Holiday rentals with a pool in Destin Harbor

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in 2-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, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

Location · Family · Kitchen

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

Value · Location · TV

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Family · Value · Accuracy

Beachfront w/stunning Gulf view! Watch dolphins!

Ask about Snowbird rates! Centrally-located getaway with gorgeous Gulf views! Sip your coffee while watching dolphins play in the waves right from your own balcony. You’ll find soft, sugar-white sand & emerald water just steps from your door! Not only are you beachside, you’re just a 15-min walk (less than a mile) to the water taxi that takes you to HarborWalk Village. There’s food, music, fireworks every weekend, & all the fun you can handle. Plus, Crab Island is just a water taxi ride away!

Value · Location · Checkout

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

Value · Location · Comfort

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.

Location · Family · Laundry

Luxury Destin 1BR - Jetty East Beach Resort Condo

Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Location · Family · TV

Inlet Reef 612 - Beach view luxury condo in Destin

White sand, aquamarine water, clear air... If you are looking for a relaxing & upscale place right on the beach, this is it! This condo has 2 bedrooms, 2 baths, and a spacious living room. The kitchen was recently upgraded with a one of kind granite countertop. A separate bar area with a wine cooler provides a perfect spot to prepare your best beach cocktail. The crown jewel of the condo is its exquisite balcony complete with a wet bar and unparalleled view of the Gulf.

Value · Family · Layout

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Value · Family · Laundry

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

• 🏖 2-min walk to 2 private beaches • 💦 Private heated pool & hot tub • 🛏 Sleeps 10 | 3 king bedrooms + bunk room • 🌊 3 community pools, including Gulf-front infinity pool • 🚲 4 bikes + 2 paddleboards • 🏖 Beach service, chairs, toys & wagon included • 🔒 Gated Destin Pointe community • 🎣 Walk to snorkeling & fishing • 🍽 Minutes to restaurants & shopping • 🚗 Parking for 4 vehicles • 👶 Pack 'n Play • 🔥 Gas grill • 🏝 No busy roads to cross to reach the beach

Family · Location · Nearby

On the Gulf 2 Bed, 2 Bath Third Floor Condo

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 right across the water. Watch the fishing boats in the morning out the living room window.

Location · Family · Quiet

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Family · Value · Access