Vacation Rentals By Owner In Pensacola Beach, FL

Top Reasons to Book Sea Forever:brbr* Unobstructed gulf viewsbrbr* 390 Ft to Beachbrbr* Stunning Views from Spacious Balcony brbr* 3 Story Spacious Home brbr* Community Pool Accessbrbr* Professionally Managed brbrWelcome to Sea Forever where relaxation meets luxury in this stunning 3-story home accommodating 12 guests comfortably. With 4 bedrooms, an additional sleeping area and 3 bathrooms this home features 2 kings, 2 queens, 2 twins, and a twin-over-full bunkbed in the sleeping area. Nestled just a walk away from the pristine white sands of Pensacola Beach, this rental is located in a gated community with a communal pool, accessible year-round. After a long day with your toes in the sand or splashing around in the pool prepare a delicious meal in the full kitchen or stretch out in one of the many seating accommodations to wind down. With 2100 sq ft of space, multiple balconies, interior garage access, and 6 exterior parking space within the home's driveway, you will find plenty of space for the entire family. brbrBed Set Up: brbrMaster Bedroom: King Bed brbrGuest Bedroom: King Bed brbrGuest Bedroom: 2 Queen BedsbrbrGuest Bedroom: 2 Twin BedsbrbrAdditional Sleeping Area: Twin over Full Bunk Bedbrbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbrArea Attractions:brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters.br brTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

☀️Sea Forever-Walk2Beach-Stunning Home-5BR-Great Location☀️

Pensacola Beach, Florida, United States

4

Bed

Bath

12

Sleeps

$462.38

Regency Towers 202B - Come enjoy the peaceful views from this recently remodeled beachfront 2br/2ba condo that sleeps 6 comfortably. Every detail has been hand-selected and includes new couches, new bedding, new artwork, new flat-screen TVs in every room, new patio furniture and so much more. This condo features its own washer/dryer while other units in the complex do not. brbrRegency Towers are located just east of all the shops & restaurants of Pensacola Beach. The great thing about Regency is that you don't have to deal with the crowded condos and high rises right at the bridge, but yet it's only a short commute to enjoy all the shops & restaurants that we all love so much. There is also the FREE beach shuttle adjacent to the community that takes you up and down the Beach from Memorial Day to Labor Day. Community amenities include a beachfront pool, community clubhouse, tennis courts, new pickle ball courts and elevator access. brbrIf you are looking for a quiet, peaceful, and relaxing beachfront vacation, then Regency Towers 202B is the place for you.

Beachfront Condo - Free Beach Chairs - March Thru October

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$424.07

Relax & Reconnect at Portofino – Perfect Family Getaway with Breathtaking Views brbr brbrStep inside this beautifully updated condo and feel the stress melt away. With floor-to-ceiling windows framing panoramic views of the Gulf of Mexico, Santa Rosa Sound, and the National Seashore, you’ll instantly know you’ve found something special. Whether you’re sipping coffee as the sun rises or winding down after a day at the beach, this serene coastal escape is designed for family comfort, connection, and unforgettable memories. brbr brbrThis spacious 2-bedroom, 2.5-bath condo sleeps up to 6 guests and is located within the world-class Portofino Island Resort, known for its family-friendly amenities, endless activities, and relaxing coastal vibe. brbr brbrCondo Features brbr brbr• Master Bedroom: King bed with plush mattress topper, private balcony access, large closets, and a luxurious brbrensuite bathroom with double sinks, whirlpool tub, and separate tiled shower brbr• Guest Bedroom: Twin-over-full bunk bed with twin trundle, private balcony access, and full bath with granite counters and shower/tub combo brbr• Living Room: Comfortable furniture, 60” Smart TV with Netflix, queen sleeper sofa with memory foam mattress, half bath, and access to balcony views that stretch for miles brbr• Fully Equipped Kitchen: Modern appliances, granite countertops, eat-in bar, and everything needed to prepare meals at home brbr• Laundry: Full-size washer and dryer for your convenience brbr• Extras: Free high-speed Wi-Fi, books, puzzles, and games for family fun nights brbr brbrEnjoy your morning coffee or evening drink from one of the best sunrise views on the island! brbr brbrResort Highlights: brbr brbrPortofino Island Resort offers the perfect balance of relaxation and adventure for every member of the family. brbr brbrRelax & Recharge brbr brbr• Beach access on both the Gulf and the Sound brbr• Tower pool and hot tub plus resort main pools with food & drink service brbr• Full-service spa, massages by the water, and evening sunset cruises brbr• Beach chair rentals, umbrellas, and even “floating island” lounges brbr brbrAdventure for All Ages brbr brbr• Kayaks, paddle boards, sailboats, jet skis, and boogie boards brbr• Adventure Cove Water Park (open seasonally) with inflatables and slides brbr• Dolphin cruises, charter fishing trips, and bicycle rentals brbr• Five lighted tennis courts and a state-of-the-art fitness center brbr brbrDining Options Onsite brbr brbr• Terracotta Restaurant for elegant dining and an excellent wine list brbr• Terrazzo Poolside Bar & Grill for casual bites and drinks brbr• Smoothie Bar and Coffee Shop for grab-and-go refreshments brbr brbrAdditional Info brbr brbr• 2 BR / 2.5 BA / Sleeps 6 brbr• Reserved covered parking + additional guest parking brbr• Fresh linens and towels provided brbr• No smoking or pets allowed brbr brbrNote: During the week of June 13-19, a large youth group will be onsite and amenities may be busier than usual. Discounted rates are reflected for that week. brbr brbrMake your next family vacation one to remember at Portofino Island Resort—where relaxation meets adventure and every sunrise feels like a fresh start. brbr brbrBook your stay today and start counting down the days to paradise!

