Book Holiday Homes in Diamondhead

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Featured Holiday Homes in Diamondhead

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties

2 out of 5
130 Carroll Ave, Bay St Louis, MS
The price is AU$143 per night from 1 Oct to 2 Oct
AU$143
1 Oct - 2 Oct
includes taxes & fees
Located in Bay St Louis (Old Town Bay St Louis), Drackett House by Whiskey Properties is within a 15-minute walk of Bay Saint Louis Municipal Harbor and Saint ...
Opens in a new windowDrackett House by Whiskey Properties
Magnolia Suites BSL

Magnolia Suites BSL

4 out of 5
437 Webster St, Bay St Louis, MS
The price is AU$492 per night from 28 Sept to 29 Sept
AU$492
28 Sept - 29 Sept
includes taxes & fees
When you stay at Magnolia Suites BSL in Bay St Louis, you'll be near the airport, within a 5-minute drive of Saint Louis Bay Bridge and 100 Men D.B.A. Hall.
Opens in a new windowMagnolia Suites BSL
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 ...
Opens in a new windowBeachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!
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Secluded Private  4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport

Secluded Private 4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport

Gulfport
The price is AU$408 per night from 28 Oct to 29 Oct
AU$408
28 Oct - 29 Oct
includes taxes & fees
Located in Gulfport, this vacation home is a 3-minute drive from Three Rivers Park and 6 minutes from Bruce Ladner Memorial Park.
Opens in a new windowSecluded Private 4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport
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.
Opens in a new windowOn the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property
Old Town Bay St. Louis Private Location Outdoor Bar Area Pool Table Ping Pong

Old Town Bay St. Louis Private Location Outdoor Bar Area Pool Table Ping Pong

Bay St. Louis
The price is AU$617 per night from 12 Oct to 13 Oct
AU$617
12 Oct - 13 Oct
includes taxes & fees
A stay at this vacation home places you in the heart of Bay St Louis, within a 5-minute drive of Bridges Golf Club and Hollywood Casino.
Opens in a new windowOld Town Bay St. Louis Private Location Outdoor Bar Area Pool Table Ping Pong
Bungalow style home - 10 min walk to beach!

Bungalow style home - 10 min walk to beach!

Gulfport
The price is AU$413 per night from 28 Sept to 29 Sept
AU$413
28 Sept - 29 Sept
includes taxes & fees
When you stay at this vacation home in Gulfport, you'll be by the sea, a 3-minute drive from Gulfport Beach and 6 minutes from Island View Casino.
Opens in a new windowBungalow style home - 10 min walk to beach!
2 mi to Old Town ★ Blocks to ⛱️ ★Spacious & Cozy

2 mi to Old Town ★ Blocks to ⛱️ ★Spacious & Cozy

Bay Saint Louis
A stay at this vacation home places you in the heart of Bay St Louis, within a 5-minute drive of Bay St. Louis Little Theater and Alice Moseley Folk Art and ...
Opens in a new window2 mi to Old Town ★ Blocks to ⛱️ ★Spacious & Cozy
Gulf Moon II - Spacious Beachfront Home with Pool on the Mississippi Gulf Coast

Gulf Moon II - Spacious Beachfront Home with Pool on the Mississippi Gulf Coast

Long Beach
When you stay at this vacation home in Long Beach, you'll be on the waterfront, within a 5-minute drive of Gulfport Beach and Island View Casino.
Opens in a new windowGulf Moon II - Spacious Beachfront Home with Pool on the Mississippi Gulf Coast
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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
814 Holiday Homes
Lowest Price
AU$118
Highest Price
AU$617
Popular accommodation
Drackett House by Whiskey Properties, Magnolia Suites BSL, Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!, Secluded Private 4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport, On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property, Old Town Bay St. Louis Private Location Outdoor Bar Area Pool Table Ping Pong , Bungalow style home - 10 min walk to beach!, 2 mi to Old Town ★ Blocks to ⛱️ ★Spacious & Cozy, Gulf Moon II - Spacious Beachfront Home with Pool on the Mississippi Gulf Coast

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$118 per night from 30 Sept to 1 Oct
AU$118
30 Sept - 1 Oct
includes taxes & fees
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 ...
Opens in a new windowRamada by Wyndham Diamondhead I-10/Gulfport
Econo Lodge Inn & Suites Diamondhead

Econo Lodge Inn & Suites Diamondhead

2 out of 5
441 Yacht Club Dr, Diamondhead, MS
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 5 Oct to 6 Oct
AU$125
5 Oct - 6 Oct
includes taxes & fees
When you stay at Econo Lodge Inn & Suites Diamondhead in Diamondhead, you'll be near the airport and within a 5-minute drive of Diamondhead Country Club.
Opens in a new windowEcono Lodge Inn & Suites Diamondhead
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$135 per night from 28 Sept to 29 Sept
AU$135
28 Sept - 29 Sept
includes taxes & fees
When you stay at Best Western Seaway Inn in Gulfport, you'll be in the business district, within a 15-minute drive of Island View Casino and Gulfport Beach.
Opens in a new windowBest Western Seaway Inn
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Hollywood Casino Gulf Coast

Hollywood Casino Gulf Coast

3.5 out of 5
711 Hollywood Blvd, Bay St Louis, MS
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 23 Oct to 24 Oct
AU$167
23 Oct - 24 Oct
includes taxes & fees
Located in Bay St Louis, Hollywood Casino Gulf Coast is near the bay, a 1-minute drive from Bridges Golf Club and 15 minutes from Buccaneer State Park.
Opens in a new windowHollywood Casino Gulf Coast
Don't see what you're looking for?
See all available properties in Diamondhead
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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.