Pet-friendly holiday rentals in Ensley

Charming Cottage, 2+BR (entire home, self checkin)

Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

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

THE PINE HOUSE *October 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!

"Pensa-casita" Cozy Townhome, University area

Our "Pensa-casita" is your cozy home when visiting our wonderful city! This townhome is newly renovated and includes a full kitchen, open living area, comfy bedrooms, and all the amenities needed for a short or long stay. Located in a small & quiet, family friendly neighborhood, the home is convenient to several popular restaurants & bars, minutes from UWF & the interstate, and a scenic drive to downtown and Pensacola Beach! *Pet Fee: $25/pet. Must be notified UPON booking. Cats not allowed.

*Tree House* on the Creek- Midtown Pensacola!

Welcome to the "Treehouse." Its a HEALING place. Everyone that comes here falls in love with the view. This oasis is smack dab in the middle of town. The beach is a short 15-20 min. drive. Located 9 minutes from downtown with amazing shops, dining and museums. Three large bedrooms, two baths with a relaxing soaker tub. Not to mention balconies off the master bedroom and living room. The forest behind here will give you that seclusion feel, along with turtles, fish, and incredible bird life.

Charming 2BR Cottage in East Hill near cafes/shops

Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

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.

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.

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.

Sunflower Inn (pet friendly)

large 1 bedroom apartment. A place for non smokers only. Lots of sunshine, the open and airy apartment is attached to main house. Close to mall; close to interstates ( I-10 and 110). Get anywhere in 15-20 minutes. Beach is about 20-25 minutes away depending on traffic. Lot's of eateries nearby. Small pets(under 25 pounds please unless approved by me) allowed and should be potty trained and non-destructive. Non smokers only(allergies) thank you.

Blue Angels Haven | Central Pensacola Pool Retreat

This family-friendly 3BR, 2BA home in Pensacola is perfect for up to 6 guests. Enjoy a private backyard oasis with a sparkling pool, ideal for relaxing or family fun. The spacious interior features a fully equipped kitchen and cozy living area. Located just minutes from Pensacola Beach, local attractions, Navy bases, this home offers the perfect balance of comfort and convenience for your next getaway. Please see why I have 100+ 5 star reviews!

Walkable + Luxe ~ 1BR Guesthouse w/ Fire Pit+Grill

At this modern 1BR guesthouse in the heart of East Hill, you’ll enjoy a walkable neighborhood with plenty of quiet. Inside, soaring ceilings and high-end furnishings make for an upscale but comfortable space. Outside, you're steps from Alga Brewery, local food trucks, and popular morning spots like Jitterbug. Fire up the BBQ and wind down with a glass in hand—and when you’re ready for adventure, downtown and the beach are just 10 minutes away.