
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.

Bamboo Room: King Guest Suite - Quiet Green Oasis
WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. Comfy clean king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C) ATTACHED TO QUIET RESIDENTIAL HOME. Host lives on property. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden w/firepit to read, work, listen to birds & frogs, or to stargaze at night.

"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!!

Waterfront w/ Boat Dock, Outdoor Kitchen, Hot Tub
Relax and unwind at Camp Who Dat! The house is perfect for entertaining with a screened porch upstairs, an outdoor kitchen downstairs, a boat dock, and hot tub. The house is a short drive to the gulf coast beaches and downtown and there is a boat launch nearby. The house has an open kitchen and living space with 2 bedrooms, 2 baths, washer/dryer, and high speed internet. The house has an outdoor lift for ADA (by request only). Bring your bikes, kayaks, jet skis, pontoon or bay boat!

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!

Historic Cottage in Old Town Bay St Louis
This one-bedroom historic cottage in Old Town Bay St Louis named Leo's House is the ideal spot in the Bay. It is a peaceful retreat in the heart of Old Town Bay St Louis. The cottage is just steps from the best shopping, restaurants, and nightlife that Bay St Louis has to offer. Once you arrive at Leo's House, you have no reason to get back in your car. The cottage is short walking distance to the beach, Bay St Louis Municipal Harbor, and shops and restaurants. BSL028

Backyard Bungalow ~1 Mile to Beach Private Studio
Spacious yet cozy and comfy retreat - just minutes to beaches, casinos, restaurants; completely separate clean studio/guest house behind a quiet private residence in a beautiful garden setting. Queen size bed; bath w/shower; kitchenette w/ mini fridge, microwave, toaster oven, coffee maker, hot plate, dishes, cookware, utensils, sink; dining area; wifi, work area; TV, Roku w/Prime access. Off street parking adjacent to owner's driveway and private entrance with lockbox.

InstaWorthy~ Luxe King Bed~ Mins to Beach
Have the Gulfport vacation of your dreams in the spacious 3BR 2Bath oasis in the tranquil neighborhood. Spend the day soaking up the sun in the private backyard, or exploring nearby attractions. ✔ 3 Comfy Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Back Patio (Wide-Screen Projector) ✔ Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below! WE DO NOT GUARANTEE THE HOT TUB! This was taken out of our list of amenities March, 2025.

The Low Commotion {downtown Depot District}
The Low Commotion sits right in the life of the Historic Depot District in old town Bay St. Louis. It features a train-inspired decor blending perfectly with its location across from the train depot. The master bedroom includes a queen bed with a private bathroom and access to the back porch. The additional bedroom boasts fun built-in bunk beds. It is near an active railroad. Watching the train pass and hearing the whistle is included for no extra fee!

Chickie's Cottage, an idyllic getaway.
Chickie's Cottage, nestled in a shady pecan orchard where horses graze, is adjacent to the 600,000 acre Stennis Space Center buffer zone. The pastures and natural surroundings include pecans and live oaks that evoke peace and tranquility. Farm life includes horses, cats and chickens who enjoy visiting guests. The farm house is one-of-a-kind; charming, comfortable, complete with unique furnishings and modern amenities such as 100 Mbps WiFi and Roku TVs.

Coastal Cottage in Downtown Pass Christian
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. Enjoy morning coffee on the front porch, fast Wi-Fi, a full kitchen, and easy self check-in. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

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!

King Suite. Sleeps 6. 2.5 Baths. No cleaning fee!
This stylish home is perfectly located just minutes from Old Town Bay St. Louis and 4 blocks from the ocean. Completely stocked with everything you need. Just pack a bag and come to the Bay! It’s awesome here! We have a fenced in private patio with a gas grill and fire pit. No cleaning fee. Pet friendly. Free parking for 4 vehicles!
Popular amenities for Diamondhead vacation rentals
Other great vacation rentals in Diamondhead

Featured in Flying Magazine, your perfect landing

Modern home on the 14th hole!

No Stairs! Next door to Golfing & near the beach!

Studio in lake setting close to pool and clubhouse

Cute Cottage in the Country - Unit B

18th Hole Hideaway - A Clean and Modern Condo

Beautiful condo on Golf Course

Sunshine Oaks - Pool & Golf!
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,960 GYD | G$23,169 GYD | G$23,586 GYD | G$23,169 GYD | G$20,038 GYD | G$23,169 GYD | G$25,047 GYD | G$22,960 GYD | G$22,334 GYD | G$23,377 GYD | G$20,664 GYD | G$20,664 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
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 condo rentals in Diamondhead have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Diamondhead. Enjoy a tailored experience with all the comforts you desire.
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 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.
Are there family-friendly house rentals in Diamondhead?
Diamondhead has more than 10 family-friendly house rentals. 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.
What are the most popular amenities for Condo Rentals in Diamondhead?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Diamondhead have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Diamondhead. Enjoy a tailored experience with all the comforts you desire.
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 condo rentals with a dedicated workspace in Diamondhead?
Yes! Work meets play with ease at over 10 condo rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
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$10,436 GYD per night before taxes and fees

Verified guest reviews
Over 1,300 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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