Home Vacation Home Rentals By Owner In Pensacola, FL

Showing 640 Of 979 Vacation Rentals
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Exceptional(27)

$278.55

/ Nightly
Private Vacation Home

Contemporary dog-friendly retreat with pool & patio - near shops & attractions

Pensacola, Florida, United States

Summary:brbrBlue LuxebrbrbrbrThe Space:brbrModern amenities, a private outdoor oasis, and charming walks around downtown Pensacola make up your next vacation. Close to your stunning escape, you'll appreciate easy access to a variety of parks, museums, restaurants, golf clubs, and shops. Back at your stay, the fun only continues as you head outside and sit poolside in the home's enclosed backyard - perfect for your furry companions! brbrbrbrFind yourself admittedly charmed as you pull up to the driveway of this adorable, Florida home. With its bright blue door and quaint front porch, you can't help but feel immediately welcomed. Inside, you'll find a comfortable main living room adorned with plush seating, carefully curated decor pieces, and a large TV. The adjacent kitchen gleams with its marble countertops, stainless steel appliances, and sprawling breakfast bar. Test your culinary skills and whip up a delicious meal to serve at the lovely formal dining table. brbrbrbrEach of the bedrooms in this retreat invokes feelings of comfort and luxury with their delicate color palates, ample sprawling space, and magazine-worthy decorations. Find yourself unwinding in the large soaking tub, or equally impressive walk-in shower. Or, clean your swimsuits after a day spent swimming in the pool, with access to a private washer/dryer.brbrbrbrThe ending to another perfect day can be spent from the comfort of the home's backyard where barbecues, poolside chats, and balmy Florida weather are inevitable. brbrbrbrbTHINGS TO KNOW/b
Bed 3

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Bath 2

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Sleep 6

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$162.75

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Private Vacation Home

Historic downtown cottage with high-speed WiFi and central AC - dogs okay

Pensacola, Florida, United States

Summary:brbrSt Johns Cottage - DowntownbrbrbrbrThe Space:brbrDecorated impeccably with style to spare, this turn-of-the-century home is a wonderful home base for guests looking to explore Pensacola! Use the high-speed internet to stream your favorite shows or to wrap up remote work before heading out for the day. Relax on the furnished back patio in the enclosed backyard (perfect for kids who want to get their wiggles out). Cook dinner in the spacious full kitchen (which includes luxurious amenities like a farm sink, kitchen island, and French door refrigerator) and enjoy it in the formal dining room outfitted with a bar cart. You'll love the artistic touches and comfy corners all throughout this home. This convenient retreat is dog-friendly, so don't hesitate to bring one or even two dogs with you!brbrbrbrbWHAT’S NEARBY/bbrbrIn downtown Pensacola a mile-and-a-half away, guests will find art galleries, clothing boutiques, and unique stores to explore. If you're looking to explore the nightlife, be sure to check out regularly scheduled live music at Seville Quarter (just over two miles away), sports broadcasts at World of Beer and The Blend, or locally brewed beers at breweries like Perfect Plain and Odd Colony. Take a walk along the waterfront at Community Maritime Park, or check out a show at the Saenger Theater (both are within two-and-a-half miles).brbrbrbrbTHINGS TO KNOW/b
Bed 1

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Bath 1

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Sleep 2

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Very Good(1)

$624.33

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Private Vacation Home

Gorgeous family home, plenty of space, family-friendly & close to everything

Pensacola, Florida, United States

Summary:brbrRedfish Harbour-The KeybrbrbrbrThe Space:brbrWelcome to The Key, a stunning modern coastal craftsman single-family home located in the picturesque waterfront community of Redfish Harbor in Pensacola, FL. This exquisite residence seamlessly blends traditional architectural features with contemporary design elements, offering a unique and inviting living experience. brbrbrbrAs you step inside, you'll be greeted by a grand staircase that sets the tone for the elegance found throughout the home. The open-concept design seamlessly integrates the kitchen, dining, and living spaces, perfect for entertaining. The kitchen features white quartz countertops, white cabinets, a large 10-foot island, a gas oven with a pot filler, and stainless steel appliances. The gas fireplace with herringbone wood accents creates a warm and inviting atmosphere.brbrbrbrRedfish Harbor offers a beautiful community pool, outdoor covered fireplace lounge, pickleball courts, and a community dock. Just 4 minutes away, you'll find the public beach at Perdido Key, 5 minutes to the back gate of Pensacola Naval Air Station, and less than 10 minutes from several state parks. brbrbrbrThis home is dog-friendly and comes fully furnished, making it a perfect coastal retreat, vacation rental, or permanent residence along the Gulf Coast. Personal dock slips are available for purchase, with 14 X 40 boat slips offering water and electricity per slip. Don't miss this opportunity to experience coastal charm, natural beauty, and modern conveniences at Redfish Harbor in Pensacola, FL. brbrbrbrBook your stay at The Key today and enjoy the best of coastal living in this beautiful waterfront community.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(2)

