Diamondhead Vacation Rentals

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Our top choices for Diamondhead vacation rentals

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
9.0 out of 10, Wonderful, (2 reviews)
"Great location for our needs. Very clean & comfortable. "
United States
Lori C.
The price is CA $97
CA $210 total
includes taxes & fees
Jun 1 - Jun 2
Golf Course-Swimming Pool-Sleeps 4!

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
8.4 out of 10, Very good, (10 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is CA $118
CA $316 total
includes taxes & fees
May 31 - Jun 1
Cottage in Diamondhead

Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
Diamondhead
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $153
CA $197 total
includes taxes & fees
Jun 1 - Jun 2
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (17 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 CA $191
CA $599 total
includes taxes & fees
Jun 1 - Jun 2
16th and Golden in Diamondhead

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 CA $345
CA $651 total
includes taxes & fees
May 31 - Jun 1
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (8 reviews)
"Great place to stay!"
United States
Bennett
The price is CA $143
CA $276 total
includes taxes & fees
Jun 30 - Jul 1
Pass Bungalows

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
3.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (33 reviews)
"Good for a quick stay "
United States
CINDY
The price is CA $152
CA $189 total
includes taxes & fees
Jun 2 - Jun 3
Drackett House by Whiskey Properties

Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Cozy 2-bedroom cottage near Bay Saint Louis Harbor
Bay St. Louis
10.0 out of 10, Exceptional, (125 reviews)
"Nice propert, great neighborhood "
United States
Tim B.
The price is CA $74
CA $265 total
includes taxes & fees
Jun 1 - Jun 2
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (328 reviews)
"Loved this town!"
United States
Jill
The price is CA $130
CA $284 total
includes taxes & fees
Jun 3 - Jun 4
Carroll House Cottages

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Gulfport
9.8 out of 10, Exceptional, (87 reviews)
"Lots of room for our family and a great stay!"
United States
Missy B.
The price is CA $93
CA $359 total
includes taxes & fees
May 31 - Jun 1
Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

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

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
Bay St. Louis
9.8 out of 10, Exceptional, (59 reviews)
"The place was decorated so pretty. It was very clean and and very quiet. We loved sitting at the kitchen table and looking out the window at the back bay."
United States
Candiace G.
The price is CA $159
CA $325 total
includes taxes & fees
Jun 10 - Jun 11
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

Central Location Beach Access BBQ Patio Cottage

Central Location Beach Access BBQ Patio Cottage
Long Beach
10.0 out of 10, Exceptional, (13 reviews)
"Great overnight stay!"
United States
Colin P.
The price is CA $155
CA $421 total
includes taxes & fees
Jun 1 - Jun 2
Central Location Beach Access BBQ Patio Cottage

Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Relax by the Gulf Coast, just 8 mins from Gulfport Beach
Long Beach
9.8 out of 10, Exceptional, (55 reviews)
"Great place to stay. Host were very attentive to us. Definitely would stay here again. "
United States
Jessica S.
The price is CA $156
CA $281 total
includes taxes & fees
Jun 16 - Jun 17
Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos
Gulfport
9.8 out of 10, Exceptional, (140 reviews)
"Great location, perfect for a pool or beach vacay"
United States
Jessica B.
Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi

3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi
Gulfport
9.6 out of 10, Exceptional, (162 reviews)
"Great stay and will come again."
United States
David C.
The price is CA $128
CA $405 total
includes taxes & fees
Jun 3 - Jun 4
3 Bedroom Beach Townhouse17, one block to beach, Gulfport/Biloxi

Honeymoon Suite with Shared POOL!

Honeymoon Suite with Shared POOL!
Bay St. Louis
10.0 out of 10, Exceptional, (1 review)
"The most cutest, and quaint lil place. Very clean and beautiful outdoor pool and cooking area. The host Kim was fabulous, quick to respond with any questions I had. Def will be back. "
United States
Mandy T.
The price is CA $138
CA $315 total
includes taxes & fees
Jun 1 - Jun 2
Honeymoon Suite with Shared POOL!

Discount Gulf Coast Beach Getaway

Discount Gulf Coast Beach Getaway
Long Beach
9.8 out of 10, Exceptional, (27 reviews)
"Very nice home great bedroom "
United States
Mark C.
The price is CA $93
CA $350 total
includes taxes & fees
May 31 - Jun 1
Discount Gulf Coast Beach Getaway

Comfy and Cozy 5 min walk to the Gulf in Historic District

Comfy and Cozy 5 min walk to the Gulf in Historic District
Gulfport
9.8 out of 10, Exceptional, (73 reviews)
"Loved the house & host was always quick to respond. We plan to return here again."
United States
Cindy S.
The price is CA $182
CA $384 total
includes taxes & fees
Jun 4 - Jun 5
Comfy and Cozy 5 min walk to the Gulf in Historic District

Downtown Coastal Escape // Walk to Beach & Shops

Downtown Coastal Escape // Walk to Beach & Shops
Pass Christian
10.0 out of 10, Exceptional, (24 reviews)
"The Cottage made our visit to Pass Christian extraordinary. It was lain out exactly as the pictures that are posted on VRBO, clean and immaculate inside, and so close to the beach. We will be coming again to stay at the Cottage! "
United States
Marilyn C.
The price is CA $119
CA $295 total
includes taxes & fees
May 31 - Jun 1
Downtown Coastal Escape // Walk to Beach & Shops

Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool

Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool
Gulfport
9.8 out of 10, Exceptional, (40 reviews)
"Very nice place. Plenty of sleeping accommodations. Great communication from the host."
United States
Stephanie G.
Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Diamondhead. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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.