Holiday houses in Diamondhead

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Top-rated holiday rentals in Diamondhead

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The image captures a serene river view with multiple docks extending into the water. Lush greenery surrounds the area, and the reflections of the trees can be seen in the calm surface. A well-maintained lawn and walking path are visible in the foreground.
Home in Kiln
4.96 out of 5 average rating, 139 reviews

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!

Top Guest favourite
A spacious living area features a comfortable beige sofa and two modern armchairs. Wall-mounted televisions display coastal artwork and views. Natural light enters through glass doors leading to a balcony, while textured art and a wooden coffee table complement the neutral color palette.
Condo in Diamondhead
5 out of 5 average rating, 23 reviews

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.

Top Guest favourite
Apartment in Diamondhead
5 out of 5 average rating, 21 reviews

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!

Guest favourite
Condo in Diamondhead
4.91 out of 5 average rating, 34 reviews

"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!!

Guest favourite
A patio area features a round black metal table surrounded by four matching chairs. Bright umbrellas provide shade, with one red umbrella prominently positioned. A view of lush greenery is visible beyond the railing, creating an inviting outdoor space.
Townhouse in Diamondhead
4.91 out of 5 average rating, 11 reviews

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.

Top Guest favourite
The waterfront home is surrounded by lush greenery and features a spacious outdoor area with a fire pit. The building is elevated with a deck overlooking the calm water, and the sunset casts a colorful hue across the sky.
Home in Bay St. Louis
4.99 out of 5 average rating, 101 reviews

Waterfront Game Room Ping Pong Outdoor Bar Home

Relax and enjoy this waterfront home minutes from Old Town Bay St. Louis and the beach! This home is located on a quiet road and features plenty of space to entertain, relax, spread out and even fish from the back yard. Entertain at the outdoor bar area or relax on the deck or outdoor seating area with friends and family. Cook on the grill and enjoy amenities like the Ping Pong Table, bicycles, beanbag toss, beach toys, darts, and more. This home is perfect for your next getaway!

Guest favourite
A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.
Guest suite in Kiln
4.97 out of 5 average rating, 134 reviews

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!

Top Guest favourite
A cozy living area features a gray sofa adorned with turquoise cushions. Two white wicker chairs with blue accents provide additional seating. A round, white coffee table with a small plant centers the space. Three landscape photographs hang above the sofa, enhancing the ambiance.
Condo in Diamondhead
4.92 out of 5 average rating, 52 reviews

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.

Top Guest favourite
A large outdoor swimming pool is surrounded by a stone patio, featuring a clear blue water surface. Lush greenery and tall trees provide shade in the background, enhancing the tranquil atmosphere. A basketball hoop is positioned nearby, adding a recreational element to the space.
Guest suite in Kiln
4.97 out of 5 average rating, 113 reviews

Mermaids and Moonshine

Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!

Guest favourite
Home in Diamondhead
5 out of 5 average rating, 11 reviews

Diamondhead beach golf course better than hotel

From the Gimme Getaway, the whole group will enjoy easy access to everything. A Short trip to casinos, beaches, shopping and golfing. Cruisin the coast. Located on the 17th hole of the Pine golf course. At the Gimme we believe you can always improve your lie - . Of course, that was an extra practice swing. And lastly, Mulligan’s aren’t just a one time thing.

Top Guest favourite
A spacious living area is shown, featuring a comfortable sectional sofa arranged around a coffee table. An entertainment center houses a large television. A staircase is visible in the background, leading to the upper level. Neutral tones create a calming environment.
Townhouse in Bay St. Louis
4.98 out of 5 average rating, 129 reviews

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!

Guest favourite
Apartment in Pass Christian
4.91 out of 5 average rating, 259 reviews

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.

Popular amenities for Diamondhead holiday rentals

When is the best time to visit Diamondhead?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Diamondhead?

    Diamondhead has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Diamondhead?

    Experience the best of Diamondhead with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Diamondhead?

    Four-legged friends are welcome in Diamondhead. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Diamondhead?

    Yes! Work meets play with ease at over 30 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Diamondhead vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Diamondhead, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Diamondhead have air conditioning?

    Absolutely! We offer over 20 condo rentals with air conditioning in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Diamondhead have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Diamondhead?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Diamondhead

  • Total holiday rentals

    Explore 50 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at $83 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Diamondhead holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests—averaging 4.9 out of 5!