Guesthouse vacation rentals in Escambia County

A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.

4.92 out of 5 average rating, 130 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 comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.

4.99 out of 5 average rating, 153 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 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.

4.9 out of 5 average rating, 323 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.

The exterior of the cottage showcases a welcoming entrance with a decorative wreath adorning the door. A paved driveway leads up to the home, surrounded by well-maintained landscaping featuring shrubs and trees. The backdrop includes a clear blue sky highlighting the peaceful neighborhood.

4.97 out of 5 average rating, 156 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!

A light-filled living area features a comfortable white sofa and a glass coffee table on a round woven rug. Two large windows allow natural light to illuminate the space, complemented by soft curtains. A decorative piece hangs on the wall above the sofa, adding interest.

4.99 out of 5 average rating, 189 reviews

EAST HILL - Bayview Park Private Carriage House

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

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, 126 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.

The exterior of a colorful camper is surrounded by a vibrant outdoor space. A striped rug lies on the patio, complemented by tropical plants in decorative pots. A table and chairs are shaded by an umbrella, while artwork adorns the side of the camper.

4.93 out of 5 average rating, 166 reviews

Gigi's little jewel in Treasure Hill

Cute and cozy camper that has all the comforts of home. It is located in the Perdido key area in a quiet, safe neighborhood. one mile from the Gulf of Mexico, across from the Big Lagoon state park. ** There is boat parking here on the property This is a camper that is a great space for when you just want to chill and hit the beach. It's cozy, cute, and comfortable. There is a beautiful private outside area that is a perfect place to relax and enjoy the peace that surrounds you.

The entrance features a black door adorned with a decorative wreath. A small table holds a decorative item, while potted plants add greenery. Natural light filters through the window, which is flanked by soft window treatments, enhancing the welcoming feel of the entrance area.

4.96 out of 5 average rating, 107 reviews

East Hill Retreat/Pet Friendly

Centrally located in historic East Hill, this serene, cozy, 750 sq foot garage apartment is a quick 15 minute drive to Pensacola Beach. It features an open floor plan with a private entrance and marked guest parking. Downtown Pensacola is a short five minute drive with many local restaurants and night life. Our apartment features a keyless and private entry. Whether you are a business traveler, solo adventurist or just looking to relax, this East Hill Retreat is ideal.

4.99 out of 5 average rating, 132 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 modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

4.96 out of 5 average rating, 187 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 bright and airy living space showcases a spacious white sofa and a light green accent chair. Artwork adorns the walls, adding color to the room. A wooden table sits nearby, and a modern light fixture provides illumination. The open kitchen is visible in the background, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 104 reviews

Modern Carriage House in Downtown Pensacola

Immerse yourself in history. Located in the heart of the Pensacola historic district, walking everywhere is a breeze. The carriage house has 2 bedrooms/2 baths, living room and a full size kitchen w/washer and dryer. The perfect location if you are here for a wedding, graduation, work or vacation. Close to wedding venues, restaurants, breweries, pubs, galleries & shopping. Beaches & Pensacola Airport are just minutes away by car.

The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.