
Holiday rentals with outdoor seating in Diamondhead
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Diamondhead
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Terrace Time-beachy cottage; fun, new & pets ok!
Newly built vacation cottage steps from the Waveland Beach. Coastal furnishings, large porches, covered entertainment area, custom fire pit. A short walk to the Lighthouse, Veterans Park, Dining, & the Beach (0.3 miles)! Full Kitchen, Fiber Internet, Porch Bed, Abundant Outdoor Seating, Grill, beach gear, Cornhole, & more. Pack your bags & leave your worries behind; embrace tranquility & joy. We have a fenced area for your pet to come along & we make a donation to the local shelter. EV Charger!

Cutest Damn House in the Bay with new Golf Cart
This is truly the Cutest Damn House in the Bay. Cruise Old Town Bay St. Louis and the beach in our brand new Teko golf cart or cruiser bikes. Use the pizza oven on deck with condiments and supplies to have a pizza making contest. We're located in Old Town just 3 blocks from Main Street and 4 blocks to the beach. There is no extra charge for the golf cart or any of the 3 bikes. We provide coffee and chicory, breakfast biscuits and eggs and everything in the kitchen that you can imagine needing.

Custom One Bedroom With Beach & Park Views
Beach + Parkside Getaway in Pass Christian Family home of 60 years in the best spot — Veterans Memorial Park in the back and the beach just steps from the front. Private 1BR with patio + beach/park views. Free splash pad, tennis & basketball across the street. 5 min walk to downtown dining & bars. Roku TV, coffee, and WiFi. Book our Studio unit next door for extra bedrooms - family gatherings. 🚭 No smoking • 🚫 No pets (cats on property, not inside). Check-in: 3 PM | Check-out: 11 AM.

Whistle Stop- Nestled in the heart of OldTown BSL🚂
This modern cottage is perfect for small getaways or for spending ample time in the #5 Best Small Coastal Town in America. You will find everything you need in the house. And if you are looking to enjoy a night out, a comfy breakfast, a nice dinner with views, live music, local shopping?--just a short walk away to EVERYTHING in Old Town BSL. Don't feel like walking? Rent a golf cart and roam the streets of this majestic town. Oh, and don't forget to say HI to the ducks in the backyard!

Waterfront Game Room Ping Pong Outdoor Bar Home
Relax and enjoy this waterfront home minutes from Old Town Bay St. Louis and the beach! This home is located on a quiet road and features plenty of space to entertain, relax, spread out and even fish from the back yard. Entertain at the outdoor bar area or relax on the deck or outdoor seating area with friends and family. Cook on the grill and enjoy amenities like the Ping Pong Table, bicycles, beanbag toss, beach toys, darts, and more. This home is perfect for your next getaway!

Coastal Cottage | Walkable Downtown Stay
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.

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.

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.

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.

THE BAY RITZ - Lovely 2 Bedroom Beachfront Condo
Beautifully decorated beachfront unit in the heart of Old Town Bay St Louis, MS. Restaurants, bars & shops are only steps away from this gorgeous unit. Relax on the balcony and enjoy beautiful views of the bay, beach and surrounding areas. Gourmet kitchen fully stocked including spices. Main bedroom has king size bed. Second bedroom has queen size bed, it's own private bathroom and a kitchenette. Perfect for two couples to spread out and relax.

Sleeps 8- Just a few blocks to 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.

Beach Retreat
Welcome to Your Perfect Getaway! Book Your Stay Today for an Unforgettable Experience! Experience comfort and convenience at our inviting vacation rental, perfect for guests of all ages. Located just a short five-minute walk from the house to the beach, this home offers a relaxing retreat while keeping you close to top entertainment, restaurants, and shopping.
Popular amenities for Diamondhead outdoor seating rentals
Holiday House Rentals with Outdoor Seating

J & S's Rose Pond

Luxury 3 bedroom home with epic views

The Nest, a waterfront cottage!

Gone Coastal | Walk to Restaurants & Beach

Waterfront|FirePit|GolfCart|Mins to Casino & Beach

Restored Farmhouse AKA “The Old House”

"Lost Shaker of Salt" Walk to Beach/Downtown

Water Front Hideaway Kayak/Fish/Swim -Early Ck-in!
Apartment rentals with outdoor seating

Courting the Bay

Biloxi Gateway: Near All the Best Attractions!

Gulfport Alley Cat 1

Beachside Condo

Seabird's Nest

Life's a Beach-Panoramic Views

Lacey's Coastal Cabana - Charming Poolside Condo

Beautifully Updated 1 Bedroom 1 Bath Unit
Condo rentals with outdoor seating

Biloxi Retreat- Short/Long term VA welcome

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Beach Getaway

Vacation Home w/Beach Views! 2BR/2BA at OC

Nirvana on the Beach

Blue Heaven Condo on the Beach!

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"

1BR/1BA w/POOL & Golf - Sunshine Oaks
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 NZD | $166 NZD | $161 NZD | $188 NZD | $156 NZD | $188 NZD | $195 NZD | $171 NZD | $181 NZD | $217 NZD | $186 NZD | $171 NZD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Diamondhead

Total holiday rentals
Explore 30 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $102 NZD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Diamondhead holiday 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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- Rentals with outdoor seating Hancock County
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- Rentals with outdoor seating United States
- Biloxi Beach
- De Soto National Forest
- Gulfport Beach, MS
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ocean Springs Beach
- Ship Island
- Ship Island Excursions
- Shaggy's Biloxi Beach
- Jones Park
- Gulf Islands Waterpark
- Hard Rock Casino
- Hollywood Casino
- Big Play Entertainment Center





