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Places to stay near Shaggy's Pensacola Beach

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Top-rated holiday rentals near Shaggy's Pensacola Beach

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Top guest favourite
Flat in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

Relax with the family at this restful retreat “Heaven on Earth” as one reviewer described. This is our home away from home and is owner managed. Owner management. We offer more personal touches. (hand picked towels bedding and a coffee bar), but more importantly is our exceptional housekeeper. She has over 20 years of experience and over 100 5 star reviews for cleanliness. Memorial Day thru Labor Day we offer free umbrella and two beach chairs. The booker must list names of guests & ages.

4.95 out of 5 average rating, 132 reviews
Top guest favourite
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.
Apartment in Pensacola Beach

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.

4.98 out of 5 average rating, 121 reviews
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

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.

5.0 out of 5 average rating, 164 reviews
Top guest favourite
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.
Apartment in Pensacola Beach

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!

4.99 out of 5 average rating, 114 reviews
Top guest favourite
A private balcony overlooking calm blue waters and a sandy beach. A circular white table with two accompanying chairs is positioned at the edge, creating a space to enjoy the panoramic views of Pensacola Bay.
Apartment in Pensacola Beach

Newly renovated condo with amazing water views!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers solid surface floors throughout, a fully stocked kitchen and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

4.95 out of 5 average rating, 291 reviews
Top guest favourite
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.
Apartment in Pensacola Beach

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.

4.93 out of 5 average rating, 266 reviews
Guest favourite
Home in Gulf Breeze

Life's a Breeze | 5min to Pcola Beach • Families

Relax and Enjoy this charming, bright, spacious home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves: 3 bedrooms & 2 baths. The home can comfortably accommodate up to 8 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and newly renovated! Perfect for families or friends who want all the amenities: where Life's a Breeze!

4.9 out of 5 average rating, 188 reviews
Top guest favourite
Home in Pensacola Beach

Kayaks & Paddle Boards SunRise & SunSet Views

Welcome to SunnySide UP! The serene 2 bedroom 2.5 bath with water view is located on Little Sabine Bay in Pensacola Beach, FL. Relax on the patio as you look out at the tranquil water as you sip your morning coffee or glass of wine in the evenings. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk! You can also easily walk/drive/trolley to the bustling boardwalk with shopping and plenty of great restaurants.

5.0 out of 5 average rating, 111 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.

4.99 out of 5 average rating, 156 reviews
Top guest favourite
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.
Apartment in Pensacola Beach

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.

4.93 out of 5 average rating, 510 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

Popular amenities for holiday rentals near Shaggy's Pensacola Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Shaggy's Pensacola Beach

Pensacola Beach Boardwalk

240 locals recommend

Premier Dolphin Cruise

98 locals recommend

Pensacola Beach

83 locals recommend

Pensacola Beach Gulf Pier

75 locals recommend

Shaggy's Pensacola Beach

77 locals recommend

Sandshaker Lounge & Package Store

59 locals recommend

Apartment rentals with wifi

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

Gorgeous condo steps from beach!

4.96 out of 5 average rating, 206 reviews
Top guest favourite
A private balcony overlooks the Gulf, featuring a pair of wicker chairs with blue cushions. The railing provides safety while maximizing views of the beach and ocean waves under a clear blue sky.
Apartment in Pensacola Beach

Island Oasis, 3Bed/2Bath, Pool, & Beach Gear

4.98 out of 5 average rating, 101 reviews
Top guest favourite
A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.
Apartment in Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands

4.98 out of 5 average rating, 242 reviews
Guest favourite
A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.
Apartment in Pensacola Beach

Book now for spring/summer! Beautiful sound views!

4.97 out of 5 average rating, 116 reviews
Top guest favourite
The living area is furnished with a dark sectional sofa and two striped armchairs, positioned facing a large flat-screen TV. A wooden coffee table sits at the center. Floor-to-ceiling glass doors provide scenic views of the water and access to an outdoor space.
Apartment in Pensacola Beach

Breathtaking Soundfront Condo|Pool & Beach Access!

