
Holiday rentals with a pool in Destin Harbor
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Top-rated rentals with a pool in Destin Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Destin Beach House• Sleep24•Hot Tub•Pool •RoofDeck
Soak in panoramic beachside sunsets from your rooftop deck, then unwind in a heated pool and hot tub, all just steps from the sand in this sleek, art-filled retreat for 25! •Rooftop deck and bath tub to enjoy the sunset and sailboats •Heated in-ground hot tub and pool with 2 cabanas •8 bed/3 bath, sleeps 25 (8 queens, 9 twins) •Walking distance to O'Steen Beach and the gulf, beach access 3 houses down •Elegant, modern leather and wood furniture •Original beach oil paintings •Xboxes in each unit

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!

308 Gulf Views • SUPER Savings Book July 26th
Nestled in the ultra-exclusive neighborhood of Destin Pointe, on the beaches of Holiday Isle, this private gated community and 5 Star Resort have ultra luxury when it comes to amenities. Private and exclusive beach front access, Heated outdoor pool, and secondary gulf side pool with showers and bathrooms for the beach! Watch Amazing sunsets and fireworks from Harbor Walk from your private balcony. This Honeymoon Suite has been completely renovated and gorgeous, located in the ultimate location!

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Boat Slip, Private Pool, Spa, Private Beach Access
Welcome to Peace of Mine – Your Canal-Side Sanctuary! Escape to this serene canal-front retreat in Holiday Isle, where the beauty of the Emerald Coast meets the comforts of home. Bring your boat or jet skis and enjoy direct access to the Harbor and Gulf from our two boat slips and jet ski lifts (additional insurance required). This stunning home, complete with a heated pool and hot tub at an additional cost, and private gated beach access just a 5-minute walk away, is your perfect getaway!

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.

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.

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. 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.

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.

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.

Direct Beachfront View|2 Pools|Beach Chairs
Looking to enjoy the perfect beachfront getaway with comfort, convenience, and unbeatable views? Our condo offers the ideal escape for families, couples, or beach lovers seeking relaxation, sunshine, and effortless access to the Gulf. Located in the popular SunDestin Beach Resort, this updated 5th‑floor unit combines modern amenities with a direct, unobstructed view of the beach—just steps from the sand.
Popular amenities for Destin Harbor rentals with a pool
House rentals with a pool

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

Waterfront Home~Pool~Golf Cart~Dock~Sleeps 16

Jade East 1250 Corner Condo, Spectacular View~Deal

Yellow Fin Place - Waterfront Pool - Pet Friendly

Incredible Ocean Views & Beach-Walk 2 Beach

Heated Pool & Spa, 4min Walk To Beach - Zula Life

Luxury 30A Cottage w/ Private Pool and Golf Cart

Sunsail Cottage-Golf Cart Deals-Pool Heat Deals
Apartment rentals with a pool

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Beach Paradise - Ocean View - Bonus Beach Service

Gulf-Front Corner 3BR | Sunrise & Sunset Views

Destin on the Gulf

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Sea-La-Vie l Gorgeous OceanFront | Beach Chairs

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views
Other holiday rentals with a pool

Cozy Condo. Under the Palms

Harborfront Home with Beach Access, Free Boat Ride

Resort Condo Pool & Ocean Views Free Beach Chairs

Destin Condo: Pool, Private Beach, Beach Cart

HUGE Remodeled -Best View in Destin- Gulf & Harbor

Gulfgate Destination 0505 2BD/2BA

3bed 3bath Corner Condo in the heart of everything

*Oceanfront* Luxury High-Rise. Pool, Private Beach
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Pier Park
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Gulf World Marine Park





