Home Vacation Rentals By Owner In Pensacola, FL

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Exceptional(2)

$237.57

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Private Vacation Home

Escape to Your Perfect Pensacola Retreat – Cozy, Spacious & Packed with Charm!

Pensacola, Florida, United States

Get ready to unwind in style at this irresistible short-term rental, tucked away in a peaceful Northwest Pensacola neighborhood that feels like a hidden gem. This isn’t just a house—it’s your home base for an unforgettable adventure or a relaxing escape! Step inside and discover a roomy layout featuring a welcoming living area, a comfy family room, a dining space perfect for group meals, and a fully loaded kitchen with everything you need to whip up a feast with major appliances, dishes, and plenty of cookware. A laundry room with sink, washer and dryer are ready to keep your vacation vibe stress-free.brbrDown the hall, three cozy bedrooms await, each with a plush queen-sized bed, closet space, and drawers to settle in like it’s your own. Two bathrooms—one shared, one tucked into the master suite—make mornings a breeze for everyone.brbrOutside, the fenced backyard is your private oasis. Fire up the gas grill under the pergola, kick back on the patio, or soak in the sunshine on the sprawling lawn framed by flowers and plants—it’s the perfect spot to sip coffee or toast the sunset.brbrThis tranquil neighborhood is all about kicking back, but when you’re ready to explore, Pensacola’s magic is just minutes away. Sink your toes into sugar-white beaches, dive into history at iconic sites, or savor the city’s buzzing dining and entertainment scene—there’s something for everyone.brbrWhether you’re craving a laid-back retreat or a launchpad for Pensacola fun, this charming haven has it all. Book now to lock in your slice of paradise and start counting down to memories you’ll rave about long after you leave. Got questions about the house or your stay We’re here to help—reach out anytime!
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Exceptional(5)

$395.38

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Private Vacation Home

Sea-rendipity: Pool Access & Steps from the Beach!

Pensacola, Florida, United States

Summary:brbrSea-rendipity:brbr 4BR/3.5BA coastal home over 3000 sq ft, sleeps 12brbr Furnished balconies with water viewsbrbr ️ Near public beach access (2-min drive/15-min walk/5-min bike)brbr ‍♀️ Onsite pool & fenced backyard with deck & grillbrbr ️ Fully equipped kitchen with stainless steel appliancesbrbr Open floor plan ideal for family game nightsbrbr Free Wi-Fi, Smart TVs, laundry room & dry barbrbrbrbrThe Space:brbrThis fully equipped Perdido Key home is perfect for family fun, with white sand beaches just minutes away and an onsite pool to cool off. Spread over three stories, enjoy multiple furnished balconies with water views, a spacious open design on the first floor perfect for dining and game nights, and a fenced backyard complete with a deck and grill.brbrbrbrThe second floor features a master bedroom with a king bed, a private furnished patio, and a roomy en-suite bathroom with a separate tub, shower, and dual sinks. Two additional bedrooms share a bath equipped with two vanities and a tub/shower combo, while the third floor offers extra space for the kids with 2 twin beds, 2 queen beds, a large smart TV, and a dedicated bathroom with a shower plus a fun balcony.brbrbrbrAdditional perks include free Wi-Fi, a laundry room, Smart TVs throughout, and a dry bar. Located just minutes from top attractions—35 minutes to Pensacola International Airport or downtown, 5 minutes to Johnson’s State Beach or Big Lagoon State Park, 10–15 minutes to popular local spots like the National Naval Aviation Museum, Flora-Bama Bar, Orange Beach, OWA Amusement Park, and more.brbrbrbrNo pets and no smoking allowed. Must be 25 years or older to book.brbrbrbrThe Neighborhood:brbrLocated in the peaceful private neighborhood Arborgate.brbrbrbrOther Things to Note:brbrFor each reservation, all linens and bedcovers are laundered and changed according to professional-grade standards, and homes are cleaned by our in-house staff providing pre and post inspections.brbrbrbr35 minutes to Pensacola International Airport or downtown Pensacolabrbrbrbr5 minutes to Johnson's State Beach or Big Lagoon State Parkbrbrbrbr15 minutes to the National Naval Aviation Museum or Naval Air Stationbrbrbrbr10 minutes to the famous Flora-Bama Bar or Orange Beachbrbrbrbr30 minutes to the OWA Amusement Park or The WharfbrbrbrbrMinutes to local restaurants, grocery stores, and a marinabrbrbrbrNo pets and no smoking allowed.brbrbrbrMust be 25 years or older to book.
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$201.28

