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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9 Vacation Rentals

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  • Enjoy Stunning Ocean Views
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    Enjoy Stunning Ocean Views

    Pensacola: Vacation Rental
    • 1 BDR
    • 1.5 BA
    • Sleeps 4
    • #239557
    117 to 250 USD/night Credit Card
    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.
  • All Photos, Amenities, Calendar,
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    All Photos, Amenities

    Pensacola: Vacation Rental
    • 4 BDR
    • 3.5 BA
    • Sleeps 17
    • #246606
    336 to 793 USD/night Credit Card
    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.
  • This Delightful 5br/4 5ba
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    This Delightful 5br/4 5ba

    Pensacola: Vacation Rental
    • 5 BDR
    • 4.5 BA
    • Sleeps 14
    • #246886
    332 to 994 USD/night Credit Card
    This delightful 5BR/4.5BA at Sailmaker’s Place Condominiums boasts more than 3,000 square feet of luxe living space and a sun-speckled balcony overlooking the Intracoastal Waterway. Enjoy resort-style amenities, including a pool, beach & dock. Sleeps 14.. PROPERTY OVERVIEW Enjoy stunning views of the Intracoastal Waterway and the Gulf of Mexico from this 5BR/4.5BA getaway on the ninth-floor of Sailmaker’s Place Condominiums in Perdido Key. Resort-style amenities including a sparkling shared pool, private beach, dock, and grilling area. With more than 3,000 square feet of upscale living space, there’s plenty of room for a multi-family vacation or large gathering of friends. LIVING AREAS Relax in the inviting living room, furnished by a matching sofa, love seat, and armchair, all of which recline for maximum comfort. Host movie night around the 46” TV with cable and a DVD player. In the den, you’ll find a sleeper sofa and a 32” TV with a DVD player, as well as two twin beds. KITCHEN & DINING Whip up delicious vacation meals in the well-equipped modern kitchen, outfitted with a full suite of stainless steel appliances, including a warming drawer. The wet bar boasts a wine fridge and an ice maker, and the breakfast bar offers seating for four. Dine at the eat-in table with space for four or when dinner is ready, gather around the six-person dining table. BEDROOMS & BATHS This home sleeps 14 in five bedrooms and second living area. Four full baths and a half bath are stocked with complimentary starter supplies of toiletries and bath amenities. The luxurious master bedroom is furnished with a king bed, plush armchair, and 46” TV. Sliding glass doors provide direct access to the balcony. The en-suite bathroom offers a double vanity, jetted tub, and walk-in shower. In the second bedroom, you’ll find two twin beds, a 39” TV, and an en-suite bathroom with a tub/shower combination. The third bedroom provides a king bed. Catch favorite shows on the 39” TV. An en-suite bathroom is outfitted with a jetted tub/shower combination. The fourth bedroom features two twin beds and a 39” TV. The en-suite bathroom has a double vanity and a walk-in shower and can also be accessed from the hallway. The fifth bedroom boasts a king-size bed and a 39” TV, and the den provides additional accommodation with two twin beds and a sleeper sofa. OUTDOOR AREAS Step out onto the spacious balcony overlooking the Intracoastal Waterway and the sandy, private beach. Watch the sunset over Orange Beach, or simply sip a refreshing afternoon beverage. EXTRA AMENITIES This rental comes with complimentary Wi-Fi, a washer/dryer, and parking for three vehicles in the complex lot. Amenities at Sailmaker’s Place include a sparkling shared pool, a private beach, boat dock, and a barbecue area providing charcoal grills and plenty of seating. THE LOCATION A prime location puts you close to restaurants, grocery stores, and attractions. Golf enthusiasts will appreciate the proximity to Lost Key Golf Course, an Arnold Palmer Signature Course, located just across the street. Visit Perdido Key State Park, Big Lagoon State Park, or Johnson Beach National Seashore, all of which are within an 8-minute drive. Upon arrival, easily access your vacation home with a keyless secure door code; no need for an in-person key exchange. Your rental will be professionally cleaned and ready for you to enjoy. You can expect all the comforts of a fine hotel, including shampoo, soaps, paper products, towels, and linens. Your home will include a HomeDroid tablet (electronic guest directory) providing specific home details, local suggestions, Wi-Fi access, TV instructions, and more. If you need anything at all before, during, or after your stay, our 24/7 local team is always ready to help!
  • Drop your Bags and
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    Drop your Bags and

