Vacation 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.

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Top guest favorite

A resort-style pool is situated outdoors, surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, and a shaded gazebo is visible in the distance. The area offers a relaxing atmosphere for guests to enjoy.

Condo in Destin

4.96 out of 5 average rating, 199 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.

Top guest favorite

A view of a lush landscape featuring tall palm trees in the foreground and a well-maintained grassy area. Beyond the lush greenery, coastal homes and the ocean can be seen, with a clear blue sky above and gentle waves in the distance.

Townhouse in Destin

4.98 out of 5 average rating, 117 reviews

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

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!

Guest favorite

Vacation home in Destin

4.94 out of 5 average rating, 110 reviews

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!

Top guest favorite

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Vacation home in Destin

5 out of 5 average rating, 101 reviews

1004 Oceanfront Pelican Bch Resort Pools Prime Loc

1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

Top guest favorite

Condo in Destin

4.99 out of 5 average rating, 128 reviews

Destin FL Stunning Beach Front Condo-Private Beach

3BR (new single sleeper sofa in bunk room) on private beach; beach service provided. Welcome to White Sand Castle @ Inlet Reef Beachfront condo with amazing unobstructed 180-degree view of the gorgeous Emerald Coast. Stepping into the condo is like stepping into an aquatic heaven! The open floor plan immediately captivates you by the sparkling view of the emerald blue water and sugar white sand. Condo was recently renovated with high-quality appointments to create the ultimate beach retreat

Top guest favorite

Condo in Destin

4.96 out of 5 average rating, 493 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Construction 10/15/25 - 12/9/25 - Balcony access restricted, view limited, & noise. Great discounted rates! 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.

Guest favorite

Condo in Miramar Beach

4.87 out of 5 average rating, 279 reviews

Sandestin Luau 6th flr Studio - Close to the beach

Beautifully updated 6th floor condo in Sandestin Golf & Beach Resort, just steps from Sandestin private Beach. Recently painted and well-maintained with stunning sunset views, it’s the perfect coastal retreat. Features a king bed, queen sofa bed, and a kitchenette with microwave, sink, and mid-size fridge and a small balcony. Enjoy TRAM access to the village of Baytowne Wharf, Netflix and beach gear with cart for easy access to the beach. Stylishly decorated for a relaxing and memorable stay.

Guest favorite

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

4.96 out of 5 average rating, 115 reviews

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.

Top guest favorite

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

Home in Destin

4.98 out of 5 average rating, 115 reviews

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

Guest favorite

A private pool area is surrounded by lush palm trees and decorative murals. Two lounge chairs are positioned beside the pool, offering a relaxing space. Soft string lights illuminate the scene, enhancing the tranquil evening atmosphere.

Home in Destin

4.94 out of 5 average rating, 102 reviews

Up to 40% off! Heated Pool, Pvt Beach, 2 King BR

HEATED POOL- WALK TO PVT BEACH Close to BEST restaurants Located in the beautiful Destin Pointe just a short walk to the white sand beaches of the Emerald Coast. Renovated beach house features a landscaped private pool area and gas grill. Fully equipped and features 2 primary king suites, 2 bunk rooms, 1 queen room, sleeper sofa and spacious living and dining areas with a fully upgraded kitchen. You are just a short drive or boat ride to all attractions and delicious restaurants.

Guest favorite

A large swimming pool is surrounded by a patterned stone patio. The water appears clear and inviting, with steps leading into the pool area. Structures in the background include a covered sitting area and a building, with palm trees visible nearby.

Loft in Destin

4.94 out of 5 average rating, 430 reviews

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

Guest favorite

Home in Santa Rosa Beach

4.96 out of 5 average rating, 171 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.