Holiday rentals with outdoor seating in Cantonment

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!

THE PINE HOUSE *September Specials*

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Surrey Escape

Relax with the whole family in this spacious, quiet, updated home! Located just off I-10, our home provides easy access for travelers and is just a short walk away from Panera, Starbucks, grocery stores, and several restaurants/shops. Enjoy the convenience of having everything you need within reach, while still being able to experience the country-like feel of our neighborhood. Our home is only 25-30 minutes to Pensacola Beach/Perdido Key and 40-45 minutes from Foley, AL/OWA Amusement Park.

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.

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Quiet, charming guest apartment located in Cantonment, just minutes north of Pensacola with its sugar-white beaches, laid-back feel, and rich history. Perfect for local events, business trips, budget-friendly beach vacations, family time, or just passing through! KEEP SCROLLING to Neighborhood/Getting Around for miles and times to beaches and other popular venues. We are pet friendly! Dogs only, limit two. Pet fee is $15 per dog/night. Please include your pet(s) in the guest count.

Private Suite “The Rosebud” At Rose Cottage Farm

Come visit our 100 year old Farmhouse. It has a unique history. It was a brothel and gambling establishment during the prohibition era. It’s even been rumored to have been visited by Al Capone and a US President! Today, it is a charming hobby farm filled with vintage flair and cozy spaces. We offer a suite of four rooms with a private entrance. There are two bedrooms, a living room, and a private bathroom all on a dedicated second floor. Lots of privacy, and you can enjoy the grounds.

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.

Casa De Ustedes Pensacola

Come kick back, relax and escape to our serene, chic oasis! Nestled in a prime location, our Airbnb offers the perfect blend of relaxation and convenience. Situated just off Highway I10, exit 5, ALT 90 (West Nine Mile Road), our home ensures easy access to both the beach and Downtown Pensacola. Indulge in nearby dining, shopping, and entertainment options, or venture outdoors to explore pristine beaches and scenic trails mere minutes away. Your ideal getaway awaits!

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.