    Pensacola: Vacation Rental
    • 2 BDR
    • 1 Loft
    • 2 BA
    • Sleeps 8
    • #231851
    135 to 501 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.
  • Get Swept Away by
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    Get Swept Away by

    Pensacola: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #228733
    177 to 497 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.
  • All Photos, Amenities, Calendar,
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    All Photos, Amenities

    Pensacola: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 10
    • #246603
    180 to 412 USD/night Credit Card
    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.
  • This Four Bedroom 5th
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    This Four Bedroom 5th

    Pensacola: Vacation Rental
    • 4 BDR
    • 4.5 BA
    • Sleeps 10
    • #225148
    323 to 450 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.
  • Drive Minutes to Golf,
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    Drive Minutes to Golf,

    Pensacola: Vacation Rental
    • 2 BDR
    • 2.5 BA
    • Sleeps 8
    • #245877
    201 to 437 USD/night Credit Card
    Drive minutes to golf, dining, shopping, and beaches.. Enjoy a fabulous setting on a private section of beach at this unique 3BR townhome with two full bathrooms and two half baths. Located in a quiet complex, your home offers multiple decks and ample room to spread out across three levels. Your home is also near several golf courses, grocery stores, and restaurants. Destination highlights are a short drive away, including Johnson Beach, Pensacola Naval Air Station, The Park at OWA, and Tanger Outlets Foley. LIVING AREAS There’s a bright and breezy vibe throughout an open living space with coastal-themed decor. In the sitting area, a sleeper sofa, love seat, and sofa chair offer comfy seating. Spend evenings curled up in front of the 32” TV with a DVD player. On cool nights, a fireplace keeps this space feeling snug. KITCHEN & DINING The living room opens to a formal dining area with a glass-top table for six. Tucked in the kitchen corner, a table for two and a cushioned wicker bench provide additional dining space, while glass doors slide open to a cozy deck. In the kitchen, you’ll find granite counters and all-black appliances, including a side-by-side fridge. BEDROOMS & BATHS Between the sleeper sofa and three bedrooms, this house sleeps eight. The master bedroom (on the top floor) has a king bed, a 24” TV, and access to a private balcony. The en-suite bath has a tub/shower combination. Also on the top floor, a second bedroom has a queen bed, a 26" TV, and balcony access. A nearby guest bathroom features a tub/shower combination. Equipped with its own private entrance, the third bedroom is located on the entry level and is only accessible from the outside (from the lower patio). This space includes a queen bed, 26” TV, and a convenient half bath. (Please note that guests in this room must use the back stairway to access the main house and the full bathroom.) The house also has a half bath near the kitchen. OUTDOOR AREAS On warm days, soak up the sun on the back deck. Cushioned chairs and a glass-top table make it an ideal spot for morning coffee. Feel like dining al fresco. Stairs lead down to another patio with a Char-Broil grill, a dining table, and comfy outdoor seating. EXTRA AMENITIES Extras include complimentary Wi-Fi, cable, a washer/dryer, and driveway parking for two. THE LOCATION Located on Perdido Key, you’ll enjoy an island home base, connected by bridges to mainland Florida and Alabama. Steps from the beach, this spacious home is also a short drive from golf courses, restaurants, shopping, and a host of destination attractions. Feeling peckish. Within a 5-minute drive, you can grab a slice at Lillian’s Pan Pizza, enjoy fresh seafood at The Crab Trap, or dine waterfront at The Flora-Bama Yacht Club. The sandy shores of Johnson Beach and Orange Beach are around a 10-minute drive for more coastal fun, and Big Lagoon State Park is the same distance for hiking, swimming, and boating. Save time for a shopping spree at Tanger Outlets Foley (a 35-minute drive). Or drive 30 minutes for a day of family fun at The Park at OWA, a sprawling 21-ride amusement park. Upon arrival, easily access your vacation home with a keyless secure door code; no need for an in-person key exchange. Your rental will be professionally cleaned and ready for you to enjoy. You can expect all the comforts of a fine hotel, including shampoo, soaps, paper products, towels, and linens. Your home will include a HomeDroid tablet (electronic guest directory) providing specific home details, local suggestions, Wi-Fi access, TV instructions, and more. If you need anything at all before, during, or after your stay, our 24/7 local team is always ready to help!
  • Nestled between Perdido Bay
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    Nestled between Perdido

