
Vacation rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Gulf Views on private beach Nov/Dec $500/week
Nov/Dec - $500/weekly rate (minus fees) not holidays. **Jetty East is replacing the stairwell starting mid-Oct, expected to last until Spring.** Begin your vacation at this 1-bed and 1-bath that sleeps 4 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 exciting events before retreating back to your condo to unwind on the balcony while enjoying the view.

Beach Shuttle! Coffee, Chairs, Cooler Included!
The Palms has everything you need, all on one beautiful property! With beach access right across the street, grocery next door, the Destin Commons and HarborWalk Village a few miles away, this is the perfect Destin location! Our newly updated condo also comes with outstanding amenities! Destin's biggest lagoon pool Hot tub, heated pool & splash pad Beautiful new coffee house On-site restaurant, bar, and lounge Beach/Harbor shuttle Fully equipped gym And more! We look forward to hosting you :)

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

The Lovers’ Escape 229
Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

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.

The Turtles Escape *2025 update: Brand new HOT TUB
Welcome to The Turtles Escape! **^2025 update: Brand new HOT TUB!*** The Turtles Escape is a perfect getaway located at the Grand Caribbean West in Destin. This 1 Bedroom/1 Bathroom sleeps 6 turtles. Enjoy gulf views from our balcony and stunning sunsets. Literally seconds away from the beach! Beach towels and beach equipment is provided! Have fun at the heated pool. At night, have a movie night on our 65" TV with surround system. Rest easy, your local hosts will be there for any guidance!

Beach Paradise - Ocean View - Bonus Beach Service
Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Discounts for restricted balcony for construction until January 7th. New bathroom renovation complete. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.

Upgraded 7th Flr Pelican Beach Resort-on the beach
Beautiful 7th-floor beachfront condo at Pelican Beach Resort with sweeping, unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Guests love the coastal charm and wood-look tile flooring throughout. Watch dolphins from the balcony in the morning and enjoy stunning sunsets in the evening. Features a fully updated kitchen, stylish furnishings, smart TVs with Netflix, high-speed Wi-Fi, and beach chairs with umbrella stored in the unit. A true guest favorite!

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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.

Relax By The Beach
2018 modern 3 bedroom 2.5 bath townhome a short walk to Crystal Beach. Granite counters, stainless appliances. Beautiful modern designer furniture and bedding. Kids room with bunk beds and projector plus 50" flat panels in other bedrooms and living space. A private resort-style pool. Porch swing on deck overlooking pool. Dodge the traffic and walk to the beach, nearby restaurants, Starbucks, cinema, bowling, mall and groceries. Washer/dryer. LAST MINUTE BOOKING AVAILABLE. 18+ allowed

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.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Destin Retreat: Oceanview Poolside Luxury Condo

Walk/Free Shuttle to Beach, Resort Pool, Huge Home

Sundance: Sleeps 18! 1 Block to Beach! Pool & spa!

Coastal Retreat in Emerald Shores • Private Beach

Private Pool - Golf Cart - Block to Beach - Destin

Harbor Central Penthouse

#1 4BR HUGE PET Friendly Home Away from Snow!
Condo rentals with a pool

Walk to beach, 1 bedroom, beach service included!

Gone Coastal 0.8 miles to beach, monthly discount

High-End Beachfront Condo w/Breathtaking Gulf View

2BR Condo Pool +Beach Gear | Walk to Crystal Beach

Palm Paradise*Destin Harbor Condo*

Breathtaking views! 2024 updated condo in Destin

Beautiful Emerald Beach Condo

Ocean Front, Corner Unit, Wi-Fi, 2BR, 2 BA
Other vacation rentals with a pool

Crystal Sands 316A - Beachfront Free Beach Service

The Mill House: Newly Installed Above Ground Pool!

Beach & Bay views @ Destin West

B210 Pirates Plunder

Heated POOL and SPA -Bluefish #1 - OKA Island 2BR

Nautical Loft (Reduced Rates for Winter in Effect)

Amazing View Beach Front Condo

Summerspell205*Ocean View*Beach Gear*ExecAmenities
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island
- San Carlos Beach




