House holiday rentals in Downtown Pensacola

“Sea La Vie” Luxury Downtown Home; Mins to Beaches

This new construction home is in a thriving downtown neighborhood. A perfect blend of location and safety, it's just a 17-minute drive to the beautiful Pensacola Beach, and only 3 minutes away from both Sanders Beach and Bruce Beach. One minute to Supposey Weddings. With close proximity to the renowned Joe Patti Seafood market, Wahoo stadium, the Navy base, Palafox Market, hospitals as well as a variety of restaurants, coffee shops, and grocery stores, this home offers unparalleled convenience.

Family · Location · Sleep quality

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!

Location · Family · Access

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!

Family · Location · Amenities

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.

Family · Value · Indoor spaces

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!

Location · Value · Pets

The Wright Place: Your Perfect Beach Escape

Relax in this beach-style haven with modern amenities and Pensacola's tropical allure. This 3BR/2.5BA retreat is steps from downtown's vibrant nightlife—lively bars, events at Pensacola Bay Center, and top restaurants—yet minutes from Pensacola Beach's sugar-white sands and emerald waves. Dine al fresco on your patio or sip coffee on the upper deck for ultimate unwind vibes. *Government-issued ID and signed rental agreement required to book and must be submitted within 24 hours of booking.

Location · Family · Condition

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.

Location · Family · Barbecue

Downtown, Bay, Fish Market, Parades & Blue Angels!

Welcome to Nauti-Cola! This spacious 3-bedroom, 3-bath retreat sits in the heart of downtown Pensacola, just across from Pensacola Bay and Bruce Beach and steps from restaurants, nightlife, and the ballpark. Enjoy peekaboo bay views, parade floats rolling by, and Blue Angels practices overhead while relaxing on your balcony. Cook the fresh catch from the nearby fish market, mix cocktails, and catch post-game fireworks. Minutes to sailing, beaches, and nonstop walkable downtown energy.

Location · Value · View

Newly Renovated 2/2 Downtown 1933 Artist Cottage

Enjoy a peaceful stay in our completely renovated cottage with a full chef's kitchen: gas range, dishwasher and comforts of home . The main bath has a dedicated soaking tub for complete relaxation. 1.5 miles to downtown, or 2 minute drive to music venues, boutique shopping/dining, museums, and Wahoo Baseball Stadium. Don't forget our beaches! A short 15 minute drive to the iconic Pensacola Beach Ball parking and sugar sand beaches. Welcome to my hometown y'all - go make vitamin D!

Value · Location · Beach

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.

Family · Location · Comfort

Stylish Downtown Home- Short drive to the beach

Experience Downtown Pensacola at Maison de la Mer "House by the Sea" where you are within walking distance of the best restaurants, coffee shops and nightlife Pensacola has to offer. You are also in walking distance to Pensacola Bay, Corrine Jones Park, and a short 15 minute drive to the beautiful white sands of Pensacola Beach. Bring the whole family, recruit some friends, stay and play at this home away from home. Your enjoyment has been considered in every preparation.

Value · Location · Access

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.

Family · Value · Biking