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Private Vacation Home

The Magnolia Suite - 1st floor

Pensacola, Florida, United States

The Magnolia SuitebrOne-Bedroom Suite | Main HousebrbrOverlooking the estate’s heritage magnolia, this one-bedroom, one-bath suite sits on the main level of the historic house. Soft light, garden views, and preserved details create a refined yet comfortable stay. Guests enjoy access to shared main-floor common areas. The suite may be booked alone or with the Ginkgo Room, connected by a lockable pass-through door for flexibility and privacy.brbrOnce forgotten, an estate has been gently reawakened.brbrWelcome to The Timekeeper Stay & Gardens, a thoughtfully restored historic retreat nestled in the heart of downtown Pensacola, Florida. Surrounded by quiet, blooming gardens, this is a place where time is lovingly kept and beauty unfolds at an unhurried pace.brbrThe estate is comprised of several distinct, private accommodations—each individually listed yet connected by a shared sense of history, craftsmanship, and calm. Original details have been preserved, restoration has been done with care, and every space offers views into the surrounding gardens, where century-old trees stand as quiet witnesses to the passing years.brbrWhether you’re here for a romantic escape, a restorative stay, or a moment to slow down, come stay a while.brbrbr**Spaces may be booked individually or together for a full-property experience.brbrGuests will access the Magnolia Suite via a private, coded entry for self check-in. Your unique access code will be provided prior to arrival.brbrbrThe suite includes a private bedroom and en-suite bath, along with access to the shared common areas of the main house and the surrounding gardens.brbrI am off property, but nearby, and readily available if you need anything or have questions during your stay. Guests enjoy self check-in and complete privacy.
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$225.52

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Private Vacation Home

The Ginkgo Suite- 1st floor

Pensacola, Florida, United States

One-Bedroom Suite | Main HousebrbrThe Ginkgo Room is a one-bedroom, one-bath suite on the main level of the historic house, overlooking a 100+ year-old ginkgo tree.brbrWarm, inviting, and quietly elegant, guests enjoy a private bedroom and bath with access to shared common spaces on the main floor.brbr**The Ginkgo Room may be rented individually or with the Magnolia Suite. When rented separately, the connecting door is securely locked to ensure privacy.brbrOnce forgotten, an estate has been gently reawakened.brbrWelcome to The Timekeeper Stay & Gardens, a thoughtfully restored historic retreat nestled in the heart of downtown Pensacola, Florida. Surrounded by quiet, blooming gardens, this is a place where time is lovingly kept and beauty unfolds at an unhurried pace.brbrThe estate is comprised of several distinct, private accommodations—each individually listed yet connected by a shared sense of history, craftsmanship, and calm. Original details have been preserved, restoration has been done with care, and every space offers views into the surrounding gardens, where century-old trees stand as quiet witnesses to the passing years.brbrWhether you’re here for a romantic escape, a restorative stay, or a moment to slow down, come stay a while.brbrbr**Spaces may be booked individually or together for a full-property experience.brbrGuests will access the Ginkgo Suite via a private, coded entry for self check-in. Your unique access code will be provided prior to arrival.brbrThe suite includes a private bedroom and en-suite bath, along with access to the shared common areas of the main house and the surrounding gardens.brbrI am off property, but nearby, and readily available if you need anything or have questions during your stay. Guests enjoy self check-in and complete privacy.brHOUSE RULES br1. NO PARTIES. Quiet hours 9pm-8am.br2. NO SMOKING. If you smoke/vape, do so outside away from the house and porches, and discard of any butts in the outside trash. br3. NO PETS.br4. FLOORING. The flooring in this home is original hardwood. Please wipe up any spills right away to avoid damage. br5. FURNITURE. Do not move furniture or slide it across the floors.
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Exceptional(7)

$306.63

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Condo

Needle Rush Point D33 | Walk to FloraBama | 2 Pools | Boat Slips | My Beach Getaways

