Vacation rentals in Pensacola Beach

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Quick stats about vacation rentals in Pensacola Beach

Total vacation rentals
Explore 3,140 vacation rentals in Pensacola Beach
Nightly prices starting at
Pensacola Beach vacation rentals start at $70 CAD per night before taxes and fees
Verified guest reviews
Over 84,650 verified reviews to help you choose
Family-friendly vacation rentals
2,740 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 540 rentals that welcome pets
Vacation 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 vacation 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 vacation 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.

4.89 out of 5 average rating, 279 reviews

Top guest favourite

Home in Pensacola

Private Pool | 3BR/3BA | Near Pensacola Beach

Your private Pensacola pool retreat—close to golf, beaches, UWF and everything in between. This spacious 3-bedroom, 3-bath home sleeps up to 6 guests and offers something increasingly hard to find: a private pool, large backyard, quiet neighborhood setting and a full bathroom for every bedroom. Located in the established Scenic Hills golf-course community, you'll have convenient access to golf, Pensacola Beach, downtown Pensacola, UWF, restaurants and shopping—while still having your own peacefu

5.0 out of 5 average rating, 12 reviews

Guest favourite

Home in Pensacola

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.

5.0 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.

Condo 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.

4.99 out of 5 average rating, 156 reviews

Top guest favourite

The quaint cottage features a white exterior complemented by blue shutters. A covered entry is adorned with climbing plants. Surrounding greenery includes a flowerbed and trees, providing a natural and inviting setting. The curved pathway leads to the entrance, enhancing accessibility.

Home in Pensacola

Shady Oaks Cottage

This charming home offers the ideal combination of comfort, convenience, and coastal charm, making it the perfect base for exploring everything this vibrant Gulf Coast city has to offer. Whether you’re here for a relaxing beach vacation or cultural escape, our centrally located home is just minutes from Pensacola’s best attractions. There is a breakfast nook and a large patio table, or relax under the sunshade and charming cafe lights while lounging on the sectional sofa.

5.0 out of 5 average rating, 64 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.

4.96 out of 5 average rating, 267 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!

4.98 out of 5 average rating, 168 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

4.97 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!

4.96 out of 5 average rating, 293 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!

4.91 out of 5 average rating, 11 reviews

Luxe

A spacious waterfront home is seen from a wooden dock that leads to a sandy beach area. The exterior showcases large windows and a covered patio, surrounded by palm trees. The tranquil water reflects the clear sky, creating a calm atmosphere.

Villa in Pensacola

Luxury Waterfront Home+Private Beach+Infinity Pool

Enjoy our beautiful waterfront oasis featuring a custom infinity edge pool, hot tub, firepit, and plenty of places to lounge. Play on our private beach, go paddleboarding or jump off the dock into the clear inter-coastal waters. Large windows offer spectacular views from every room in the house. Open floor plan living ensures you can easily spend quality time together while taking in the breathtaking view.

5.0 out of 5 average rating, 64 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.

4.99 out of 5 average rating, 616 reviews