Pet-friendly holiday rentals in Downtown Pensacola

Walk to Downtown Pensacola + Bay Beach Park

This 3 bedroom, 3 bath home is walkable to a bay beach called Bruce Beach that features a kid's park, The Blue Wahoos Stadium, a local fish market called Joe Patti's, and Palafox Street’s boutiques/ trendy restaurants. Pensacola Beach, the main beach, is a 15 min scenic drive away. Young Families - We provide a high chair, a full size crib, sand toys and books to keep your children entertained. The whole family will have a wonderful time! Follow @PensacolaCottageByTheBay for more inside details!

Outdoor spaces · Walkability · 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

Walkability · Pets · Access

Vintage Charmer with Tiny Pool Close to Downtown

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.

Walkability · Outdoor spaces · Layout

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!

Pets · Walkability · Long stay

NEW BUILD Near Downtown! Stars Stripes & Salt Life

We are a new bungalow located right next to downtown Pensacola. The house is conveniently located near many restaurants, breweries, entertainment and a short 15 min drive to the world's most beautiful beaches! We offer plenty of space for your visit inside and out. There is a wonderful outdoor space complete with a firepit and a gas grill if you want to stay in and hang out! Travel nurses welcome! 🐾Pets welcome!🐾 Please specify how many you'll be bringing when you book. ($50 flat fee/stay)

Pets · Outdoor spaces · Decor

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!

Walkability · Outdoor spaces · Beach

Pet Friendly | Fenced Yard + Fire Pit | Downtown

Stay downtown without giving up space, parking or a private yard. Auer House is a spotless 3-bedroom, 2-bath home minutes from downtown restaurants, breweries, festivals and waterfront — with a fenced backyard that’s perfect for four-legged pups! Sleep six comfortably with a king primary, two queen bedrooms, two full baths, and TVs in every bedroom. Relax around the backyard fire pit, work remotely over 500+ Mbps WiFi, or take a 20-minute drive to Pensacola Beach! You can have it all!

Outdoor spaces · Walkability · Backyard

Private Pool / Two living rooms /Downtown

This 3000sqft home features a private pool, two living rooms, four bedrooms, two bathrooms, a kitchen, and a beautiful sunroom overlooking a private pool! Two families traveling together?? This is the ideal home for you! This home sleeps 10 comfortably but can accommodate more with the use of an air mattress or crib if traveling with a toddler. Located just a few blocks from Joe Patti's, the Blue Wahoo Stadium, and Palafox Street! YOU AGREE TO ALL HOUSE RULES WHEN YOU BOOK. READ THEM.

Pets · Outdoor spaces · Access

Downtown Oasis - Sunsets and Nightlife

Downtown Nights , Sunrises & Sunsets on the Pier Wake up with coffee and sunrise at Palafox Pier, walk downtown for food and live music, and bike to the marina or stadium by day. End the evening with a short drive to Casino Beach for sunset over sugar-white sand with free parking. This New Orleans-style home offers 3 bedrooms, 3 baths, queen beds, a full kitchen, and a private backyard under a magnolia tree with grill and evening lighting. Walk and bike everywhere. Relax here.

Pets · Outdoor spaces · Laundry

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.

Outdoor spaces · Walkability · Backyard

Casa del Sole • Downtown • 3 Ensuites • Pets OK

Welcome to Casa del Sole — the House of Sunshine. A sun-yellow designer cottage in the heart of Downtown Pensacola, with a private ensuite bath for every bedroom. Stroll 4 blocks to Palafox Street dining; NAS and IWTC Corry Station are 10 minutes, sugar-white beaches 15. Guests call it "the cleanest Airbnb we've ever stayed in." Dog-friendly, EV charging, private parking, 🇺🇸 TDY & PCS friendly.

Walkability · Pets · Backyard

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!

Outdoor spaces · Walkability · Long stay