Pet-friendly vacation rentals in Downtown Pensacola

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

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

A Romantic Downtown Get Away! The Gregory House

Welcome to The Gregory House, circa 1908, your Southern tropical downtown getaway! This gem of a single-family home is centrally located in the Downtown-Seville Historic District in Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, & plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests. We are family dog friendly (screening + $90 fee). We look forward to your stay!

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.

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!

Modern Carriage House in Downtown Pensacola

Discount for last minute bookings 10%. Immerse yourself in history. Located in the heart of the Pensacola historic district, walking everywhere is a breeze. The carriage house has 2 bedrooms/2 baths, living room and a full size kitchen w/washer and dryer. The perfect location if you are here for a wedding, graduation, work or vacation. Close to wedding venues, restaurants, breweries, pubs, galleries & shopping. Beaches & Pensacola Airport are just minutes away by car.

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!

Charming East Hill Cottage

Our charming cottage has a coastal feel with exposed brick and white breadboard walls. it is conveniently located within 10 min to the airport, beaches, Downtown Pensacola and parks galore. The neighbourhood has a hometown vibe that is refreshing, offering great places to walk or go for a scenic run along the bayou. Our cottage is good for couples, solo adventurers, business travellers, and furry friends (pets).

Casa Catrina • A Vibrant Mexican Art Retreat!

Welcome to Casa Catrina, a colorful, art-filled retreat inspired by Mexico’s joyful traditions of life, remembrance, and creativity. Designed by award-winning photographer and world traveler Ron Jordan. The home blends authentic folk art, vibrant color, and modern comfort into a warm, inspiring space. Enjoy handcrafted décor, a quiet backyard, and morning espresso before exploring downtown Pensacola.

The RED DOOR: Historic Seville & Downtown Venues

Step into history at The Hawkins House — a meticulously preserved 1880s gem in downtown Pensacola. This 2,000-sq-ft retreat blends vintage charm with modern comfort, offering a Southern ambiance on a peaceful side street. Sunlit and elegantly furnished, it highlights authentic 19th-century details. Sleeps six comfortably and welcomes screened pets (fee). Your perfect downtown getaway awaits!

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

*Welcome to Parrot House* Inviting Covered Patio

2 bedroom 1 bath home with a lovely shared, covered patio and outdoor dining area. Well stocked for your comfort. Details: 750 sq feet Bedroom 1: King bed + tv Bedroom 2: Queen bed + desk 1 Bathroom Full kitchen Cozy living room Covered patio (shared) Fenced yard area (shared) Washer/dryer (shared) Pets okay! Owner operated No Karens allowed