House holiday rentals in Downtown, Pensacola

4.94 out of 5 average rating, 154 reviews

Beautiful Historic Downtown Pensacola Charmer

Fully renovated, historic downtown Pensacola home that's less than 10 minutes to the Beach. All the quaint charm with modern features and finishes. Curated designer materials and furniture. This home is fully equipped for leisure or business travel. Features all new king-size, quality bedding, new bikes. Walk to downtown, the bay center, many dining and nightlife options or head to the beach. The home is equipped with full kitchenware and appliances and includes laundry room. Sit back and enjoy!

4.99 out of 5 average rating, 111 reviews

Jackson Street Retreat - Highly Acclaimed Digs!

This newly renovated, charming 1926 shotgun house is located in the historic Belmont-Devilliers district in downtown Pensacola. The home is a short walk or bike ride to Blue Wahoos stadium, Joe Patti's Seafood, and Palafox Street. The home has every convenience; new HVAC, appliances & fully equipped kitchen with Keurig/coffee, smart TVs, and Wi-Fi. Additionally, the full bath has a standard whirlpool tub/shower and the backyard has a playhouse for the kiddos. Come enjoy your home away from home.

4.99 out of 5 average rating, 113 reviews

The RED DOOR: Explore Downtown Pensacola & Venues!

Step into history at 'The Hawkins House,' a meticulously preserved 1880s gem in downtown Pensacola. This 2000 sqft retreat seamlessly blends vintage charm with modern comfort, offering a Southern town ambiance on a tranquil side street. Revel in the open-concept design, bathed in natural light, adorned with rich furnishings, and showcasing 19th-century features. Sleeps six comfortably and dog friendly with screening (fee). Your perfect getaway awaits in the heart of vibrant Downtown Pensacola!

4.96 out of 5 average rating, 151 reviews

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

4.98 out of 5 average rating, 128 reviews

The "Wright Place" to Make Summer Memories!

Unwind in this gorgeous beach style home, complete with modern amenities and a nod to the tropical vibrance of Pensacola. This 3 BR, 2.5 bath getaway is a casual walk from amazing restaurants and is conveniently a stone's throw from the Pensacola Bay Center. Hop in your car, you're minutes from our emerald beaches. Whether dining on your patio or sipping coffee from the upper deck, relax and enjoy vacation. *Gov't Issued ID is required to book our property & must be submitted after booking.

4.96 out of 5 average rating, 113 reviews

Full Home Near Downtown Pensacola Old East Hill

This home is a spacious getaway with 2 bedrooms, 2 full bathrooms, full kitchen, a living room with fireplace, and more. It has a big backyard for relaxing in the morning and a nice front porch for relaxing in the evening. It's walking distance to the Pensacola Civic Center and downtown. You'll be near parks, music clubs, art galleries, restaurants, the beach, downtown shopping, a farmer's market, and more! It's great for couples, solo adventurers, business travelers, and families on vacation.

4.91 out of 5 average rating, 201 reviews

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.

4.99 out of 5 average rating, 187 reviews

Casa del Sole: Walk Downtown, Short Drive to Beach

🏡 Modern 3BR/3BA just 4 blocks from vibrant Palafox St (Downtown Pensacola) 🏖️ Short 15-min drive to white-sand beaches of Pensacola Beach 🌿 Quiet, safe neighborhood – groceries & café 2 mins away 🚗 Private Parking for 2 & free EV charging 🥘 Fully Stocked Kitchen – everything you need to cook at home ⚾️ A short stroll to Maritime Park / Bay Front 🐾 Dog-friendly – small backyard + great park a block away ⭐️ Guests rave about our location, cleanliness, and "the best stocked kitchen"

4.98 out of 5 average rating, 108 reviews

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.

4.94 out of 5 average rating, 199 reviews

Walk to downtown + seafood market. *Bay views*

Bright & spacious home located in thriving downtown Pensacola Enjoy 3 master suites 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

4.95 out of 5 average rating, 159 reviews

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.