Pensacola Vacation Rentals

Pensacola is the westernmost city in the Florida Panhandle and the county seat of Escambia County, Florida. Eclectic vacation rental accommodations lie nestled in this sea port on Pensacola Bay, which connects to the Gulf of Mexico. Pensacola is nicknamed The City of Five Flags due to the five governments that have flown flags over it during its history: the flags of Spain, France, Great Britain, the Confederate States of America, and the United States.

Resting on the banks of Pensacola Bay, this Southern town will take you back in time. Historic downtown Pensacola is a charming, waterfront neighborhood boasting dozens of locally owned restaurants, boutiques, cultural museums, art galleries and charming apartment rentals, condo rentals and villa rentals. With festivals and art shows year-round, you have access to art in all styles, from traditional to edgy.

Walking tours of the historic 18th century era restored neighborhoods featuring enchanting vacation rental accommodations. Pensacola welcomes the entire family with attractions as varied as exploring pre-Civil War brick fortresses and hands-on history museums to riding go-karts or splashing around Pensacola’s water park. The National Naval Aviation Museum, among the largest in the world, features 150 vintage aircraft, flight simulators and an IMAX Theatre.

Visitors staying in vacation rental lodging and villas will find some of the most beautiful beaches in the world at Perdido Key and Pensacola Beach, where blue skies, jewel-green waters and swaying sea oats provide the perfect backdrop for your Florida vacation. Picturesque apartment rental, condo rental and villa rental accommodation situated on the Gulf Islands National Seashore, the longest tract of protected seashore in the United States, is perfect for fishing, snorkeling, surfing, scuba diving, collecting seashells or just taking it easy.

The Pensacola Bay Area is the perfect place to go green and get back to nature while staying in vacation rentals. Explore national and state parks and discover otters on a river bank, an impromptu dolphin show in the Gulf, a sea turtle nest or perhaps a rare sighting of the endangered Snowy Plover. Hike or bike along the Edward Ball Nature Trail, canoe, kayak or tube down spring-fed rivers, go bird watching during spring and fall migration or enjoy miles of interrupted natural beauty along the protected Perdido River in close proximity to lovely apartment rental, condo rental and villa rental accommodations.

Pensacola vacation rentals offer an activity-packed destination featuring culture, outdoor adventure, fine museums, attractions and 52 miles of beaches. Whether you're an art enthusiast, birdwatcher, golfer, foodie or a shopaholic, you'll find your niche when staying in affordable family friendly apartment rentals, condo rentals and villa rentals in the Pensacola Bay Area.

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6 Vacation Rentals

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  • Pack your Swimsuit.This Spacious

