Holiday rentals in Diamondhead

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Top-rated holiday 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, 184 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
The living area features a comfortable sofa adorned with striped cushions, flanked by two armchairs. A round coffee table sits at the center, and a textured rug lies beneath. Light is provided by two stylish lamps, while mirrors accentuate the space.
Apartment in Diamondhead
5 out of 5 average rating, 28 reviews

Vibez on the Lanai @Diamondhead

This Cozy 2nd Floor Condo is a one bedroom unit with a queen bed and a queen sized sleeper sofa in the living room that can accommodate 4 guest. The condo is situated next to the Club at Diamondhead and overlooks one of the two pools on property. The Club at Diamondhead is open to the public and has entertainment that includes live bands on Friday and Saturday evenings. If you are looking for quiet place to stay, relax, or play golf, Vibez is the place to be. Pool is available for guests.

Top guest favourite
A two-story house is presented, featuring a metal exterior with a covered deck on the upper level. The ground floor provides a spacious area for parking. Lush greenery, including tropical plants, defines the surrounding yard, with a clear blue sky overhead.
Home in Bay St. Louis
4.97 out of 5 average rating, 148 reviews

Waterfront w/ Boat Dock, Outdoor Kitchen, Hot Tub

Relax and unwind at Camp Who Dat! The house is perfect for entertaining with a screened porch upstairs, an outdoor kitchen downstairs, a boat dock, and hot tub. The house is a short drive to the gulf coast beaches and downtown and there is a boat launch nearby. The house has an open kitchen and living space with 2 bedrooms, 2 baths, washer/dryer, and high speed internet. The house has an outdoor lift for ADA (by request only). Bring your bikes, kayaks, jet skis, pontoon or bay boat!

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, 123 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 light and airy living space features a large wall-mounted television and a stylish blue console. Comfortable seating includes a beige sofa and a brown armchair, adorned with decorative cushions. A soft area rug complements the neutral tones, while a decorative plant adds a touch of color.
Flat in Diamondhead
4.92 out of 5 average rating, 13 reviews

18th Hole Hideaway - A Clean and Modern Condo

Escape to a serene getaway at the golf course. Our charming vacation rental offers a perfect blend of comfort and luxury, featuring access to a pristine pool, the country club, golf, tennis courts and more! Enjoy modern amenities, a fully equipped kitchen, and cozy living space designed for maximum relaxation. Sit on the balcony and enjoy your morning coffee or afternoon cocktail. Just minutes from the beach all local attractions. Pull out couch available for 2nd bed.

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.
Guest house in Long Beach
4.98 out of 5 average rating, 170 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.

Guest favourite
An open-concept studio features a compact kitchen adjacent to a dining area with a wooden table and two stools. A comfortable seating area is visible, along with a spacious bed framed by large windows. Natural light highlights the neutral color palette and cozy furnishings.
Apartment in Diamondhead
4.88 out of 5 average rating, 16 reviews

“Fairway to Heaven"

Fairway to Heaven is the perfect place for you and your family to enjoy a stay on the desirable Mississippi Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen-hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away.

Guest favourite
A living area is presented with a comfortable gray sofa and wooden coffee table, illuminated by soft lighting. A bedroom area is visible featuring a light-toned bedspread and large windows overlooking a serene outdoor view. A dining area shows a wooden table with decorative accents, and a large clock adorns the wall.
Apartment in Diamondhead
4.84 out of 5 average rating, 56 reviews

Studio in lake setting close to pool and clubhouse

The studio is situated a few minutes walk from the Diamondhead Country Club and Restaurant and the condo overlooks a lake and trees in a quite setting. This is a perfect location for you to enjoy Golf, Tennis, Swimming (the Pool is a few steps away) or just spend time relaxing. Only a short drive to the beach or casinos. One hour to New Orleans, 40 minutes to Biloxi and close to Bay St Louis. A beautiful quite neighborhood. Non smoking.

Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a pink entry door. Light-colored siding complements the outdoor space, with a view of the landscaped surroundings and neighborhood cottages visible in the background.
Cottage in Pass Christian
4.99 out of 5 average rating, 188 reviews

Coastal Cottage in Downtown Pass Christian

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. Enjoy morning coffee on the front porch, fast Wi-Fi, a full kitchen, and easy self check-in. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

Top guest favourite
A rustic barn-style structure features a gabled roof and wooden siding, surrounded by lush greenery. Large windows allow natural light to enter, and an outdoor seating area is visible beneath the covered front porch. Fencing outlines the property, enhancing its country charm.
Barn in Picayune
4.97 out of 5 average rating, 393 reviews

"Chickie's Roost" family-friendly barn apartment

Rustic country charm! "Chickie's Roost" is a two story apartment like space in a barn overlooking a farm and a beautiful pecan orchard. Private entrance, upstairs is an open loft with queen bed, full bed, futon, TV, sink, microwave, refrigerator, 2 coffee makers and bathroom. Downstairs is a separate space with Roku TV and a sleeper sofa. 100 Mbps internet is available for interested teleworkers!

Guest favourite
Flat in Pass Christian
4.96 out of 5 average rating, 129 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
Guest house in Kiln
4.88 out of 5 average rating, 192 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 holiday rentals

When is the best time to visit Diamondhead?

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Frequently Asked Questions

  • 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 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 house rentals in Diamondhead?

    Experience the best of Diamondhead with our house rentals, starting at about $70 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 Condo Rentals in Diamondhead?

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

  • 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.

  • 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 holiday rentals in Diamondhead

  • Total holiday rentals

    Explore 50 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 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!