Vacation rentals in Diamondhead

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Top-rated vacation rentals in Diamondhead

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A wooden deck surrounds a pool, framed by railing and offering a view of the waterway. In the background, a light-colored two-story home with a metal roof is visible under a clear blue sky.
Home in Bay St. Louis
4.94 out of 5 average rating, 108 reviews

Waterfront Comfort With Pool - Sleeps 8!

Waterfront home perfect for a family vacation, fishing getaway, or just for relaxation! Pool & boat launch on premises. Open kitchen/living room floor plan, 3 bedrooms & 2 full bathrooms. The master has a queen bed & en-suite bathroom, the second has one queen bed & the third has a bunk bed w/2 full beds, second full bath in the hallway. Fully stocked kitchen, linens/towels, soap, shampoo, conditioner, coffee & more included. Pets allowed with a $100 pet fee. $30/day fee to use the pool heater.

Guest favourite
The image captures a serene river view with multiple docks extending into the water. Lush greenery surrounds the area, and the reflections of the trees can be seen in the calm surface. A well-maintained lawn and walking path are visible in the foreground.
Home in Kiln
4.95 out of 5 average rating, 131 reviews

It's 5'O-Clock Here On The Dock

If you are looking for the perfect place on the water, we got you covered at "It's 5'O-Clock Here" on the Jourdan River. Enjoy the river with countless sandbars, and hang out underneath kitchen while you watch the game. Swim off the pier and dock your boat or fish and make great memories. The award winning Jourdan River Steamer is less than a 2 minute boat ride. You can also rent pontoon boats for the family in the neighborhood. Take your boat to the popular coastal town Bay St. Louis and enjoy!

Superhost
Condo in Diamondhead
4.75 out of 5 average rating, 20 reviews

Cozy Condo Overlooking Pool! Pond, Golf, Swim!

Relax & Unwind at Tee Time Tiki! Nestled on Diamondheads’ scenic golf course & a short stroll to the country club, this peaceful studio condo offers the perfect blend of comfort and convenience. Enjoy views of the in-ground pool, available for guest use! Queen bed, full-sized sleeper sofa, full kitchen, in-unit washer and dryer, and all the essentials! You’ll love the quiet, laid-back atmosphere & the fully remodled bathroom! ** This is an upstairs condo** LOOK AT PHOTO OF MAP TO FIND CONDO

Guest favourite
An open-concept studio apartment is showcased, featuring a well-equipped kitchen with white cabinetry and wooden countertops. Natural light fills the space through large windows draped with patterned curtains. The living area includes a comfortable sofa, with a spacious bed visible in the background.
Condo in Diamondhead
4.9 out of 5 average rating, 29 reviews

"116 On the Green"

116 On the Green is the perfect place for you and your family to enjoy a stay on the desirable Mississippi Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen-hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away. Located on the first floor!!

Top guest favourite
A charming cottage is visible, featuring grey doors framed by decorative round accents. A stone pathway leads to the entrance, bordered by a well-kept lawn. A small outdoor seating area with a table and chairs, shaded by an umbrella, complements the vibrant flower pots nearby.
Guesthouse in Bay St. Louis
4.96 out of 5 average rating, 439 reviews

Cozy efficiency cottage near beach & entertainment

Cozy efficiency cottage 1 block from beach & close to old town Bay St Louis shopping & dining. Fenced private yard. Dogs welcome for $20 fee each but please notify host of # & type of dogs. Owner lives in house next to cottage but offers privacy & freedom to come and go as you please. Sleeps 2 comfortably in double bed. Twin day bed offers another sleeping space. Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven. Charcoal grill & fire pit available

Guest favourite
A cyclist is seen riding along a scenic path by the beach, with sandy areas on one side and lush greenery on the other. The horizon is marked by calm waters under a partly cloudy sky, creating a peaceful coastal ambiance.
Home in Henderson Point
4.92 out of 5 average rating, 365 reviews

Beauty by the Beach

A beautiful place to enjoy the Mississippi Gulf Coast. Blocks from the beach. Casinos down the road. Premium shopping for fun and so much more in food and pleasure for you to explore and enjoy. Come visit our beautiful Mississippi Gulf Coast, and find what you love best. My home offers 3 comfortable Bedrooms and 2 bathrooms for our guests’ convenience with all of your home amenities just for you. Top bunk: Maximum 150 pounds and no small children up there. Please note pet fees for dogs.

