Places to stay near Shaggy's Pensacola Beach

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Top-rated vacation rentals near Shaggy's Pensacola Beach

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Guest favorite
A welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.
Home in Gulf Breeze
4.87 out of 5 average rating, 183 reviews

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

Top guest favorite
A spacious living area is shown, featuring two gray sofas and a sleek television mounted on the wall. Sunlight filters through sliding glass doors, revealing a view of the balcony. A light blue accent chair and a decorative side table complement the setting.
Condo in Pensacola Beach
4.98 out of 5 average rating, 105 reviews

Waterfront, sleeps 7, walk to everything!

Recently updated 2 bedroom, 2 bathroom 1200 sq ft. large open concept living and dining space and washer/dryer in the unit. Double sliders to the triple size balcony with amazing sunset views over The Little Sabine Bay and The Gulf of Mexico. Centrally located across the street from Casino Beach, The boardwalk, and great restaurants. This is truly one of the best spots on the island with the best of everything including the most amazing views with the convenience of walkability to everything.

Top guest favorite
An aerial view captures the Pensacola Beach Boardwalk and surrounding waterfront, with the sun setting over the horizon, creating a gradient of warm colors. The condo building is visible against the backdrop of the beach and pier, offering a view of the vibrant activity along the coast.
Condo in Pensacola Beach
4.99 out of 5 average rating, 101 reviews

Walk to Everything-Best Sunset-Comfy King-Stocked

South Harbour Condo 11th Floor corner unit in the heart of Pensacola Beach! Walk to everything, park and relax. Beautiful waterfront condo directly across the street from casino Beach. The 11th floor has the best views, extra windows, larger layout boasting king in master, bunks & Queen in second room. Best view sunsets on the beach, walking distance to anything you need charter fishing, restaurants, rentals, pier, surfing. Lots of upgrades, everything needed for a week or two or longer!

Top guest favorite
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.
Condo in Pensacola Beach
5 out of 5 average rating, 154 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 favorite
An outdoor patio area features a wooden pergola overhead, complemented by two blue rocking chairs and a bench. Potted plants provide greenery, and soft lighting fixtures line the concrete flooring, creating a cozy space for relaxation.
Guest suite in Gulf Breeze
4.97 out of 5 average rating, 170 reviews

The Starlight-3mi to Beach

Unique & private suite for two, Pensacola Beach is 8 minutes away. Speedy wifi, fenced patio, grill, & garden. This suite includes a minisplit for air/heat & a tankless water heater. Attached to the brick house, & totally private with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

Top guest favorite
The open concept living area features a cream-colored sofa and a round coffee table. A wooden loft area is visible in the background, with warm lighting illuminating the kitchen. A large television hangs on the wall, complementing the bright and welcoming space.
Condo in Pensacola Beach
4.93 out of 5 average rating, 247 reviews

Amazing Condo on Bay, Steps from Gulf of America

Everything included! Recently remodeled waterfront condo with vaulted ceilings located on Little Sabine Bay and steps from the Gulf of America. Enjoy coffee and cocktails on an amazing balcony overlooking the Bay. Walk or bike to shopping, dining, and the Gulfside. 1 bedroom condo with a loft. The open concept living/kitchen has a 7' island. Beds include King in master, queen in the loft and a queen sofa bed. 1 covered parking spot . 2 bikes 2 Inflatable paddle boards also included.

Top guest favorite
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
4.99 out of 5 average rating, 141 reviews

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.

Top guest favorite
The living area features a brown leather sofa paired with a wooden coffee table and a patterned area rug. A large television is mounted on the wall, while a dining space is visible in the background, showcasing a bright and open layout with natural light.
Condo in Pensacola Beach
4.92 out of 5 average rating, 492 reviews

Bay View Condo on Pensacola Beach - Great Location

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 favorite
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, 534 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 favorite
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.
Condo in Pensacola Beach
4.96 out of 5 average rating, 201 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.

Guest favorite
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 Pensacola
4.95 out of 5 average rating, 253 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!

Top guest favorite
A charming cottage exterior is presented with light yellow siding and black shutters. A white front door, adorned with a small light fixture, complements the inviting entrance. Lush greenery frames the entrance, with a paved driveway leading up to the house.
Cottage in Pensacola
4.99 out of 5 average rating, 259 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers 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.

Popular amenities for vacation rentals near Shaggy's Pensacola Beach