Pensacola, Florida, United States

Beachfront | Tennis | Boat Slips | 2 Outdoor Pools | Winter Rates for Snowbirds!brbrIndulge in the ultimate beachfront escape at exquisite, low-density Needle Rush Point D33, proudly managed by Beach Getaways. You'll find every moment is a celebration of opulence and tranquility! Imagine waking up to the soothing sound of waves crashing against the shore and basking in the golden rays of the sun as it rises over the horizon. Relax on your private balcony, where gentle sea breezes beckon you to rejuvenate amidst the breathtaking backdrop of the ocean. Whether you seek a romantic retreat, a family getaway, or a solo adventure, let us be your premier destination for an unforgettable beach vacation. Your paradise awaits.brbrSpecial Offer for Extended Stays (Nov-Feb):brEnjoy automatic discounts on stays of 28-30 days for the months of November through February! The longer you stay, the more you save—no need for extra codes or hassle. Book now to take advantage of our special extended-stay pricing and experience the beauty of the Gulf Coast this winter!brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areasbr • Dining Table Seating for 6br • Fully Equipped w/Appliances, Cookware, Dishes, Utensils & DrinkwarebrbrLiving Areabr • Queen Size Sofa Sleeperbr • Ceiling Fan, Reading Lamps & Flat Screen TVbr • Access to Private BalconybrbrPrimary Bedroombr • Queen Size Bedbr • Ceiling Fan, Reading Lamps & Flat Screen TVbr • Private Entrance to Balconybr • Private Primary Bath with Shower/Tub CombobrbrGuest Roombr • 1 Full Size Bedbr • 1 Set of Bunk Bedsbr • Ceiling Fan, Reading Lamps & Flat Screen TVbr • Guest Bath with Shower/Tub CombobrbrAdditional Amenities Includebr • Free Wifibr • 1 Beach Side Poolbr • 1 Bayside Poolbr • 2 Boat Docks (1st come/1st serve, pre-registration and fee applies)br • Bayside Viewing Dockbr • On-Site Trailer Storagebr • 3 Charcoal Grilling Areasbr • Tennis Courtsbr • Washer & Dryer in Condobr • On-Site Parking (Limit 2)brbrNeedle Rush Point Condominiums is a rustic Perdido Key resort that extends from beachfront to riverside, giving you options for your gulf coast getaway. You'll enjoy 2 pools, one Beachside and the other outdoor pool just across the street on the Bayside. Perdido Key is just across the Alabama-Florida state line and offers you a quieter, family friendly area of the Gulf Coast for your next Getaway! Just a short walk from the world famous Flora-Bama. Boat owners will find 2 Docks and On-Site Trailer Storage (boat slips available on a first come first serve basis). Area activities include: charter fishing boats, boat & jet ski rentals, Parasailing, dolphin cruises, sunset sailboat cruises, beautiful back bays for boating, tubing, skiing and fishing, amusement parks, great restaurants with entertainment for all ages, golf, outlet malls, shopping, live concerts at The Wharf Amphitheater, and of course, plenty of powder-white sand.brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. NO Grills, electrical, gas or charcoal allowed at the condo (this is grounds for eviction). br 3. This resort is Smoke-Free. No Smoking in condo, on balcony or common areas.br 4. Pets are NOT allowed.br 5. Loud parties or gatherings will not be tolerated.br 6. Must be at least 25 years old to rent. For groups of Single Adults, all guests in the group must be at least 25 years of age and proof of age will be required before approving the reservation.brbr**Call for Monthly Snowbird Rates for December Thru February!**brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast
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Sleep 6

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Exceptional(1)

$428.81

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Villa

Captain Salty's Rendezvous, Perdido Key

Pensacola, Florida, United States

If you had to put Fun in the Sun on the map, we say visit us at Captain Salty's Rendezvous located in Lost Key Golf and Beach Resort. You will love staying at our 2 Bedroom, 2.5 Villa! Lost Key Golf and Beach Club is a premier private, master-planned island resort community with a 24-hour staffed gate, private beach club and a 18-hole Arnold Palmer Championship Golf Course, and a Golf Clubhouse with a restaurant, Fitness Center, Community Pool and Tennis.brbrLost Key Golf and Beach Club is a premier private, master-planned island resort community with a 24-hour staffed gate, security, private beach club with beach service and a 18-hole Arnold Palmer Championship Golf Course, and a Golf Clubhouse with a restaurant.brCome experience a unique and unparalleled vacation when you stay at Lost Key Golf & Beach Club, as this luxurious property is the only property in Perdido Key offering both golf and beach amenities, exclusively to its owners and guests. This quiet and peaceful community is great for biking, walking the nature trails and of course, playing golf. Other exciting amenities include a Pro Shop and locker rooms, tennis courts, a beachside outdoor pool, beach cafe, community pool, hot tub, and fitness center.brTake advantage of the free beach shuttle service, taking you directly to those sought-after white sandy beaches along with the private Beach Club. The Beach Club is located directly on the beach, serving fantastic food and beverages at reasonable price. Dip your toes in the sand and relax. Lost Key Golf & Beach Club truly provides that picture-perfect beach vacation feel, so get ready to create plenty of lasting memories with your family and friends.brAbout the Villa;brSleeps: 6brMaster Bedroom - King Size Bed with private bathbr2nd Bedroom - Queen Size Bed with private bathbr1/2 Bath DownstairsbrDownstairs - Queen Size Sofa BedbrWasher and DryerbrGarage brPatiobrKitchen is fully stocked with everything and more for cooking.brYou don't even have to pack your beach towels. We have you covered!brPrivate Beach for Guest is 5 min walk or you can take the complimentary shuttle that picks you up in front of your villa. (So NIce!)
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Exceptional(4)