    Pack your Swimsuit.This

    Pensacola: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #231962
    $131 to $218 USD/night Credit Card
    Pack your swimsuit. This spacious 1BR, 1.5BA (sleeps 4) Perdido Key condo, part of the Perdido Sun complex, delights with stunning gulf views, private beach, and outdoor & indoor pools. Close to Johnson's State Park, Perdido State Park & Ft. McRee.. Pack your swimsuit. This spacious 1BR, 1.5BA (sleeps 4) Perdido Key condo, part of the Perdido Sun complex, delights with stunning gulf views, private beach, and outdoor & indoor pools. Close to Johnson's State Park, Perdido State Park & Ft. McRee. INSIDE THE RENTAL Pull into the Perdido Sun condo complex just off the main drag of Perdido Key. Each unit gets one parking spot and parking passes are available from the front desk when you arrive. Walk through the main entrance doors and into the lobby, where you’ll find the elevators to take you to the unit on the 3rd floor. Just off the lobby, you’ll find the gym, access point to the beach, and both an indoor heated pool and outdoor pool. A guest laundry room is also available with four coin-operated washers and dryers. Get off the elevator and head to your right to #310. You enter the unit into a tiled hallway with small closet full of beach gear and toys for guests to use. Just to your right sits the bedroom, offering a king bed, 28” TV with cable, and large closet. The en-suite bathroom comes with extra counter space, private toilet room, and tub and shower combination. Continuing down the main hall, you’ll find a half bath with single vanity. At the end of the hallway, the main living area is flooded with natural light from the sliding glass doors with amazing gulf views. Cooking is a breeze in the updated and modern kitchen complete with granite counters, full-size stainless steel appliances (including an electric stove/oven with glass stove-top), and dual-sided sink. Brew your coffee, pop a bagel in the toaster, and blend a morning smoothie too. Between the living room and the kitchen, a 4-person glass-top dining table is the perfect spot for eating or playing games. In the living room, you’ll find a 32” flat-screen TV with DVD player, leather ottoman, and couch with chaise lounge and pull-out full bed. Cozy up together for movie night. Through the sliding glass doors is the outdoor balcony, where you can sit with coffee in the morning or a glass of wine at night listening to the waves. A 4-person high-top table lets you dine al fresco with the Gulf of Mexico as your backdrop. THE LOCATION Everything you need for your beach vacation is right here. The condo complex has its own private beach, outdoor and indoor pools, hot tub, and gym. Right across the street, shop-till-you drop at the Villago Shops with several stores like the Market on Perdido Key and Beach Planet. For a fun night out, check out the Jellyfish Bar, serving up yummy drinks and fun entertainment with live bands and karaoke throughout the week. You’re also close to Johnson's State Park (3 minutes) to the east and Perdido State Park (3 minutes) to the west. Both have beaches, sand dunes, and plenty of unspoiled natural beauty. History buffs will love exploring Ft. McRee (7 minutes), built to defend Pensacola after the War of 1812 and heavily damaged in the Civil War. Take the afternoon and check out Big Lagoon State Park (5 minutes) with a variety of natural habitats including beaches, wetlands and woods. While there, you can swim, fish, hike, canoe and boat.
  • All Photos, Amenities, Calendar,

    All Photos, Amenities

    Pensacola: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #240550
    $308 to $639 USD/night  
    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and hotel-quality towels and linens. And we make it easy to stay with us. Drive straight to your rental and access the rental with a unique lock code that we give only to you. When you book, we will send you our mobile app with directions, lock code, and instructions. We’re available 24 hours a day with live help. All rentals follow local/state tax rules. Each reservation includes applicable taxes, cleaning fee, and Property Damage Protection policy.
  • Drop your Bags and

    Drop your Bags and

    Pensacola: Vacation Rental
    • 2 BDR
    • 1 Loft
    • 2 BA
    • Sleeps 8
    • #231851
    $205 to $430 USD/night Credit Card
    Drop your bags and head to the sugar white sands of Perdido Key. This 2BR, 2BA Penascola villa (sleeps 8) in the Banana Bay gated community offers a pool, spa, private inlet beach and marina, all close to great restaurants. Kids will love the loft!. Drop your bags and head to the sugar white sands of Perdido Key. This 2BR, 2BA Penascola villa (sleeps 8) in the Banana Bay gated community on Innerarity Point offers a pool, spa, private inlet beach and marina, all close to great restaurants. Kids will love the loft. INSIDE THE VILLA This colorful community is gated, with 2 assigned parking spots in front of the Villa. The digital lock on the front door (with a unique code only for your group) is secure and saves you from coordinating keys. Enter into the kitchen, with hardwood floors throughout. The kitchen has granite countertops and modern Kenmore appliances, as well as countertop equipment and well-stocked cupboards. Off the kitchen is an extra large laundry room with full-size washer/dryer. The kitchen bar has bar stool seating for 3, but if you prefer a sit-down dinner there’s a wooden dining table for 4. In the living area, the seating for 5 includes a queen pull-out sleeper sofa for 2. Curl up and share a favorite movie with a 32” Samsung TV with cable. In the master bedroom, another queen bed is complemented by wicker furniture and a 32” Phillips TV, and there’s a large walk in closet as well. An en-suite master bathroom has a single vanity and tub/shower combo. Large guest bedroom that has a comfortable queen bed and dual side tables . A 19” TV with cable and DVD player perfect for a movie in bed. Easy access to the shared main bathroom from inside this bedroom which is a plus for privacy. A wrought iron staircase spirals up to the loft. This huge space hosts 2 twin beds, a poker table and beanbags. Send the kids up and enjoy the peace and quiet. Downstairs, double doors lead out to the back patio, where a glass table for 4 and a BBQ grill are ideal for summer eats. The path in front leads to a private sandy beach on the left, and the community outdoor pool- heated seasonally, sauna, steam and fitness center on the right - take your pick. THE LOCATION The colorful Banana Bay complex is set right on the water at Perdido Key, with private access to the white sands of the inner coastal waterway and an exclusive marina. It wouldn’t be a true beach getaway without indulging in some delicious seafood. Luckily, the most popular restaurants in town, like The Jellyfish Bar/Restaurant, Oyster Bar Restaurant, and the famous Flora-Bama Yacht Club, are all within a 5-minute drive. Take a short drive down River Road to the Gulf of Mexico with the nearest public beach access with restrooms and a shower . Perdido Key State Park, Johnson's Beach and Ft. McRae are just a few places to explore while you are lost on the Key and all within a 5 mile radius. Soak up the sun or soak in the pool - this spacious villa with private beach access has it all.
  • Enjoy Stunning Ocean Views