Top guest favourite
A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.
Guest suite in Kiln
4.98 out of 5 average rating, 127 reviews

Farm House Cottage

Step into a charming slice of Southern hospitality with "The Cottage." This adorable studio is brimming with character and Southern flair. Perfect for a romantic getaway, solo retreat, or a small family, this cozy space is your peaceful home away from home. Enjoy a fully stocked kitchen, queen-sized bed, air mattress, Wi-Fi, and a Roku TV. Located amid farmland, you can relax on the porch and watch the animals graze. A peaceful escape in a serene setting. Long term stays welcome!

Guest favourite
The exterior of the home showcases a brick facade with a covered entrance featuring a fan. A spacious pathway leads to the steps, bordered by manicured hedges, while a small patio area is furnished with a table and chairs, providing a welcoming space.
Home in Diamondhead
4.96 out of 5 average rating, 28 reviews

16th and Golden

Stunning home on the golf course in Diamondhead, MS. This spacious and luxurious property boasts 3 bedrooms and 3 baths, providing ample space for up to 6 guests. The highlight of this retreat is the serene views of the golf course and access to the pool at the country club. Inside you'll find a beautifully designed home with all the modern amenities you need for a comfortable stay including a fully equipped kitchen. Ideal spot for a tranquil escape with entertainment nearby.

Guest favourite
A cozy living area features a gray sofa adorned with turquoise cushions. Two white wicker chairs with blue accents provide additional seating. A round, white coffee table with a small plant centers the space. Three landscape photographs hang above the sofa, enhancing the ambiance.
Condo in Diamondhead
4.94 out of 5 average rating, 47 reviews

Beautiful condo on Golf Course

Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.

Top guest favourite
A bright bedroom is furnished with a four-poster bed dressed in white bedding, accompanied by two bedside tables with lamps. A cozy rug is positioned at the foot of the bed, and a small shelving unit adds storage space. Soft ceiling fans contribute to airflow.
Guesthouse in Gulfport
4.97 out of 5 average rating, 146 reviews

Tucked Away & Cozy

This special place is close to everything, making it easy to plan your visit. Just a few minutes from interstate 10, the beach, outlet mall, casinos, and down town Gulfport. All amenities included: full kitchen with all cooking supplies, coffee bar stocked, full bath stand up shower and towels, king size bed with bedding and couch that converts into a bed. This private place is perfect for all your needs whether you're vacationing or a stay-cation!

Top guest favourite
A wraparound deck features outdoor seating, providing a view of a tranquil landscape. Lush greenery and distant trees are visible, while soft clouds reflect warm hues in the sky above the calm waters of the Gulf.
Home in Mississippi City
4.95 out of 5 average rating, 305 reviews

Palmetto House with Breathtaking Gulf Views

The Palmetto House is practically beachfront in beautiful Gulfport MS. Enjoy breathtaking views of the sun, sand, and sea from our 360° wraparound deck! This beautiful spacious two story home offers unbeatable gulf views from many of the rooms in the house. Built in 2007, our home features brand new bedding, rain shower and jetted tub as well as flat panel HD TVs. Walk to the beach in seconds and enjoy everything the gulf coast has to offer!

Top guest favourite
A large outdoor swimming pool is surrounded by a stone patio, featuring a clear blue water surface. Lush greenery and tall trees provide shade in the background, enhancing the tranquil atmosphere. A basketball hoop is positioned nearby, adding a recreational element to the space.
Guest suite in Kiln
4.97 out of 5 average rating, 109 reviews

Mermaids and Moonshine

Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!

Popular amenities for Diamondhead vacation rentals

When is the best time to visit Diamondhead?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Diamondhead?

    Diamondhead has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Diamondhead?

    Experience the best of Diamondhead with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Diamondhead?

    Four-legged friends are welcome in Diamondhead. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Diamondhead?

    Yes! Work meets play with ease at over 20 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Diamondhead condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Diamondhead, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Diamondhead have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Diamondhead?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Diamondhead

  • Total vacation rentals

    Explore 50 vacation rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Diamondhead vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests—averaging 4.9 out of 5!