Guesthouse vacation rentals in Escambia County

A bright bathroom features a white vanity with two sinks and storage drawers. A large mirror is illuminated by three overhead lights. A shower/tub combination is present, along with decorative towels hung nearby. The neutral walls provide a calm backdrop.

4.92 out of 5 average rating, 106 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan) duplex/guest house, completely separate from main house, in a quiet neighborhood, with private entrance, patio, & your own double driveway. Walking distance, 4 blocks, from the water (Bayou Chico) and big park. And close to everything Pensacola and Perdido Key have to offer 😎 - Airport (PNS) - 8miles - Downtown Pensacola - 3mi - Beaches: - Bruce Beach: 3mi - Pensacola - 12mi - Perdido Keys - 12mi - Naval Air Station (NAS) - 4mi

A charming white wooden gate, adorned with a floral wreath, is featured as the entry point to the cottage. A welcoming sign nearby emphasizes 'Cottage,' inviting guests to enter. Soft lighting enhances the warm ambiance of the entrance area.

4.92 out of 5 average rating, 232 reviews

Blue Skies Cottage - Travel Oasis

Private, Dog friendly, work space, 6 miles to beautiful beaches, 8 miles to historic downtown with thriving restaurants, minutes from access to I-10 and I-110 and convenient shopping at Cordova or University Mall;nestled in a quiet neighborhood to take friendly walks any time of day. This adorable, newly renovated 1 bedroom, 1 bath with queen sleeper sofa (4 Guests), in-house laundry and full kitchen, in/out dining; would love to serve as your gateway to fun and sunshine. Great for longer stays

A modern kitchen features stainless steel appliances and a spacious layout. White cabinetry contrasts with a decorative stone backsplash. A round black dining table is set for four, with a decorative bowl at the center. Large windows allow natural light to fill the space.

5 out of 5 average rating, 140 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

A garden pathway made of brick is bordered by various potted plants and greenery. The main structure, a cottage, is visible in the background, surrounded by lush foliage. Sunlight filters through the leaves, creating dappled patterns on the ground.

4.9 out of 5 average rating, 310 reviews

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 covered porch area is presented with a wooden coffee table and a pair of seating arrangements featuring cozy cushions. A large potted plant adds a touch of greenery, while natural light filters through the surrounding space, illuminating the brick wall and wooden ceiling.

4.98 out of 5 average rating, 133 reviews

Private Guesthouse- 2 mi. downtown & 5 mi. Beach

Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

The entrance features a welcoming black door with a 'Welcome' sign. Flanking the door are two hanging flower baskets and a window box filled with greenery. A small round table is accompanied by two chairs on the porch, inviting guests to sit and relax.

4.98 out of 5 average rating, 118 reviews

The Paradise Cottage-clean+gated

Our 2 story Guest house is the definition of cozy and inviting. Located on our spacious and gated property. We strive to make your stay feel as if you were at home. We are 5 min from Navy Federal Headquarters. 10 min from the Equestrian Center. A quick 30 min (mostly interstate travel) to Pensacola Beach. Perfect location to visit your family if located in Beulah/cantonment/9mile area. When you choose to stay with us you are getting a host that cares 100% about the quality of your stay.

A white, two-story house is displayed against a clear blue sky, surrounded by manicured lawns and neatly trimmed shrubs. The property's striking facade features large balconies and modern architectural details, providing an inviting presence on the quiet street.

4.99 out of 5 average rating, 172 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over 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

4.99 out of 5 average rating, 114 reviews

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guesthouse in Milton

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

A bright entryway is featured with an open door leading to a small patio. A mirrored cabinet stands adjacent to a cozy dining area with a round table and metal chairs. Wooden floors add warmth to the ambiance, complemented by natural light from nearby windows.

4.96 out of 5 average rating, 690 reviews

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.

4.95 out of 5 average rating, 149 reviews

Fireworks burst in colorful displays above the OWA entrance, highlighting the vibrant atmosphere of the area at night. The two-story buildings frame the scene, with their illuminated exteriors providing a welcoming ambiance against the dark sky.

Guesthouse in Elberta

Quaint Tiny Home by the Bay (Mini Cottage)

A picturesque tiny cottage centrally located off of Soldier Creek in Perdido Beach, AL. Enjoy a fenced backyard for pups and a small fire pit, minutes walk from Soldier Creek. Bring your boat & head directly into the bay and enjoy frequent dolphin sightings, island hopping, bay accessed bars&restaurants, soldier creek is a beautiful Kayak/Paddleboard/Pup friendly destination! White Sand Beach in Miles: (18mi perdido key)(20mi Gulf Shores) (11mi to OWA & Tanger)

A sweeping aerial view captures the coastline's soft white sands and the vibrant blue waters of the Gulf of Mexico. High-rise buildings line the beach, while the horizon features hints of nearby islands and a long pier jutting into the ocean.

4.96 out of 5 average rating, 179 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.

A well-appointed bathroom is featured with a white toilet and a sleek vanity. A round mirror reflects light and adds depth. Fresh flowers are displayed in a vase, enhancing the space. Soft green walls complement the white cabinetry and contribute to a clean, inviting ambiance.