
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.

"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!!

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

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

Harbor Oaks Haven: Walk to Front Beach & Downtown!
Take a slice of the good life when you stay at this idyllic 1-bed, 1-bath vacation rental apartment in Ocean Springs. With views of the harbor, sailboats, and the Gulf, this home is just steps from fishing, boating, and endless tanning on Front Beach and the Gulf of Mexico. When you’re not cooking in the well-equipped kitchen, check out southern cuisine at the numerous shops and restaurants in downtown Ocean Springs, only a few blocks away, and you’ll be feeling like a local in no time.

Bay-Cay Getaway! Beaching-Casino-Grilling-Swimming
Everybody needs a vacation in the Bay and on the beach, right? We would love for you and your family to visit “BAY-CAY” Getaway!! This is a beautiful home/cottage located 2 blocks from the beach. You are a 2-3 minute walk from the sandy beach and an awesome fishing pier. The Silver Slipper Casino, with its award winning buffet, is just 1 mile away. You are also 1 mile from Buccaneer State Park and can enjoy the wave pool. The heart of downtown Bay St. Louis is seven miles from our home.

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!

Off the Clock! On the Water!
Off the clock is the perfect place to relax with the whole family. Located on the water, you can swim off the dock where your boat is tied. Enjoy the Jordan River and let your imagination run wild! Plenty of great places to eat nearby by including the very popular Jordan River Steamer. There’s nothing like enjoying a night on the water or having a cup of coffee on the deck overlooking the water. This is the perfect place for you and your family to enjoy the beautiful MS Gulf Coast.

Charming Downtown Cottage | Walk to Beach & Dining
This cozy beach cottage offers a quiet, walkable stay in the heart of Pass Christian. Just a short stroll to the beach, restaurants, coffee shops, and local bars, it’s perfect for couples, small families, or remote workers. The Pelican’s Nest is part of the covted Cottages at 2nd Street community and offers easy self check-in, a fully equipped kitchen, fast WiFi, and a dedicated workspace. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

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.

Sleeps 8- Just a few blocks from beach & downtown.
Must see, spacious family vacation home. Built in 2007 with 1750 Sq Ft. Situated near the Beach, Old Town Bay St. Louis Shops & Restaurants, Casinos, Fishing & The Bridges, an Arnold Palmer Designed Golf Course! This property is 5 minutes to downtown Bay St. Louis, 30 minutes to Gulfport/Biloxi, and 50 minutes to New Orleans. Bring your Fishing Poles for some of the finest fishing. Large area to grill your fish with space to park your boat.

Studio in lake setting close to pool and clubhouse
The studio is situated a few minutes walk from the Diamondhead Country Club and Restaurant and the condo overlooks a lake and trees in a quite setting. This is a perfect location for you to enjoy Golf, Tennis, Swimming (the Pool is a few steps away) or just spend time relaxing. Only a short drive to the beach or casinos. One hour to New Orleans, 40 minutes to Biloxi and close to Bay St Louis. A beautiful quite neighborhood. Non smoking.

Charming 1-Bedroom Suite in Pass Christian
New construction, property to be fully completed July 2025. Photos will be available soon Charming 1-Bedroom Suite | Walk to Beach & Downtown Welcome to your perfect getaway in Pass Christian! This cozy 1-bedroom suite is nestled in a charming bungalow on a beautiful property featuring restaurants, boutique shops, a spa, & pool.
Popular amenities for Diamondhead vacation rentals
Other great vacation rentals in Diamondhead

Beach Access Condo-Walk to Downtown-Pet Friendly

Modern home on the 14th hole!

Cottage At The Campground

The Peaceful Springtime Escape! Private dock

Eagle’s Nest - Golf & Relax at DH - Pet Friendly

NEW Waterfront Boating and More

Cute Cottage in the Country - Unit B

The Bay Stay-Waterfront w/ Boat Pier-Cart to Town
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,047 GYD | G$23,256 GYD | G$23,675 GYD | G$23,256 GYD | G$20,113 GYD | G$23,256 GYD | G$25,142 GYD | G$23,047 GYD | G$22,418 GYD | G$26,818 GYD | G$26,189 GYD | G$23,047 GYD |
| 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 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 G$12,571 GYD 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 & 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

Wi-Fi availability
50 of Diamondhead vacation rentals include wi-fi 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!
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