
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.

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.

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!

1505 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 1505—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 15th 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.

308 Book Aug 10th special, Gulf Front. Pools!
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!

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

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

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.

Vibrant fun condo. Steps to new beach/ heated pool
🌟1 King Bed & 1 Queen sofabed (2 beds total) 🌟Jetty/Sunset View 🌟Steps to Water 🌟Private Beach 🌟Heated Pool 🌟Hot Tub 🌟Washer&Dryer in Condo 🌟Tennis, PickleBall, Shuffleboard 🌟Fitness Room 🌟 24-hour Gated Security 🌟Sleeps 4 *Send me a message for seasonal discounts! *We own the neighboring unit, and another unit in this building. Would be happy to coordinate your stay with other guests in your group. *Still deciding? Press the heart button to save to your favorites:)

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.

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.

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.
Popular amenities for Destin Harbor rentals with a pool
House rentals with a pool

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

Jade East 1250 Corner Condo, Spectacular View~Deal

Pearl Shores Villa, Private Beach Access

Boat Slip, Private Pool, Spa, Private Beach Access

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious BeachHouse Pickeball+HeatedPool

NEW•Sleep16•HeatedPool•Destin Beach•Rooftop Views!
Condo rentals with a pool

Beach Paradise - Ocean View - Bonus Beach Service

Gulf-Front Corner 3BR | Sunrise & Sunset Views

Pelican Beach Top Floor Beachfront with Ocean View

Direct Beachfront View|2 Pools|Beach Chairs

Sunset Suite 3BR Penthouse

★Private Beach, Pools, Golf...Perfect Getaway!★

Steps to Private Beach • Heated Pool • Gulf Views

Beachfront Renovated Condo, Spectacular Gulf Views
Other vacation rentals with a pool

Destin Retreat • Pool, Balcony & Amenities

Resort Condo Pool Ocean View Hot Tub 4 Beach Chair

50 seconds to the Water

Toes in the Sand

HUGE Remodeled -Best View in Destin- Gulf & Harbor

Dancing Wave, Beachfront Condo, Destin

Sandbarr - Bayfront home with a Golf Cart!

Luxury Oceanfront Retreat in Sandestin
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- St. Andrew State Park Pier
- Jade East Towers
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Camp Helen State Park
- Morrison Springs
- Gulfarium Marine Adventure Park