Stunning Unobstructed Views of the Seashore, Gulf & Sound |Renovated |Community Pools |Tennis Courts

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$421.36

Top Reasons to Book Portofino 4-1101: brbr* Steps Away from White Sandy Beaches brbr* Gulf Views From Every Roombrbr* Luxury High Rise with Upscale Decor brbr* Complimentary Garage Covered Parking Spot brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A $75 CHECK IN FEE AND AN AMENITY FEE DUE UPON CHECK-IN AT THE COMPLEX. THE AMEMITY FEE WILL FOLLOW THE BELOW SCHEDULE.*brbr2025 Daily Guests:brJan 1-March 3: $18/daybrMarch 4-May 22: $24/daybrMay 23-Aug 3: $30/daybrAug 4-Dec 31: $18/daybrMonthly Guests: $300 per monthbrbrPAYMENTS ARE MADE TO PORTOFINO ISLAND MANAGEMENT HOA/FRONT DESK UPON CHECK-IN. (NOTE: Pensacola Beach Properties are no responsible for the fees) brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brbrSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbrWelcome to Portofino 4-1101 where you can leave your worries at home. This upscaled 11th floor Portofino rental hosts 6 people comfortably. The primary bedroom suite offers a King bed with an ensuite, the second bedroom has a King bed with an ensuite, and the third bedroom has a queen bed. There is a sleeper sofa located in the Livingroom and a sweet little half bath in the hallway. Upon entering the condo, you are greeted by two bedrooms on each side of a hall that leads to the kitchen, living room, final bedroom and spacious balcony with breathtaking water views of the Gulf of Mexico. The rooms are nicely spaced out to provide ample privacy, water views and attached bathrooms for each room. This condo also features a washer and dryer. Don't miss your opportunity to experience this one-of-a-kind Portofino rental and book your stay now!brbr*Portofino/Premier Island Management requires a $75 check in fee and a daily amenity fees per day and per unit. This will be collected upon check-in at the front desk. The daily amenity fee schedule is below: brbr2025 Daily Guests:brJan 1-March 3: $18/daybrMarch 4-May 22: $24/daybrMay 23-Aug 3: $30/daybrAug 4-Dec 31: $18/daybrMonthly Guests: $300 per monthbrbr*Payments are collected by Portofino/Premier Island Management HOA directly on the day of check in. brbr*Parking available for one vehicle (additional parking based on availability) brbrPortofino Island Resort is a luxury high rise located directly on the white sands of Pensacola Beach. This five-tower complex has 2- and 3-bedroom properties. Each Portofino Island Resort Tower hosts both a Gulf front pool and an indoor (seasonally heated), hot tub, sauna, elevator, fitness room with pool views, gated security. It is in a fantastic location, easily accessible from the bridge. Find out why people return to Portofino Resort year after year!brbrBed Set Up: brPrimary Bedroom: King Bed brBedroom 2: King BedbrBedroom 3: Queen Bed brLiving room: Sleeper Sofa brbrArea Attractions: brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. A stroll down the white sandy shore or take in coastal inspired dining at the LifeStyle Center with a variety of fresh Gulf cuisine as well as Pizza Portofino featuring oven baked specialties made to order, explore The Market with specialty coffees, ice cream, souvenirs and logo merchandise and select grocery items including beverages! A short drive to the Pensacola Beach Boardwalk will take you to the many other local restaurants and shopping to enjoy.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures. Book your stay on Pensacola Beach today.

