Holiday rentals with a pool in Destin Harbor

4.96 out of 5 average rating, 192 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

4.98 out of 5 average rating, 110 reviews

Townhouse in Destin

Waterview Villa/Pool/2 King Beds/ 3 Min to beach!

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

4.96 out of 5 average rating, 482 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Special bonus: Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security. Check out our condo in the same building: "Ocean Paradise - Beach Views in perfect location"

4.98 out of 5 average rating, 120 reviews

High-End Beachfront Condo w/Breathtaking Gulf View

Experience an unforgettable beach escape at "Emerald Paradise." This 3-bedroom/2-bath condo on the fourth floor provides stunning views of emerald waters & sugar-white sands along the Gulf coast. Recently renovated, this gem offers a stylish interior & a private 30-foot balcony- an ideal spot for dolphin watching, soothing sounds of crashing waves and breathtaking sunsets 7 Min Drive to Destin Harbor 8 Min Drive to Destin Commons 9 Min Walk to Big Kahuna’s Experience Destin & Learn More Below

4.99 out of 5 average rating, 142 reviews

*Snorkeling Cove* beach-1st floor-*King bed/Suite

Walk directly out your door, past the pool and onto the sand! With a short walk (690ft) through the sand dunes you will be relaxing on the beach. This unit sits near the center of Destin but is a quiet retreat on palm tree lined "Holiday Isle". Gated complex. Free parking. Washer/dryer in unit. Granite and tile finishes. King master suite with water view. 2 full baths. Fully stocked kitchen with cookware/dinnerware. Keurig w/starter pods/coffee maker. **Rent 25+ unless active duty military.**

4.95 out of 5 average rating, 125 reviews

Home in Destin

3BR Crystal Beach Retreat | Pool + Walk to Beach

Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

4.97 out of 5 average rating, 152 reviews

Condo in Miramar Beach

Light&Airy ON Beach -Golfcart* in Sandestin Resort

Updated 1st fl. Sleek studio ON the Beach. 🛺 Golf cart w/3+ nts. Between Destin & 30A in gated Sandestin Resort. Kitchen w/coffee cart. West Elm furniture & King bed has tropical view. Relax on the patio’s round Bali bed & listen to the waves. WiFi & 55” smart TV. Washer/dryer in condo. Free gym! Tram passes. Enjoy the beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip or lil’ fam vacay! *no animals

4.99 out of 5 average rating, 225 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

4.96 out of 5 average rating, 110 reviews

Home in Destin

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, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

4.98 out of 5 average rating, 106 reviews

Home in Destin

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

4.84 out of 5 average rating, 254 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..