Diamondhead Holiday Rentals from NZ$186: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Diamondhead has to offer?

Drackett House by Whiskey Properties : This holiday home rental outside of Diamondhead is located in the historical district, and has an outdoor pool, a terrace and free WiFi to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. You can relax into your holiday with a private garden and 1 hot tub.

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Our top choices for Diamondhead holiday rentals

A corridor leading to a dining area with a view of a green lawn and parked cars.

1. Cozy 1-bedroom condo in lovely Diamondhead with AC

Diamondhead

Southern S.

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a beige sectional sofa, a coffee table, and a red patterned rug.

2. Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

Diamondhead

Donald W.

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with a central island, stainless steel appliances, and a dining area with a red chair.

3. Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay

Diamondhead

A modern kitchen with stainless steel appliances, a large island with bar stools, and a dining area with a view of the outdoors.

4. Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

Diamondhead

Mackenzie L.

includes taxes & fees

17 Nov - 18 Nov

A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

5. 16th and Golden in Diamondhead

Diamondhead

Mallory D.

A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

6. Pass Bungalows

Pass Christian

Matha

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a wooden ceiling, a dark leather sofa, a coffee table, and a view through an open doorway to a bedroom.

7. Drackett House by Whiskey Properties

Old Town Bay St Louis

Eric

includes taxes & fees

5 Nov - 6 Nov

A spacious room with a wooden floor, a spiral staircase, and a dining area with a chandelier.

8. Carroll House Cottages

Bay St Louis

Carla

includes taxes & fees

8 Nov - 9 Nov

A dining area with a round wooden table, white chairs, and a vase of flowers. There is a white sofa and a small white table with a lamp. The room has wooden flooring, white walls, and a ceiling with recessed lighting.

9. Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Bay St. Louis

Lisa

includes taxes & fees

24 Nov - 25 Nov

A house with a porch, steps, and a small garden area with plants and a potted plant.

10. Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

Bay St Louis

Cary B.

includes taxes & fees

15 Nov - 16 Nov

A beach house interior with a kitchen, dining area, and a view of the beach.

11. BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

Bay St. Louis

lisa c.

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a sofa, a television, and a dining area with a table and chairs.

12. Walk to Gulfport Beach! Coastal Studio Getaway

Gulfport

includes taxes & fees

17 Nov - 18 Nov

A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

13. Home near white sand beaches and casinos

Bay St Louis

Jahnele A.

includes taxes & fees

16 Nov - 17 Nov

A balcony with two blue stools and a view of a lake surrounded by trees.

14. Waterfront Lake & Beach House w/ BBQ, deck, & more

Pass Christian

Carla L.

A row of white single-story houses with a white picket fence, each with a small porch and a flag.

15. Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

Bay St. Louis

Austin S.

includes taxes & fees

2 Dec - 3 Dec

A two-story wooden structure with a balcony, outdoor seating, and a covered area.

16. New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV

Waveland

Alex L.

includes taxes & fees

18 Nov - 19 Nov

A bedroom with a bed, a ceiling fan, and a window with curtains.

17. Beautiful studio close to the beach!

Gulfport

Kelsie H.

includes taxes & fees

5 Dec - 6 Dec

A house with a glass facade, surrounded by tropical vegetation and a gravel pathway.

18. Bare Feet Bunkhouse-Close to beach & dog friendly

Gulfport

Amy

includes taxes & fees

7 Nov - 8 Nov

A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

19. Old Town Central Station - A home with charm!

Bay St. Louis

Sheri R.

includes taxes & fees

17 Nov - 18 Nov

A spacious living area with a wooden dining table, a sofa, and a large rug.

20. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Bay St Louis

Claudia

includes taxes & fees

5 Nov - 6 Nov

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Find holiday rentals that suit your style

Find out more about Diamondhead

Everything you need to know about Diamondhead holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Diamondhead holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Diamondhead holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diamondhead holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diamondhead. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Diamondhead holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Diamondhead holiday rentals we have selected for you start as low as NZ$186 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Diamondhead rentals

At Expedia, we put the best Diamondhead holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Diamondhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Diamondhead holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Diamondhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Diamondhead?

Yes, there are holiday rentals close to the most popular sights in Diamondhead, or you can select a more secluded option if you're looking for a relaxing stay. Diamondhead is known for its casinos and seafood restaurants. Make sure you have time to check out the golf courses and coffee shops during your trip.

What are some of the best holiday rentals that Diamondhead has to offer?

Drackett House by Whiskey Properties: This holiday home rental outside of Diamondhead is located in the historical district, and has an outdoor pool, a terrace and free WiFi to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. You can relax into your holiday with a private garden and 1 hot tub.

How many holiday rentals are there in Diamondhead?

Choose from 17 Expedia holiday rentals in Diamondhead for a memorable holiday.

What’s there to see and do in Diamondhead?

Enjoy the area's cultural attractions such as Thou Art Gallery & GIfts, or get outdoors into nature at a spot like Gulfport SportsPlex. In the wider area, you’ll find Diamondhead Country Club and Hollywood Casino.

What’s a holiday rental in Diamondhead like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Diamondhead. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.

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Diamondhead Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Diamondhead holiday rentals

1. Cozy 1-bedroom condo in lovely Diamondhead with AC

2. Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

3. Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay

4. Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

5. 16th and Golden in Diamondhead

6. Pass Bungalows

7. Drackett House by Whiskey Properties

8. Carroll House Cottages

9. Cozy 2-bedroom cottage near Bay Saint Louis Harbor

10. Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

11. BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

12. Walk to Gulfport Beach! Coastal Studio Getaway

13. Home near white sand beaches and casinos

14. Waterfront Lake & Beach House w/ BBQ, deck, & more

15. Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

16. New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV

17. Beautiful studio close to the beach!

18. Bare Feet Bunkhouse-Close to beach & dog friendly

19. Old Town Central Station - A home with charm!

20. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Find holiday rentals that suit your style

Find out more about Diamondhead

Diamondhead holiday rentals: An excellent choice for every season

How to find incredible deals on Diamondhead rentals

Frequently Asked Questions

Are there holiday rentals in Diamondhead?

What are some of the best holiday rentals that Diamondhead has to offer?

How many holiday rentals are there in Diamondhead?

What’s there to see and do in Diamondhead?

What’s a holiday rental in Diamondhead like?

Explore a world of travel with Expedia