
Holiday rentals in Diamondhead
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Quick stats about holiday rentals in Diamondhead

Total holiday rentals
Explore 50 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Diamondhead holiday 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!
Top-rated holiday rentals in Diamondhead
Guests agree: these stays are highly rated for location, cleanliness and more.

Robin’s Nest A Golfers Delight
Welcome to Robin’s Nest located in Molokai Vlg, Diamondhead MS. Golf course, & country club walking distance away. Updated, 1 bdrm condo located on the second floor.Adjustable, queen size bed, guests say is the very “best” and a queen sofa sleeper. 3-4 guests total. Full kitchen,bath with soaking tub. Pool is gorgeous & steps away. Green space, historic oak trees and lots of deer, birds and nature to enjoy! Casinos & Beaches approx 12 min NOLA approx 45 min If shows not avail for a date, msg us

No Stairs! Next door to Golfing & near the beach!
Ground Floor Condo at Diamondhead on Bay Saint Louis adjacent to the Country Club & Golf Course & < 20 mins to the beach. Nicely appointed newly built home featuring 2 bedrooms with ensuites an additional twin bedroom, coffee bar, covered patio. The large great room features a living room, dining room & full kitchen with quartz countertops & stainless appliances. Smart TV’s & Fast WiFi. Walk or cart to The Club for Golfing & Dining. SuperHost. We have multiple condos for friends to come along.

Vibez on the Lanai @Diamondhead
This Cozy 2nd Floor Condo is a one bedroom unit with a queen bed and a queen sized sleeper sofa in the living room that can accommodate 4 guest. The condo is situated next to the Club at Diamondhead and overlooks one of the two pools on property. The Club at Diamondhead is open to the public and has entertainment that includes live bands on Friday and Saturday evenings. If you are looking for quiet place to stay, relax, or play golf, Vibez is the place to be. Pool is available for guests.

Diamond on the Gulf
View sunrises from the front deck, and sunsets from the rear as herds of deer feed just outside. Margaritaville and the George Ohr Pottery Museum are located in nearby Biloxi. Explore a charming former railroad town of Ocean Springs with its shopping and dining district. And it's only a 15-20 minute drive to sandy beaches in Waveland and Bay St Louis from Diamondhead. Free parking is available along the beach road and side streets. Nearby casinos offer seafood buffets throughout the week.

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!

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. 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. Not a full kitchen but Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven available Charcoal grill & fire pit available

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.

“Fairway to Heaven"
Fairway to Heaven 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.

Lacey's Coastal Cabana - Charming & Quiet Condo
[Pool Being Repaired until further notice] Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game.

Rustic Woods Glamp House
This is a partially updated rustic 80s vacation home with plenty of room in the open concept kitchen, dining, and living room with a big stone, cypress-mantled fireplace. A/C or heat is provided by 1 split unit and individual units in each room. Downstairs: master bdrm-1 king bed; small bdrm-1 queen bed; full bath. Wifi/tv in all rooms. It feels secluded among the trees. The neighborhood & screened porch are favorites!

Holly Ridge Cabin: 60ac + Lake!
You won’t forget the peaceful surroundings of this rustic destination. Located on 60+ acres, with a 15-acre stocked lake (and canoe), enormous live oaks, fire ring (and firewood), and front and back fields for wandering, this perfectly appointed, cute 1 bedroom cabin can sleep up to 4! You're less than 15 minutes to the idyllic Pass Christian beaches, close to the casinos and an easy hour's drive to New Orleans.

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 holiday rentals
Other great holiday rentals in Diamondhead

Just Passin' Time

Woodland Oaks Cottage

Featured in Flying Magazine, your perfect landing

Waterfront views! Private Boat Launch

Studio in lake setting, walk to the clubhouse.

Eleanor Oaks *Beach Access* Front Porch &Courtyard

Beautiful condo on Golf Course

South of Somewhere | Bikes, Beach & Depot Row
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $132 SGD | $140 SGD | $144 SGD | $124 SGD | $144 SGD | $155 SGD | $142 SGD | $138 SGD | $166 SGD | $162 SGD | $142 SGD |
| Avg. temp | 11°C | 13°C | 16°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 21°C | 15°C | 12°C |
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 condo rentals in Diamondhead?
Experience the best of Diamondhead with our condo rentals, starting at about $60 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 30 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Diamondhead vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Diamondhead, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Diamondhead have air conditioning?
Absolutely! We offer over 10 house 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 a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Lakefront Arena
- Ocean Springs Beach
- Mississippi Aquarium
- Ship Island
- Ship Island Excursions
- Gulf Islands Waterpark
- English Turn Golf & Country Club
- Shaggy's Biloxi Beach
- Jones Park
- Big Play Entertainment Center
- Hollywood Casino
- Hard Rock Casino
- Buccaneer State Park
- Biloxi Lighthouse
- Golden Nugget Casino Presidential Suite
- Finishline Performance Karting
- Infinity Science Center





