Holiday rentals with a fireplace in Ensley

4.98 out of 5 average rating, 120 reviews

Farm stay in Pensacola

The Gypsy Rose Luxury Glamper at Rose Cottage Farm

You won’t forget your time in this romantic, memorable place. This is a luxury “Glamping” experience. You’ll stay on our historic farm that was once bootlegging operation and a brothel during the prohibition era. We are just a short drive from the Gulf Coast’s most beautiful beaches. This is a cozy brand new travel trailer with all the bells and whistles. We do meals, charcuterie boards and beautiful afternoon tea for additional fees. Check out our other spaces The Rosebud and The Rambling Rose.

4.98 out of 5 average rating, 275 reviews

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.

4.95 out of 5 average rating, 98 reviews

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!

4.9 out of 5 average rating, 320 reviews

Guesthouse in Pensacola

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.

Apartment in Downtown Pensacola

4.86 out of 5 average rating, 118 reviews

Charming apartment in downtown w/patio (Garden #8)

Enjoy your next Pensacola vacation in this charming, spacious one bedroom/one full bath apartment. This apartment is part of a beautiful historic home in downtown and within walking distance of restaurants, bars, shopping, nightlife, etc. and only 10 miles to the beautiful white sand beaches. This apartment features a full kitchen, dining table, spacious living room with a sofa sleeper. There is plenty of room to relax, read a book, work a bit, or enjoy the serenity of your own private patio.

4.98 out of 5 average rating, 123 reviews

Guesthouse in Pensacola

The Paradise Cottage-clean+gated

Our 2 story Guest house is the definition of cozy and inviting. Located on our spacious and gated property. We strive to make your stay feel as if you were at home. We are 5 min from Navy Federal Headquarters. 10 min from the Equestrian Center. A quick 30 min (mostly interstate travel) to Pensacola Beach. Perfect location to visit your family if located in Beulah/cantonment/9mile area. When you choose to stay with us you are getting a host that cares 100% about the quality of your stay.

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 143 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

4.97 out of 5 average rating, 114 reviews

Home in Gulf Beach

Modern Luxury 4BR in Perdido Key - Walk to Beach!

☆☆☆ Special Offer - 15% Discount on Stays of Three Days or More! ☆☆☆ Nestled in the picturesque Serenity community, Perdido Retreat is a stunning 4-bedroom home exuding modern elegance and coastal luxury. Savor the spacious interior, gourmet kitchen, and plush bedrooms, then step outside to the private porch overlooking the private, fenced backyard. Guests can also take advantage of our complimentary bicycles for easy access to the nearby white sand beaches of Perdido Key.

Superhost

Home in Milton

4.79 out of 5 average rating, 199 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Read full description before booking! 25-30 minutes to the beach depending on traffic. Bring your boat and dock it in your back yard!! Sit on the porch and enjoy coffee in the morning listening to the birds and frogs nearby. The home is nestled in the quiet community of Escambia Shores. Surrounded by tall pines this relaxing home is perfect for a family vacation or honeymoon. Great fishing in the canal or off the dock! Or Kayak into the bay to fish!

5 out of 5 average rating, 106 reviews

Family-Friendly Home w/ Pool Close to Navy Bases

This family-friendly 3BR, 2BA home in Pensacola is perfect for up to 6 guests. Enjoy a private backyard oasis with a sparkling pool, ideal for relaxing or family fun. The spacious interior features a fully equipped kitchen and cozy living area. Located just minutes from Pensacola Beach, local attractions, Navy bases, this home offers the perfect balance of comfort and convenience for your next getaway. Please see why I have 100+ 5 star reviews!

Superhost

Bungalow in Pensacola

4.79 out of 5 average rating, 112 reviews

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!