    Enjoy Stunning Ocean Views

    Pensacola: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #239557
    $131 to $242 USD/night  
    Enjoy stunning ocean views from the private balcony of this beachfront 1BR/1.5BA Perdido Key condo. Great for a couple or small family, guests have access to shared amenities including indoor and outdoor pools, a hot tub, and an exercise room. Sleeps 4.. Bring your flip-flops and sunscreen—everything else is taken care of. This 1BR/1.5BA Perdido Key condo sits right on the beach, affording incredible views of the Gulf of Mexico from the private balcony and floor-to-ceiling windows. Ideal for a couple or small family, this inviting condo offers an extra half bath, fully equipped kitchen, and plenty of seating for sit-down meals. A flat screen TV and stocked DVD library provide entertainment. Enjoy shared resort amenities like indoor and outdoor pools, a hot tub, and an exercise room. This part of the island is quiet and peaceful, while still offering plenty to see and do. A shopping center with several stores and restaurants is located right across the street. ABOUT THE CONDO Enjoy exceptional views of the Gulf from your perch in the relaxing living room with two couches and two chairs. Take your pick from the DVD library, and watch movies on the 32” flat screen TV with DVD/VHS player. Sliding glass doors lead out to the private balcony, where you can enjoy the sea breeze. Snack on appetizers at the three-seat bistro table or two-person high-top table, while taking in water and island views. The well-equipped kitchen has full-size appliances and all the cookware you may need. Enjoy good conversations and yummy meals around the four-person table, with room for two more at the kitchen bar. The unit sleeps four, between the bedroom and a queen sleeper sofa in the living room. Tasteful beach decor outfits the bedroom, which offers a king-size bed, 24” flat screen TV, and closet space. You’ll appreciate the en-suite bathroom with makeup vanity and separate room for the tub/shower combination. You’ll also enjoy a convenient half bath off the main living area, coin-operated laundry in the building, and parking for two cars. THE LOCATION As a guest at Perdido Sun, you will have access to the resort amenities, including the indoor and outdoor pools, a hot tub, and an exercise room. Access wristbands are required April through October, and can be purchased at the front desk for $1 per person (and are good for the duration of your stay). A dedicated path leads right out to the sand from the resort. Spend the day in the surf and sun, easily returning to your condo for lunch. Right across the street, find the Market on Perdido Key shopping center with several stores, the JellyFish Bar, and Island Sweets Ice Cream and Coffee Shop. Just 3 minutes to the east, Perdido Key State Park offers swimming, surfing, fishing, and bird watching opportunities. You’re within easy driving distance of major Gulf Coast cities including Pensacola, Gulf Shores, and Orange Beach. Don’t miss hot spots like the National Naval Aviation Museum, Tanger Outlets in Foley, AL, and numerous hiking trails along the coast. The Pensacola Airport is 25 minutes away.
  • This Four Bedroom 5th

