Diamondhead Holiday Rentals

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Our top choices for Diamondhead holiday rentals

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (16 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

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.4 out of 10, Exceptional, (8 reviews)
"This was a great property for me, husband, and mom to spend a few days visiting our son. Clean, roomy, and great communication with the owner. "
United States
Cynthia P.
The price is NZ$357
includes taxes & fees
13 Apr - 14 Apr
Cottage in Diamondhead

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
The price is NZ$798
includes taxes & fees
28 Mar - 29 Mar
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

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
The price is NZ$488
includes taxes & fees
30 Mar - 31 Mar
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
The price is NZ$243
includes taxes & fees
20 Apr - 21 Apr
Golf Course-Swimming Pool-Sleeps 4!

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.0 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (27 reviews)
"Good location."
United States
Lawrence
The price is NZ$160
includes taxes & fees
29 Mar - 30 Mar
Drackett House by Whiskey Properties

Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (327 reviews)
"The host was very kind, the property was beautiful. "
United States
Stacey
The price is NZ$355
includes taxes & fees
5 Apr - 6 Apr
Carroll House Cottages

Wraparound Deck: Unique Bay St Louis Home on Canal

Wraparound Deck: Unique Bay St Louis Home on Canal
3.0 star property
Bay St Louis
10.0 out of 10, Exceptional, (1 review)
"Great stay!"
United States
Edward
The price is NZ$475
includes taxes & fees
26 Mar - 27 Mar
Wraparound Deck: Unique Bay St Louis Home on Canal

Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Cozy 2-bedroom cottage near Bay Saint Louis Harbor
Bay St. Louis
10.0 out of 10, Exceptional, (123 reviews)
"Such a cute place and very convenient to many restaurants and bars."
United States
Melissa Y.
The price is NZ$308
includes taxes & fees
5 Apr - 6 Apr
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Beach Villa with Private Pool - Walk to beach and Island View Casino

Beach Villa with Private Pool - Walk to beach and Island View Casino
Gulfport
9.8 out of 10, Exceptional, (36 reviews)
"Great place. Very clean. Extremely comfortable both inside and out. Great location. Owners were amazing to work with. "
United States
Randy M.
The price is NZ$714
includes taxes & fees
25 Mar - 26 Mar
Beach Villa with Private Pool - Walk to beach and Island View Casino

Comfy and Cozy 5 min walk to the Gulf in Historic District

Comfy and Cozy 5 min walk to the Gulf in Historic District
Gulfport
9.8 out of 10, Exceptional, (70 reviews)
"Nice house in great location. Host was wonderful."
United States
Linda J.
The price is NZ$474
includes taxes & fees
25 Mar - 26 Mar
Comfy and Cozy 5 min walk to the Gulf in Historic District

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos
Gulfport
9.8 out of 10, Exceptional, (135 reviews)
"Great location, perfect for a pool or beach vacay"
United States
Jessica B.
Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.
Bay St. Louis
9.6 out of 10, Exceptional, (49 reviews)
"Perfect place to stay if you're going to a show at nearby Hollywood Casino or just enjoying Bay St. Louis. "
United States
Juliana
The price is NZ$193
includes taxes & fees
29 Mar - 30 Mar
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde

2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde
Gulfport
9.4 out of 10, Exceptional, (159 reviews)
"Great stay! Thanks!"
United States
Johnny L.
2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde

The Pass Picture Book

The Pass Picture Book
2.5 star property
Pass Christian
The price is NZ$253
includes taxes & fees
25 Mar - 26 Mar
The Pass Picture Book

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, (174 reviews)
"Great dog friendly quaint stay "
United States
Claudia
The price is NZ$563
includes taxes & fees
25 Mar - 26 Mar
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

2-min to BEACH~Game room~Pool~Gated community~Deck

2-min to BEACH~Game room~Pool~Gated community~Deck
Gulfport
9.6 out of 10, Exceptional, (15 reviews)
"Me and my family enjoyed our stay here."
United States
Jessica
The price is NZ$596
includes taxes & fees
7 Apr - 8 Apr
2-min to BEACH~Game room~Pool~Gated community~Deck

Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Relax by the Gulf Coast, just 8 mins from Gulfport Beach
Long Beach
9.8 out of 10, Exceptional, (54 reviews)
"Great place to stay. Host were very attentive to us. Definitely would stay here again. "
United States
Jessica S.
The price is NZ$297
includes taxes & fees
25 Mar - 26 Mar
Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Gulfport
9.8 out of 10, Exceptional, (83 reviews)
"Lots of room for our family and a great stay!"
United States
Missy B.
Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

3BR 3Bath Home Walking Distance of the Beach

3BR 3Bath Home Walking Distance of the Beach
Gulfport
9.6 out of 10, Exceptional, (76 reviews)
"Had a wonderful stay! Great location and everything was clean and as described. Easy walk to the beach and lots of fun things to do nearby.Hope to return again!"
United States
Julie S.
The price is NZ$680
includes taxes & fees
27 Mar - 28 Mar
3BR 3Bath Home Walking Distance of the Beach
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

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$308 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 a terrace, a BBQ 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.

How many holiday rentals are there in Diamondhead?

Choose from 19 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.