Book Holiday Homes in Diamondhead

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Featured Holiday Homes in Diamondhead

On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

Pass Christian
With a stay at this vacation home in Pass Christian, you'll be on the beach, within a 15-minute drive of Gulfport Beach and Thou Art Gallery & GIfts.
On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property
Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location!

Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location!

Bay St. Louis
A stay at this vacation home places you in the heart of Bay St Louis, within a 5-minute drive of Bay Saint Louis Municipal Harbor and Saint Stanislaus ...
Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location!
Luxury Home with Beach Views with Pool/Spa

Luxury Home with Beach Views with Pool/Spa

Gulfport
The price is AU$815 per night from 17 Apr to 18 Apr
AU$815
includes taxes & fees
17 Apr - 18 Apr
With a stay at this vacation home in Gulfport, you'll be steps from Gulfport Beach and a 2-minute drive from Island View Casino.
Luxury Home with Beach Views with Pool/Spa
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Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!

Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!

Bay St Louis
With a stay at this vacation home in Bay St Louis (Old Town Bay St Louis), you'll be a 5-minute walk from Saint Stanislaus College and 10 minutes by foot from ...
Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!
Peggy  Sue

Peggy Sue

Pass Christian
With a stay at this vacation home in Pass Christian, you'll be within a 15-minute drive of Gulfport Beach and Thou Art Gallery & GIfts.
Peggy Sue
Sunset bay view 1

Sunset bay view 1

Pass Christian
Located in Pass Christian, this vacation home is by the ocean, a 2-minute drive from Portage Marina and 5 minutes from Thou Art Gallery & GIfts.
Sunset bay view 1
4 BR/4 Ensuite Bath/Games/Walk to Beach & Heated Pool / Spa

4 BR/4 Ensuite Bath/Games/Walk to Beach & Heated Pool / Spa

Gulfport
The price is AU$989 per night from 6 Apr to 7 Apr
AU$989
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Gulfport, you'll be a 1-minute drive from Gulfport Beach and 5 minutes from Island View Casino.
4 BR/4 Ensuite Bath/Games/Walk to Beach & Heated Pool / Spa
Beach Oasis 5-bedroom Single-Level Family Home within walking distance to Beach

Beach Oasis 5-bedroom Single-Level Family Home within walking distance to Beach

Gulfport
The price is AU$950 per night from 21 Apr to 22 Apr
AU$950
includes taxes & fees
21 Apr - 22 Apr
When you stay at this vacation home in Gulfport, you'll be near the beach, a 1-minute drive from Gulfport Beach and 10 minutes from Biloxi Beach.
Beach Oasis 5-bedroom Single-Level Family Home within walking distance to Beach
Sandpiper Cottage - near beach, higher speed Wifi, cozy place to relax!

Sandpiper Cottage - near beach, higher speed Wifi, cozy place to relax!

Gulfport
The price is AU$444 per night from 5 May to 6 May
AU$444
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Gulfport, you'll be within a 5-minute drive of Gulfport Beach and Island View Casino.
Sandpiper Cottage - near beach, higher speed Wifi, cozy place to relax!
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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.

Diamondhead Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Diamondhead vacation homes are the perfect way for you to wing it.

Holiday houses in Diamondhead let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Diamondhead in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Diamondhead adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Diamondhead with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Diamondhead vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Diamondhead Holiday Homes essential information

Accommodation
877 Holiday Homes
Lowest Price
AU$128
Highest Price
AU$989
Popular accommodation
On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property, Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location! , Luxury Home with Beach Views with Pool/Spa , Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!, Peggy Sue, Sunset bay view 1, 4 BR/4 Ensuite Bath/Games/Walk to Beach & Heated Pool / Spa, Beach Oasis 5-bedroom Single-Level Family Home within walking distance to Beach, Sandpiper Cottage - near beach, higher speed Wifi, cozy place to relax!

Top trending hotels in Diamondhead

Ramada by Wyndham Diamondhead I-10/Gulfport

Ramada by Wyndham Diamondhead I-10/Gulfport

2.5 out of 5
103 Live Oak Drive, I-10 and Exit 16 (behind Dairy Queen), Diamondhead, MS
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 8 Apr to 9 Apr
AU$128
includes taxes & fees
8 Apr - 9 Apr
Located in Diamondhead, Ramada by Wyndham Diamondhead I-10/Gulfport is in a shopping district, within a 15-minute drive of Lazy Magnolia Brewing Company and ...
Ramada by Wyndham Diamondhead I-10/Gulfport
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
441 Yacht Club Dr, Diamondhead, MS
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 13 Apr to 14 Apr
AU$129
includes taxes & fees
13 Apr - 14 Apr
When you stay at Econo Lodge Inn & Suites in Diamondhead, you'll be near the airport and within a 5-minute drive of Diamondhead Country Club.
Econo Lodge Inn & Suites
Oasis Resort Gulfport

Oasis Resort Gulfport

2.5 out of 5
200 E. Beach Blvd, Gulfport, MS
With a stay at Oasis Resort Gulfport in Gulfport, you'll be near the airport, just steps from Gulfport Beach and a 5-minute drive from Island View Casino.
Oasis Resort Gulfport
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Best Western Seaway Inn

Best Western Seaway Inn

2.5 out of 5
9475 US 49, Gulfport, MS
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 5 May to 6 May
AU$149
includes taxes & fees
5 May - 6 May
When you stay at Best Western Seaway Inn in Gulfport, you'll be in the business district, within a 10-minute drive of Island View Casino and Gulf Islands ...
Best Western Seaway Inn
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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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^Subject to availability and chosen travel dates.