Vacation rentals in Diamondhead

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Top-rated vacation rentals in Diamondhead

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Guest favorite

Cottage in Pass Christian

4.98 out of 5 average rating, 132 reviews

Pineville Cottage(no min. stay+$20. cleaning fee)

The Pineville Cottage has been in my family for over 50 years and is located in the small community known as Pineville just North of the City limits of Pass Christian. We are a little more than 2 miles to the beach. The cottage sits on over 2 acres of mostly woods. Pineville Cottage was moved to it's location in the 1970's by my father. It was a rental for many years till recently. We think it was built in the early 1900's. The open concept is like a studio. Washer/Dryer is a plus. Coffee too.

Jul 23 – 30

G$19,198 GYD per night

Guest favorite

Guest suite in Bay St. Louis

4.99 out of 5 average rating, 138 reviews

Bamboo Room: King Guest Suite - Quiet Green Oasis

Newly renovated quiet comfy clean completely private king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C - no shared spaces/entrances) ATTACHED TO QUIET RESIDENTIAL HOUSE. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden to read, lounge, work, listen to birds & frogs, or to stargaze at night. In west Bay St Louis. 5mi to beach & Silver Slipper Casino; 8mi to historic downtown; 23mi to Gulfport; 55mi to New Orleans.

Jul 15 – 22

G$14,763 GYD per night

Guest favorite

Farm stay in Picayune

4.98 out of 5 average rating, 102 reviews

Chickie's Cottage, an idyllic getaway.

Chickie's Cottage, nestled in a shady pecan orchard where horses graze alongside a cattle production farm, 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, dogs, 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.

Aug 11 – 18

G$18,120 GYD per night

Guest favorite

Guesthouse in Bay Saint Louis

4.96 out of 5 average rating, 378 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

Mar 28 – Apr 4

G$19,553 GYD per night

Guest favorite

Apartment in Bay St. Louis

5.0 out of 5 average rating, 215 reviews

Sweet Suite in the Bay

Enjoy your own private escape while still enjoying all the Bay has to offer. There's a lot going on in this artsy beach town, and the Sweet Suite in the Bay offers a place to relax, refresh & recharge as you get ready for more of the action! Don't be fooled by the name. You're getting more than just a 'suite'. You'll have a fully furnished detached open space with a bedroom, bathroom, kitchen and living room and a dedicated outdoor space to enjoy your morning coffee before hitting the town!

Aug 28 – Sep 4

G$20,622 GYD per night

Guest favorite

Guesthouse in Waveland

4.86 out of 5 average rating, 154 reviews

No one likes a Shady Beach

Quiet and Comfy in the Heart of Waveland/Bay St. Louis area. 1 bedroom and 1 bath 700 sq ft cottage that is as adorable as can be! Less than a mile to the beach where there is a beautiful new pier to fish from and beach volleyball. 8 minute drive to Old Bay Town. Wood floors, full service Kitchen with microwave/range/oven/refrigerator/dishwasher, gorgeous beams and unique shower! Step outside to the back yard and enjoy the peace and quiet and beautiful scenery. No Pier Pressure

Feb 9 – 16

G$16,667 GYD per night

Guest favorite

Guesthouse in Long Beach

4.97 out of 5 average rating, 115 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.

Jun 26 – Jul 3

G$14,572 GYD per night

Guest favorite

Bungalow in Waveland

4.9 out of 5 average rating, 172 reviews

Coastal Beach Cottage - Waveland, Mississippi

Morning walks to the beach! Enjoy the laid back atmosphere of the Mississippi Gulf Coast with our new cottage. Our charming cottage is located in the heart of Waveland, Missiissippi and is a short drive, bike, or walk to local beaches. The interior space is open and airy with a peaceful, relaxing atmosphere. The extra large screened in porch has plenty of room for the whole family to enjoy. Charge your Tesla or other EV with our Nema 14-50 outlet. Min rental age 21.

Sep 10 – 17

G$25,335 GYD per night

Guest favorite

Tiny home in Diamondhead

4.94 out of 5 average rating, 17 reviews

UnForeGettable 19th Hole Condo-pets ok!

Steps away from the Country Club and 36 holes of golf! Remodeled & updated 2nd floor condo overlooking the lake at Lakeside Villas. Our studio condo offers sleeping for 4 with a full kitchen, fireplace, & smart TV in a cozy, bright environment. The covered back porch is the perfect place to unwind after a day of golf or relax at the pool by the lake. Mature oaks, park like setting. The complex is next door to the Clubhouse & Grill+Bar. Fan favorite property!