️Sound and Gulf Views From Every Room | Resort Amenities | Portofino 4-1101

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$1579.52

Top Reasons for Booking Emerald Oasis: brbr* Short Walking Distance to Gulf Access brbr* Multiple Outdoor Spaces for Entertainment and Relaxationbrbr* Great For Large Groups/Families - Sleeps 28brbr* Private Pool with Seasonal Pool Heating Services (Oct 1st to April 30th ~Additional Fee Applies) brbr* Tiki Bar Event Space Available (Additional Fee Applies) brbr* Covered Parking brbr* Two 85 Inch Tv's brbr* Professionally ManagedbrbrWelcome to Emerald Oasis, a stunning luxury beach home located on the sugar-white sands of Pensacola Beach. This spacious 8-bedroom, 8.5-bath retreat offers over 5,100 sq ft of beautifully designed living space and comfortably accommodates up to 28 guests, making it perfect for large family vacations, reunions, weddings, or group getaways. Each bedroom features its own private ensuite bathroom, giving every guest the comfort and privacy they deserve.brbrWake up to breathtaking Gulf views from one of two expansive covered balconies—perfect for enjoying morning coffee, breakfast, or evening sunsets over the water. Just steps away, the beautiful beaches of the Emerald Coast invite you to relax, swim, and soak up the Florida sunshine.brbrThe private backyard oasis features a heated pool surrounded by palm trees, lounge chairs, and a grill for easy poolside BBQs. On the ground level, a large covered patio provides a fantastic space for gathering, relaxing, or hosting special events. Guests can also inquire about the optional tiki bar event space next to the pool, ideal for catering or celebrations.brbrInside, the home is designed with entertaining and large groups in mind. The chef’s kitchen is fully equipped with double appliances—including two refrigerators, two dishwashers, double ovens, two sinks, and two under-counter ice makers—making meal prep easy for big groups. The oversized island seats 12+, while the dining table seats 14, so everyone can gather together comfortably.brbrTwo spacious living areas provide plenty of room to unwind, and every bedroom includes its own TV for added convenience and relaxation. The home also includes two washers and dryers to make longer stays easy.brbrWhether you're enjoying sunset views from the balcony, relaxing by the pool, or gathering with loved ones in the spacious living areas, Emerald Oasis offers the perfect setting for an unforgettable Pensacola Beach vacation. brbrBed Set Up: brbrMain Floor: brPrimary Bedroom 1: King Bed with Ensuite Bathroom and Balcony AccessbrGuest Bedroom 1: Two Queen Beds with Ensuite BathroombrbrTop FloorbrPrimary Bedroom 2: King Bed with Ensuite Bathroom and Balcony AccessbrGuest Bedroom 2: Two Queen Beds with Ensuite Bathroom and Balcony AccessbrGuest Bedroom 3: Two Queen Beds with Ensuite BathroombrGuest Bedroom 4: Two Queen Beds with Ensuite BathroombrGuest Bedroom 5: Two Twin-Over-Twin Bunk Beds with Ensuite BathroombrGuest Bedroom 6: Two Twin-Over-Twin Bunk Beds with Ensuite Bathroombrbr*NO SMOKING ON PREMISES*brbr*This property is not pet friendly, no exceptions* brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbrAdditional Notes: br* Optional add-ons include pool heating (additional fee) and the tiki bar event space (additional fee).br* Turn Emerald Oasis into your dream event space! Decorate the large, covered, open-air, ground floor patio for any occasion. Please inquire about the built-in tiki bar area next to the pool at the time of reservation, which is ideal for catering/hosting.brbrArea Attractions:brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park.brbrDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown.brbrPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

