Holiday rentals in Pensacola Beach

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Our Shangrila: Waterfront Home with Kayaks & More

Welcome to Our Shangrila! This home sits directly on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, swim, & paddle safely. Come enjoy gorgeous views, coffee on the balconies, & serene waters. This 2 bed/2.5 bath sleeps up to 7 & includes a full kitchen, laundry, 2 kayaks, 2 SUPs, & more! Spend all day right here, isolated from the hustle & bustle. Or take a very short drive to the beaches, dining & more along Perdido Key. Continue for more Details

Quiet Pool Home Oasis! Airbnb's Fav Home! TOP 1%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Bayou Breeze - Pool, Views & 8 Min to Downtown

BAYOU BREEZE The Blue Angels are scheduled to fly overhead on September 15, & 22 and Oct 14, 20, & 28! Bayou Breeze offers a private pool, waterfront views of Bayou Davenport, and a peaceful coastal setting just 8 minutes from downtown Pensacola. This 3-bedroom, 2.5-bath cottage sleeps up to 7 and sits directly across from a waterfront park with a fishing dock, kayak launch, playground, gazebo, and walking path. During Blue Angels practice season, guests may enjoy watching them overhead.

MEMORY MAKER PERDIDO 4/3.5/Sleeps 12/CL to beach

Relax and make new family memories at Memory Maker Perdido- a peaceful, spacious beach house on the Gulf of Mexico. Bring up to 12 people and spread out on 3 levels. This is the perfect gathering spot for large families, couples or friends. The house has plenty of amenities including a neighborhood pool, four bicycles, beach chairs, coolers, umbrella, tent, roller cart, beach toys, etc. to make your beach trips a success and hassle free! Perdido Key is a hidden gem near Orange Beach.

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

Coastal Family Retreat | Pool, Fire Pit & Playset

Private Pool, Fire Pit & Kids’ Playset — A Coastal Retreat for Family & Friends! This inviting Gulf Breeze home features 4 bedrooms, a fully equipped kitchen, and a spacious backyard. Publix, Walmart, and a Tesla Supercharger are less than a mile away. Pensacola Beach is about 15 minutes away, and Navarre Beach is about 20 minutes away. Gulf Breeze Zoo and Tiger Point Golf Club are also nearby, while Woodlawn Beach Boat Ramp is approximately a 5–7 minute drive away.

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Beach Home with Wraparound Deck & Path to Sand

Escape to our charming 3BR/2BA beach house, just a 2-block walk to the white sands of Pensacola Beach! This family-friendly retreat comfortably sleeps 8-10 guests. Enjoy a fully stocked kitchen, a spacious wrap-around deck with a gas grill, and an open-plan living area. Perfect for your next coastal getaway, offering a relaxed atmosphere with all the comforts of home.

Private Pool, Steps to the beach, Golf cart

Welcome to Shell Yeah!! spacious 3 bedroom 3.5 bath beach home with ample outdoor entertaining space and a private pool. Tall vaulted ceilings in the main living, dining, and kitchen areas and new decor create modern beach vibes. A short walk or golf cart ride from the sugar-white sands of Navarre Beach. Water views from nearly every room in the house.