Holiday rentals in Pensacola Beach

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Quick stats about holiday rentals in Pensacola Beach

Total holiday rentals
Explore 3,140 holiday rentals in Pensacola Beach
Nightly prices starting at
Pensacola Beach holiday rentals start at £38 per night before taxes and fees
Verified guest reviews
Over 84,650 verified reviews to help you choose
Family-friendly holiday rentals
2,740 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 540 rentals that welcome pets
Holiday rentals with a pool
2,230 properties feature pools
Rentals with dedicated workspaces
1,600 properties have a dedicated workspace
Wifi availability
3,060 of Pensacola Beach holiday rentals include wifi access
Popular amenities for guests
Guests love Beachfront, Self check-in and Gym across Pensacola Beach rentals
4.8 Average rating
Pensacola Beach stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Pensacola Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.

Home in Pensacola

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.

LocationFamilyBathroom

4.89 out of 5 average rating, 279 reviews

Guest favourite

Apartment in Pensacola Beach

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

ValueFamilyDecor

4.94 out of 5 average rating, 204 reviews

Superhost

Home in Gulf Breeze

Luxury Home w/ Private Dock, Pool, Firepits &

Welcome to your dream waterfront escape. This newly renovated, custom-built Soundside home offers three bedrooms, three full bathrooms, and two half baths, blending modern luxury with effortless coastal living. Designed for connection, comfort, and unforgettable moments, this private retreat delivers stunning water views, upscale interiors, and resort-style outdoor amenities—all just five minutes from Pensacola Beach. From the moment you arrive, you’ll be welcomed by gleaming marble floors

LocationFamilyQuiet

4.7 out of 5 average rating, 10 reviews

Top guest favourite

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

Apartment in Pensacola 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.

ValueLocationTV

4.99 out of 5 average rating, 157 reviews

Top guest favourite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

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.

FamilyLocationBathroom

4.96 out of 5 average rating, 268 reviews

Top guest favourite

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

FamilyLocationWalkability

4.98 out of 5 average rating, 169 reviews

Guest favourite

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

Home in Pensacola Beach

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

ValueFamilyCheckout

4.97 out of 5 average rating, 122 reviews

Guest favourite

A rustic patio space is designed with wooden walls and a comfortable seating area, featuring a chair and a loveseat. A hanging plant adds greenery, while stone-paved paths and decorative plants enhance the natural setting. Sunlight filters through the trees, creating a warm ambiance.

Tiny home in Gulf Breeze

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

FamilyValueSleep quality

4.9 out of 5 average rating, 122 reviews

Top guest favourite

A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.

Loft in Downtown Pensacola

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

ValueLocationBathroom

4.96 out of 5 average rating, 295 reviews

Superhost

The exterior of the Mediterranean estate showcases a two-story structure with a red-tiled roof and large windows. Palm trees surround the property, leading to a private dock extending into the sparkling waters of the Santa Rosa Sound, creating a sense of tranquility and relaxation.

Home in Pensacola Beach

Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21

Introducing one of Pensacola Beach's elite vacation rentals "Palacio de Panferio". This custom built Mediterranean Estate is unlike any other property on Santa Rosa Island. As soon as you pull into the private stone driveway you'll feel how special this place really is. The breezeway leads to a backyard oasis made for entertaining. The gorgeous 12,000 gallon custom infinity pool and hot tub. This pool is everything!

FamilyLocationAccuracy

4.91 out of 5 average rating, 11 reviews

Top guest favourite

A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.

Guest house in Gulf Breeze

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

FamilyLocationAccuracy

4.96 out of 5 average rating, 213 reviews

Top guest favourite

A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.

Cottage in West Pensacola

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.

LocationFamilyAmenities

4.99 out of 5 average rating, 617 reviews