
Vacation rentals with a pool in Santa Rosa Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santa Rosa 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 Santa Rosa Island rentals with a pool
House rentals with a pool

NEW 3B/2.5Ba Heated Saltwater Pool near 30A!

Santa Rosa Beach Canopy House with pool

5 BR 4 BA + Private Pool + Pickleball Fun

Sugar Sand Cottage at Destin Pointe

#2 4BR HUGE PET Friendly Home w/ your own pool!

Harbor Central Penthouse

Cozy Coastal Retreat | Near Destin &Okaloosa Beach

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

Veranda 102 - Direct Beachfront - Gulf Side Pool

Luxurious & Clean w/Beach/7Pools/3Hot Tubs/LZRiver

Emerald Waters & Sugar White Sand!

Serene Panoramic Views of the Gulf of America

*Oceanfront* Luxury High-Rise. Pool, Private Beach

2nd floor Condo- Elevator | Gym | Steps to Beach!

Island Princess 618 | Gulf Views & Beach Service

Modern beach condo with view at Gulf Dunes 105
Home rentals with a private pool

7BDR w/ Pool+Hot Tub, Walk to Beach | Tidal Wave

18occ! Pool + Walk to Beach | Miramar Beach Jewel

Sleeps 18! Pool, Near Beach | Miramar Dream House

Villa Near Beach w/ Pool + Hot Tub | Woodward Way

Near Beach, Private Pool | Bohemian Beach Retreat
Quick stats about vacation rentals with a pool in Santa Rosa Island
Total rentals
2.5K properties
Nightly prices starting at
G$10,457 GYD before taxes and fees
Total number of reviews
51K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
1.7K properties have a dedicated workspace
Destinations to explore
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Rosemary Beach Vacation rentals
- Pensacola Vacation rentals
- Santa Rosa Island Vacation rentals
- New Orleans Vacation rentals
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- Destin Vacation rentals
- Panama City Beach Vacation rentals
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- Rentals with an accessible height toilet Okaloosa Island
- Rentals with outdoor seating Okaloosa Island
- Rentals with an accessible height bed Okaloosa Island
- House rentals Okaloosa Island
- Waterfront rentals Okaloosa Island
- Rentals with a kayak Okaloosa Island
- Fitness-friendly rentals Okaloosa Island
- Rentals with a fireplace Okaloosa Island
- Pet-friendly rentals Okaloosa Island
- Townhouse rentals Okaloosa Island
- Rentals with a washer and dryer Okaloosa Island
- Rentals with an EV charger Okaloosa Island
- Rentals with a hot tub Okaloosa Island
- Beach condo rentals Okaloosa Island
- Apartment rentals Okaloosa Island
- Beachfront rentals Okaloosa Island
- Family-friendly rentals Okaloosa Island
- Rentals with a patio Okaloosa Island
- Kid-friendly rentals Okaloosa Island
- Condo rentals Okaloosa Island
- Rentals with a fire pit Okaloosa Island
- Rentals with a sauna Okaloosa Island
- Villa rentals Okaloosa Island
- Rentals with beach access Okaloosa Island
- Rentals with pools Okaloosa County
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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
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Gulfarium Marine Adventure Park
- Wayside Park, Okaloosa Island
- Pensacola Dog Beach West
- San Carlos Beach
- Gulf World Marine Park