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Holiday rentals with a pool in Destin Harbor

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Top-rated rentals with a pool in Destin Harbor

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

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Top guest favourite
A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.
Apartment in Destin
4.96 out of 5 average rating, 245 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Guest favourite
The exterior of the property features a modern three-story design with a white facade and multiple balconies. Surrounding spaces include a paved driveway leading to the garages and a pool area visible on the right. Clear skies create a bright backdrop for the building.
Home in Destin
4.94 out of 5 average rating, 16 reviews

Destin Beach House• Sleep24•Hot Tub•Pool •RoofDeck

Soak in panoramic beachside sunsets from your rooftop deck, then unwind in a heated pool and hot tub, all just steps from the sand in this sleek, art-filled retreat for 25! •Rooftop deck and bath tub to enjoy the sunset and sailboats •Heated in-ground hot tub and pool with 2 cabanas •8 bed/3 bath, sleeps 25 (8 queens, 9 twins) •Walking distance to O'Steen Beach and the gulf, beach access 3 houses down •Elegant, modern leather and wood furniture •Original beach oil paintings •Xboxes in each unit

Guest favourite
Holiday home in Destin
4.95 out of 5 average rating, 131 reviews

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

Guest favourite
The expansive heated pool is surrounded by a spacious sundeck with lounge chairs and umbrellas. Lush green landscaping frames the area, leading to sandy beach access in the distance. The backdrop features a peaceful view of the Gulf and coastal dunes.
Apartment in Destin
4.95 out of 5 average rating, 107 reviews

308 Gulf Views • SUPER Savings Book July 26th

Nestled in the ultra-exclusive neighborhood of Destin Pointe, on the beaches of Holiday Isle, this private gated community and 5 Star Resort have ultra luxury when it comes to amenities. Private and exclusive beach front access, Heated outdoor pool, and secondary gulf side pool with showers and bathrooms for the beach! Watch Amazing sunsets and fireworks from Harbor Walk from your private balcony. This Honeymoon Suite has been completely renovated and gorgeous, located in the ultimate location!

Top guest favourite
A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.
Holiday home in Destin
5 out of 5 average rating, 149 reviews

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Superhost
Home in Destin
4.92 out of 5 average rating, 12 reviews

Boat Slip, Private Pool, Spa, Private Beach Access

Welcome to Peace of Mine – Your Canal-Side Sanctuary! Escape to this serene canal-front retreat in Holiday Isle, where the beauty of the Emerald Coast meets the comforts of home. Bring your boat or jet skis and enjoy direct access to the Harbor and Gulf from our two boat slips and jet ski lifts (additional insurance required). This stunning home, complete with a heated pool and hot tub at an additional cost, and private gated beach access just a 5-minute walk away, is your perfect getaway!

Top guest favourite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin
4.96 out of 5 average rating, 142 reviews

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Guest favourite
The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.
Apartment in Destin
4.83 out of 5 average rating, 131 reviews

Luxury Destin 1BR - Jetty East Beach Resort Condo

Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Top guest favourite
Apartment in Destin
4.99 out of 5 average rating, 225 reviews

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Guest favourite
A serene view from the balcony showcases expansive sandy beaches and calm waters of the Gulf. A clear blue sky provides a bright backdrop, while palm trees dot the landscape. The distant harbor with its protective jetty can be seen, enhancing the coastal ambiance.
Apartment in Destin
4.92 out of 5 average rating, 158 reviews

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Third floor condo has panoramic views of the East Pass and Gulf. Spacious 2 bed and 2 bath with nice kitchen and laundry in unit. Right on the dunes with the beautiful white sand. The beach and snorkeling are a short walk. Sit on the patio and hear and see the ocean. Take an evening walk along the beach or the beautifully landscaped streets of Holiday Isle with the harbor right across the water. Watch the fishing boats in the morning out the living room window.

Top guest favourite
Apartment in Destin
4.95 out of 5 average rating, 120 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Guest favourite
Apartment in Destin
4.98 out of 5 average rating, 121 reviews

Direct Beachfront View|2 Pools|Beach Chairs

Looking to enjoy the perfect beachfront getaway with comfort, convenience, and unbeatable views? Our condo offers the ideal escape for families, couples, or beach lovers seeking relaxation, sunshine, and effortless access to the Gulf. Located in the popular SunDestin Beach Resort, this updated 5th‑floor unit combines modern amenities with a direct, unobstructed view of the beach—just steps from the sand.

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