4.91 out of 5 average rating, 115 reviews
Guest favourite
A balcony view overlooks a tranquil sound with soft waves and clouds dotting the sky. Below, a private pool is nestled within a landscaped area, complete with lounge chairs. The beach extends gently along the shoreline, enhancing the relaxed coastal atmosphere.
Apartment in Pensacola Beach

Gulf Getaway+ Waterfront Views *Fully Updated*

4.96 out of 5 average rating, 246 reviews
Guest favourite
A bright living room is featured with expansive sliding glass doors offering unobstructed views of the Gulf. Soft furnishings in soothing colors complement the beautiful blue backdrop, while a large area rug adds comfort to the space. Natural light fills the room, creating a serene atmosphere.
Apartment in Pensacola Beach

Welcome to Pura Vida: Top-Floor View & Beach Bliss

4.94 out of 5 average rating, 136 reviews
Guest favourite
A serene view of the Gulf of Mexico showcases clear blue waters meeting a white sandy beach. The horizon extends across the image, with a few distant figures visible along the shore, highlighting the tranquil atmosphere of this beach setting.
Apartment in Pensacola Beach

Penthouse @ Sabine Yacht & Racquet Club

4.96 out of 5 average rating, 101 reviews

Family-friendly house rentals

Guest favourite
A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.
Home in Pensacola Beach

Backyard Oasis Family friendly Pensacola Beach, FL

4.91 out of 5 average rating, 148 reviews
Guest favourite
An aerial view of the property reveals a spacious deck with outdoor seating, overlooking sandy terrain and palm trees. The large upper deck includes a dining area and the entrance to a staircase leading to additional outdoor spaces.
Home in Pensacola Beach

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

4.88 out of 5 average rating, 153 reviews
Top guest favourite
A spacious kitchen features light blue cabinetry and a large island with stools for seating. Skylights provide natural light to the area, where modern appliances and a stylish overhead light fixture complement the design. The open layout promotes a welcoming cooking environment.
Home in Pensacola Beach

4 BR/3 BTH Home In the Heart of Pensacola Beach

4.93 out of 5 average rating, 103 reviews
Superhost
An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.
Home in Gulf Breeze

Charming home, 10 min drive to Pensacola Beach

4.89 out of 5 average rating, 288 reviews
Guest favourite
A well-lit bedroom features a spacious bed dressed in neutral linens, complemented by warm-toned throw pillows. Two bedside tables with lamps flank the bed, and a piece of artwork depicting a coastal scene hangs above. Natural light filters through the window adorned with sheer curtains.
Home in Gulf Breeze

Modern Dream Home | Heated Pool and a Fire Pit!

4.89 out of 5 average rating, 103 reviews
Guest favourite
A wooden dock extends over calm waters, leading to a series of residential buildings along the bay. The structures feature multiple floors and pitched roofs, reflecting the soft colors of a sunset in the background.
Home in Pensacola Beach

New perfect beach getaway with stunning views (C9)

4.94 out of 5 average rating, 129 reviews
Guest favourite
The living room features two comfortable leather sofas positioned around a central coffee table. A large wall-mounted television displays a cozy bookshelf scene. A neutral-toned area rug covers the floor, and a floor lamp provides soft lighting. Decorative items add a homey touch.
Home in Gulf Breeze

Great Gulf Breeze Getaway Near Pensacola Beach

4.88 out of 5 average rating, 152 reviews
Top guest favourite
An inviting screened area features a heated saltwater pool surrounded by comfortable loungers and a dining set. A large umbrella provides shade for relaxation, while lush greenery offers a tranquil backdrop. Clear blue skies enhance the bright and airy environment.
Home in Navarre

Heated Salt Pool, 3 Kings, Near Beach.

