
Holiday 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.
Holiday 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

Santa Rosa Beach Canopy House with pool

5 BR 4 BA + Private Pool + Pickleball Fun

Sugar Sand Cottage at Destin Pointe

Harbor Central Penthouse

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

Cozy Coastal Retreat | Near Destin &Okaloosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

Sunsail Cottage*Golf Cart Deals*Heated Pool Deals
Apartment rentals with a pool

The Merry Whale on The Emerald Coast

Veranda 102 - Direct Beachfront - Gulf Side Pool

Elegant spacious, beachfront, w/office

Nautilus 1406 -Updated Gulf Front 2 Bed/2 Bath. Fr

Wow! Beachfront 1-min walk to Beach-Aqua Villa 106

Kid-friendly! Lazy River~Skywalk over to beach!

Cozy beach stay *with beach service included*

Paradise at Dune Pointe - Penthouse | Ocean views|
Quick stats about holiday rentals with a pool in Okaloosa Island
Total rentals
2.4K properties
Nightly prices starting at
$13 SGD 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
- Gulf Shores Holiday rentals
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- Flat rentals Okaloosa Island
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Shipwreck Island Waterpark
- Langdon Beach
- Blue Mountain Beach
- Grayton Beach State Park
- Pensacola Dog Beach
- Tiger Point Golf Club
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Camp Helen State Park
- San Carlos Beach
- Pensacola Dog Beach West
- Wayside Park, Okaloosa Island
- Fort Walton Beach Golf Course
- Seacrest Beach
- The Track - Destin