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Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

La Petite Pineapple~Walkable to downtown Pensacola

Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

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

Tropical Boho Style Home Near Downtown Pensacola

Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.

Summer House! Beach & Downtown!

Welcome to Henry’s Hideaway! Whether your visit is to enjoy the beaches or downtown Pensacola, we want to welcome you and ensure you have a fantastic stay with us. The home is a 3 bed, 2.5 bath and beautifully decorated. The home is only about a 15 minute drive to the sugar sand beaches in Pensacola, 2 minutes to get onto I-110, and 5 minutes from vibrant downtown Pensacola where you can enjoy amazing restaurants and local shops! The house is fully equipped, so please make yourselves at home

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

Pensacola Paradise Getaway

Spacious 3 Bed / 2 Bath (4 queen beds) beach retreat in a quiet family-friendly neighborhood! Fast 450MB WiFi! Prime central location within 15 mins to Pensacola beach, 6 mins to Naval Air Station, & 5 mins to downtown! Ice cold AC, 65" TVs with Netflix, & outdoor BBQ in private fenced backyard awaits. Clean & dog-friendly (sorry no cats due to allergies). Driveway parking enough for 4 SUVs. Self check-in & out offers you unbeatable convenience for a perfect beach vacation getaway!

✨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!

Summer House - Beach & Downtown

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

Orange You Glad You Found This Place? Steps from Bayview Park including small and large dog parks, dog beach, tennis courts, workout area, boat ramp, Bayview Center & more. 5 minutes to downtown, 15 minutes to Pensacola Beach. While attached to the main house, the guest suite is its own private space, with a separate entrance, temperature control, driveway parking for 2 and room for a 20’ boat. We’ll do anything to make your stay great!

A Palmville Delight

Relaxing Getaway near Pensacola with Easy Access to Antiquing! This inviting home offers the perfect escape for relaxation and exploration. Unwind in comfort with King-size beds and luxury showers promise a restful stay. Nestled in a quiet neighborhood close to a bayou, this home offers a tranquil atmosphere. Two parks are easily accessible, offering a playground for children and a walking/bird watching area for nature lovers.