Sep 5 – 12

G$17,531 GYD per night

Guest favorite

Condo in Diamondhead

4.89 out of 5 average rating, 110 reviews

“Fairway to Heaven” Condo on 12th hole with POOL!!

Fairway to Heaven is the perfect place for you and your family to enjoy a stay on the desirable MS 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.

Jun 24 – Jul 1

G$21,176 GYD per night

Guest favorite

Home in Kiln

4.98 out of 5 average rating, 127 reviews

Restored Farmhouse AKA “The Old House”

Welcome to the "Old House"! This restored farmhouse is three bedrooms, and two baths, and sleeps eight! Want a relaxing weekend away? This is the place for you. Sit on the front porch and have a cup of coffee and watch the farm animals. Now with a brand new kitchen equipped with a wine cooler! Short distance to the Coast, Picayune, and NASA.

Jan 15 – 22

G$18,337 GYD per night

Guest favorite

Guesthouse in Kiln

4.86 out of 5 average rating, 155 reviews

T-Bohn Bayou Bungalow

Cute 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.

Jun 19 – 26

G$17,838 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Diamondhead vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Diamondhead's top sights

Rouses Supermarket5 locals recommend

Dairy Queen Grill & Chill3 locals recommend

The Red Zone9 locals recommend

Diamondhead Country Club, Golf & Tennis6 locals recommend

Diamondhead Golf Course7 locals recommend

CVS4 locals recommend

Other great vacation rentals in Diamondhead

Superhost

Condo in Diamondhead

4.8 out of 5 average rating, 30 reviews

Studio in lake setting close to pool and clubhouse

Dec 10 – 17

G$27,705 GYD per night

Guest favorite

Guesthouse in Diamondhead

5.0 out of 5 average rating, 61 reviews

Featured in Flying Magazine, your perfect landing

Aug 9 – 16

G$30,250 GYD per night

Guest favorite

Guest suite in Kiln

4.97 out of 5 average rating, 75 reviews

Mermaids and Moonshine

Oct 10 – 17

G$19,850 GYD per night

Guest favorite

Guest suite in Bay St. Louis

5.0 out of 5 average rating, 37 reviews

The Dolly Suite

Aug 14 – 21

G$19,273 GYD per night

Guest favorite

Guesthouse in Waveland

4.89 out of 5 average rating, 87 reviews

Close to the Beach / Lovely and peaceful

Aug 27 – Sep 3

G$20,579 GYD per night

Guest favorite

Home in Long Beach

4.92 out of 5 average rating, 76 reviews

5 mins drive to the beach & town

Dec 28 – Jan 4

G$18,255 GYD per night

Guest favorite

Townhouse in Diamondhead

5.0 out of 5 average rating, 16 reviews

Highpoint Haven, Base Rate 175/night

Jan 14 – 21

G$42,449 GYD per night

Guest favorite

Cottage in Bay St. Louis

4.99 out of 5 average rating, 79 reviews

That Cute Little Cottage in Old Town Bay St. Louis

Mar 27 – Apr 3

G$25,239 GYD per night

Show all

Quick stats about vacation rentals in Diamondhead

Total rentals
30 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
900 reviews
Nightly prices starting at
G$8,364 GYD before taxes and fees

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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Diamondhead, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Diamondhead?
Diamondhead has more than 20 family-friendly stays. 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 $60 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 wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Diamondhead?
Four-legged friends are welcome in Diamondhead. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Diamondhead?
Yes! Work meets play with ease at over 10 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Diamondhead

Top-rated vacation rentals in Diamondhead

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Diamondhead vacation rentals

Stay near Diamondhead's top sights

Other great vacation rentals in Diamondhead

Condo in Diamondhead

Guesthouse in Diamondhead

Guest suite in Kiln

Guest suite in Bay St. Louis

Guesthouse in Waveland

Home in Long Beach

Townhouse in Diamondhead

Cottage in Bay St. Louis

Quick stats about vacation rentals in Diamondhead

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do condo rentals in Diamondhead have air conditioning?

Do condo rentals in Diamondhead have wifi?

Are there Diamondhead vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Diamondhead?

How much does it cost to stay in condo rentals in Diamondhead?

What are the most popular amenities for House Rentals in Diamondhead?

Are there pet-friendly vacation rentals in Diamondhead?

Are there vacation rentals with a dedicated workspace in Diamondhead?

Destinations to explore