
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.

Old Town Home Outdoor Bar Game Area Quiet Location
Relax in this centrally located Home near Old Town Bay St. Louis. Our relaxing home is located on a quiet dead end road and is only 5 minutes from Old Town Bay St. Louis and one block from the Ocean. Beaches and plenty of places to throw a fishing pole off the sea wall are right around the corner. You will enjoy the extra amenities we've added such as a pool table, ping pong table, Basketball Goal, Cornhole boards, Darts, Firepit and Grill. We also have beach supplies and bicycles for you.

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!

The Loft at Cypress Cottage – Steps from the Train
Location location. Beautiful updated and newly furnished loft in a Creole Cottage circa 1895 located in the middle of Old Town Bay St. Louis. Located on a safe & quiet street two blocks from Main Street. Short 5 minute walk to enjoy all the restaurants, shops, and bars that Bay St. Louis has to offer. Walking distance to the beach. Come enjoy yourself at one of the "10 Best Small Coastal Towns in America" according to USA Today. The loft at the Cypress Cottage is waiting for you.

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.

The Dolly Suite
A Dolly-themed private suite located in the historic Bell House on Main Street. Enter your completely private suite with full bathroom from your own separate entrance on the front porch. Enjoy use of the beautiful, serene grounds that will take you back to Dolly’s home in the Mountains in Tennessee. Pour yourself a cup of ambition and start your morning on our front porch which has seven oak trees around the property.

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!

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.

T-Bohn Bayou Bungalow
Studio cabin guesthouse with all the conveniences of home. Nothing fancy, but simple country living located in Kiln, Mississippi - a small rural town 15-30 minutes from Bay St. Louis, Waveland, Gulfport, Long Beach, and Biloxi. Easy access to great local restaurants, breweries, parks, museums, and other attractions.

Cozy Diamondhead cottage w/ yard
Relax with the whole family or by yourself at this peaceful place to stay. The property is located in the beautiful and peaceful master planned community of Diamondhead on the Bay St Louis Bay. It is conveniently located 50 minutes from New Orleans and 20 minutes to the beaches and casinos.
Popular amenities for Diamondhead vacation rentals
Other great vacation rentals in Diamondhead

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

Studio in lake setting close to pool and clubhouse

Bogey Nights! Condo on golf course w/ pool

NEW Waterfront Boating and More

Lacey's Coastal Cabana - Charming Poolside Condo

Lighthouse Mini/Guesthouse

Beautiful condo on Golf Course

16th and Golden
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 CAD | $151 CAD | $154 CAD | $151 CAD | $131 CAD | $151 CAD | $164 CAD | $150 CAD | $146 CAD | $175 CAD | $171 CAD | $150 CAD |
| 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 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 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 a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen 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.
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.
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 free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, 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!
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