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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 AU$622
includes taxes & fees
26 Oct - 27 Oct
16th and Golden in Diamondhead
A spacious living room with a brown leather sofa, a round wooden dining table with six chairs, and a large window with blinds.

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$656
includes taxes & fees
27 Oct - 28 Oct
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
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.

3. 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, (46 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 AU$168
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.

4. 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 AU$563
includes taxes & fees
26 Oct - 27 Oct
J & S's Pond Da Rosa A Place Apart From The Rest
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

5. 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 AU$310
includes taxes & fees
26 Oct - 27 Oct
Home near white sand beaches and casinos
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 AU$464
includes taxes & fees
26 Oct - 27 Oct
Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
A two-story house with a covered patio, outdoor seating, and a landscaped garden.

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, (9 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.
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.

8. 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 AU$740
includes taxes & fees
26 Oct - 27 Oct
Waterfront Oasis w/ Dock, Sleeps 12
A view through a window with a wooden frame, overlooking a grassy area with trees and a body of water.

9. 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)
"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$509
includes taxes & fees
1 Nov - 2 Nov
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

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, (33 reviews)
"Loved our stay"
United States
Sheri R.
The price is AU$343
includes taxes & fees
26 Oct - 27 Oct
Old Town Central Station - A home with charm!
A two-story wooden building with a balcony, surrounded by trees and a calm water body.

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$407
includes taxes & fees
3 Nov - 4 Nov
Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
A balcony with two blue stools and a view of a lake surrounded by trees.

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

Waterfront Beach & Lake House w/ BBQ, deck, & more
Pass Christian
9.6 out of 10, Exceptional, (16 reviews)
"Great pricing and great place!"
United States
S. John P.
The price is AU$403
includes taxes & fees
26 Oct - 27 Oct
Waterfront Beach & Lake House w/ BBQ, deck, & more
A row of white single-story houses with a white picket fence, each with a small porch and a flag.

13. 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.
Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.
A two-story house with a balcony, a covered porch, and a gravel driveway.

14. 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 AU$644
includes taxes & fees
26 Oct - 27 Oct
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
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 modern kitchen with white cabinetry, a stainless steel refrigerator, wooden stools, and a central island.

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.
Took the Bayt in Bay St.Louis, MS
A two-story house with a wooden deck, a hot tub, outdoor seating, and a pool.

17. 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 AU$522
includes taxes & fees
2 Nov - 3 Nov
Bay St. Louis Pool, Hot Tub, Ping Pong, Fire Pit, and Grill Waterfront Home
A modern kitchen with white cabinetry, a central island with stools, stainless steel appliances, and pendant lighting.

18. 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, (13 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.
Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!
A modern building with a covered parking area, wooden beams, and a car parked inside.

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.
A spacious living room with a neutral color palette, a chandelier, a television, and a kitchen in the background.

20. 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$388
includes taxes & fees
26 Oct - 27 Oct
Beauty and The Bay
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

The Markham Hotel

The Markham Hotel

10/10 Excellent
"This hotel is beautiful, I was so happy"
Shakara 4-night trip
Posted 17 hours ago
The Markham Hotel

Find out more about Diamondhead

Diamondhead Holiday Homes information

Number of reviews
511
Accommodation
832 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$740