Vacation rentals in Pensacola

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.

Pensacola Lighthouse Retreat

The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

The Lantana Leisure - A Lavish Central Vibe!

Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

Estella’s Place-your piece of Florida paradise

Beautifully renovated one bedroom, one bath 1956 home in the East Hill neighborhood of beautiful Pensacola. Come enjoy all the comforts of home while exploring Pensacola. Relax in the completely private backyard. Perfect for couples, solo adventurers, and business travelers. Conveniently located to the airport, restaurants, downtown, Gulf Breeze, and Pensacola Beach Please no children, pets, parties, smoking or vaping. Estella’s Place...where the past meets the present impacting the future.

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

Bear's Bungalow in the Historic Heart of Pensacola

PETS WELCOME $0 deposit!!!! Charming 1920's Historic Cottage with large backyard & outdoor kitchen w/ TV perfect for entertaining and the inner BBQ in you! This centrally located 2/1.5 home in the heart of Olde East Hill is a stones throw from the Civic Center, a 10 minute walk downtown, just over a mile to the Blue Wahoos Stadium, and 8 blocks to Krispy Kreme. Desirable 10' ceilings w/ elevated 16' in the living room, original windows, upgrades throughout. Driveway and ample street parking!

Cozy Traveller's Cottage Close to Downtown

This cozy guest cottage has shiplap walls and a warm and inviting interior. It's perfect for a quiet getaway for 1 or 2 people. Located in Pensacola's eclectic East Hill neighborhood and close to downtown, restaurants and shopping. The cottage is best suited for guests over the age of 18 and is not equipped for small children. Please note for your comfort the standard weight capacity for the bedframe is approx 500 lbs. I have two sweet pups (Lily, Hildey) and an outdoor cat (Skipper-Doo).

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

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

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.

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.

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!