Diamondhead Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Diamondhead vacation rentals

Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay!"
United States
Bennett
The price is CA $164
CA $299 total
includes taxes & fees
May 18 - May 19
Pass Bungalows

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
3.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (32 reviews)
"Good for a quick stay "
United States
CINDY
The price is CA $150
CA $185 total
includes taxes & fees
May 20 - May 21
Drackett House by Whiskey Properties

The Pass Picture Book

The Pass Picture Book
2.5 star property
Pass Christian
The price is CA $221
CA $247 total
includes taxes & fees
May 21 - May 22
The Pass Picture Book

Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (328 reviews)
"Loved this town!"
United States
Jill
The price is CA $138
CA $292 total
includes taxes & fees
May 18 - May 19
Carroll House Cottages

Gulfport Home w/ Fire Pit: Rv/trailer Parking

Gulfport Home w/ Fire Pit: Rv/trailer Parking
3.0 star property
Gulfport
10.0 out of 10, Exceptional, (2 reviews)
"Nice and quiet place "
United States
Joshua
Gulfport Home w/ Fire Pit: Rv/trailer Parking

Waveland Home Near Beach: Pets Allowed!

Waveland Home Near Beach: Pets Allowed!
3.0 star property
Waveland
10.0 out of 10, Exceptional, (6 reviews)
"Very nice house- super spacious, great decor. Good location. "
United States
Beth
Waveland Home Near Beach: Pets Allowed!

Explore Gulf Coast & Beyond! Home w/ Yard & Games

Explore Gulf Coast & Beyond! Home w/ Yard & Games
3.0 star property
Long Beach
Explore Gulf Coast & Beyond! Home w/ Yard & Games
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Diamondhead Hotel Reviews

Find out more about Diamondhead

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Diamondhead. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Diamondhead?

Yes, you can find vacation rentals near popular attractions in Diamondhead, or you can select a more secluded option if you'd like a relaxing place to stay. Diamondhead is known for its casinos and seafood restaurants. Make sure you have time to check out the golf courses and coffeehouses during your trip.

What's the top vacation rental in Diamondhead?

Drackett House by Whiskey Properties: This vacation home rental near Diamondhead is located in the historical district and has an outdoor pool, a terrace, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. You can relax into your vacation with a private yard and a hot tub.

How many vacation rentals are there in Diamondhead?

Choose from 19 Expedia vacation rentals in Diamondhead for a memorable vacation.

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 larger area, you’ll find Diamondhead Country Club and Hollywood Casino.

What’s a vacation rental in Diamondhead like?

A vacation rental is a private property where you can stay for several days or longer in Diamondhead. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.