
Holiday rentals with a pool in Pensacola Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pensacola Bay
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 Pensacola Bay rentals with a pool
House rentals with a pool

Lagoona Vista • Poolside Paradise

Come stay at Seas~the~Day!! 6th Floor magic!

Beautiful Paradise Home - 1 Mile From Beach - POOL

Pool House at Indigo Cove, Close to NAS!

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

The Carriage House: relaxing stay with pool

Heated saltwater pool | Pet Friendly | Family home

Quiet With views and a Gulf breeze
Condo rentals with a pool

Stay at Sunshine Daydream on Pensacola Beach

Gulf front ~Pensacola Beach~. Popular Emerald Isle

Pensacola Beach, Florida 1BR Amazing View

*Beach Condo | Gulf Views | Family Favorite

La Playa Esmeralda-Panoramic Sunset Views

Direct Beachfront with Private Balcony Beach View!

Gorgeous Beach Condo

Spacious Townhome for Families w/ Beach+Bay Access
Other holiday rentals with a pool

*Eagle's Landing* | Self-Managed | Private Beach

Arcade & Pool Luxury House walkable to Downtown!

Poolside retreat 1BR | 1BA condo

Amazing Hot Tub/ Stock Tank Pool

5 BR house with heated pool*

Comfy Chic Condo with Parking

Coastal Hideaway

Pensacola Downtown Poolside Paradise w/ King Bed
Destinations to explore
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- Rentals with a fire pit Pensacola Bay
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- Rentals with a hot tub Pensacola Bay
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- Rentals with a home theatre Pensacola Bay
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- Rentals with a washing machine and dryer Pensacola Bay
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- Rentals with an EV charger Pensacola Bay
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- Rentals with a sauna Pensacola Bay
- Rentals with lake access Pensacola Bay
- Rentals with outdoor seating Pensacola Bay
- Rentals with a kayak Pensacola Bay
- Rentals with pools Florida
- Rentals with pools United States
- Gulf Shores Public Beach
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Gulf State Park
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Alabama Point Beach
- Branyon Beach
- Steelwood Country Club
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Surfside Shores Beach
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Adventure Island
- Pensacola Dog Beach West
- Fort Walton Beach Golf Course