Vacation rentals with a pool in Destin Harbor

A panoramic view of the gulf is presented, featuring tranquil blue waters that blend seamlessly with the clear sky. The image captures the pools below, surrounded by palm trees and leading to the sandy beach, indicating proximity to relaxation and recreational activities.

4.96 out of 5 average rating, 103 reviews

*GULF VIEW* Steps to SAND! Top Floor Islander 708!

Breathtaking gulf views and sugar white sand await you! Our top floor condo at The Islander on Holiday Isle in Destin is the perfect vacation destination. We love it here and want to share our slice of paradise! We have equipped our two bedroom condo with all of the amenities of home along with beach gear for a perfect getaway! The Islander has 2 pools, 2 hot tubs, a large BBQ area, tennis & pickleball courts, shuffleboard, basketball, an exercise room, and most importantly private beach access.

4.93 out of 5 average rating, 119 reviews

The living area features a comfortable gray sofa paired with a rustic wooden coffee table. A large flat-screen TV is positioned against the wall, alongside a wooden media console. A dining table made of reclaimed wood sits in front of expansive windows that offer views of the ocean.

Apartment in Destin

*Seaside Retreat*Newly Redone*

Located on the second floor you will be able to relax and enjoy the stunning views and sounds of the ocean. You may even catch the dolphins as they swim by! You'll also enjoy the breathtaking 800 ft of PRIVATE BEACH! There's a HEATED pool, hot tub, tennis, pickle ball and shuffle board court are all on the property. The Pavilion has grills and outdoor dining space. And after a long day at the beach you can unwind while the kids entertain themselves in the game room! *Owner owns multiple condos

4.95 out of 5 average rating, 135 reviews

Vacation home in Destin

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!

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.

4.96 out of 5 average rating, 260 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.

4.99 out of 5 average rating, 299 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in 2-story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included Mar.-Oct., tennis, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.

5.0 out of 5 average rating, 137 reviews

1203 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 1203—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 12th 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.

4.96 out of 5 average rating, 105 reviews

An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.

Villa in Destin

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

4.96 out of 5 average rating, 121 reviews

Beachfront w/stunning Gulf view! Watch dolphins!

Ask about Snowbird rates! Centrally-located getaway with gorgeous Gulf views! Sip your coffee while watching dolphins play in the waves right from your own balcony. You’ll find soft, sugar-white sand & emerald water just steps from your door! Not only are you beachside, you’re just a 15-min walk (less than a mile) to the water taxi that takes you to HarborWalk Village. There’s food, music, fireworks every weekend, & all the fun you can handle. Plus, Crab Island is just a water taxi ride away!

A comfortable living area is presented with a light-colored sofa adorned with soft blue cushions. A wooden coffee table is centered in the space, featuring a decorative bowl and coaster items. Two floor lamps illuminate the room, enhancing the wall art depicting serene trees.

4.95 out of 5 average rating, 214 reviews

*Snorkeling Cove* beach-1st floor-*King bed/Suite

Welcome to Snorkeling Cove Retreat; your beachside home on palm tree–lined Holiday Isle in Destin! Just a short walk to the Gulf (690ft) through the sand dunes this cozy condo offers easy snorkeling access, a relaxing pool, and all the comforts of home. Coffee station, granite counters, FREE parking. ASK ABOUT MONTHLY SNOWBIRD DISCOUNTS. Perfect for couples and families. Enjoy a private patio next to pool, full kitchen, WA/DR and coastal charm year-round. Rent 25+ unless active duty military.

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.

4.92 out of 5 average rating, 163 reviews

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Ask about long-term winter stay rates. 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 to your right. Watch the fishing boats in the morning out the living room window.

4.96 out of 5 average rating, 151 reviews

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

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.

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.