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

Main Street Retreat in Top-Rated Beach Town!
Cute coastal cottage in the heart of Bay St. Louis! Nestled behind a historic home on Main Street, this quiet retreat is just a few blocks from downtown shops, restaurants, the harbor and beach. One downstairs bedroom with queen bed, upstairs nook with a full & a twin. Partial kitchen with fridge, microwave and toaster oven, full bath (shower only). Relaxing patio and outdoor party room, plus covered fireplace area with hammock and ample seating. Enjoy the goldfish pond, outdoor space & more!

Seaside Sanctuary with Breathtaking Ocean Views
Steps from the water, New Build in Gulfport! Escape and enjoy stunning beach sunrise/sunsets from one of the two decks overlooking the Gulf or simply cross Beach Blvd and put your toes in the white sand beach. Well appointed, 2 story, 2 bedroom home located directly on Beach Blvd overlooking the ocean and pristine white sand beaches. Less than 2 miles from downtown Gulfport, Jones Park, and Island view Casino or a 25 min walk. Located between Biloxi and Bay St. Louis and < 1.5 hr to NOLA

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.

Sycamore Cottage- 5 min walk from the Amtrak train
Charmingly restored 1905 cottage. Updated, well-equipped kitchen--perfect for romantic dinners. Solid heart pine floors & cheery decor. Bathroom: claw-foot tub/shower & attached rm w/2 sinks. Two bdrms each w/ queen bed. Office area has futon to sleep one. Cozy front porch, plus small screened kitchen porch. Parking for 2+ cars on site. Back yard w/charcoal grill, table w/umbrella, 4 chairs & park bench. Close to beach & fun "Depot" district. Two min drive to "old town" Bay St.Louis.

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

Walk to Beach from Chic Old Town Apartment w/ Yard
Stay in the heart of Bay St. Louis at this recently renovated vacation rental apartment in Old Town! The stylish 1-bedroom, 1-bath interior blends coastal style with modern comfort, while the shared backyard is enclosed, featuring landscaping and seating for optimal outdoor relaxation. Stroll over to the nearest cafe, bar or restaurant, or make the 3-block walk down to the bay for waterfront dining. The beautiful beach promises hours of fun in the sun, while historic sites await your visit!

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.

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.

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.

Bay Life Close-Walk to Old Town!
Welcome to your perfect Gulf Coast getaway! This charming cottage offers the ideal blend of comfort, style, and location—just minutes from the beach and the vibrant Old Town Bay St. Louis district. Step outside and you're only a short walk or bike ride from: • Bay St. Louis Beach and the harbor • Old Town shops, galleries, and local restaurants • Live music, festivals, and coastal nightlife • Fishing charters and waterfront activities BSL 202

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.
Popular amenities for outdoor seating rentals in Diamondhead
House rentals with outdoor seating

Jourdan River Landing

Luxury 3 bedroom home with epic views

The Boat House Bay St. Louis

NEW Waterfront Boating and More

Relaxing Custom-Built Lake House

Trendy Waterfront*kayak* fishing*private dock

*Pelican Pass* Golf/Fish/Swim / Incredible water v

Cutest Damn house in the Bay - Golf Cart included
Apartment rentals with outdoor seating

Romantic 2BR Beachfront Balcony

Biloxi Gateway: Near All the Best Attractions!

Lacey's Coastal Cabana - Charming Poolside Condo

Beautifully Updated 1 Bedroom 1 Bath Unit

Suite "Flamingo Pointe" with Shared POOL!

Studio With Views of The Beach & Park

Gulfport Alley Cat 2

In The Barn Studio Apartment
Apartment rentals with outdoor seating

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Beach Getaway

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

Come and "Stay Awhile" at Oak Shores

Blue Heaven Condo on the Beach!

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"

1BR/1BA w/POOL & Golf - Sunshine Oaks
Quick stats about holiday rentals with outdoor seating in Diamondhead

Total holiday rentals
Explore 20 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Diamondhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Diamondhead rentals

4.8 Average rating
Diamondhead stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Hancock County
- Rentals with outdoor seating Mississippi
- Rentals with outdoor seating United States
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ship Island
- Biloxi Lighthouse
- Hard Rock Casino
- Ship Island Excursions
- Jones Park
- Shaggy's Biloxi Beach
- Big Play Entertainment Center
- Hollywood Casino
- Gulf Islands Waterpark
- Golden Nugget Casino Presidential Suite




