Diamondhead Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Diamondhead holiday rentals

Property grounds

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.2 out of 10, Wonderful, (9 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is HK$524
HK$1,613 total
includes taxes & fees
11 May - 12 May
Cottage in Diamondhead
Dining

Cozy 1st Floor Poolside Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

Cozy 1st Floor Poolside Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
Diamondhead
10.0 out of 10, Exceptional, (4 reviews)
"The host and how nice the place was "
United States
Blakely C.
The price is HK$811
HK$1,055 total
includes taxes & fees
20 Apr - 21 Apr
Cozy 1st Floor Poolside Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
Exterior

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
8.0 out of 10, Very good, (1 review)
"Great location for our needs. Very clean & comfortable. "
United States
Lori C.
The price is HK$533
HK$1,178 total
includes taxes & fees
16 Apr - 17 Apr
Golf Course-Swimming Pool-Sleeps 4!
Dining

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
16th and Golden in Diamondhead
Interior

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
10.0 out of 10, Exceptional, (1 review)
"great"
United States
Anonymous traveller
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
Interior

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
10.0 out of 10, Exceptional, (1 review)
"Great host!"
United States
Ben G.
The price is HK$1,958
HK$3,663 total
includes taxes & fees
27 Apr - 28 Apr
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Living area

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, (28 reviews)
"Great deal. Nice area. "
United States
Don
The price is HK$613
HK$758 total
includes taxes & fees
19 Apr - 20 Apr
Drackett House by Whiskey Properties
Interior

4 Mi to Dtwn Picayune! Piney Woods Tiny Home

4 Mi to Dtwn Picayune! Piney Woods Tiny Home
3.0 star property
Picayune
4 Mi to Dtwn Picayune! Piney Woods Tiny Home
Interior

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 HK$705
HK$1,580 total
includes taxes & fees
19 Apr - 20 Apr
Carroll House Cottages
Exterior

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Gulfport
9.8 out of 10, Exceptional, (84 reviews)
"Lots of room for our family and a great stay!"
United States
Missy B.
The price is HK$603
HK$2,111 total
includes taxes & fees
20 Apr - 21 Apr
Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Property grounds

Waterfront Beach & Lake House w/ BBQ, deck, & more

Waterfront Beach & Lake House w/ BBQ, deck, & more
Pass Christian
9.6 out of 10, Exceptional, (14 reviews)
"Great pricing and great place!"
United States
S. John P.
The price is HK$571
HK$2,257 total
includes taxes & fees
16 Apr - 17 Apr
Waterfront Beach & Lake House w/ BBQ, deck, & more
Interior

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, (123 reviews)
"Such a cute place and very convenient to many restaurants and bars."
United States
Melissa Y.
The price is HK$353
HK$1,409 total
includes taxes & fees
29 Apr - 30 Apr
Cozy 2-bedroom cottage near Bay Saint Louis Harbor
Exterior

The Pass Picture Book

The Pass Picture Book
2.5 star property
Pass Christian
The price is HK$1,157
HK$1,296 total
includes taxes & fees
20 Apr - 21 Apr
The Pass Picture Book
Smart TV, books

3-bedroom home in the Mississippi Gulf Coast

3-bedroom home in the Mississippi Gulf Coast
Pass Christian
9.2 out of 10, Wonderful, (11 reviews)
"Beds were comfortable. (With the exception of the smallish bunk bed that one of us older folks had to sleep on.Great kitchen! Location was excellent too."
United States
Janet B.
The price is HK$799
HK$1,996 total
includes taxes & fees
19 Apr - 20 Apr
3-bedroom home in the Mississippi Gulf Coast
Exterior

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, (16 reviews)
"Me and my family enjoyed our stay here."
United States
Jessica
The price is HK$700
HK$2,425 total
includes taxes & fees
20 Apr - 21 Apr
2-min to BEACH~Game room~Pool~Gated community~Deck
Property grounds

Discount Gulf Coast Beach Getaway

Discount Gulf Coast Beach Getaway
Long Beach
9.8 out of 10, Exceptional, (27 reviews)
"Very nice home great bedroom "
United States
Mark C.
The price is HK$656
HK$2,083 total
includes taxes & fees
29 Apr - 30 Apr
Discount Gulf Coast Beach Getaway
1 bedroom, WiFi, bed sheets

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, (51 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 HK$509
HK$939 total
includes taxes & fees
14 May - 15 May
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.
Smart TV

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
Bay St. Louis
10.0 out of 10, Exceptional, (57 reviews)
"Great stay and relaxing environment for my husband and I!!"
United States
Shannon M.
The price is HK$811
HK$1,695 total
includes taxes & fees
23 Apr - 24 Apr
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
Beach nearby, sun-loungers, beach towels

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, (71 reviews)
"Loved the house & host was always quick to respond. We plan to return here again."
United States
Cindy S.
The price is HK$1,036
HK$2,157 total
includes taxes & fees
16 Apr - 17 Apr
Comfy and Cozy 5 min walk to the Gulf in Historic District
Smart TV

Cozy cottage by the Sea -near downtown and beach and Oak trees!

Cozy cottage by the Sea -near downtown and beach and Oak trees!
Gulfport
9.8 out of 10, Exceptional, (29 reviews)
"Great location 1 block to beach."
United States
Lori M.
The price is HK$623
HK$1,633 total
includes taxes & fees
16 Apr - 17 Apr
Cozy cottage by the Sea -near downtown and beach and Oak trees!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Diamondhead Hotel Reviews

Best Western Seaway Inn

Best Western Seaway Inn

10/10 Excellent
"The breakfast was the best I’ve seen by far. Need, clean, well stocked, easily accessible and no wait times for items."
Kellie 2-night trip
Posted 10 hours ago
Best Western Seaway Inn

Find out more about Diamondhead

Search for holiday rentals in Diamondhead on Expedia! You can easily find your home rentals, villas, holiday apartments in Diamondhead using one of the methods below:

  • View our selection of featured holiday rentals in Diamondhead
  • Use the map to find apartments and other holiday homes in the Diamondhead neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Diamondhead while they last

Look no further and take a look at our great range of rental properties in Diamondhead!

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.