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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  • This Four Bedroom 5th

    This Four Bedroom 5th

    Pensacola: Vacation Rental
    • 4 BDR
    • 4 BA
    • Sleeps 10
    • #225148
    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.
  • Pack your Swimsuit.This Spacious

    Pack your Swimsuit.This

    Pensacola: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #231962
    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.
  • Get Swept Away by

    Get Swept Away by

    Pensacola: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #228733
    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.
  • Drop your Bags and

    Drop your Bags and

    Pensacola: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #231851
    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.
  • Seaside Living Awaits at

    Seaside Living Awaits at

    Pensacola: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #231955
    Credit Card
    Seaside living awaits at this spacious 3BR, 2BA riverfront condo with boat slips (sleeps 8). Shipwatch Surf & Yacht Club includes a resort-style pool, sauna, tennis court and grilling area. Enjoy nearby shops, restaurants and gulf beach access.. Seaside living awaits at this spacious 3BR, 2BA riverfront condo with boat slips (sleeps 8). Shipwatch Surf & Yacht Club includes a resort-style pool, sauna, tennis court and grilling area. Enjoy nearby shops, restaurants and gulf beach access. INSIDE THE HOUSE Step into a white tiled entryway and head down a hallway to find 2 carpeted guest bedrooms on your left. The 2nd bedroom is the ultimate kids’ hangout, with full size bunk beds and a window looking out onto the front balcony. Next door, the 3rd bedroom includes a queen bed and a wicker rocking chair in neutral beach tones. Unpack your bags in the closet or dresser and kick back to watch your own 24” flat-screen TV. A shared bathroom at the end of the hall includes a tub/shower combination. Pass the washer and dryer as you make your way back through the hallway and head left into the main living space. On your right, the kitchen is stocked with everything you’ll need to prepare meals, including 3 sinks, plenty of counter space, and a stainless steel fridge, gas stove/oven, and dishwasher. An open pass-through to the living/dining area means never having to miss out on family fun, even when you’re on chef duty. Beyond the kitchen is an open-concept living/dining area with vaulted ceilings and a glass table set for 8. After a full day in the Florida sunshine, relax on 2 beige couches and watch the 52” wall-mounted flat-screen TV. Modern sea green accent tables add a cheery pop of color. Natural light pours in from two sets of sliding glass doors, which lead out to a covered balcony overlooking a resort-style pool and the Ole River. Whip up some tropical drinks in the blender and head out to the balcony to sit back in Adirondack chairs and take in the view. Just off the main living area is a master suite with balcony access and river views. An en-suite bathroom includes a tub/shower combination and 2 separate vanity areas. Unpack your bags in a white wooden dresser and large walk-in closet, and retreat to a king bed to watch your own 32” flat-screen TV. OUR LOCATION You don’t have to go far to enjoy seaside living at Shipwatch Surf & Yacht Club. Our condo is nestled between Ole River and the Gulf of Mexico, providing endless options for fun in the sun. Relax at the sauna, fire up the grill and enjoy a poolside barbeque, or hit the tennis courts for a friendly match. Plus, boaters will enjoy complimentary boat slips available on a first-come, first-served basis. Beautiful beaches are just across the street, and there are plenty of shops, restaurants, and bars less than 1 mile away in downtown Perdido Key. Head to Flora-Bama Yacht Club and grab a table in the sand to enjoy casual beachfront dining for the whole family.

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