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 $64 SGD 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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Superhost
Home in Pensacola
5 out of 5 average rating, 3 reviews

Pensacola Golf Course Escape 3 br 3ba

⛳ Scenic Hills Golf Retreat | Quiet Country Club Living | 20 Min to Beach Welcome to your peaceful golf course community getaway! Nestled in the established and highly sought-after Scenic Hills Country Club neighborhood in Northeast Pensacola, this charming 1,977-square-foot brick home offers a perfect blend of quiet neighborhood charm and unmatched central convenience. Unwind by the cozy fireplace or relax in your spacious backyard after a day on the fairways. Perfect for golf enthusiasts, fam

Top guest favourite
Home in Pensacola
4.98 out of 5 average rating, 320 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes @ Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

Top guest favourite
A bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.
Apartment in Pensacola Beach
5 out of 5 average rating, 160 reviews

Stay at Sunshine Daydream on Pensacola Beach

Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

Top guest favourite
A light-filled living area features a comfortable white sofa and a glass coffee table on a round woven rug. Two large windows allow natural light to illuminate the space, complemented by soft curtains. A decorative piece hangs on the wall above the sofa, adding interest.
Guest house in East Hill
4.99 out of 5 average rating, 228 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Guest favourite
Guest house in Pensacola Beach
4.88 out of 5 average rating, 8 reviews

The Cabana - With Private Sky Deck & Beach Gear

Tropical beach-town vibes at The Cabana. Enjoy a massive private sky deck with hammock and sectional seating and 360° beach views — perfect for watching the Blue Angels fly overhead. Includes bikes, kayaks, beach chairs, beach umbrella, beach cart, toys, outdoor shower, kitchenette, front balcony, and a private driveway and entrance. Just a few blocks from the gorgeous white sand beaches of the gulf and an easy bike ride or free trolley ride to all the beach restaurants and bars.

Top guest favourite
Apartment in Pensacola Beach
4.93 out of 5 average rating, 505 reviews

Bay View Condo on Pensacola Beach at Sand Dollar

Welcome to Seashell Suite at Sand Dollar! This lovely 1 bed/1 bath, water view condo is located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

Top guest favourite
A spacious bedroom features a king-size bed with light-colored bedding. A cozy sofa is positioned nearby, complemented by a small table and two windows allowing natural light. A gentle blue wall art piece enhances the airy atmosphere, and wooden floors add warmth to the space.
Guest suite in Pensacola
4.98 out of 5 average rating, 405 reviews

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

Top guest favourite
A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.
Cottage in Pensacola
4.98 out of 5 average rating, 550 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Top guest favourite
A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.
Home in Downtown Pensacola
4.99 out of 5 average rating, 253 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!

Top guest favourite
A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.
Guest house in Pensacola
4.97 out of 5 average rating, 217 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Top guest favourite
A balcony view features a black table with a wooden pelican sculpture at its center. Surrounding palm trees provide shade while Sabine Bay glistens in the background, creating a serene waterfront atmosphere. Comfortable blue chairs are positioned near the table, inviting relaxation.
Apartment in Pensacola Beach
4.96 out of 5 average rating, 205 reviews

Gorgeous condo steps from beach!

“Welcome to Island Time” Escape to Pensacola Beach! Beautiful renovated one bedroom condo w/ sleeper sofa on Sabine Bay. You are just across the street from Pensacola Beaches beautiful white sand and blue waters. Walking distance to restaurants & activities. Pensacola Beach is the ideal destination if you are looking for a wide variety of activities. Soak in the sun-drenched days while you enjoy your vacation the way it is supposed to be.

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
4.95 out of 5 average rating, 276 reviews

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!

Popular amenities for Pensacola Beach holiday rentals