$506.11

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Private Vacation Home

Nautical home in coastal community with shared pool, Wifi, Pet friendly

Pensacola, Florida, United States

Summary:brbrNautical BreezebrbrbrbrThe Space:brbrWelcome to your perfect getaway in beautiful Perdido Key, FL! This charming house is designed for both relaxation and adventure, making it an ideal retreat for families, couples, or anyone looking to escape the hustle and bustle of everyday life. With a spacious outdoor shared pool, dog-friendly accommodations, and a lovely deck and patio area, you can soak up the sun and enjoy the warm Florida breeze right at your doorstep.brbrbrbrInside, you'll find a well-equipped kitchen featuring modern appliances, including a fridge, stove, oven, and dishwasher, perfect for whipping up delicious meals. The living area is cozy and inviting, complete with a TV and comfortable seating, making it a great spot to unwind after a day of exploring. With multiple levels and a variety of sleeping arrangements, there's plenty of space for everyone to relax and recharge.brbrbrbrLocated just steps from the water, this home is a haven for outdoor enthusiasts. Enjoy activities like beachcombing, kayaking, and fishing, or take a short drive to nearby restaurants, museums, and shopping. Whether you're looking for a romantic escape or a fun-filled family vacation, this Perdido Key house offers the perfect blend of adventure and tranquility. Book your stay today and experience all that this vibrant coastal city has to offer!
Bed 5

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Bath 5

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Sleep 10

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Exceptional(7)

$419.65

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Private Vacation Home

5606 Pelican · Coastal Retreat - Modern Luxury Pool Bay View

Pensacola, Florida, United States

Summary:brHave fun and relax with your friends and family at our new open-concept home, The Coastal Retreat! Built in 2022, this coastal craftsman has it all. 4 bedrooms, 3.5 baths, chef's kitchen, private patios, and family room. Directly off the kitchen is a private patio with grill and new outdoor dining set. Steps away is our large community pool, private dock with water access, outdoor cabana with fireplace, and bocce and pickleball courts! The sugar white sand beaches are just 1.5 miles away!brbrThe Space:brAdditional Amenities:brbrSmart TVs in living room, downstairs master, and kids bedroombrLaundry room with washer and dryerbrCoffee bar with espresso maker and Keurig coffee/cappuccino makerbrSecond floor porch with water view and chairs and cocktail/hors d'oeuvre tablebrPatio dining set with umbrella (6 person)brAdditional patio dining set (2 person)brLarge refrigerator and freezerbrHaier dual zone 44 bottle wine fridgebrDesk and desk chairsbrOutdoor showersbr2 parking spaces (additional community spaces available around the corner)brGas rangebrPlastic dining sets for kidsbrDishwasherbrWaffle makerbrToasterbrToaster ovenbrBlenderbrMicrowavebrSpice rackbrKitchen utensilsbrPots and pansbrGrill and grilling toolsbrBath matsbrBlow dryerbrBed linens and throw blanketsbrHighchair brPack and playbrbrNearby:brbrPublix (7 minute walk)brTarget (10 minutes by car)brWal-Mart Supercenter (9 minutes by car)brJohnson’s Beach/Gulf Islands National Seashore (5 minutes by car, 13 by bike)brNational Naval Aviation Museum (15 minutes by car)brOrange Beach (16 minutes by car)brGulf Shores (27 minutes by car)brFlora-Bama (11 minutes by car)brPerdido Bay Golf Course (4 minutes by car)brLost Key Golf Club (7 minutes by car)brPerdido Key State Park (6 minutes by car)brbrGuest Access:brEntire space except owners closet upstairsbrbrThe Neighborhood:brRedfish Harbor SubdivisionbrbrGetting Around:brTwo parking spots - one garage spot and one driveway spot. Community parking spots near dock and pool, but may not be used for more than four consecutive hours.brbrInteraction with Guests:brYes
Bed 4