    Pensacola: Vacation Rental
    • 2 BDR
    • 2.5 BA
    • Sleeps 6
    • #245893
    146 to 278 USD/night Credit Card
    Nestled between Perdido Bay and the IntracoastAL Waterway, this updated 2BR/2.5BA townhome commands a prime locALe. You’ll ALso enjoy luxe amenities in your gated community, like a private stretch of sand, direct access to the bay, and a pool. Sleeps 6.. With Perdido Bay on one side and the IntracoastAL Waterway on the other, this updated 2BR/2.5BA townhome affords the perfect slice of Pensacola life. Lay your towel on the soft stretch of sand right outside your door, or launch a paddleboard or kayak on the bay. As part of the gated community at Innerarity Point Townhomes, you’ll ALso enjoy resort-style amenities, like a shared pool, outdoor shower, and a clubhouse with bathrooms, water fountains, and a fitness center. Commanding a prime locALe, your rentAL offers a quiet retreat near a plethora of activity. Grocery stores, boutiques, and great dining are close at hand, while the Pensacola NavAL Air Station and Johnson’s Beach can be reached in no time. LIVING AREA Tasteful decor, lush indoor plants, and large sliding glass doors make the well-lit living room a naturAL place to unwind. Curl up in the armchair or stretch out on the sleeper sofa for a movie night on the 42” TV, equipped with cable and a DVD player. KITCHEN & DINING Bake a succulent seafood entree or a decadent tray of sweets in the well-equipped kitchen, detailed with granite countertops, a full suite of appliances, and a double sink. The three-person kitchen bar is the place to be at breakfast time, while the four-person table is ideAL for intimate dinners. Providing added convenience, a hALf bath is located off the kitchen. BEDROOMS & BATHS This three-story home comfortably sleeps six guests across two bedrooms and the queen sleeper sofa in the living room. Two full bathrooms and a hALf bath are each stocked with a complimentary starter supply of toiletries. On the top floor, the master bedroom features a queen bed, 43” TV, and access to a private bALcony. The en-suite bathroom offers a double vanity and a tub/shower combination. Also upstairs, the second bedroom is complete with two twin beds and a flat screen TV, while the guest bathroom has a tub/shower combination. OUTDOOR AREAS Wake up to sweeping water views from two private bALconies. While both feature a two-chair bistro table, the bALcony off the master suite includes a nest-style swing. Spend leisurely afternoons taking dips in the shared unheated pool and soaking up the sun on a lounger. The pool area boasts water views and includes poolside AL fresco dining on the covered patio. As evening fALls, head home to fire up the grill and enjoy a family cookout. EXTRA AMENITIES Covered parking is available for two vehicles under the carport. A washer/dryer, Netflix, and complimentary Wi-Fi are provided. THE LOCATION Launch kayaks and paddleboards straight from the community beach to explore the bay. Or bring your boat and launch it from GALvez Landing, next to Hub Stacey's famous locAL restaurant and the new Innerarity Park -- just 1.5 miles away. You’ll love being a short hop over to Innerarity Point, Perdido Beach, or even the open waters of the Gulf. Back on land, Johnson Beach NationAL Seashore is a quick 5 minutes away. For a unique outing, catch a free Blue Angels show at the Pensacola NavAL Air Station, 12 miles away. Downtown Pensacola can ALso be reached in 18 miles. Upon arrivAL, easily access your home with a keyless secure door code; no need for an in-person key exchange. Your rentAL will be professionALly cleaned and ready for you to enjoy. You can expect ALl comforts of a fine hotel, including shampoo, soaps, paper products, and linens. The HomeDroid tablet (an electronic guest directory) will be provided with specific home details, Wi-Fi access, and TV instructions. If you need anything before, during, or after your stay, our 24/7 locAL team is ready to help!

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