Holiday rentals with a pool in Destin Harbor

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, 238 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.

4.95 out of 5 average rating, 129 reviews

Holiday 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!

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.

4.95 out of 5 average rating, 105 reviews

308 Gulf Views • SUPER Savings Book June 13th

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!

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, 154 reviews

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Check out our monthly discounts! 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.

5 out of 5 average rating, 139 reviews

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

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.

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

4.99 out of 5 average rating, 283 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in two 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 courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

4.96 out of 5 average rating, 135 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.

4.83 out of 5 average rating, 125 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.

A balcony view displays the serene Gulf coastline, flanked by charming beachfront houses. A wooden table holds two glasses, inviting relaxation. The sky is dotted with soft clouds, while the landscape includes sandy areas and a community pool nearby.

4.91 out of 5 average rating, 236 reviews

2BR Gulf View private beach/includes beach service

**Jetty East is replacing the stairwell — expected to last several months. Elevators available** Beach service included March through October Begin your vacation at this 2-bed and 1-bath that sleeps 6 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and events before retreating to your condo to unwind on the balcony while enjoying the view

4.94 out of 5 average rating, 469 reviews

A modern bedroom features sliding barn doors that create a seamless entrance. A spacious bed with a dark grey blanket is centered in the room, flanked by soft lighting. A textured rug adds warmth, while a ceiling fan enhances airflow in the relaxed atmosphere.

Loft in Destin

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

4.95 out of 5 average rating, 146 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

A well-appointed studio condo features a modern kitchen with a stainless steel refrigerator and ample counter space. A round dining table with four chairs sits beside a cozy sitting area that includes a sleeper sofa and a colorful quilted bed, all bathed in soft, natural light.