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Bath 1

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Sleep 15

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Exceptional(12)

$236.73

/ Nightly
Private Vacation Home

The Sapphire Downtown, Pensacola's Hidden Gem

Pensacola, Florida, United States

Welcome to The Sapphire Downtown, Pensacola's Hidden Gem! Walking distance to everything Downtown has to offer. Built in 1903, this over 100 year old historic cottage is truly one-of-a-kind. Here, old world charm meets new age glam, with just a dash of funky and fun. Our eclectic vintage decor is sure to bring on feelings of nostalgia, while the many interactive pieces will provide lasting memories and hours of fun. Each amenity was thoughtfully selected to appeal to the young at heart!brThe spacebrThis space isn't meant for children, but it is the perfect place to play! Let your inner-child run loose and have fun at our stunning Downtown AirBNB.brbrLocated in a prime Downtown location, our cottage is right in the middle of all of the Downtown action! Enjoy our spectacular Downtown night life and see all that Pensacola has to offer. Who needs to drive when you can rent a scooter and scoot around Downtown Located just minutes from the interstate, you are only 15 minutes from the beach!brbrAs you walk through the front door of the house you will be greeted by our fully renovated great room with living space, dining space, and kitchen area combined. Have a glass of wine and relax on our plush velvet furniture, or grab a friend and jump into a heated match of Super Mario Brothers on our replica Nintendo console, loaded with around 20 classic games!brbrThe kitchen is fully stocked with oil, seasonings, and a vast array of cooking supplies. Brew a cup of espresso from our retro espresso machine, or have a simple cup of coffee from our single-serve Keurig. Coffee and creamer are included.brbrYou won't want to miss a bubble bath in our extra deep soaker tub. Pink himalyan bath salt, bubble bath, bath bombs, shampoo, conditioner, and body wash are all included.brbrAfter a bath pamper yourself with one of our skin care products, plush oversized towels, turkish robes, or complimentary slippers.brbrReady for a night out on the town Get all dolled up in our retro-inspired glam dressing area, fully stocked with perfumes and hairstyling tools.brbrGet a great nights sleep on our comfortable memory foam mattresses and goose feather Down pillows. All bedding is encased in allergen bags and washed thoroughly between guests.brbrDon't forget to spend some time in the fully fenced in back yard! With lush astro turf grass, a huge outdoor sectional sofa, a gas fire pit, and outdoor string lighting, the back yard is the perfect place to unwind after a long day of site-seeing. If you're not quite ready to rest, play a game or two on the giant chessboard, giant connect 4 board, or roll the dice in a game of YardtZee.brbrA full array of beach supplies and beach towels are provided for guest use.brbrPets allowed with a mandatory $100 pet fee. See pet rules for restrictions and more information.brbrWasher and dryer in unit for guest use.brbrWe have received a lot of requests to use our property for commercial photography/ photo shoots/ video shoots. Our property CANNOT be used for any kind of commercial use. No professional/ commercial photography or video recording is allowed and is strictly enforced. See house rules for more information. Thank you for your understanding.brbrLet us host your next vacation, romantic getaway, girls trip, guys night out, anniversary, or honeymoon! We hope to see you soon!brOther things to notebrThis property does not have a driveway and offers street parking only. Because we are located in an area with a very busy night life, there is a chance of noise or interruptions during your stay. There are two parking spaces directly in front of the house, and more than a dozen spots just steps away. Parking in the area can get busy during public events and holidays, but don't worry! We have a private lot just across the street available for guest use at any time.
Bed 2

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Bath 1

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Sleep 4

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Exceptional(12)

