Pensacola waterfront stays

45 waterfront vacation rentals in Pensacola, FL from Whimstay, from $80 a night, each on the water by its own description. Part of our Gulf Shores & Orange Beach coverage.

Rates are each listing's own "from" price on 4 August 2026; the booking page shows live prices and dates. Looking for the houses we would book ourselves? The curated Gulf Shores & Orange Beach list.

Showing 1 to 45 of 45. Best rated first, then price.

Pensacola waterfront stays

Gulf-Front Balcony and Yoga Equipment - Stylish Coastal Retreat

Perdido Key Beach Condo w/ Community Perks!

Elegant Townhouse with Beach Club Access - Charming Coastal Retreat

Resort Pool and Beach Club Access - Elegant Coastal Escape

Beachfront Balcony and Stunning Gulf Views - Cozy Coastal Retreat

Gulf View and Relaxing Balcony - Stunning Beachfront Haven

Coastal Chic Villa with Electric Car Charging - Gorgeous Beach Retreat

Coastal Getaway with Beach Club Access - Inviting and Spacious Retreat

Coastal Chic Townhouse with Private Balcony - Tranquil Beach Haven

Coastal Chic Townhouse with Resort Access and Bikes - Inviting Retreat

Stylish Townhouse with Golf Course Access - Serene Coastal Retreat

Coastal Chic Oasis with Free Attraction Access - Stunning Retreat

Coastal Charm and Resort Amenities - Luxurious Family Haven

Beachfront Luxury with Gourmet Kitchen and Gulf Views - Stunning Escape

Gulf Front with Private Beach and Grill - Stunning Coastal Haven

Coastal Sophistication and Golf Cart Access - Stunning Retreat

On the Canal - Swimming Pool, Fireside Chats, Hammock Time & Waterfront Sunning

Beachfront Pool and Hot Tub - Charming Coastal Getaway

Coastal Chic Townhouse with Resort Access - Stunning Beach Retreat

Coastal Townhouse with Beach Club Access - Spacious and Inviting Retreat

Charming Townhouse with Beach Club Access - Spacious Coastal Retreat

Private Deck and Resort Amenities - Stunning Coastal Retreat

Exquisite Pool and Hot Tub - Stunning Beachfront Retreat

Charming Townhouse with Balcony and Free Attractions - Inviting Escape

Beachfront Balcony and Cozy Living Space - Charming Coastal Escape

Gulf-Front Access and Premium Amenities - Stylish Coastal Haven

Stunning Gulf View and Luxurious Comfort - Exquisite Beachfront Retreat

Gated Community and Beach Club Access - Spacious Coastal Haven

Gorgeous Townhome with Pool and Golf Course Access - Stunning Haven

Coastal Charm and Resort Amenities - Stunning Beach Villa Retreat

Coastal Charm and Resort Amenities - Luxurious Family Retreat

Stunning Townhouse with Private Balcony and Free Attractions - Coastal Oasis

Stunning Villa with Beach Club Access - Tranquil Coastal Escape

Indoor Pool and Spa Amenities - Inviting Waterfront Retreat

Beachfront Luxury and Stunning Ocean Views - Exquisite Coastal Retreat

Gulf Front Oasis with Indoor and Beach-Side Pools - Luxurious Retreat

Beachfront Oasis with Unique Panoramic View - Charming Coastal Retreat

Stunning Ocean Views and Beachfront Pool - Cozy Coastal Retreat

Beachfront Access and Jetted Tub - Luxurious Coastal Escape

Coastal Oasis with Private Beach Club Access - Stunning Family Retreat

Canal Front Oasis with Infinity Pool - Gorgeous Family Retreat

Gulf Views and Free Fun Pass - Inviting Beachfront Sanctuary

Charming Townhouse with Member-Only Beach Club Access - Coastal Haven

Coastal Villa with Golf Access and Gulf Front Pool - Elegant Retreat

Luxury Lost Key Retreat. Private Beach Club, Pools & Golf. BEACHBALL PROPERTIES