Places to stay near Shaggy&#x27;s Pensacola Beach

4.9 out of 5 average rating, 335 reviews

A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.

Guesthouse in Pensacola

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

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.

5 out of 5 average rating, 144 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.

4.91 out of 5 average rating, 221 reviews

A charming tiny house exterior showcases a wooden porch with a handrail and steps leading to a dark front door. Two small windows flank the door, and a potted plant is placed near the entrance. Lush greenery surrounds the structure.

Tiny home in Gulf Breeze

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

4.94 out of 5 average rating, 165 reviews

Home in Gulf Breeze

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

A balcony view overlooks Little Sabine Bay, featuring a wooden table with two drinks. The calm water reflects the sky, while distant homes line the shore. Lush grassy areas are visible in the foreground, enhancing the serene setting.

4.92 out of 5 average rating, 235 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.

4.98 out of 5 average rating, 545 reviews

French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.

Guest suite in Pensacola

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

4.99 out of 5 average rating, 174 reviews

A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.

Apartment in Pensacola

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

4.92 out of 5 average rating, 479 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.

4.97 out of 5 average rating, 735 reviews

A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.

Guesthouse in Pensacola

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

4.91 out of 5 average rating, 293 reviews

Home in Gulf Breeze

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!

4.96 out of 5 average rating, 198 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.