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

Diamondhead Holiday Rentals

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Diamondhead holiday rentals

A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

1. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (50 reviews)
"The atmosphere was very great. The bungalows were very nice and clean. Only complaint was the pool closing at dark."
United States
Sean
Pass Bungalows
A spacious living room with hardwood floors, a brown leather sofa, a recliner, and a spiral staircase.

2. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (330 reviews)
"The property was clean, quaint and conveniently located near everything. We will be returning in the future."
United States
Carla
Carroll House Cottages
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, (44 reviews)
"Good for a quick stay "
United States
CINDY
Drackett House by Whiskey Properties
A two-story house with a covered porch and a small balcony.

4. The Pass Picture Book

The Pass Picture Book
3.0 star property
Pass Christian
10.0 out of 10, Exceptional, (1 review)
The Pass Picture Book
A beach with a palm tree and boats.

5. Coastal Sea Glass

Coastal Sea Glass
2.0 star property
Long Beach
Coastal Sea Glass
A bedroom with a wooden dresser, a bed with a blue blanket, a map on the wall, and a lamp.

6. Walk to Gulfport Beach! Coastal Studio Getaway

Walk to Gulfport Beach! Coastal Studio Getaway
3.0 star property
Gulfport
Walk to Gulfport Beach! Coastal Studio Getaway
A gazebo with a view of the ocean and trees.

7. Creole Coast

Creole Coast
2.0 star property
Long Beach
Creole Coast
A beach with a palm tree and boats.

8. Tide & Timber

Tide & Timber
2.0 star property
Long Beach
Tide & Timber
A modern kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and bar stools.

9. Seaside Bliss

Seaside Bliss
2.0 star property
Gulfport
Seaside Bliss
A bedroom with a bed, bedside tables, a ceiling fan, and a door leading to another room.

10. Ample Trailer/rv Parking! Family Home in Gulfport

Ample Trailer/rv Parking! Family Home in Gulfport
3.0 star property
Gulfport
9.4 out of 10, Exceptional, (3 reviews)
"Quiet street family friendly with large frence in yard. We enjoyed our stay I would highly recommend this vacation home who wants to visit the Gulf of Mississippi."
United States
Florence
Ample Trailer/rv Parking! Family Home in Gulfport
A living room with a TV, two sofas, a coffee table with a plant, and a patterned rug.

11. < 1 Mi to Beach! Family-friendly Gulfport Retreat

< 1 Mi to Beach! Family-friendly Gulfport Retreat
3.0 star property
Gulfport
< 1 Mi to Beach! Family-friendly Gulfport Retreat
A covered porch with wooden flooring, blue Adirondack chairs, a small table, and a view of the surrounding greenery.

12. Sunny Gulfport Vacation Rental: Walk to Beaches!

Sunny Gulfport Vacation Rental: Walk to Beaches!
2.0 star property
Gulfport
Sunny Gulfport Vacation Rental: Walk to Beaches!
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 hotel was clean. There breakfast was good and I didn't have any problems there."
Ja'Hyra 3-night trip
Posted 4 hours ago
Best Western Seaway Inn

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.

How many holiday rentals are there in Diamondhead?

Choose from 17 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.