$258.35

/ Nightly
Private Vacation Home

Glamorous Sunsets With THIS Westward View Of Undeveloped Park On Intracoastal

Pensacola, Florida, United States

Endless Summer at Sharp Reef – A Relaxed Coastal Escape on Perdido Key’s Quiet West EndbrbrWelcome to Endless Summer, a charming townhome tucked away on the peaceful western end of Perdido Key—where natural beauty, uncrowded beaches, and a slower pace of life create the perfect setting for a truly relaxing getaway. Surrounded by preserved parkland and just steps from public beach access, this location offers a rare chance to experience the Gulf Coast the way it used to be.brbrDesigned with families and groups in mind, this spacious two-bedroom, 2.5-bath townhome comfortably accommodates up to ten guests, with additional sleeping options provided by sleeper sofas and a fun loft space. The primary bedroom features a king bed, private en-suite bathroom, and access to an east-facing balcony—perfect for taking in peaceful sunrise views. The guest bedroom offers a queen bed, its own bathroom, and overlooks the back deck and pool, where you can enjoy the vibrant colors of Perdido Key sunsets.brbrA unique loft area, accessed by a custom ladder, provides two twin beds—an ideal hideaway for kids or teens. The main living space is warm and inviting, with comfortable seating and a large-screen TV, though you may find yourself spending most of your time outdoors enjoying everything this location has to offer.brbrThe fully equipped kitchen and spacious breakfast bar make it easy to gather for meals, whether you're cooking up a fresh catch from a day of surf fishing or simply enjoying a casual breakfast before heading to the beach. For those who prefer dining out, you’re just a short drive from local favorites in Perdido Key, Orange Beach, and Pensacola.brbrThis home was designed as a place for families to reconnect, with plenty of room to spread out and enjoy activities like fishing, shelling, swimming, and soaking up the natural surroundings. Whether you're planning a family vacation, a group getaway, or a beachside gathering, Endless Summer offers the space and setting to make it memorable.brbrBeyond the home, guests can take advantage of PKRM’s Keys to Fun program, which includes complimentary experiences such as dolphin cruises, sunset tours, golf at Lost Key, deep-sea fishing, and more—adding even more value to your stay.brbrIf you're looking for a destination that feels away from it all, yet remains conveniently close to everything, Endless Summer at Sharp Reef delivers the perfect balance of tranquility and accessibility.brbrAdditional Information: It's important to note that this cozy condo is currently listed for sale. While you revel in your vacation, there may be occasional showings to prospective buyers. Should the idea of making this haven your own sanctuary intrigue you, our rental office staff can seamlessly connect you with our real estate broker. We will provide a 24-hour notice prior to any scheduled showings.
Bed 2

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Bath 2

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Sleep 10

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Exceptional(2)

$291.38

/ Nightly
Private Vacation Home

Relaxation! Private home with a pool, Perdido Key. Johnson Beach 10min away.

Pensacola, Florida, United States

About this spacebr(((Pool is not heated)))Relaxation is a place for you to unwind, reset, and revive yourself. Johnson and Perdido Key Beach also known as “Lost Key” is just a 5min drive. Then after a long day of enjoying the aquamarine water and sugar white sand you can come back to splash in the pool, play a game of cornhole, and fire up the (charcoal) grill with some steaks from Winn Dixie/ Publix that is just a mile down the road.brThe spacebr*{Pool is Not Heated}br*Master Bathroom has 5 Bath Towels,2 Hand towels and 6 wash clothbr*Guest Bathroom has 5 Bath Towels: 2 Hand and 6 wash clothbr*Master Bathroom- 1 toilet paper,1 body wash soap, trash bagbr*Guest Bathroom-1 toilet paper 1 body wash soap, trash bagbr*Kitchen- 1 paper towel, 2 trash bags, 2 dishwashing soap, 1 kitchen detergent,1 spongebr*(NO laundry detergent is provided)br*Master Bedroom has 2 extra pillows and 1 blanket in closet.br*Guest queen bedroom has 1 extra pillow and 1 blanket in closetbrbr*Garage has 4 beach chairs, beach umbrella, cooler, and toddler beach toys for you and your family to enjoy. Please make sure to wipe it down after each use and place back in the garage.brbr*We do have a pool/lawn company pass by once a week to ensure that the pool and lawn is in tip top shape for our guest. You do not have to be at home when they pass by.brGuest accessbr*Living Room near kitchen has a smart Roku tvbrbr*Master Bedroom has a tv with a DVD player that can also access Netflixbrbr* I do know that sometimes we forget our hair tools. So, in the master bathroom under the sink cabinet I provided a hair dryer, curling iron, and hair straightener. Guest bathroom has hair dryer and curling iron. You are more than welcome to use this!
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(11)

