Family-friendly holiday rentals in Destin Harbor

*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

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.

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.

*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.

WaterFront - Boatslips - Walk to Beach and Parks

Spacious 3BR 3 bath townhouse right on Destin Harbor—perfect for families or small groups! Enjoy deep water boat slips, and room for water toys. Sleeps 10 with 3 full baths and 2 sofa beds. First floor includes a kitchenette, living area, and dual washer/dryers. Relax outside with a grill, deck, firepit, and string lights. Sandy beach entry for swimming or paddling. Walk to the Gulf, East Pass Beaches, Norriego Point, and great fishing spots! In the heart of Destin and on the water taxi radar!

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!

*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.

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.

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.

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.

Salty Breeze Cottage Beach Services

Managed by Leasurely Getaways LLC Snowbird special for Nov thru Feb: Inquire with us for rates (28 days or longer only) 🌊 Must Be 25+ to Book! Welcome to this charming 3-bedroom, 3-bathroom beach cottage, just steps from the sand and surf! Perfect for those looking for a relaxing and comfortable coastal getaway, this inviting home offers the perfect blend of beachside charm and modern comfort. 🚫 No Pets Allowed – Per community rules, this home is strictly pet-free.

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

• 🏖 2-min walk to 2 private beaches • 💦 Private heated pool & hot tub • 🛏 Sleeps 10 | 3 king bedrooms + bunk room • 🌊 3 community pools, including Gulf-front infinity pool • 🚲 4 bikes + 2 paddleboards • 🏖 Beach service, chairs, toys & wagon included • 🔒 Gated Destin Pointe community • 🎣 Walk to snorkeling & fishing • 🍽 Minutes to restaurants & shopping • 🚗 Parking for 4 vehicles • 👶 Pack 'n Play • 🔥 Gas grill • 🏝 No busy roads to cross to reach the beach