4.96 out of 5 average rating, 108 reviews

Apartment rentals with air conditioning

Guest favourite
A cozy living area features a light-colored couch paired with two armchairs. A wooden coffee table sits at the center, complemented by a small potted plant. Two framed artworks depicting tropical leaves adorn the wall, while natural light filters through the window behind sheer curtains.
Flat in Gulf Breeze

Coastal Townhouse Across From Sound

4.94 out of 5 average rating, 120 reviews
Top guest favourite
A cozy living area is highlighted by a rustic brick fireplace and a stylish chandelier. Comfortable seating is arranged around a coffee table with decorative items, while a warm rug covers the hardwood floor. Natural light fills the space through tall windows with soft curtains.
Flat in Downtown Pensacola

Charming Fall Suite at The Kelley House - Suite 1

4.92 out of 5 average rating, 279 reviews
Guest favourite
Flat in Gulf Breeze

Mid-Century Breeze

4.9 out of 5 average rating, 167 reviews
Top guest favourite
A spacious living area is arranged with a large sectional sofa adorned with colorful cushions. A round coffee table is centered on a patterned area rug. Bright artwork depicting beach scenes is displayed on the wall. A potted palm adds a touch of greenery.
Flat in Gulf Breeze

Stylish Place 7 Miles from the Beach/self-check-in

4.94 out of 5 average rating, 143 reviews
Guest favourite
Flat in Downtown Pensacola

The Kitchen | Historic East Hill Studio Near Downt

4.95 out of 5 average rating, 100 reviews
Superhost
A spacious living room is illuminated by natural light streaming through large windows. A comfortable grey sofa is paired with two soft armchairs, while a round coffee table is centered on a decorative rug. A large television displays a scenic beach image.
Flat in Downtown Pensacola

Charming apartment in downtown w/patio (Garden #8)

4.84 out of 5 average rating, 166 reviews
Top guest favourite
A modern living area features a brown leather sofa adorned with decorative pillows. A wooden dresser and a television are positioned against the wall, while a small table offers additional storage. Natural light enters through several windows with light-colored shades.
Flat in Downtown Pensacola

Downtown Intimate Light-Filled Getaway

5.0 out of 5 average rating, 270 reviews
Top guest favourite
The bedroom features a spacious bed with a decorative headboard, topped with plush pillows and a patterned throw blanket. Two bedside tables with soft lamps provide warm lighting, and natural light streams through sheer curtains, enhancing the inviting atmosphere.
Flat in East Hill

Luxurious apartment walk to the Bay-2m to downtown

4.97 out of 5 average rating, 372 reviews

Other great holiday rentals near Shaggy's Pensacola Beach

Guest favourite
A serene waterfront scene depicts a vibrant sunset reflecting on calm waters. Docks are visible alongside various boats, while colorful kayaks are lined up on the shore. The silhouette of buildings is visible in the background against a sunset sky.
Apartment in Pensacola Beach

Pensacola Beach South Harbour

4.94 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Pensacola Beach

11th Floor Paradise on Pensacola Beach

4.94 out of 5 average rating, 93 reviews
Superhost
Apartment in Pensacola Beach

Last Minute August Escape | Pensacola Beach

4.68 out of 5 average rating, 19 reviews
Guest favourite
The kitchen features modern dark cabinetry paired with a light granite countertop. A central island offers additional workspace and seating. Bright blue accent walls complement the design, while stainless steel appliances enhance functionality. Natural light floods the area through windows, creating an inviting atmosphere.
Apartment in Pensacola Beach

Location Location Close to everything Beach & Play

4.92 out of 5 average rating, 63 reviews
Guest favourite
A spacious balcony features comfortable seating arrangements and a coffee table. Lush potted plants are included in the decor. Breathtaking views of Sabine Bay and the marina are visible beyond the railing, with hints of water and sky reflected in the daylight.
Apartment in Pensacola Beach

Cozy & Elegant Condo with Balcony 2 bed/2 baths

5.0 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Pensacola Beach

South Harbour 8B - 𝑲𝒂𝒊 𝑴𝒂𝒌𝒂𝒏𝒊

5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Pensacola Beach

Fabulous 2 bedroom end unit at South Harbour - 4A

5.0 out of 5 average rating, 8 reviews
Top guest favourite
A serene view of Little Sabine Bay showcases calm waters reflecting the sky. Yachts are anchored at the marina, surrounded by lush greenery. The sun casts a soft light, and distant buildings line the horizon, creating a tranquil coastal atmosphere.
Apartment in Pensacola Beach

Bayside-Pool-Private beach-Kid friendly

4.99 out of 5 average rating, 83 reviews