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.

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Top guest favourite
A comfortable guest suite is shown, featuring a king bed with decorative pillows and a patterned quilt. A small table holds dishes and a mini fridge, while a microwave and information pamphlets are visible. Soft lighting from a nightstand lamp adds warmth to the room.
Guest suite in Bay St. Louis
4.98 out of 5 average rating, 185 reviews

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.

Top guest favourite
A charming cottage is visible, featuring grey doors framed by decorative round accents. A stone pathway leads to the entrance, bordered by a well-kept lawn. A small outdoor seating area with a table and chairs, shaded by an umbrella, complements the vibrant flower pots nearby.
Guesthouse in Bay St. Louis
4.96 out of 5 average rating, 436 reviews

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

Guest favourite
A serene landscape is captured with a vibrant sunset glowing over a vast marsh area. Lush greenery and a variety of trees frame the scene, casting soft shadows on the ground. The sky features scattered clouds, creating a picturesque backdrop of natural beauty.
Cottage in Bay St. Louis
4.92 out of 5 average rating, 307 reviews

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.

Top guest favourite
A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.
Guest suite in Kiln
4.98 out of 5 average rating, 124 reviews

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!

Guest favourite
A bright living area is furnished with a gray sofa adorned with pillows in various shades. A round glass coffee table sits on a patterned rug. Natural light filters through multiple windows, highlighting a potted plant and a cozy reading chair positioned beside the door.
Loft in Bay St. Louis
4.93 out of 5 average rating, 174 reviews

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.

Guest favourite
The exterior of the cottage features a blue facade with red accents. A covered porch is supported by white railings, providing a welcoming entrance. Lush greenery surrounds the property, enhancing the outdoor space. A pathway leads from the porch to the yard.
Cottage in Bay St. Louis
4.86 out of 5 average rating, 189 reviews

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

Top guest favourite
A spacious bed is dressed in a light blue quilt, flanked by two lamps on nightstands. A decorative bench with a floral pattern sits at the foot of the bed. Artwork adorns the walls, adding color to the warm yellow backdrop.
Guesthouse in Long Beach
4.98 out of 5 average rating, 172 reviews

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.

Top guest favourite
A rustic cottage with a covered front porch is surrounded by lush green grass and trees. The warm wooden structure features a sloped roof, brick chimney, and vibrant foliage highlighting the calming natural landscape.
Farm stay in Picayune
4.99 out of 5 average rating, 150 reviews

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.

Top guest favourite
A charming sleeping area features floral wallpaper and a spacious bed dressed in soft linens. A unique light fixture hangs above the bed, and a decorative bench is placed at the foot. A television is mounted on the wall opposite the bed, and natural light enters through the nearby door.
Guest suite in Bay St. Louis
5 out of 5 average rating, 107 reviews

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.

Top guest favourite
A large outdoor swimming pool is surrounded by a stone patio, featuring a clear blue water surface. Lush greenery and tall trees provide shade in the background, enhancing the tranquil atmosphere. A basketball hoop is positioned nearby, adding a recreational element to the space.
Guest suite in Kiln
4.97 out of 5 average rating, 108 reviews

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!

Guest favourite
Apartment in Pass Christian
4.94 out of 5 average rating, 157 reviews

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.

Top guest favourite
Guesthouse in Kiln
4.88 out of 5 average rating, 193 reviews

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.

Popular amenities for Diamondhead vacation rentals

When is the best time to visit Diamondhead?

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Frequently Asked Questions

  • Do condo rentals in Diamondhead have air conditioning?

    Absolutely! We offer over 10 condo 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 condo rentals in Diamondhead?

    Experience the best of Diamondhead with our condo rentals, starting at about $50 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 House Rentals in Diamondhead?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Diamondhead have free parking?

    Absolutely! We offer over 10 house 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 $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!