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

Diamondhead Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Diamondhead vacation 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, (53 reviews)
"The atmosphere was very great. The bungalows were very nice and clean. Only complaint was the pool closing at dark."
United States
Sean
The price is P6,920
P13,040 total
includes taxes & fees
Nov 2 - Nov 3
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
The price is P7,873
P15,103 total
includes taxes & fees
Oct 21 - Oct 22
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, (45 reviews)
"Good for a quick stay "
United States
CINDY
The price is P6,263
P7,749 total
includes taxes & fees
Oct 20 - Oct 21
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 price is P9,069
P10,157 total
includes taxes & fees
Oct 25 - Oct 26
The Pass Picture Book
A building with a sloped roof, a fenced area with a gate, and a pathway leading to it.

5. Walk to Gulfport Beach! Coastal Studio Getaway

Walk to Gulfport Beach! Coastal Studio Getaway
3.0 star property
Gulfport
The price is P5,227
P16,210 total
includes taxes & fees
Oct 20 - Oct 21
Walk to Gulfport Beach! Coastal Studio Getaway
A beach with a palm tree and boats.

6. Coastal Sea Glass

Coastal Sea Glass
2.0 star property
Long Beach
The price is P12,342
P37,293 total
includes taxes & fees
Oct 21 - Oct 22
Coastal Sea Glass
A beach with a palm tree and boats.

7. Tide & Timber

Tide & Timber
2.0 star property
Long Beach
The price is P12,342
P37,293 total
includes taxes & fees
Oct 20 - Oct 21
Tide & Timber
A living room with a TV, two sofas, a coffee table with a plant, and a patterned rug.

8. < 1 Mi to Beach! Family-friendly Gulfport Retreat

< 1 Mi to Beach! Family-friendly Gulfport Retreat
3.0 star property
Gulfport
The price is P11,462
P26,212 total
includes taxes & fees
Oct 26 - Oct 27
< 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.

9. Sunny Gulfport Vacation Rental: Walk to Beaches!

Sunny Gulfport Vacation Rental: Walk to Beaches!
2.0 star property
Gulfport
The price is P14,045
P32,901 total
includes taxes & fees
Oct 22 - Oct 23
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.
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Top Diamondhead Hotel Reviews

Comfort Suites Gulfport Central

Comfort Suites Gulfport Central

10/10 Excellent
"none"
James 3-night trip
Posted 1 hour ago
Comfort Suites Gulfport Central

Find out more about Diamondhead

Search for holiday rentals in Diamondhead on Expedia! You can easily find your home rentals, villas, holiday apartments in Diamondhead using one of the methods below:

  • View our selection of featured holiday rentals in Diamondhead
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Look no further and take a look at our great range of rental properties in Diamondhead!

Frequently asked questions

Are there vacation rentals in Diamondhead?

Yes, you can find vacation rentals near popular attractions in Diamondhead, or you can select a more secluded option if you'd like a relaxing place to stay. Diamondhead is known for its casinos and seafood restaurants. Make sure you have time to check out the golf courses and coffeehouses during your trip.

What's the top vacation rental in Diamondhead?

Drackett House by Whiskey Properties: This vacation home rental near Diamondhead is located in the historical district and has an outdoor pool, a terrace, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. You can relax into your vacation with a private yard and a hot tub.

How many vacation rentals are there in Diamondhead?

Choose from 17 Expedia vacation rentals in Diamondhead for a memorable vacation.

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 larger area, you’ll find Diamondhead Country Club and Hollywood Casino.

What’s a vacation rental in Diamondhead like?

A vacation rental is a private property where you can stay for several days or longer in Diamondhead. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.