Diamondhead Holiday Rentals

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Our top choices for Diamondhead holiday rentals

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$345
includes taxes & fees
9 Feb - 10 Feb
Cottage in Diamondhead

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$476
includes taxes & fees
17 Feb - 18 Feb
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
10.0 out of 10, Exceptional, (15 reviews)
"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$704
includes taxes & fees
9 Feb - 10 Feb
16th and Golden in Diamondhead

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
The price is NZ$257
includes taxes & fees
22 Feb - 23 Feb
Golf Course-Swimming Pool-Sleeps 4!

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$676
includes taxes & fees
7 Feb - 8 Feb
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

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$342
includes taxes & fees
22 Feb - 23 Feb
Carroll House Cottages

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, (23 reviews)
"Very clean and very spacious "
United States
Barry
The price is NZ$165
includes taxes & fees
23 Feb - 24 Feb
Drackett House by Whiskey Properties

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, (68 reviews)
"Nice house in great location. Host was wonderful."
United States
Linda J.
The price is NZ$462
includes taxes & fees
7 Feb - 8 Feb
Comfy and Cozy 5 min walk to the Gulf in Historic District

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$190
includes taxes & fees
12 Feb - 13 Feb
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

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, (121 reviews)
"The host was amazing and very accommodating, even helping me plan a last-minute getaway. The house itself was beautiful and perfectly located—close to shops, restaurants, and everything I needed. I would definitely stay here again on my next visit!"
United States
Jeriann D.
The price is NZ$321
includes taxes & fees
23 Feb - 24 Feb
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

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$496
includes taxes & fees
9 Feb - 10 Feb
2-min to BEACH~Game room~Pool~Gated community~Deck

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$480
includes taxes & fees
24 Feb - 25 Feb
Wraparound Deck: Unique Bay St Louis Home on Canal

3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi

3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi
Gulfport
9.6 out of 10, Exceptional, (152 reviews)
"This was an excellent place to stay, year after year!"
United States
John K.
The price is NZ$437
includes taxes & fees
8 Feb - 9 Feb
3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi

Casa "Pura Vida"

Casa "Pura Vida"
Bay Saint Louis
9.0 out of 10, Wonderful, (15 reviews)
"Very nice property. Spacious and clean. Easy access and everything we needed was there."
United States
Dawn Marie
The price is NZ$349
includes taxes & fees
8 Feb - 9 Feb
Casa "Pura Vida"

Downtown Coastal Escape // Walk to Beach & Shops

Downtown Coastal Escape // Walk to Beach & Shops
Pass Christian
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay. "
United States
Stacy B.
The price is NZ$339
includes taxes & fees
18 Feb - 19 Feb
Downtown Coastal Escape // Walk to Beach & Shops

Beautiful studio close to the beach!

Beautiful studio close to the beach!
Gulfport
9.0 out of 10, Wonderful, (47 reviews)
"Great place "
United States
Melissa D.
The price is NZ$273
includes taxes & fees
9 Feb - 10 Feb
Beautiful studio close to the beach!

Beach house, 1.5 blocks from beach, 3bd, 3 bath

Beach house, 1.5 blocks from beach, 3bd, 3 bath
gulfport
9.6 out of 10, Exceptional, (28 reviews)
"Clean and comfortable!"
United States
Annette K.
The price is NZ$515
includes taxes & fees
18 Feb - 19 Feb
Beach house, 1.5 blocks from beach, 3bd, 3 bath

Pass Bungalows 1 Bedroom Suite

Pass Bungalows 1 Bedroom Suite
Pass Christian
9.8 out of 10, Exceptional, (11 reviews)
"A wonderful stay and designed with total guest experience!"
United States
Charlotte T.
The price is NZ$373
includes taxes & fees
7 Feb - 8 Feb
Pass Bungalows 1 Bedroom Suite

Walk2Beach-Playground-Short drive 2JonesPark-Aquarium-Coliseum-Family Fun.

Walk2Beach-Playground-Short drive 2JonesPark-Aquarium-Coliseum-Family Fun.
Gulfport
10.0 out of 10, Exceptional, (9 reviews)
"This place was a great stay it smell sooo good when we walk in "
United States
elonda k.
The price is NZ$510
includes taxes & fees
21 Feb - 22 Feb
Walk2Beach-Playground-Short drive 2JonesPark-Aquarium-Coliseum-Family Fun.

Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay! "
United States
SherAnne B.
The price is NZ$361
includes taxes & fees
8 Feb - 9 Feb
Beauty and The Bay
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$165 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.