Holiday rentals in Destin Harbor

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.

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

Casa de G/Destin Harbour Cottage/Boat Slip

Get ready for the ultimate beach escape with Beach Weekend! When you book our Casa de G Cottage rental on the beautiful Destin Harbor, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish. as The Beach Weekend has everything you need f

A Magical Perch on Holiday Isle!

Welcome to Magical Perch in Destin’s quiet, cul-de-sac neighborhood on Holiday Isle. The wonderful expansive views from this top floor corner-condo overlook the delightful landscaped greenway. From the balcony you can view sunsets, fireworks, birdwatching, plus the human parade of cyclists, joggers, and dog-walkers while you sip morning coffee or evening wine. Stroll the greenway to public or private beach access. It is centrally located to restaurants , water activities, all a short drive away.

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!

*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.

Private Pool | 3 BR Suites | Gated Beach Community

🌊 Gated Beach Community Built for 2 families to vacation together, this Destin Pointe home is designed for elevated beach living. Begin days with a short walk to a private beach (no driving / parking stress), spend afternoons by your own pool, and finish up with everyone having their own space to unwind. Better yet—your house provides 10 beach towels and staffed March - October beach chair + umbrella service for two - every day. 🌊 Must Be 25+ to book 🚫 No Pets Allowed – Per HOA rules

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.

Recently Remodeled -Harbor View-Sunrise-Boat Slip

Waterview Towers Condominium is a private gated community located at the tip of Holiday Isle. The complex is uniquely positioned between the Destin Pass and the Destin Harbor. This location offers an escape from the crowds and traffic while being just minutes from all of the recreation and dinning that Destin has to offer. Waterview Towers allows you to enjoy sunrise views over the Destin Harbor in the morning and then kick back and watch an amazing sunset over the Gulf in the evening.

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.

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

Holiday Isle Home Walk to Beach 2BD/2.5 Bath

The 2 bedroom, 2.5 bath townhouse located at 13 Gulf Breeze Court is situated in the highly desirable neighborhood of Holiday Isle in Destin, Florida. This two-story vacation rental provides a cozy yet modern atmosphere and can comfortably accommodate up to six guests.