balcony | 2 Mi to Twin Lakes Perched right on the green, this Diamondhead vacation rental condo offers the perfect mix of relaxation and recreation. Spend your mornings soaking up the sun on the balcony before heading to Lanai Village's community pools for a refreshing dip. Don't forget to hit the links, test your luck at nearby casinos, or enjoy a romantic stroll along the beach. Book today and see how you can experience the best of The Secret Coast!

Foxtrot Golf Condo at Diamondhead: steps from fun!

Golfers retreat! Perfect for couples and small families looking for a getaway. Steps away from two championship golf courses at Diamondhead Country Club! A quick drive to the beach, marina, fishing and kayaking. Second floor condo overlooking the lake. Our condo is conveniently located at Lakeside Villa’s - a private condo complex featuring owner & guest pools, a pond for fishing, and beautiful live oaks all tucked away next door to The Club at Diamondhead.

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.

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.

Cozy Diamondhead cottage w/ yard

Relax with the whole family or by yourself at this peaceful place to stay. The property is located in the beautiful and peaceful master planned community of Diamondhead on the Bay St Louis Bay. It is conveniently located 50 minutes from New Orleans and 20 minutes to the beaches and casinos.