
Vacation rentals with a pool in Okaloosa Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Okaloosa Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Okaloosa Island rentals with a pool
House rentals with a pool

5 BR 4 BA + Private Pool + Pickleball Fun

Sugar Sand Cottage at Destin Pointe

Tangerine Cove-5 Min to Beach-Community Pool

Family-Friendly Beach Retreat

Harbor Central Penthouse

#1 4BR HUGE PET Friendly Home w/ your own pool!

2700sf Island Beach Retreat, 3BR/2B w/Master Ste

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

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

The Merry Whale on The Emerald Coast

Freshly Updated Poolside 2b with Free Beach Servic

Paradise at Dune Pointe - Penthouse | Ocean views|

Destin West Villa #V502 Beach Vacation Awaits

New~Pelican 607! Lazy River & Sky bridge to beach!

Island Paradise on Okaloosa Island

Dog-Friendly Coastal Getaway • Walk to Beach!
Quick stats about vacation rentals with a pool in Okaloosa Island
Total rentals
2.4K properties
Nightly prices starting at
R177 ZAR before taxes and fees
Total number of reviews
47K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Destinations to explore
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Shipwreck Island Waterpark
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Langdon Beach
- Grayton Beach State Park
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Eglin Beach Park
- Camp Helen State Park
- Pensacola Dog Beach West
- San Carlos Beach
- Fort Walton Beach Golf Course
- Gulf World Marine Park
- Seacrest Beach
- The Track - Destin