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.

*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.

*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

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

FREE Bikes | Private Beach | Holiday Isle, Destin

Picture yourself waking up at Always Salty, coffee in hand, & stepping onto your private balcony before heading to the beach. With access to 3 beautiful beaches—including private beach access—and 2 free bikes, your days are made for swimming, exploring, dining, and chasing sunsets. Back at the condo, unwind with a fully equipped kitchen, fast Wi-Fi, smart TVs, washer/dryer, and free parking. Sleeping up to 4, Always Salty is your little slice of Destin—where beach days become favorite memories.

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.

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 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.

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.