Guesthouse vacation rentals in Escambia County

A covered walkway is featured, leading to a vibrant teal door. A patterned path extends down the porch, with a unique geometric design. A swing chair is positioned to the left, providing a relaxing spot, while potted plants add subtle greenery to the entrance.

4.91 out of 5 average rating, 222 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 quaint cottage is surrounded by vibrant greenery, featuring a palm tree and blooming flowers in the foreground. A spacious patio area includes outdoor seating and an umbrella for shade, along with a grill, creating a relaxed outdoor atmosphere.

4.9 out of 5 average rating, 305 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, 122 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 hot tub is nestled under a wooden pergola draped with white curtains, illuminated by soft blue lights. Wooden decking surrounds the hot tub, creating a serene space for relaxation at night.

4.98 out of 5 average rating, 259 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

A cozy living room is shown, featuring a white sectional sofa adorned with colorful throw pillows. A wooden coffee table is positioned in front, complemented by a vibrant area rug. The kitchenette is visible, along with a stainless-steel refrigerator and a variety of decorative items on the shelves.

4.94 out of 5 average rating, 215 reviews

Charming Guesthouse @ Live Oaks on the Bayou

Live Oaks on the Bayou is perfect for those on vacation, business or coming to the area for a beach getaway, wedding or graduation. The guesthouse is nestled behind our home with your own driveway and parking . Enjoy a private meal, coffee or a cocktail in the quiet serene courtyard-fountain area immediately out your front door. A wide variety of dining is a 3-10 minute walk. There is always some vegetation in bloom here and throughout one of Pensacola's most treasured neighborhoods.

4.99 out of 5 average rating, 103 reviews

A spacious dock extends over calm waters, featuring two black chairs and a wicker storage container. Boats are tied up at the nearby dock, with trees framing the tranquil view. The sky is partly cloudy, adding depth to the serene waterfront scene.

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

The guesthouse exterior features a red brick facade and a sloped roof with white trim. Lush greenery, including palm trees and colorful flowers, surrounds the front pathway, creating a welcoming entrance. The property is set in a vibrant, semi-tropical garden under a clear blue sky.

4.96 out of 5 average rating, 674 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.

A modern two-story building with a light exterior and large windows is surrounded by greenery. Red chairs are positioned on the front porch, which is adorned with a welcoming wreath. A driveway provides access to the entrance, and trees cast gentle shade on the property.

4.99 out of 5 average rating, 108 reviews

Spacious Guesthouse by Alga Brewery & Waterfront

The Hatton Guesthouse is a spacious modern retreat in Pensacola's most historic and influential neighborhood, next to Alga Brewery and local eateries. Walkable to everything! Built in 2022, the space boasts soaring ceilings and a professionally design interior with luxurious linens, bedding, and a full kitchen. A fire pit and BBQ are also located on the property, with firewood provided, and are highly encouraged to be used to enjoy evenings with family or friends.

4.96 out of 5 average rating, 172 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 cozy living area features a brown leather sofa, a mounted flat-screen TV, and a small side table with a beverage station. Double doors lead to an outdoor space with a picnic table and an umbrella, enhancing the connection to nature.

4.87 out of 5 average rating, 202 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Guesthouse in Gulf Breeze

A private pool area is surrounded by white fencing, featuring lounge chairs and shaded seating. The guesthouse is visible in the background, showcasing a patio area with a pergola. Lush greenery adds to the tranquil environment.

4.99 out of 5 average rating, 105 reviews

Summer Paradise Getaway

Built in 2020, this guesthouse is located in quite and safe neighborhood. 8 miles to Pensacola beach and 17 miles to Navarre Beach. Completely private with your own driveway and parking area, plus the use of the main house pool, patio and BBQ. Beautiful view of the forest. On a case by case basis we will entertain 6 guest. Please inquire before booking. Please be sure to review the House Rules section.