Book Holiday Homes in Diamondhead

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Diamondhead

5 min walk to BEACH (1 block). Newly RENOVATED Spacious 3Beds 3Baths

5 min walk to BEACH (1 block). Newly RENOVATED Spacious 3Beds 3Baths

Gulfport
Stay at this vacation home in Gulfport. Enjoy free WiFi, a water park, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
5 min walk to BEACH (1 block). Newly RENOVATED Spacious 3Beds 3Baths
Gulf Moon Beach House II with private pool

Gulf Moon Beach House II with private pool

Long Beach
Stay at this vacation home in Long Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Friendship Oak and Island View Casino are located ...
Gulf Moon Beach House II with private pool
Spacious 8-bedroom house in charming Gulfport ; it is perfect for large group.

Spacious 8-bedroom house in charming Gulfport ; it is perfect for large group.

Gulfport
Stay at this vacation home in Gulfport. Enjoy a water park, balconies, and cable/satellite TV service. Popular attractions Bayou Vista Golf Course and Institute ...
Spacious 8-bedroom house in charming Gulfport ; it is perfect for large group.
Save an average of 15% on thousands of hotels when you're signed in
Bungalow style home - 10 min walk to beach!

Bungalow style home - 10 min walk to beach!

Gulfport
The price is NZ$470 per night from 26 Jan to 27 Jan
NZ$470
includes taxes & fees
26 Jan - 27 Jan
Stay at this vacation home in Gulfport. Enjoy free WiFi, a water park, and a garden. Popular attractions Coliseum Beach and Grasslawn II are located nearby.
Bungalow style home - 10 min walk to beach!
Beach view cottage, 700 ft to the beach and 5 minute drive to downtown!

Beach view cottage, 700 ft to the beach and 5 minute drive to downtown!

Gulfport
Book a stay at this family-friendly vacation home in Gulfport. Enjoy free WiFi, a water park, and a garden. Popular attractions Grasslawn II and Coliseum Beach ...
Beach view cottage, 700 ft to the beach and 5 minute drive to downtown!
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
Book a stay at this beach vacation home in Pass Christian. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Thou Art Gallery & GIfts and ...
On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property
White Breeze

White Breeze

Gulfport
Stay at this vacation home in Gulfport. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Coliseum Beach and Lynn Meadows Discovery Center ...
White Breeze
On Main St! Private Heated pool, Golf cart included, Sleeps 10

On Main St! Private Heated pool, Golf cart included, Sleeps 10

Bay St. Louis
Stay at this vacation home in Bay St Louis. Enjoy free WiFi, private pools, and a garden. Popular attractions 100 Men D.B.A. Hall and Alice Moseley Folk Art ...
On Main St! Private Heated pool, Golf cart included, Sleeps 10
Cheerful 4 Bedroom Home in Downtown Depot District

Cheerful 4 Bedroom Home in Downtown Depot District

Bay St. Louis
Stay at this vacation home in Bay St Louis. Enjoy free WiFi, a garden, and patios. Popular attractions Bay St. Louis Little Theater and Alice Moseley Folk Art ...
Cheerful 4 Bedroom Home in Downtown Depot District
Don't see what you're looking for?
See all available properties in Diamondhead
View all properties
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
709 Holiday Homes
Lowest Price
NZ$138
Highest Price
NZ$470
Popular accommodation
5 min walk to BEACH (1 block). Newly RENOVATED Spacious 3Beds 3Baths, Gulf Moon Beach House II with private pool, Spacious 8-bedroom house in charming Gulfport ; it is perfect for large group. , Bungalow style home - 10 min walk to beach!, Beach view cottage, 700 ft to the beach and 5 minute drive to downtown!, On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property, White Breeze, On Main St! Private Heated pool, Golf cart included, Sleeps 10, Cheerful 4 Bedroom Home in Downtown Depot District

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 NZ$138 per night from 26 Jan to 27 Jan
NZ$138
includes taxes & fees
26 Jan - 27 Jan
Book a stay at this golf hotel in Diamondhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
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 NZ$144 per night from 4 Feb to 5 Feb
NZ$144
includes taxes & fees
4 Feb - 5 Feb
Book a stay at this business-friendly motel in Diamondhead. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our ...
Econo Lodge Inn & Suites
Oasis Resort Gulfport

Oasis Resort Gulfport

2.5 out of 5
200 E. Beach Blvd, Gulfport, MS
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 26 Jan to 27 Jan
NZ$218
includes taxes & fees
26 Jan - 27 Jan
Book a stay at this beach hotel in Gulfport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
Oasis Resort Gulfport
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$150 per night from 26 Jan to 27 Jan
NZ$150
includes taxes & fees
26 Jan - 27 Jan
Stay at this 3.5-star spa resort in Bay St Louis. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Hollywood Casino Gulf Coast
Don't see what you're looking for?
See all available properties in Diamondhead
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.