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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Diamondhead holiday homes

A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

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 NZ$739
includes taxes & fees
2 Nov - 3 Nov
16th and Golden in Diamondhead
A cozy living room with a wooden ceiling, a dark leather sofa, a coffee table, and a view through an open doorway to a bedroom.

2. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (47 reviews)
"Nice quiet and clean little place, that’s just a short walk to the marina and a lot of fun restaurants."
United States
Eric
The price is NZ$195
includes taxes & fees
5 Nov - 6 Nov
Drackett House by Whiskey Properties
A wooden building with a balcony and a staircase leading to the entrance.

3. J & S's Pond Da Rosa A Place Apart From The Rest

J & S's Pond Da Rosa A Place Apart From The Rest
Bay St. Louis
10.0 out of 10, Exceptional, (17 reviews)
"It was perfect! We will be booking this location every time we go to Bay St. Louis."
United States
Jason M.
The price is NZ$683
includes taxes & fees
11 Nov - 12 Nov
J & S's Pond Da Rosa A Place Apart From The Rest
A spacious living area with a wooden dining table, a sofa, and a large rug.

4. 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, (179 reviews)
"Great dog friendly quaint stay "
United States
Claudia
The price is NZ$631
includes taxes & fees
14 Nov - 15 Nov
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A two-story house with a balcony, a covered porch, and a gravel driveway.

5. Hollywood House - Luxurious New Build With 6 Seat Golf Cart!

Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
Bay St. Louis
10.0 out of 10, Exceptional, (13 reviews)
"Clean, quaint accommodations. Very comfortable and accommodating. Lots of little perks. "
United States
Shaun A.
The price is NZ$769
includes taxes & fees
2 Nov - 3 Nov
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

6. 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, (4 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 NZ$589
includes taxes & fees
2 Nov - 3 Nov
Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
A two-story wooden building with a balcony, surrounded by trees and a calm water body.

7. 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, (5 reviews)
"What a great place to stay. The host was amazing. "
United States
Gabrielle S.
The price is NZ$474
includes taxes & fees
14 Nov - 15 Nov
Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
A two-story house with a covered patio, outdoor seating, and a landscaped garden.

8. 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, (10 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 NZ$569
includes taxes & fees
10 Nov - 11 Nov
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
A kitchen with a large island, a dining area, and large windows with a view.

9. Waterfront Oasis w/ Dock, Sleeps 12

Waterfront Oasis w/ Dock, Sleeps 12
Bay St. Louis
10.0 out of 10, Exceptional, (13 reviews)
"Great location and great place to stay!"
United States
John G.
The price is NZ$909
includes taxes & fees
1 Nov - 2 Nov
Waterfront Oasis w/ Dock, Sleeps 12
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

10. Home near white sand beaches and casinos

Home near white sand beaches and casinos
Bay St Louis
10.0 out of 10, Exceptional, (114 reviews)
"Perfect little rental for our couples trip! Great location for golf-carting to town. Paul made sure everything went smoothly, and we had everything we needed."
United States
Jahnele A.
The price is NZ$378
includes taxes & fees
3 Nov - 4 Nov
Home near white sand beaches and casinos
A row of white single-story houses with a white picket fence, each with a small porch and a flag.

11. Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.

Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.
Bay St. Louis
9.6 out of 10, Exceptional, (53 reviews)
"Great location and property!"
United States
Lauren L.
The price is NZ$496
includes taxes & fees
1 Dec - 2 Dec
Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.
A balcony with two blue stools and a view of a lake surrounded by trees.

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

Waterfront Lake & Beach House w/ BBQ, deck, & more
Pass Christian
10.0 out of 10, Exceptional, (14 reviews)
"Overall stay was wonderful. "
United States
Carla L.
The price is NZ$498
includes taxes & fees
1 Nov - 2 Nov
Waterfront Lake & Beach House w/ BBQ, deck, & more
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

13. 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, (33 reviews)
"Loved our stay"
United States
Sheri R.
The price is NZ$432
includes taxes & fees
2 Nov - 3 Nov
Old Town Central Station - A home with charm!
A two-story house with a white exterior, a porch with white railings, and a small window on the second floor.

14. The Pass Picture Book

The Pass Picture Book
Pass Christian
The price is NZ$331
includes taxes & fees
1 Nov - 2 Nov
The Pass Picture Book
A wooden deck with a staircase leading to a covered area.

15. 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.
Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
A two-story house with a covered porch and a staircase leading to the upper floor.

16. Took the Bayt in Bay St.Louis, MS

Took the Bayt in Bay St.Louis, MS
Bay St. Louis
10.0 out of 10, Exceptional, (17 reviews)
"Great location! Will be back!"
United States
Mallory A.
The price is NZ$810
includes taxes & fees
2 Nov - 3 Nov
Took the Bayt in Bay St.Louis, MS
A modern kitchen with white cabinetry, a central island with stools, stainless steel appliances, and pendant lighting.

17. Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!

Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!
Bay St. Louis
10.0 out of 10, Exceptional, (14 reviews)
"Amazing property, we were in town for a softball tournament and the girls loved all of the activities the house offered. 5 Stars!"
United States
Charles L.
The price is NZ$701
includes taxes & fees
2 Nov - 3 Nov
Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!
A two-story house with a wooden deck, a hot tub, outdoor seating, and a pool.

18. Bay St. Louis Pool, Hot Tub, Ping Pong, Fire Pit, and Grill Waterfront Home

Bay St. Louis Pool, Hot Tub, Ping Pong, Fire Pit, and Grill Waterfront Home
Bay St. Louis
9.6 out of 10, Exceptional, (5 reviews)
"Perfect spot for a small get together for some catching up with friends."
United States
NormaMoss DarrenSr B.
The price is NZ$635
includes taxes & fees
11 Nov - 12 Nov
Bay St. Louis Pool, Hot Tub, Ping Pong, Fire Pit, and Grill Waterfront Home
A two-story wooden structure with a balcony, outdoor seating, and a deck.

19. Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.

Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
Bay St. Louis
10.0 out of 10, Exceptional, (20 reviews)
"Great relaxing place."
United States
Betty M.
Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
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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Top Diamondhead Hotel Reviews

Silver Slipper Casino & Hotel - Adults Only

Silver Slipper Casino & Hotel - Adults Only

8/10 Good
"They wouldn’t print out a receipt for me. Tgey said the system was down. They said it would be emailed to me but I have not received an email"
Patricia 2-night trip
Posted 14 hours ago
Silver Slipper Casino & Hotel - Adults Only

Find out more about Diamondhead

Diamondhead Holiday Homes information

Number of reviews
564
Accommodation
817 Holiday Homes
Lowest Price
NZ$195
Highest Price
NZ$909