A tree sculpture with multiple branches and figures on it, set against a sunset sky with clouds and the ocean in the background.

Holiday Homes in Diamondhead

  • 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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Diamondhead holiday homes

Dining

1. 16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
The price is AU$892
includes taxes & fees
7 Oct - 8 Oct
16th and Golden in Diamondhead
Interior

2. 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 AU$643
includes taxes & fees
11 Sept - 12 Sept
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Cottage, 2 Bedrooms, Kitchen | Living area

3. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (43 reviews)
"Good for a quick stay "
United States
CINDY
The price is AU$142
includes taxes & fees
16 Sept - 17 Sept
Drackett House by Whiskey Properties
Exterior

4. Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
Bay St. Louis
10.0 out of 10, Exceptional, (29 reviews)
"Great location!"
United States
Gregory S.
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
Property grounds

5. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Bay St Louis
10.0 out of 10, Exceptional, (178 reviews)
"Fantastic place for peace, quiet and tranquility - enjoyed the views from the back - Kim is a fantastic host - 2nd to none ! Will definitely come back !"
United States
Marle D.
The price is AU$505
includes taxes & fees
11 Sept - 12 Sept
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Smart TV, fireplace, books

6. Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay"
United States
Ronnie G.
The price is AU$394
includes taxes & fees
13 Sept - 14 Sept
Beauty and The Bay
Exterior

7. Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
Bay St. Louis
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay it was a nice peaceful place with friendly neighbors. We look forward to coming back."
United States
Lucien D.
The price is AU$476
includes taxes & fees
13 Sept - 14 Sept
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
Property grounds

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

Waterfront Beach & Lake House w/ BBQ, deck, & more
Pass Christian
9.6 out of 10, Exceptional, (15 reviews)
"Great pricing and great place!"
United States
S. John P.
The price is AU$397
includes taxes & fees
13 Sept - 14 Sept
Waterfront Beach & Lake House w/ BBQ, deck, & more
Private kitchen

9. Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.

Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
Bay St. Louis
10.0 out of 10, Exceptional, (3 reviews)
"Most peaceful house we have stayed in. Clean, homey, and exactly what we needed! Beds super comfy. Felt like being home!"
United States
Linnea R.
The price is AU$457
includes taxes & fees
14 Sept - 15 Sept
Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
Dining

10. Old Town Central Station - A home with charm!

Old Town Central Station - A home with charm!
Bay St. Louis
8.4 out of 10, Very good, (31 reviews)
"Loved our stay"
United States
Sheri R.
The price is AU$351
includes taxes & fees
22 Sept - 23 Sept
Old Town Central Station - A home with charm!
Exterior

11. Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis

Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
Bay St. Louis
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay. The host was amazing. "
United States
Gabrielle S.
The price is AU$397
includes taxes & fees
13 Sept - 14 Sept
Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
Coffee/tea maker, fridge, microwave, oven

12. Blaizy Dayz | Walk to Old Town | Golf Cart

Blaizy Dayz | Walk to Old Town | Golf Cart
Old Town Bay St Louis
10.0 out of 10, Exceptional, (21 reviews)
"Great location close to old town Bay St. Louis and the beach. Very neat location with great amenities. Would absolutely stay again."
United States
Joshua S.
The price is AU$445
includes taxes & fees
13 Sept - 14 Sept
Blaizy Dayz | Walk to Old Town | Golf Cart
Interior

13. Sunkissed | Walk to Old Town | Golf Cart

Sunkissed | Walk to Old Town | Golf Cart
Old Town Bay St Louis
10.0 out of 10, Exceptional, (18 reviews)
"Weekend getaway. Great location"
United States
Susie P.
The price is AU$418
includes taxes & fees
13 Sept - 14 Sept
Sunkissed | Walk to Old Town | Golf Cart
Interior

14. Old Town Charm ~ Step Back In Time ~ Walk To The Beach

Old Town Charm ~ Step Back In Time ~ Walk To The Beach
Bay St Louis
9.8 out of 10, Exceptional, (84 reviews)
"We had a great stay and loved the proximity to downtown.Our host promptly answered any questions we had."
United States
MARY L B.
The price is AU$463
includes taxes & fees
21 Sept - 22 Sept
Old Town Charm ~ Step Back In Time ~ Walk To The Beach
Beach

15. Pet Friendly Home · 1.5 Private Acres · Fireplace

Pet Friendly Home · 1.5 Private Acres · Fireplace
Gulfport
10.0 out of 10, Exceptional, (4 reviews)
"Was a great place to stay. Will remember it next time we need a place to stay in Gulfport."
United States
Jeremy F.
The price is AU$448
includes taxes & fees
13 Sept - 14 Sept
Pet Friendly Home · 1.5 Private Acres · Fireplace
Terrace/patio

16. Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba

Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
Bay St. Louis
10.0 out of 10, Exceptional, (10 reviews)
"We had a great time for the 4th of July weekend. Great location."
United States
Blaine E.
The price is AU$578
includes taxes & fees
15 Sept - 16 Sept
Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
TV

17. Lost At Sea | Golf Cart| Pet-Friendly

Lost At Sea | Golf Cart| Pet-Friendly
Old Town Bay St Louis
10.0 out of 10, Exceptional, (13 reviews)
"Will will stay here again next trip"
United States
Dawn P.
The price is AU$494
includes taxes & fees
13 Sept - 14 Sept
Lost At Sea | Golf Cart| Pet-Friendly
Games room

18. Waterfront Oasis w/ Dock, Sleeps 12

Waterfront Oasis w/ Dock, Sleeps 12
Bay St. Louis
10.0 out of 10, Exceptional, (12 reviews)
"Great location and great place to stay!"
United States
John G.
The price is AU$755
includes taxes & fees
13 Sept - 14 Sept
Waterfront Oasis w/ Dock, Sleeps 12
Outdoor pool, a heated pool

19. PRIVATE POOL, BACKYARD OASIS, CLOSE TO BEACHES!!

PRIVATE POOL, BACKYARD OASIS, CLOSE TO BEACHES!!
Bay St Louis
10.0 out of 10, Exceptional, (113 reviews)
"Everything that was listed was there!! Great place to stay and would stay there again. Very comfortable space for our whole family of six to stay. Can’t wait to return!!"
United States
Sarah F.
The price is AU$602
includes taxes & fees
20 Sept - 21 Sept
PRIVATE POOL, BACKYARD OASIS, CLOSE TO BEACHES!!
Exterior

20. Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!

Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!
Waveland
9.8 out of 10, Exceptional, (8 reviews)
"Perfect quiet stay! The hosts were amazing, already planning our next stay! "
United States
Dannielle C.
Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!
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

The Inn at Long Beach

The Inn at Long Beach

10/10 Excellent
"Great location and beautiful view of ocean. Easy access to beach and walking path."
Theodore 1-night trip
Posted less than an hour ago
The Inn at Long Beach

Find out more about Diamondhead

Diamondhead Holiday Homes information

Number of reviews
595
Accommodation
831 Holiday Homes
Lowest Price
AU$142
Highest Price
AU$892