
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 26th
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!

Zen Retreat ON Beach|Golfcart*|Oceanview|SanDestin
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

On the Gulf 2 Bed, 2 Bath Third Floor Condo
Check out our monthly discounts! 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.

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.

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.

Spectacular Views, Oceanfront Condo, Renovated!
Decorated in soothing designer colors with a coastal feel, this spacious one bedroom two bath condo has breathtaking Gulf views, updated appliances and sleeps six. The unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom with shower/tub; two bunk beds in a hallway alcove; a 2nd bathroom with shower; and open concept full size kitchen with all new full size stainless steel appliances; dining area and living room with a sleeper sofa.

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.

Pelican Beach Resort 5th Floor - On the beach-
Gorgeous 5th-floor beachfront condo at Pelican Beach Resort with unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Fully upgraded, brand-new kitchen, and stylish furniture. Bunk beds include personal flat-screen TVs. Enjoy breathtaking sunrise and sunsets, high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella in the unit. Pelican Beach guests return year after year—come see why!
Popular amenities for Destin Harbor rentals with a pool
House rentals with a pool

Jade East 1250 Corner Condo, Spectacular View~Deal

Harborfront Home with Beach Access, Free Boat Ride

heated private POOL&backyard- private beach access

Deep water 100ft dock/shore power! 3 min to beach!

6-Seater Golf Cart with Bay, Lake & Golf View Home

Boat Slip, Private Pool, Spa, Private Beach Access

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Luxury 30A Cottage w/ Private Pool and Golf Cart
Condo rentals with a pool

Sunset Dreams…. East Pass Towers-Holiday Isle

2 bd condo right in the heart of Destin. Sleeps 6

2BR Gulf View private beach/includes beach service

Beachfront Resort-Amazing View-3 Pools/Tiki Bar

Beach Haven l Beautiful Lagoon Pool & Ocean View

R&R Coastal Condo

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Incredible View | Pools | Hot Tub | Free Chairs
Other holiday rentals with a pool

Beachside Ground‑Floor Getaway with Pool

50 seconds to the Water

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

Gulf Front | Spacious Condo | Water Views | Pool

Emerald Grande Resort Ocean View

Pelican Beach 19th Floor 1 Br - on the Beach

BlueSurf 10B*Ocean Views*Beach Gear*Exec Amenities

Coastal Hideaway in Destin Pointe, 4 Bed - 3 Bath,
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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
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- St. Andrew State Park Pier
- Henderson Beach State Park
- HarborWalk Village
- Camp Helen State Park
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Gulfarium Marine Adventure Park
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- The Track - Destin





