Diamondhead Vacation Rentals

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Vacation Rentals in Diamondhead

Drackett House by Whiskey Properties

2.0 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (19)
"It was great place place to stay and we will be back."
United States
Pamela
$90 nightly
The price is $98
Dec 14 - Dec 15
Total with taxes and fees
Drackett House by Whiskey Properties

Beachfront Cottage with hot tub

Pass Christian
10.0 out of 10, Exceptional, (14)
"The location was perfect, with so many great spots nearby for my friends and I to explore and enjoy. The cottage was beautiful, clean, and had everything we needed for a relaxing stay. It was the perfect place to spend our vacation, can’t wait to come back next year!"
United States
Lacy R.
Beachfront Cottage with hot tub

Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location!

Old Town Bay St Louis
10.0 out of 10, Exceptional, (83)
"Great location!"
United States
james P.
Location! 1/2 Block to Beach and 4 Blocks to MAIN STREET! Great Quiet Location!

Carroll House Cottages

3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (327)
"The host was very kind, the property was beautiful. "
United States
Stacey
$191 nightly
The price is $209
Dec 14 - Dec 15
Total with taxes and fees
Carroll House Cottages

Relaxing Retreat

Gulfport
9.6 out of 10, Exceptional, (70)
"This is great place to stay while visiting Gulfport and the gulf coast ! The front porch with ceiling fans is fantastic. The beach, aquarium, harbor and several restaurants are very close. "
United States
David
$222 nightly
The price is $244
Dec 9 - Dec 10
Total with taxes and fees
Relaxing Retreat

Magnolia Beach House l Brand NEW AC UNIT

Gulfport
9.8 out of 10, Exceptional, (48)
"Great home to rent. Clean and great location. "
United States
Carla M.
$285 nightly
The price is $314
Dec 9 - Dec 10
Total with taxes and fees
Magnolia Beach House l Brand NEW AC UNIT

Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Bay St. Louis
10.0 out of 10, Exceptional, (120)
"Clean and quiet with comfortable beds."
United States
Carole O.
$170 nightly
The price is $185
Dec 22 - Dec 23
Total with taxes and fees
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Cozy cottage with easy access to beach & restaurants- Pet Friendly!

PASS CHRISTIN
10.0 out of 10, Exceptional, (47)
"Great location Very Clean… Will recommend to my friends & would consider staying again!"
United States
Staci R.
Cozy cottage with easy access to beach & restaurants- Pet Friendly!

Magnolia Suites BSL

4.0 star property
Bay St Louis
10.0 out of 10, Exceptional, (10)
"My wife and I enjoyed our stay at this townhouse, which was comfortable, quiet, very clean, and located in Old Town, Bay St. Louis."
United States
David
Magnolia Suites BSL

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

Bay St. Louis
9.6 out of 10, Exceptional, (48)
"Perfect place to stay if you're going to a show at nearby Hollywood Casino or just enjoying Bay St. Louis. "
United States
Juliana
$104 nightly
The price is $113
Dec 9 - Dec 10
Total with taxes and fees
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

Beach Villa with Private Pool - Walk to beach and Island View Casino

Gulfport
9.8 out of 10, Exceptional, (34)
"Very nice home and really clean! My kids absolutely loved the pool. My family and I will definitely be staying again!"
United States
Chandra M.
$366 nightly
The price is $403
Dec 9 - Dec 10
Total with taxes and fees
Beach Villa with Private Pool - Walk to beach and Island View Casino

On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

Pass Christian
9.6 out of 10, Exceptional, (265)
" Great relaxing stay"
United States
Lori S.
On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

Bare Feet Bunkhouse-Close to beach & dog friendly

2.0 star property
Gulfport
10.0 out of 10, Exceptional, (12)
"Loved space and location, 1 min drive to beach, lots of restaurants nearby. No crowds - had beach to ourselves bc off-season but still warm. Coming back... "
United States
Chuck
Bare Feet Bunkhouse-Close to beach & dog friendly

Magic Marble GreekCinema,Fireplace,Arcade,Museum by Beach, Outlets, Casino LUX

Gulfport
10.0 out of 10, Exceptional, (4)
"We had fun and really enjoyed our stay"
United States
Jaime L.
$149 nightly
The price is $164
Dec 15 - Dec 16
Total with taxes and fees
Magic Marble GreekCinema,Fireplace,Arcade,Museum by Beach, Outlets, Casino LUX

SHORT WALK2BEACH,SUNSETS,FISHING,IslandView Casino, Aquarium, Jones Park, Harbor

Gulfport
10.0 out of 10, Exceptional, (12)
"Fantastic home!!! Very nicely remodeled in a great location. "
United States
Sean L.
$282 nightly
The price is $310
Dec 9 - Dec 10
Total with taxes and fees
SHORT WALK2BEACH,SUNSETS,FISHING,IslandView Casino, Aquarium, Jones Park, Harbor

Coastal Jazz has beautiful Gulf Views with only a 3-minute walk to the beach.

Gulfport
9.8 out of 10, Exceptional, (189)
"A hidden gem, well worth a stay, and close to things to do."
United States
Andrew W.
Coastal Jazz has beautiful Gulf Views with only a 3-minute walk to the beach.

5 Min Walk to Beach 🏝️ Recently Updated! Pool, Patio, Grill & Bikes!

Gulfport
9.8 out of 10, Exceptional, (181)
"This was one of the best places we’ve stayed while traveling "
United States
Shaylyn M.
5 Min Walk to Beach 🏝️ Recently Updated! Pool, Patio, Grill & Bikes!

BeachView-Arcade-Walk to Beach-Restaurants-Casino

Gulfport
10.0 out of 10, Exceptional, (54)
"The house was everything that was advertised and more! Pleasant experience."
United States
Larons A.
$613 nightly
The price is $674
Jan 4 - Jan 5, 2026
Total with taxes and fees
BeachView-Arcade-Walk to Beach-Restaurants-Casino

Charming 2-bedroom house in Gulfport 1 mile from the Beach

2.0 star property
Gulfport
10.0 out of 10, Exceptional, (6)
$177 nightly
The price is $195
Dec 9 - Dec 10
Total with taxes and fees
Charming 2-bedroom house in Gulfport 1 mile from the Beach

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

Bay St. Louis
10.0 out of 10, Exceptional, (52)
"This place was just wonderful!"
United States
Anna
$200 nightly
The price is $217
Dec 9 - Dec 10
Total with taxes and fees
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
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

Find out more about Diamondhead

Everything you need to know about Diamondhead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Diamondhead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Diamondhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diamondhead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diamondhead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Diamondhead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Diamondhead rentals

At Expedia, we put the best Diamondhead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Diamondhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Diamondhead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Diamondhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 a terrace, a barbecue grill, 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.

How many vacation rentals are there in Diamondhead?

Choose from 19 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.