    This Four Bedroom 5th

    Pensacola: Vacation Rental
    • 4 BDR
    • 4 BA
    • Sleeps 10
    • #225148
    $375 to $660 USD/night Credit Card
    This four bedroom 5th floor condo offers the finest in accommodations on the Gulf Coast with its stunning views. We require a minimum of 7 nights during the week of Mullet Toss. We have just painted, refurnished and Mediterranean 502w a fresh brand new look!!! Professional pictures coming very let us know if you have any questions or would like to see anything further in more detail!! This spacious condo is approximately 3500 sq.Ft. With spectacular views of the gulf and wraparound balcony. It features a gourmet kitchen with wine cooler, double-sided sub-zero refrigerator, and stainless steel appliances. The master bedroom is located oceanfront and is quite spacious with floor to ceiling window view. The master bath with a Jacuzzi tub and a steam shower, a huge walk-in closet and separate toilet area. We have a second master bedroom with a king-size bed and a full bath. A third bedroom with a queen-size bed and full bath. And a fourth bedroom with two bunk beds (full on top & bottom) day bed with trundle and a full bath. Mediterranean offers meeting room including a full kitchen and tables with chairs make it perfect for any meeting or family gathering. Also available is a exercise room providing treadmills, weight machines, free weights, sauna and showers. Guests also have access to the wonderful indoor and outdoor pools as well as wireless internet that is located in the parlors of the buildings.
  • Get Swept Away by

    Get Swept Away by

    Pensacola: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #228733
    $175 to $430 USD/night Credit Card
    Get swept away by panoramic views of the gulf in this 2BR/2BA condo at Beach Colony Resort. Steps from the boardwalk, walking distance to shopping and restaurants, and near Pensacola and Orange Beach - have it all at this resort.. Everything you’ve been dreaming of for your beach vacation is reality at Beach Colony Resort, a luxury getaway loaded with amenities. At our 2BR/2BA condo, you’ll soak up picturesque views of sandy shores from nearly every room and feel the Gulf of Mexico breeze on your private balcony. Onsite tennis courts, fitness center, and indoor/outdoor swimming pools are just as close as the gulf itself. When the waves cease to entertain, walk to convenient Villagio for shops, dining or a spa treatment. Take a short drive to Pensacola or Orange Beach for equally beautiful scenery. Welcome to your dream vacation. INSIDE THE HOUSE Panoramic Gulf of Mexico views greet you through large windows as natural sunlight fills the open floor plan. Your first encounter with the kitchen will already have you thinking about a seaside dinner to be enjoyed on the balcony. Stainless steel appliances, ample counter space and fully stocked cabinets fulfill all of your needs. Seat 6 in the main dining area, with 2 additional barstools off the kitchen - the perfect spot for taste testers during dinner prep. Additional seating on the balcony is serene both for coffee in the morning and cocktails at night. The main living area features a pullout sofa bed so your whole group can stay comfortably. When relaxing during the day, be sure to curl up in the recliner with built in massage features. Pop your favorite movie on the big screen and share your glances between the TV and the shoreline. The spacious master bedroom has direct access to the balcony through sliding glass doors. Sink into the king-size pillow top mattress and fall asleep to the sound of waves crashing. Amazing views extend to the en-suite bathroom, where you can overlook the gulf as you soak in a jetted bath. An oversized stand-up shower and double vanity provide plenty of luxurious space to share. The king-size second bedroom features a foam-topped mattress that is the epitome of relaxation. Sink in after a day in the sun and recharge to do it all over again tomorrow. A second bathroom with full tub and shower provides you plenty of privacy to wash that sand out of your hair. From the 5th floor, you are just steps away from all resort activities while maintaining a beautiful view above the palms. THE LOCATION Beach Colony Resort is so luxurious that you may not want to go beyond the boardwalk. With tennis courts, a fitness center, indoor and outdoor pools, and direct beach access - few desires go unmet. If you’re looking for a little more adventure beyond the shoreline, shopping and dining are just a walk away at Villagio -- spa treatments, too. Treat yourself to a pedicure followed by fresh sushi at The Jellyfish. Resort town-style attractions and more postcard-worthy scenery in Pensacola and Orange Beach, AL are just a short drive away.

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