Vacation rentals in Diamondhead

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Diamondhead

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

%{current} / %{total}1 / 1
Guest favorite
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!!

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

Top guest favorite
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, 440 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

Top guest favorite
Apartment in Ocean Springs
4.99 out of 5 average rating, 130 reviews

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.

Guest favorite
A serene landscape is captured with a vibrant sunset glowing over a vast marsh area. Lush greenery and a variety of trees frame the scene, casting soft shadows on the ground. The sky features scattered clouds, creating a picturesque backdrop of natural beauty.
Cottage in Bay St. Louis
4.92 out of 5 average rating, 311 reviews

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.

Top guest favorite
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 favorite
A spacious living area is highlighted by a light grey sofa, accompanied by two patterned armchairs. A wooden coffee table sits in the center, featuring decorative items. The open-plan kitchen and dining area are visible in the background, showcasing wood cabinetry and modern appliances.
Home in Kiln
4.93 out of 5 average rating, 40 reviews

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.

Top guest favorite
A well-lit bedroom features a spacious bed with a decorative rattan headboard, soft white bedding, and coordinating pillows in various shades. Natural light enters through a window adorned with light curtains. A bedside lamp and a small desk chair complement the serene atmosphere.
Cottage in Pass Christian
4.98 out of 5 average rating, 203 reviews

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.

Guest favorite
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
4.92 out of 5 average rating, 48 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 favorite
The living area features a large sectional sofa with decorative pillows, a dark wooden coffee table, and a patterned area rug. Light green walls create a soft backdrop, with a ceiling fan above. An open layout connects to a dining area visible in the background.
Home in Bay St. Louis
4.98 out of 5 average rating, 114 reviews

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.

Guest favorite
Condo in Diamondhead
4.85 out of 5 average rating, 59 reviews

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.

Guest favorite
Apartment in Pass Christian
4.92 out of 5 average rating, 205 reviews

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

When is the best time to visit Diamondhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,047 GYDG$23,256 GYDG$23,675 GYDG$23,256 GYDG$20,113 GYDG$23,256 GYDG$25,142 GYDG$23,047 GYDG$22,418 GYDG$26,818 GYDG$26,189 GYDG$23,047 GYD
Avg. temp11°C13°C16°C20°C24°C27°C28°C28°C26°C21°C15°C12°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!