$655.99

/ Nightly
Private Vacation Home

Del Sol-Outdoor Oasis with Pool and Hot Tub

Pensacola, Florida, United States

Brand New Sparkling Pool and Hot Tub, with lights for night use!brbrNEW PRIVATE POOL AND HOT TUB! brHot tub heating is $50/day. Available Year roundbrWinter pool and hot tub heating is $125/day. Pool heating only is $85/day. If you would like the pool heated before you arrive contact us to add this to your reservation when booking! (Pool heating is available between September 1st- April 30th only ). Must purchase for your entire stay. Pool is heated between 78-82 degrees.brbrWell-decorated 3 bedroom/2 bath on Maldonado Drive, just two blocks from the beach and Gulf.brbrSleeps 10 with a King in Master Bedroom, Two sets of Bunkbeds (Queen over Queen and Twin over Twin) in the guest bedroom, and a Queen in the 2nd Guest Bedroom. The Luxurious Fully Stocked Kitchen features Stainless Steel Appliances, and a Large Island with Flat Top Range and Seating for Four. The Dining Area seats 6 with a Wet Bar and Beverage Cooler. Covered Deck on the Back of the Home that has Gulf breezes for those Summer Nights. A Sidewalk on the Side of the Home gets you to the Gulf of Mexico in 3- 5 minutes, and the Sidewalk makes Hauling Beach Gear Easy, especially with the Included Beach Wagon.brbrAt the end of a sun-soaked day on the beach, rinse off with an outdoor shower, have a cookout on the covered back deck, then enjoy entertainment for everyone with flat screen TVs throughout the home. The house is very close to restaurants and the boardwalk. Just half a block to the free trolley or a 2-minute drive to the area. brbrNo Events or Parties PermittedbrMinimum Age to Rent: 25brNot Pet Friendly
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Bath 2

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Sleep 10

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Exceptional(5)

$401.74

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Private Vacation Home

Beautiful townhome, easy walk to beach. Experienced Premier Vrbo hosts!

Pensacola, Florida, United States

Our unit, Blue Water at Lost Key, is beautifully maintained with a balcony view of the Gulf. This townhome in desirable Lost Key community is easy walking distance to the beach and has regular shuttle service. The large lagoon/resort pool, fitness center, and beach club and pool are INCLUDED amenities with booking. This unit features a king and queen bed and FULL bunkbeds, as well as a large open concept kitchen, dining, and living area for guests to enjoy. It provides the amenities of a well-stocked kitchen and has all the comforts of home. Additional bonus living space is the spacious balcony, with a view of the dunes and beautiful reserve area, while highlighting the fiery orange sunsets and the gulf! brFeaturing white Merillat cabinets, white quartz countertop, and wood look tile on the main floor, it is tastefully decorated and designed for comfort and space. The garage and downstairs patio offer an opportunity for grilling. Beach chairs and umbrellas, inflatables, toys, boogie boards, and extras are provided for family recreation. brLost Key Golf and Beach Club is nestled between Lost Key Golf Course and the Gulf of Mexico. The 413-acre gated community at Lost Key is surrounded by more than 300 acres of natural preserves and features an 18-hole Audubon Signature Golf Course and complimentary shuttle. Bring your bikes and jogging shoes to appreciate 5 miles of picturesque biking and jogging trails which meander through the Resort. From the moment you enter Lost Key's gated community, you'll feel the serenity and beauty of nature. Every effort has been made to maintain the existing topography and natural landscape. Lost Key Golf & Beach Club is a premier private resort community with: 24-hour staffed gate, 18-hole Arnold Palmer Championship Golf Course, Golf Club with restaurant, Pro Shop, and locker rooms, tennis courts, complimentary Shuttle Service, Beach Club, Lagoon Pool & Fitness Center and a nearby Marina & Yacht Club. All of this, and just moments to the Gulf of Mexico, lots of restaurants (plenty within 5-10 minute drive) and shopping. It's surrounded by the National Sea Shore, renowned beaches, and downtown Pensacola.
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Bath 2

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Sleep 8

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