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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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 £341
includes taxes & fees
18 Oct - 19 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 £340
includes taxes & fees
18 Oct - 19 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, (45 reviews)
"Good for a quick stay "
United States
CINDY
The price is £84
includes taxes & fees
19 Oct - 20 Oct
Drackett House by Whiskey Properties
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

4. 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 £167
includes taxes & fees
18 Oct - 19 Oct
Home near white sand beaches and casinos
A wooden building with a balcony and a staircase leading to the entrance.

5. 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, (16 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 £307
includes taxes & fees
15 Oct - 16 Oct
J & S's Pond Da Rosa A Place Apart From The Rest
A row of white single-story houses with a white picket fence, each with a small porch and a flag.

6. 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, (30 reviews)
"Great little vacay"
United States
Austin S.
The price is £190
includes taxes & fees
15 Oct - 16 Oct
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

7. 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 £248
includes taxes & fees
28 Oct - 29 Oct
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.

8. 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 £218
includes taxes & fees
15 Oct - 16 Oct
Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
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 £277
includes taxes & fees
8 Nov - 9 Nov
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A spacious living room with a neutral color palette, a chandelier, a television, and a kitchen in the background.

10. 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 £211
includes taxes & fees
30 Oct - 31 Oct
Beauty and The Bay
A two-story house with a covered patio, outdoor seating, and a landscaped garden.

11. 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.
The price is £266
includes taxes & fees
18 Oct - 19 Oct
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.

12. 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 £390
includes taxes & fees
28 Oct - 29 Oct
Waterfront Oasis w/ Dock, Sleeps 12
A modern building with a covered parking area, wooden beams, and a car parked inside.

13. 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, (19 reviews)
"Great relaxing place."
United States
Betty M.
The price is £309
includes taxes & fees
28 Oct - 29 Oct
Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
A wooden deck with a staircase leading to a covered area.

14. 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 £322
includes taxes & fees
18 Oct - 19 Oct
Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
A balcony with two blue stools and a view of a lake surrounded by trees.

15. 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.
Waterfront Lake & Beach House w/ BBQ, deck, & more
A two-story house with a balcony, a covered porch, and a gravel driveway.

16. 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, (12 reviews)
"Clean, quaint accommodations. Very comfortable and accommodating. Lots of little perks. "
United States
Shaun A.
The price is £353
includes taxes & fees
15 Oct - 16 Oct
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

17. 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, (32 reviews)
"Loved our stay"
United States
Sheri R.
The price is £190
includes taxes & fees
20 Oct - 21 Oct
Old Town Central Station - A home with charm!
A living room with a sofa, a TV, a dining area with a table and chairs, and a door leading to another room.

18. 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 £273
includes taxes & fees
3 Nov - 4 Nov
Lost At Sea | Golf Cart| Pet-Friendly
A modern building with a sloped roof surrounded by a forest.

19. 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!
A two-story house with a wooden deck, a hot tub, outdoor seating, and a pool.

20. 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 £295
includes taxes & fees
19 Oct - 20 Oct
Bay St. Louis Pool, Hot Tub, Ping Pong, Fire Pit, and Grill Waterfront Home
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

Centennial Plaza Resort Gulfport

Centennial Plaza Resort Gulfport

10/10 Excellent
"Great service"
Donna 5-night trip
Posted 1 hour ago
Centennial Plaza Resort Gulfport

Find out more about Diamondhead

Diamondhead Holiday Homes information

Number of reviews
502
Accommodation
832 Holiday Homes
Lowest Price
£84
Highest Price
£390