
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.

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!

1203 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 1203—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 12th 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 Gulf Views • SUPER Savings Book June 13th
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!

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two 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 courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

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.

2BR Gulf View private beach/includes beach service
**Jetty East is replacing the stairwell — expected to last several months. Elevators available** Beach service included March through October Begin your vacation at this 2-bed and 1-bath that sleeps 6 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and events before retreating to your condo to unwind on the balcony while enjoying the view

Steps to newly expanded beachfront! Renovated
*No streets to cross..direct private access to the beach *Heated Pool *Hot Tub *Tennis & Pickleball courts *Shuffleboard *Sleeps 4(1 king bed & 1 Queen sleeper sofa) *Fitness Room *Washer & Dryer IN unit *Gated community with 24-hour security *Balcony view of the sunset 🌟Send me a message for seasonal discounts! 🤍Still deciding? Press the heart button and save to your favorites! **We own two other units in this building, happy to help coordinate your stay with others!**

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.

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.

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

Waterview Villa, Steps to the Sand, King Bed, Pool

Beach House | Resort Comm Pool | Private Beach!

Pool - Block to Beach - Golf Cart - Beach Service

#2 4BR HUGE PET Friendly Home Away from Snow!

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

All you need! Location | Golf Cart | Walk to Beach

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

🏝 Penthouse Ocean View • Private Beach Access 🏝

Waterfront Resort Condo - Free Beach Chair Setup

Pelican Beach Resort, 7th Flr, Amazing Beach Front

Boardwalk Breeze 2 bedroom Resort Condo

Beach Haven l Beautiful Lagoon Pool & Ocean View

The Lovers’ Escape 229

Beachfront, 7th Flr at Pelican, Breathtaking Views

On the Gulf 2 Bed, 2 Bath Third Floor Condo
Other holiday rentals with a pool

Silver Shells St. Croix 806 By Compass Resorts

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

Modern Cottage + Golf Cart

Sandbarr - Bayfront home with a Golf Cart!

3 Bedroom Penthouse: Pool & Private Beach Access

Emerald Grande Resort Ocean View

Amazing 2BR condo at Poolside Villas - Dunes Away

Emerald Grande 329
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Aqua Resort
- Seacrest Beach
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- St. Andrew State Park Pier
- Henderson Beach State Park
- Camp Helen State Park
- Shipwreck Island Waterpark
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Signal Hill Golf Course
- Gulfarium Marine Adventure Park





