
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.

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

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!

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.

Cozy Sea La Vie guest quarters
This private guest quarters is attached to the main house with the simplicity of your own bedroom, bathroom, living room and work space as well as a patio with a fence-backyard. Park right at your private entrance located on the street that leads you to the beach. Centrally located 2 miles from the hospitality center of downtown Gulfport which includes many places of entertainment such as the new aquarium, Jones park and Island View Casino. Beautiful and private residential street.

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.

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.

My Bay Cottage Beach House
LOCATION! ONE OF A KIND RENTAL IN DOWNTOWN/OLD TOWN/BAY ST LOUIS WITHIN A BLOCK TO BEACH, SHOPS & RESTAURANTS, BICYCLE FRIENDLY! CHARMING HOME IS LIGHT, BRITE & BOASTS TONS OF NATURAL LIGHT! SPACIOUS KIT HAS LRG BUTCHER BLK ISL/BRK BAR, ROUND DINING TBL, DBL STAINLESS SINK, ABUNDANCE OF CABINETS & COUNTERS, ELEC OVEN W/GLASS CKTOP, POT RACK, MICRO, REFRIGERATOR & 2 STORAGE CLOSETS! KIT OPEN TO LIVING AREA , 2 LRG BDRMS, WITH A COMFY QUEEN BEDS! Registration Number: BSL046

Private Pool, One minute to Beaches!
Experience the charm of Old Town Bay St. Louis, just a short 5 minutes away! Indulge in the delights of local restaurants, boutique shopping, thrilling fishing adventures, and so much more! Indulge in our fully equipped kitchen, lounge by the pool, and BBQ in your private oasis. Rest soundly in our cozy beds. Book now for the ultimate getaway! Don't miss out on this unforgettable experience! Book now and secure your slice of paradise! Your dream getaway awaits.

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 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.

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 outdoor seating rentals in Diamondhead
House rentals with outdoor seating

Perfect for Couples. 5 mi from downtown.

J & S's Rose Pond

Heated Pool! Petite Retreat in The Pass

NEW Waterfront Boating and More

The View | Waterfront • Pool • Paradise

Gone Coastal | Walk to Restaurants & Beach

Waterfront Home w/ Pool & Boat Ramp | Beach Nearby

The Blue Heron
Apartment rentals with outdoor seating

Courting the Bay

Biloxi Gateway: Near All the Best Attractions!

Seabird's Nest

Lacey's Coastal Cabana - Charming Poolside Condo

Beautifully Updated 1 Bedroom 1 Bath Unit

Studio With Views of The Beach & Park

Gulfport Alley Cat 2

In The Barn Studio Apartment
Apartment 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

Come and "Stay Awhile" at Oak Shores

Dock of the Bay - Best View in Bay St. Louis

Blue Heaven Condo on the Beach!

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"
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 € 51 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
30 of Diamondhead holiday 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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