Vacation 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.

Family · Location · Walkability

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, Louisiana Lagniappe Restaurant 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!

Location · Family · Indoor spaces

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

Family · Location · Access

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.

Family · Value · Sleep quality

Casa de G/Destin Harbor 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

Family · Location · Hospitality

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!

Value · Location · Parks

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.

Location · Value · Breakfast

Luxury Beach House: Private Beach/Heated Pool

Tortuga Azul, your family oriented beach retreat is located just a 3-5-minute walk from two private beaches in the exclusive Destin Pointe community! No need to drive—just grab your beach bag and stroll to the sand. This spacious 5-bedroom, 4.5-bath home is perfect for families and groups, offering: ✅ Private heated pool ✅ Two private beach access points ✅ Daily set up - 4 beach chairs/2 umbrellas ✅ 3 community pools, tennis courts & more ✅ Stocked kitchen, outdoor grill & cozy balconies

Location · Family · Kitchen

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.

Family · Value · Checkout

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.

Location · Family · Pool

Snorkeling Cove Two-Balcony Hideaway & Pool

Discover our snorkeling cove getaway, your inviting beach retreat nestled on palm tree–lined Holiday Isle in Destin. *ELEVATOR CURRENTLY OUT OF ORDER* Just 690 ft through the dunes brings you to the Gulf’s crystal waters! This charming condo offers snorkeling, an outdoor pool, and comforts like a coffee station, granite counters, and FREE parking. Ideal for couples, families or snowbirds. Enjoy a full kitchen, W/D, and private balcony. Rent 25+ unless active duty military

Location · Family · Cleanliness

103 Beachside Retreat • Book Sept 7th • Pool • 2BR

Welcome to Bungalow Beachside Retreat at the Poolside Villas Resort, a gated community out on the Island, Holiday Isle just steps from the sand. This updated ground-floor, end-unit 2BR/2BA condo features renovated baths, Walk in Shower, newer appliances, in-unit laundry, open patio space, and an easy coastal feel. Enjoy the pool, grills, beach access, Norriego Point, Destin Pointe Beach, HarborWalk Village, dining, shopping, fishing, and unforgettable sunsets.

Grill · Walkability · Condition