
Holiday rentals with a pool in Destin Harbor
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Top-rated rentals with a pool in Destin Harbor
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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.
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308 Gulf Front Special ~ Pools ~ Book Aug 10th
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!
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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!
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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!
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*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.
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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.
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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.
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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.
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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.
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Cozy Condo. Sunrise and Sunset
Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!
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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
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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.
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Popular amenities for Destin Harbor rentals with a pool
House rentals with a pool

Italian villa 200 steps from beach • Free cruise!
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Oceanview | Pool | Private Beach | Golf Cart
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Jade East 1250 Corner Condo, Spectacular View~Deal
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5 BR home w private pool & jacuzzi, 3 min to beach
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Small Waves-30A beachhouse w golf cart/neighb pool
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Harbor Front, FREE Beach Service & Private Beach
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3BR Crystal Beach Retreat | Pool + Walk to Beach
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Destin Miramar Walk To Beach Pet Friendly
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Condo rentals with a pool

Beach Paradise - Ocean View - Bonus Beach Service
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Gulf-Front Corner 3BR | Sunrise & Sunset Views
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The Fantasea Villa-Snowbird Rates!
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The Merry Whale on The Emerald Coast
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3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
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1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
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Pelican Beach 4th floor 2 bedroom -on the beach-
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Pelican Beach Top Floor Beachfront with Ocean View
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Other holiday rentals with a pool

Luxury Beach House: Private Beach/Heated Pool
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Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck A
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Destin Paradise – Destin Condo w/ Resort Pool
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AmazingHome/Pool/Steps 2 Beach/Tennis/Chef Kitchen
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'Destin Destiny' Beach~Harbor~Pool~34' Boat Slip
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Yellow Fin Place - Waterfront Pool - Pet Friendly
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Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!
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Luxe Lookout 4BR | Wraparound Balcony | Ocean View
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Signal Hill Golf Course
- Pensacola Bay Center





