
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.

*Seaside Retreat*Newly Redone*
Located on the second floor you will be able to relax and enjoy the stunning views and sounds of the ocean. You may even catch the dolphins as they swim by! You'll also enjoy the breathtaking 800 ft of PRIVATE BEACH! There's a HEATED pool, hot tub, tennis, pickle ball and shuffle board court are all on the property. The Pavilion has grills and outdoor dining space. And after a long day at the beach you can unwind while the kids entertain themselves in the game room! *Owner owns multiple condos
4.93 out of 5 average rating, 118 reviews
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.
4.99 out of 5 average rating, 298 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!
4.95 out of 5 average rating, 135 reviews
*GULF VIEW* Steps to SAND! Top Floor Islander 708!
Breathtaking gulf views and sugar white sand await you! Our top floor condo at The Islander on Holiday Isle in Destin is the perfect vacation destination. We love it here and want to share our slice of paradise! We have equipped our two bedroom condo with all of the amenities of home along with beach gear for a perfect getaway! The Islander has 2 pools, 2 hot tubs, a large BBQ area, tennis & pickleball courts, shuffleboard, basketball, an exercise room, and most importantly private beach access.
4.96 out of 5 average rating, 103 reviews
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!
4.96 out of 5 average rating, 105 reviews
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!
4.96 out of 5 average rating, 121 reviews
*Snorkeling Cove* beach-1st floor-*King bed/Suite
Welcome to Snorkeling Cove Retreat; your beachside home on palm tree–lined Holiday Isle in Destin! Just a short walk to the Gulf (690ft) through the sand dunes this cozy condo offers easy snorkeling access, a relaxing pool, and all the comforts of home. Coffee station, granite counters, FREE parking. ASK ABOUT MONTHLY SNOWBIRD DISCOUNTS. Perfect for couples and families. Enjoy a private patio next to pool, full kitchen, WA/DR and coastal charm year-round. Rent 25+ unless active duty military.
4.95 out of 5 average rating, 214 reviews
On the Gulf 2 Bed, 2 Bath Third Floor Condo
Ask about long-term winter stay rates. 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 to your right. Watch the fishing boats in the morning out the living room window.
4.92 out of 5 average rating, 161 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, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.
4.96 out of 5 average rating, 149 reviews
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.
4.84 out of 5 average rating, 135 reviews
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.
4.98 out of 5 average rating, 252 reviews
Salty Breeze Cottage Beach Services
Managed by Leasurely Getaways LLC Snowbird special for Nov thru Feb: Inquire with us for rates (28 days or longer only) 🌊 Must Be 25+ to Book! Welcome to this charming 3-bedroom, 3-bathroom beach cottage, just steps from the sand and surf! Perfect for those looking for a relaxing and comfortable coastal getaway, this inviting home offers the perfect blend of beachside charm and modern comfort. 🚫 No Pets Allowed – Per community rules, this home is strictly pet-free.
4.98 out of 5 average rating, 101 reviewsPopular amenities for Destin Harbor rentals with a pool
House rentals with a pool

Harbor Front, FREE Beach Service & Private Beach
4.96 out of 5 average rating, 101 reviews
Seas The Moment-Golf Cart Deals-Hot Tub-PrivPool
4.92 out of 5 average rating, 168 reviews
Luxury 30A Cottage w/ Private Pool and Golf Cart
4.96 out of 5 average rating, 162 reviews
Pool, Golf Cart, Fire Pit, & Walk to Beach
4.97 out of 5 average rating, 138 reviews
Honeydew Haven-sleeps 12, lagoon pool, gated area.
4.94 out of 5 average rating, 158 reviews
5 Min Walk to Private Beach | Luxury Remodel
4.9 out of 5 average rating, 105 reviews
SUNDESTIN BEACH RESORT 912, BEACHFRONT
4.9 out of 5 average rating, 273 reviews
Summer Specials *Fully Loaded* Pool & Hot Tub
4.84 out of 5 average rating, 123 reviewsCondo rentals with a pool

The Merry Whale on The Emerald Coast
4.96 out of 5 average rating, 257 reviews
2BR Gulf View private beach/includes beach service
4.91 out of 5 average rating, 248 reviews
Gulf-Front Corner 3BR | Sunrise & Sunset Views
4.95 out of 5 average rating, 132 reviews
The Oyster | Beachfront | Beach Bar| Chair Service
5.0 out of 5 average rating, 101 reviews
Sea-La-Vie l Gorgeous OceanFront | Beach Chairs
4.89 out of 5 average rating, 131 reviews
19th Floor Pelican Beachfront with Ocean View
4.91 out of 5 average rating, 222 reviews
1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
5.0 out of 5 average rating, 135 reviews
★Private Beach, Pools, Golf...Perfect Getaway!★
4.76 out of 5 average rating, 263 reviewsOther vacation rentals with a pool

Sunset Suite 3BR Penthouse
4.92 out of 5 average rating, 25 reviews
Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck B
4.92 out of 5 average rating, 50 reviews
Recently Remodeled -Harbor View-Sunrise-Boat Slip
5.0 out of 5 average rating, 28 reviews
Waterview Towers 505 - Sun-N-Sand Retreat
4.89 out of 5 average rating, 9 reviews
Private Pool | 3 BR Suites | Gated Beach Community
5.0 out of 5 average rating, 23 reviews
'Destin Destiny' Beach~Harbor~Pool~34' Boat Slip
5.0 out of 5 average rating, 30 reviews
Yellow Fin Place - Waterfront Pool - Pet Friendly
4.88 out of 5 average rating, 8 reviews
Toes in the Sand
5.0 out of 5 average rating, 32 reviewsDestinations to explore
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- St. Andrews State Park
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- Village of Baytowne Wharf
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- Seacrest Beach
- Navarre Beach Fishing Pier
- Aqua Resort
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