Family-friendly holiday rentals in Destin Harbor

4.94 out of 5 average rating, 180 reviews

Little Peace of Paradise

Welcome to our Little Peace of Paradise located in a small condo community on Holiday Isle in Destin, Florida. Top-floor, corner unit, lots of windows, great views. Perfect location for a romantic couples get-away, girls or guys trip, staycation, or business travelers. Public and private beach access within walking distance, and a water taxi (during summer month) to take you to Destin's hottest spots. Easy access to all the hot spots like Crab Island, Destin Harbor Walk, and deep sea fishing.

4.93 out of 5 average rating, 121 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.

Flat 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

4.99 out of 5 average rating, 302 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.

An aerial view captures the resort layout amidst lush greenery, showcasing the expansive lagoon pool at its center, surrounded by sun loungers. In the distance, the coastline of the Gulf of Mexico glistens under bright sunlight, with buildings lining the beachfront.

4.96 out of 5 average rating, 183 reviews

Gulf View. Walk to beach. Pool open until 11:00pm

2BR/2BA 6th floor at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom + bath. The living room has a Cozy queen sleeper sofa w 8" mattress. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, and playground. Onsite coffee shop, bar, and Blue Lagoon Italian Restaurant. Walk to 6 restaurants, 2 beaches, Dollar Tree, Walmart.

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, 261 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.

4.96 out of 5 average rating, 122 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!

4.96 out of 5 average rating, 110 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

Private Beach + Free Beach Setup | Steps to Pool

Sandpiper Cove | 8140 Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access! 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!

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, 152 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.

4.93 out of 5 average rating, 187 reviews

Bohème at the Beach Destin 5 Min. walk to Beach

Bohème at the Beach is located 5 MIN. walk from O'Steen Beach in laid back Holiday Isle. Our location offers a Private Beach access to Emerald Beach (11 minute walk) with crashing waves of the ocean or the O'steen Public Beach access of calm harbor waters of the jetties, where the locals scuba dive and snorkel- also perfect for sunset watching! Walk to the marina and the local boat taxi will take you to Harbor Walk Village for dining and entertainment. Not suitable for infants.

4.93 out of 5 average rating, 109 reviews

Flat in Destin

Luxury Condo 5 min walk to beach

COMPLETELY REMODELED LUXURY CONDO ON HOLIDAY ISLE! This incredible 1BR/1BATH provides an immaculate getaway with a private balcony, renovated interior, located only a few feet from the sand. Very close to the Big Kahuna Water Park, Another Broken Egg Cafe, Capriccio Cafe and near the HARBOR WALK. WHY WE LOVE IT: Our condo is located in a heart of Destin. Very quiet and peaceful neighborhood. Perfect location to meet all your desires! Looking forward to your stay!