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.

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.

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

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 Destiny' Beach~Harbor View~Pool~Boat Slip

Relax in this quaint 1180 sq ft gated beachside condominium located on the 4th floor with an elevator! Enjoy views of the harbor from the living room (queen sofa bed), bedrooms (king size beds), and the long open balcony. A 34' boat slip is available for a nightly fee of $50, (unfortunately there is no boat trailer parking available) and it is just a short boat ride to Crab Island and the Gulf of Mexico! You can also take the Destin Water Taxi anywhere along the harbor!

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

Seahab *Waterfront Dock* Private Beach Access!

Experience the best of Destin at our waterfront townhome on Holiday Isle! This cozy 3BR + bonus room, 3BA retreat sleeps up to 8 guests (and up to 2 dogs with a pet fee). Enjoy private beach access, a dock for one boat up to 14FT MAX (no trailer parking at any time), and breathtaking Harbor views from the back decks; the perfect spot to relax and unwind by the water.