Holiday rentals in Destin Harbor

*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.

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.

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.

NEW•Sleep16•HeatedPool•Destin Beach•Rooftop Views!

**BRAND NEW BUILT IN 2025!! BOOK TODAY!! FULLY FURNISHED!! MORE PHOTOS COMING!! *Rooftop deck with Million Dollar Views! *Swimming Pool/Hot Tub ($100 to heat/stay) *6 Bedrooms (all with ensuite bathrooms) *sleeps 16 in beds *6 Full ensuite bathrooms (Plus 3-Half Baths) *1 Poolside beach cabanas *Enjoy Insta-worthy PANORAMIC VIEWS of the BEACH. *Beach access just 3 houses down. *Walking distance to O'Steen Beach and Jetty *Original Oil Paintings *Xbox *2-car garage *Stainless Steel Appliances

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!

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.

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

103 Beachside Fun • Book Sept 12th • 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.

Vitamin Sea 0.6 miles to beach, monthly disc

Experience a vacation like no other at Vitamin Sea, a chic and modern 1700 sq ft, two-story townhome. This uniquely styled gem, situated in the serene Court Del Mar community, is ready to host your perfect escape. We've got your parking covered with space for two vehicles. Plus, you're just a short stroll from the Gulf's beautiful shores – Osteen Beach is 0.6 miles away, approximately a 12-minute walk. Come make our home your favorite new vacation spot!