Vacation rentals with a pool in Diamondhead

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Diamondhead

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Biloxi

4.97 out of 5 average rating, 204 reviews

Contemporary Biloxi Condo for 2 - Oak Shores

Welcome to this beautifully renovated condo in the Biloxi Oak Shores complex. Luxury amenities include a gorgeous bathroom, a gourmet stainless steel granite kitchen, luxurious bedding, and a 50-inch TV. Enjoy TV with Sling, Roku, or use one of the apps the smart TV provides. You will be surrounded by a carefully curated mix of bespoke antiques from Europe, modern and custom furnishings, and eclectic original artwork. Please note a 2-person max occupancy. Exterior cameras present. None inside

Mar 21 – 28

G$19,541 GYD per night

Guest favorite

Condo in Long Beach

4.96 out of 5 average rating, 130 reviews

Beautiful Long Beach Condo with Ocean View

Newly remodeled condo right on Beach Blvd. Grab your flip flops and walk across the street to the beach and enjoy the beautiful sunsets. Stainless steel appliances, granite counter tops, and Flat Screens in each room. Our condo has a beautiful beach view. Long Beach is the hidden gem of the Mississippi Gulf Coast. Hop in the car and visit the sights in Gulfport, Biloxi, Ocean Springs, Pass Christian, and Bay St Louis. All of these towns are filled with great shops, restaurants, and museums.

Aug 17 – 24

G$31,305 GYD per night

Guest favorite

Condo in Biloxi

4.99 out of 5 average rating, 103 reviews

Come and "Stay Awhile" at Oak Shores

Come "Stay Awhile" at my beautifully updated condominium. I am located directly across the street from beautiful Biloxi Beach. I am centrally located within minutes of several 5-star casinos, including the Beau Rivage and Hard Rock . The entertainment and dining options are endless. After a busy day, you can return to enjoy the 2 beautifully updated pools on property and cook a delicious meal in my fully stocked kitchen. You will love visiting Biloxi as much as I love living here!

Apr 1 – 8

G$20,435 GYD per night

Guest favorite

Bungalow in Long Beach

4.93 out of 5 average rating, 229 reviews

Shell House Estate Bungalow

We are located on the Gulf of Mexico. A private beach is out your front door along with Fishing and Sailing. We are also a short distance from Casinos, as well as many family-friendly activities. This is a three acre 170 year old private estate property with 500 year old registered live oak trees. The Bungalow also has a covered parking space. THE POOL HOUSE sleeps 6 two in one room and 4 in the other room. BUNGALOW sleeps 4 two in one room and 2 in the other room. See photos.

Apr 28 – May 5

G$36,227 GYD per night

Guest favorite

Home in Pass Christian

4.95 out of 5 average rating, 135 reviews

Half Price many days in May. Pool Hot Tub Dock

Isolated Riverfront on 3 acre estate overlooking the Wolf river. Hot tub. Heated Pool. No pet fees. We answer inquiries IMMEDIALTLY. Fish or park your boat in the back yard. Free boat launch is one mile west. Managed by owners who live nearby. Open ten years. Hundreds of satisfied guests and families. Check our reviews and review scores. 16 Guests is an AIRBNB advertising limit. We have a limit of 30 overnight guests but have beds for 18. Floor mattresses available.

Feb 3 – 10

G$134,288 GYD per night

Guest favorite

Home in Bay Saint Louis

4.94 out of 5 average rating, 108 reviews

Private Pool, Backyard Oasis, Close to Beaches!

Experience the charm of Old Town Bay St. Louis, just a short 2.0 miles 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.

Oct 30 – Nov 6

G$55,841 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!

Mar 9 – 16

G$19,254 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.

Jul 9 – 16

G$21,182 GYD per night

Guest favorite

Condo in Biloxi

4.84 out of 5 average rating, 202 reviews

Beach Getaway

Full studio (388 sf) near Keesler, across from the beach, restaurants, and shopping. There is a public bus stop on the corner & shuttles for the casinos. Wifi with small smart TV. Let yourself in with keyless entry then go for a swim, enjoy coast seafood, or join the excitement at a casino. Make yourself at home and feel safe with security lighting and no stairs. My place is good for couples and solo adventurers.

Jun 29 – Jul 6

G$22,738 GYD per night

Guest favorite

Apartment in Long Beach

4.93 out of 5 average rating, 140 reviews

Private Apartment 5 miles off the Beach! (B )

Want a nice getaway without all the hassle? Come stay in our fully furnished and ready to go rentals at Magic River! It has two bedrooms with queen beds in each room, a living room with a TV, full kitchen, bathroom, washer & dryer, and a deck with a mini BBQ grill. The rental comfortably sleeps 3-4 people. We are also within 15-20 minutes of the casinos! Call 228-452-44o5 for more availability ask for Maddy!

Aug 23 – 30

G$19,096 GYD per night

Guest favorite

Condo in Biloxi

4.93 out of 5 average rating, 194 reviews

Beautiful Biloxi Getaway Beach Condo!

Charming second floor Studio Condo just half a block from the beach! Everyone is welcome to come stay! A short 4-5 minute walk will take you to the beach. Restaurants and shopping are a short walk across the street too. Casinos and other attractions are less than 3 miles from condo and easily accessible via your vehicle or uber/lyft.

Oct 17 – 24

G$20,680 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$17,196 GYD per night