Holiday rentals with a fireplace in Downtown Pensacola

The Couples Retreat, Walk Downtown, Beach 15m

From the moment you walk in, you exhale. That's what couples say about this 1928 boho charmer and why they keep coming back. Cloud-soft king bed, premium linens, walk in spa shower. Welcome snacks & drinks waiting. Wake to blooming trees on your classic Southern porch with morning coffee in hand. Fully stocked kitchen. Beach kit ready: chairs, umbrella, cooler & towels. Walk to Palafox breweries and restaurants. Pensacola Beach 15 min. Top 1% on Airbnb. Once you stay here, nowhere else compares.

Pensacola Lighthouse Retreat

The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

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.

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 SR Moreno House • Walk to Downtown

Beautiful first floor apartment in the historic 1908 SR Moreno House. Guests have the front porch with rocking chairs to enjoy the shaded Live Oak canopy or relax in the New Orleans backyard courtyard equipped with a fire pit, Kamado Joe, outdoor shower, and covered entertainment area. The house conveniently sits within blocks of downtown restaurants and the America’s First Settlement Trail. Parking is provided in the driveway with plenty of street parking for additional vehicles.

Townhome A w/Private Hottub, mins to the beach

Pet Friendly! Property located in upscale East Hill historic area Restaurant’s/activities/entertainment minutes away in downtown Pcola. Fenced in backyard, deck/Private Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $125 (per) pet fee paid directly to the host after checkin. Less than 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing. Pack n play available upon request

Tropical garden with bar

The perfect Adult retreat. This 2 bedroom 2 full bath home stands out with a tropical style garden, large deck and custom outdoor bar. We are located 3.3 miles from I-10. You can unwind in the European style library, watch a movie on the 65” Smart TV, or enjoy a cold drink at the outdoor bar area. Coffee on the deck in the garden is the best. If you are looking to move to the area, we have an in-house Realtor that can assist you. Not suitable for children under 12.

Pat and Jackie's Place

Four bedrooms, mid-century bungalow full of art, books, antique clocks, comfort and quirky stuff, with a beautiful garden. Fully modernized IKEA kitchen, bathroom with two person shower, and another full bathroom with bath and separate shower unit. HVAC. A very large patio and bbq grill for outdoor dining. Lots of space to relax in and enjoy. We supply coffee, English tea, jigsaw puzzles and TVs in all rooms. A gorgeous, very interesting home.

Bungalow Bobe

Escape to tranquility in this beautifully remodeled two-bedroom bungalow nestled in the esteemed East Hill neighborhood. Enjoy the peaceful ambiance of this quiet area, just minutes away from the stunning beaches, vibrant downtown Pensacola, and a variety of shopping and dining options. If you’re seeking a serene getaway, this bungalow is your ideal destination. Come be our guest and experience the beauty of Pensacola in comfort and style!