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Diamondhead Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Diamondhead holiday rentals

A bedroom with a bed, a desk, a chair, a TV, and a sliding glass door to a balcony.

1. unFOREgettable 19th hole condo - steps from the Country Club & Golf - Pets OK!

unFOREgettable 19th hole condo - steps from the Country Club & Golf - Pets OK!
Diamondhead
10.0 out of 10, Exceptional, (26 reviews)
"Place was great! Clean, affordable, steps away from Diamondhead clubhouse. Would recommend for a weekend getaway."
United States
Emily B.
The price is AU$204
includes taxes & fees
26 Oct - 27 Oct
unFOREgettable 19th hole condo - steps from the Country Club & Golf - Pets OK!
A corridor leading to a dining area with a view of a green lawn and parked cars.

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

Cozy 1-bedroom condo in lovely Diamondhead with AC
Diamondhead
10.0 out of 10, Exceptional, (3 reviews)
"Clean and cute"
United States
Southern S.
The price is AU$304
includes taxes & fees
26 Oct - 27 Oct
Cozy 1-bedroom condo in lovely Diamondhead with AC
A kitchen with white cabinets, a coffee maker, and a framed pineapple picture.

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

Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
Diamondhead
10.0 out of 10, Exceptional, (3 reviews)
"Clean house. Good location. Cheaper than the hotel we originally planned to stay at. I will book again soon and you should too"
United States
Donald W.
The price is AU$409
includes taxes & fees
17 Nov - 18 Nov
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
A modern kitchen with a central island, stainless steel appliances, and a dining area with a red chair.

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

Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
Diamondhead
Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
A modern kitchen with stainless steel appliances, a large island with bar stools, and a dining area with a view of the outdoors.

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

Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
Diamondhead
10.0 out of 10, Exceptional, (4 reviews)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
The price is AU$450
includes taxes & fees
28 Oct - 29 Oct
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

6. 16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
16th and Golden in Diamondhead
A spacious living room with a brown leather sofa, a round wooden dining table with six chairs, and a large window with blinds.

7. Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Diamondhead
10.0 out of 10, Exceptional, (1 review)
"Great host!"
United States
Ben G.
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
A spacious living room with hardwood floors, a brown leather sofa, a recliner, and a spiral staircase.

8. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (330 reviews)
"The property was clean, quaint and conveniently located near everything. We will be returning in the future."
United States
Carla
The price is AU$329
includes taxes & fees
26 Oct - 27 Oct
Carroll House Cottages
A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

9. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (53 reviews)
"The atmosphere was very great. The bungalows were very nice and clean. Only complaint was the pool closing at dark."
United States
Sean
The price is AU$273
includes taxes & fees
2 Nov - 3 Nov
Pass Bungalows
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.

10. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (46 reviews)
"Nice quiet and clean little place, that’s just a short walk to the marina and a lot of fun restaurants."
United States
Eric
The price is AU$168
includes taxes & fees
5 Nov - 6 Nov
Drackett House by Whiskey Properties
A house with a porch, steps, and a small garden area with plants and a potted plant.

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

Quaint Cottage, Walk to Beach and Old Town Bay St. Louis
Bay St Louis
9.8 out of 10, Exceptional, (91 reviews)
"The property is pet friendly as well"
United States
Cary B.
The price is AU$385
includes taxes & fees
26 Oct - 27 Oct
Quaint Cottage, Walk to Beach and Old Town Bay St. Louis
A beach house interior with a kitchen, dining area, and a view of the beach.

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

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
Bay St. Louis
9.8 out of 10, Exceptional, (69 reviews)
"Great place to stay! Convenient to restaurants, buccaneer park, silver slipper casino and much much more! Beautiful view and accommodations!"
United States
lisa c.
The price is AU$340
includes taxes & fees
26 Oct - 27 Oct
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

13. Home near white sand beaches and casinos

Home near white sand beaches and casinos
Bay St Louis
10.0 out of 10, Exceptional, (114 reviews)
"Perfect little rental for our couples trip! Great location for golf-carting to town. Paul made sure everything went smoothly, and we had everything we needed."
United States
Jahnele A.
The price is AU$310
includes taxes & fees
26 Oct - 27 Oct
Home near white sand beaches and casinos
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

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

Old Town Central Station - A home with charm!
Bay St. Louis
8.4 out of 10, Very good, (33 reviews)
"Loved our stay"
United States
Sheri R.
The price is AU$343
includes taxes & fees
26 Oct - 27 Oct
Old Town Central Station - A home with charm!
A two-story house with a covered porch and a small balcony.

15. The Pass Picture Book

The Pass Picture Book
3.0 star property
Pass Christian
10.0 out of 10, Exceptional, (1 review)
The price is AU$229
includes taxes & fees
26 Oct - 27 Oct
The Pass Picture Book
A balcony with two blue stools and a view of a lake surrounded by trees.

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

Waterfront Beach & Lake House w/ BBQ, deck, & more
Pass Christian
9.6 out of 10, Exceptional, (16 reviews)
"Great pricing and great place!"
United States
S. John P.
Waterfront Beach & Lake House w/ BBQ, deck, & more
A view through a window with a wooden frame, overlooking a grassy area with trees and a body of water.

17. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Bay St Louis
10.0 out of 10, Exceptional, (179 reviews)
"Fantastic place for peace, quiet and tranquility - enjoyed the views from the back - Kim is a fantastic host - 2nd to none ! Will definitely come back !"
United States
Marle D.
The price is AU$509
includes taxes & fees
1 Nov - 2 Nov
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A kitchen with a large island, a dining area, and large windows with a view.

18. Waterfront Oasis w/ Dock, Sleeps 12

Waterfront Oasis w/ Dock, Sleeps 12
Bay St. Louis
10.0 out of 10, Exceptional, (13 reviews)
"Great location and great place to stay!"
United States
John G.
Waterfront Oasis w/ Dock, Sleeps 12
A wooden building with a balcony and a staircase leading to the entrance.

19. J & S's Pond Da Rosa A Place Apart From The Rest

J & S's Pond Da Rosa A Place Apart From The Rest
Bay St. Louis
10.0 out of 10, Exceptional, (17 reviews)
"It was perfect! We will be booking this location every time we go to Bay St. Louis."
United States
Jason M.
The price is AU$563
includes taxes & fees
26 Oct - 27 Oct
J & S's Pond Da Rosa A Place Apart From The Rest
A two-story wooden structure with a balcony, outdoor seating, and a covered area.

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

New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV
Waveland
10.0 out of 10, Exceptional, (13 reviews)
"Excellent amenities and location. We had a great time and would stay again."
United States
Alex L.
The price is AU$404
includes taxes & fees
18 Nov - 19 Nov
New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Diamondhead Hotel Reviews

The Markham Hotel

The Markham Hotel

10/10 Excellent
"This hotel is beautiful, I was so happy"
Shakara 4-night trip
Posted 12 hours ago
The Markham Hotel

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 favourite 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 depend 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 AU$168 per night. Entering your travel dates in the search wizard might find you 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.