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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!

Large Historical Home for Groups Walk to Downtown!

Travel back in time with your lords & ladies in this fantastic historical home! Wine & dine your guests in good old fashioned style right in the heart of historical downtown Pensacola just one block off Palafox St. This beautiful historical Pensacola home boasts many of its original features such as soaring 11 foot ceilings, huge stained glass art windows and a stunning ornate grand wood staircase. Perfect space for a tasteful Bachelor or Bachelorette Weekend! Walk to Palafox Market & Downtown!

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

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes @ Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s gorgeous, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

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!

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

Walk to downtown + seafood market. *Bay views*

Bright & spacious home located in thriving downtown Pensacola Enjoy 3 master suits each with private full bathroom and luxury Tuft & Needle mattresses Easy 10-20 min walk to downtown shops, breweries, and entertainment 15-20 min drive to the white sand beaches or catch the seasonal ferry that leaves from downtown Double balcony with partial bay views. Catch the fireworks from the Blue Wahoos stadium or enjoy bay views as we are directly across from world famous Joe Patti’s Seafood

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.

✨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!

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Relax and recharge in this bright and stylish 3-bedroom, 2-bath coastal cottage just a short walk (0.6 miles) to downtown Pensacola's best spots—local shops, waterfront parks, restaurants, and the Blue Wahoos Stadium. Perfect for families, couples, and small groups, this newly renovated home includes fast Wi-Fi, two Smart TVs, a fully stocked kitchen, and thoughtful extras like beach gear, games, puzzles, and books for all ages.

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.