
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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Downtown Intimate Light-Filled Getaway
Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

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.

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!

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.

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!

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.

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.

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.

Beach Barn | 5min to Pcola Beach • Full Kitchen
Relax and Enjoy our charming Beach Barn home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves, which can comfortably accommodate up to 4 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and super cute! Perfect for families or friends who want all the amenities: where Life's a Breeze!

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.

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 holiday rentals near Shaggy's Pensacola Beach
Other top sights near Shaggy's Pensacola Beach
Apartment rentals with wifi

Fabulous 2 bedroom end unit at South Harbour - 4A

Wake to Gulf Views, Heated Pool Getaway

South Harbour 3D | Sunset Views | Pensacola Beach

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

South Harbour 8B - 𝑲𝒂𝒊 𝑴𝒂𝒌𝒂𝒏𝒊

11th Floor Paradise on Pensacola Beach

Cozy Bayou Villa - just steps from the water

Book now for spring/summer! Beautiful sound views!
Family-friendly house rentals

Historic Pool Cottage! Dog Friendly

Entire home/Pensacola Beach!

Gulf Breeze getaway w/hot tub, minutes to beach

East Bay Hideaway — A Private Waterfront Escape

Waterfront Sunsets

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Great Gulf Breeze Getaway Near Pensacola Beach

COCO RO! Outdoor Shower, Hammock & Free Parking!
Apartment rentals with air conditioning

Entire studio space is private, clean & relaxing.

Charming East Hill Cottage

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

Coastal Townhouse Across From Sound

Ocean Tranquility label by guest“Heaven on Earth”.

Navarre Beachfront Condo

Historic SR Moreno House • Walk to Downtown

Mid-Century Breeze
Other great holiday rentals near Shaggy's Pensacola Beach

Pensacola Beach South Harbour

Blue Crab Condo in the Heart of Pensacola Beach

Sea-Sun's Greetings • Pensacola Beach • 2BR Condo

Cozy & Elegant Condo with Balcony 2 bed/2 baths

Pause, go refreshed! Gulf Breeze

New 1bedroom Pensacola Beach

East Hill Bungalow

Eclectic Eco- Friendly Luxe City Cottage
Destinations to explore
- Gulf State Park
- Destin Beach
- Gulf Shores Public Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Alabama Point Beach
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Gulf Breeze Zoo
- Henderson Beach State Park
- The Hangout
- Waterville USA/Escape House
- HarborWalk Village
- Adventure Island
- Gulfarium Marine Adventure Park
- The Track - Destin
- The Boardwalk on Okaloosa Island
- The Lighthouse Condominiums




