Diamondhead Holiday Rentals

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Our top choices for Diamondhead holiday rentals

Holiday Home in Diamondhead

Cottage in Diamondhead
9.2 out of 10, Wonderful, (7)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is NZ$369
includes taxes & fees
7 Jan - 8 Jan 2026
Cottage in Diamondhead

Holiday Home in Diamondhead

16th and Golden in Diamondhead
10.0 out of 10, Exceptional, (15)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
The price is NZ$771
includes taxes & fees
29 Dec - 30 Dec
16th and Golden in Diamondhead
The price is NZ$246
includes taxes & fees
12 Jan - 13 Jan 2026
Golf Course-Swimming Pool-Sleeps 4!
9.6 out of 10, Exceptional, (150)
"We really enjoyed our stay. The location was great, and the house had everything needed for everyday living. Definitely a nice, comfortable, home away from home."
United States
Hannah M.
The price is NZ$581
includes taxes & fees
2 Jan - 3 Jan 2026
3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi

Cottage in Bay St Louis

Carroll House Cottages
3.0 star property
9.0 out of 10, Wonderful, (327)
"The host was very kind, the property was beautiful. "
United States
Stacey
The price is NZ$357
includes taxes & fees
21 Jan - 22 Jan 2026
Carroll House Cottages
9.6 out of 10, Exceptional, (17)
"Great stay awesome host!"
United States
Kaila B.
The price is NZ$221
includes taxes & fees
24 Dec - 25 Dec
Charming 2-bedroom studio with gameroom, WiFi in soothing Gulfport
9.8 out of 10, Exceptional, (98)
"Very nice tiny house , neighborhood was very peaceful and close to park and beach . Close to shopping and dining . Would definitely stay here again . Thank you for a memorable vaction stay . "
United States
Kirk W.
The price is NZ$353
includes taxes & fees
27 Dec - 28 Dec
Adorable, tiny, 1 to 2 person cottage, bring Fido!
10.0 out of 10, Exceptional, (63)
"Could not have chosen a better place to stay. The owners are so professional and were quick to respond when we had questions. Will definitely be visiting again!"
United States
Jordan H.
The price is NZ$444
includes taxes & fees
30 Dec - 31 Dec
*Anchor Townhome w/Gulf views* Walk to beach/seafood
9.6 out of 10, Exceptional, (49)
"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$195
includes taxes & fees
30 Dec - 31 Dec
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.
10.0 out of 10, Exceptional, (22)
"Great place to stay. "
United States
Stacy B.
Downtown Coastal Escape // Walk to Beach & Shops
9.6 out of 10, Exceptional, (60)
"We came down to work the storm damage and ended up staying longer. Great people and fun location."
United States
Joel J.
The price is NZ$653
includes taxes & fees
3 Jan - 4 Jan 2026
✨🚣COZY RIVERFRONT HOUSE | SLEEPS 6 W/ W+D 🥳🎰🥰

Holiday Home in Bay St. Louis

Beauty and The Bay
2.0 star property
9.4 out of 10, Exceptional, (14)
"We enjoyed our stay! "
United States
SherAnne B.
The price is NZ$459
includes taxes & fees
25 Dec - 26 Dec
Beauty and The Bay
9.2 out of 10, Wonderful, (51)
"Nice place. Quiet neighborhood"
United States
Joseph W.
The price is NZ$682
includes taxes & fees
5 Jan - 6 Jan 2026
✨🚣PEACEFUL RIVERFRONT COTTAGE | SLEEPS 7 W/W+D❤
9.6 out of 10, Exceptional, (14)
"Great pricing and great place!"
United States
S. John P.
The price is NZ$573
includes taxes & fees
30 Dec - 31 Dec
Waterfront Beach & Lake House w/ BBQ, deck, & more
9.6 out of 10, Exceptional, (15)
"Me and my family enjoyed our stay here."
United States
Jessica
The price is NZ$582
includes taxes & fees
26 Dec - 27 Dec
2-min to BEACH~Game room~Pool~Gated community~Deck
10.0 out of 10, Exceptional, (120)
"Clean and quiet with comfortable beds."
United States
Carole O.
The price is NZ$336
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2-bedroom cottage near Bay Saint Louis Harbor
9.6 out of 10, Exceptional, (28)
"The property was clean and excellent. "
United States
Josh S.
The price is NZ$537
includes taxes & fees
7 Jan - 8 Jan 2026
Beach house, 1.5 blocks from beach, 3bd, 3 bath

Holiday Home in Old Town Bay St Louis

Drackett House by Whiskey Properties
2.0 star property
9.6 out of 10, Exceptional, (21)
"It was great place place to stay and we will be back."
United States
Pamela
The price is NZ$159
includes taxes & fees
1 Jan - 2 Jan 2026
Drackett House by Whiskey Properties

Apartment in Gulfport

Relaxing Retreat
9.6 out of 10, Exceptional, (70)
"Great place in a great location "
United States
Evan C.
The price is NZ$486
includes taxes & fees
1 Jan - 2 Jan 2026
Relaxing Retreat
9.8 out of 10, Exceptional, (78)
"The location is amazing "
United States
Erika S.
The price is NZ$567
includes taxes & fees
1 Jan - 2 Jan 2026
Beach & Sunset views Cottage!! Close to Downtown
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$159 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.