$160.83

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Condo

Vacations Are Grand At Grand Caribbean East! Specializing In Vacay Getaway

Pensacola, Florida, United States

Welcome to Boardwalk Beach on Perdido Key at Grand Caribbean East! Want to see what it's like to stay in a a well maintained, updated and inviting one bedroom beach condo Check out this 2nd floor unit in the East building of Grand Caribbean. You'll see the attention to detail and the care taken to provide guests with a top of the line experience. Details like a modern, updated kitchen and original artworks on the wall give this unit great appeal. It is well appointed and coastal casual for a vacation that feels like you found your home away from home. brbrWhen we say the beach is just steps away, we mean it. Walk right outside and find the private boardwalk to access the squeaky white sand beach. Want to get your steps in The National Seashore's pristine, undeveloped beach is 8 miles long and just down the beach to the East. Boardwalk Beach's location is convenient to shopping, attractions and popular restaurants with lots more available only a short drive away in Downtown Pensacola or Orange Beach. However, we understand if you just want to sit on your private balcony and take in the sights and sounds. You might even see the Blue Angels fly by on a practice day!brbrPKRM guests are invited to add value to their vacation by taking advantage of complimentary excursions through our Keys to Fun program. We want everyone to see why Perdido Key is known as a boater's paradise, so book a dolphin cruise, sunset cruise or deep sea fishing charter while staying at one of PKRM's premium vacation rentals. We also offer golf at Lost Key Golf & Beach Club and tickets to OWA Amusement Park if you prefer to experience your adventures on land. brbrThis well appointed 1 Bedroom/1 Bath unit comfortably sleeps 4 with the use of the Queen sized bed and the bunk beds or the sleeper sofa. The fresh and clean bathroom offers a shower/tub combo. There is seating for 4 at the dining room table. The kitchen is fully equipped and offers modern appliances if you wish to prepare a meal or snack. There is a washer and dryer for your convenience. There is a reason so many songs are written about boardwalks on the beach. They are a great place to hang out so book your stay today and come hang out at Boardwalk Beach in Perdido Key!
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Sleep 4

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$277.62

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Private Vacation Home

The Garden Cottage at The Timekeeper Stay & Gardens

Pensacola, Florida, United States

The Garden CottagebrPrivate One-Bedroom Cottage | Full KitchenbrbrTucked quietly within the gardens, this cottage is a fully private 1BR/1BA retreat surrounded by greenery and calm. This standalone cottage features a full kitchen, ideal for longer stays or guests seeking independence. With garden views from every angle, it offers peaceful seclusion while remaining part of the greater Timekeeper estate-brperfect for couples, creatives, or anyone seeking quiet comfort in downtown Pensacola.brbrA Once Forgotten Estate Has Been Reawakened.brbrIntroducing The Timekeeper Stay & Gardens, a thoughtfully restored retreat nestled in the heart of Pensacola, Florida. Where beauty blooms in quiet gardens and time has been gently kept. brbrThe estate is comprised of several distinct, private accommodations—each individually listed yet connected by a shared sense of history, craftsmanship, and calm . Original details have been preserved, restoration has been done with care, and every space offers views into the surrounding gardens, where century-old trees stand as quiet witnesses to the passing years.brbrWhether you’re here for a romantic escape, a restorative stay, or a moment to slow down, come stay a while.brbrbr**Spaces may be booked individually or together for a full-property experience.brbrGuests will access the Garden Cottage via a private, coded entry for self check-in. Your unique access code will be provided prior to arrival.brbrI am off property, but nearby, and readily available if you need anything or have questions during your stay. Guests enjoy self check-in and complete privacy.brHOUSE RULESbr1. NO PARTIES. Quiet hours 9pm-8am.br2. NO SMOKING. If you smoke/vape, do so outside away from the house and porches, and discard of any butts in the outside trash.br3. NO PETS.br4. FLOORING. The flooring in this home is original hardwood. Please wipe up any spills right away to avoid damage.br5. FURNITURE. Do not move furniture or slide it across the floors.
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