Private Pool + Stunning Gulf Views | Perfect for Groups | Emerald Oasis

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$217.4

Top Reasons to Book Sand Dollar W-103: brbr* The Gulf of Mexico is Steps Awaybrbr* Outdoor Grillbr br* Vestibule Unit Accessbr br* Just .9 miles to the Pensacola Beach Boardwalkbr br* Professionally Managed; 24/7br brSand Dollar W-103 is a lovely one-bedroom, one-bath condo that sits across the street from Pensacola Beach. When you enter this beautiful condo, you’ll notice the tile flooring, nice furnishings, and smart TV in the living room! The kitchen is well equipped for your meal preparations during your stay. The bedroom has a full-sized bed and flatscreen TV and a queen sleeper sofa in the living room. This property sleeps up to 4 guests. You’ll enjoy the convenience of the private washer and dryer which are accessible on the patio, one reserved parking space, and free Wifi. Make your next vacation getaway at Sand Dollar W-103!br brBed Setup: br brMaster Bedroom: Full br brLiving Room: Queen Sleeper Sofabr br *We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* br brArea Attractions:br brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming, or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues to spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

️Sounds Views-Walk to Pensacola Pier- Grill-1BR Sand Dollar W-103

Pensacola Beach, Florida, United States

Bed

Bath

4

Sleeps

$480.73

NEW ON OUR RENTAL PROGRAM! brbrWelcome to your perfect Pensacola Beach escape. This charming, updated beach cottage blends laid-back coastal style with all the comforts of home, just steps from the sugar-white sand and emerald waters of the Gulf.brbrInside, you will find a bright and inviting living space with plenty of room to relax, complete with a large screen TV for unwinding after a day in the sun. The open flow leads to a dining area with seating for six, perfect for casual meals or gathering together after the beach.brbrThis home comfortably sleeps up to 8 guests with a king bedroom, a queen bedroom, and a third bedroom featuring four twin beds, making it ideal for families or small groups. The bathroom includes a clean, modern stand-alone shower.brbrStep outside and enjoy multiple outdoor seating areas designed for soaking in the coastal breeze, including a rooftop deck that offers the perfect spot for morning coffee or evening sunsets. With shopping, dining, and nightlife all within walking distance, you can park the car and truly relax. brbrNo need to leave your best friend behind because this amazing beach cottage is also pet friendly! (Pet fee required)brbrWhether you are here for beach days, sunset views, or simply to slow down, this cozy coastal retreat puts you right where you want to be.brbrComplimentary WiFi. Pet Friendly ($250 pet fee per pet).brbrBedding:brMaster: 1 KingbrBedroom 2: 1 QueenbrBedroom 3: 4 Twins

Coastal Cottage Getaway | Pet Friendly | Just Steps the Gulf!

Pensacola Beach, Florida, United States

Bed

Bath

8

Sleeps

$410.9

Luxurious, newly renovated two bedroom condo that sleeps 6 adults. Relax and enjoy the view of the pristine, sugar white sand and emerald green water of the Gulf of Mexico from your private balcony. The pictures don't begin to do justice to the view of the Gulf. If you feel like getting an early start to your day you, just step out onto the balcony for a stunning view of the sunrise over the Gulf. Some upgrades include porcelain tile throughout, granite countertops in the kitchen, floor to ceiling windows and a built in grill. New furnishings and freshly painted throughout. Nice size, fully furnished kitchen has a breakfast bar that opens to the dining area. There's a kiddie cot and a pack and play available. Rather than an uncomfortable night on a sleeper sofa enjoy a better night's sleep on the queen size murphy bed in the great room, while still having a usable living area. There are beach towels, toys, cooler and several beach accessories in the unit for your use. Our European Spa and Lifestyle Center offers state of the art fitness area, treatment rooms, indoor spa, separate his and hers spa areas (with dry sauna, steam room, showers, lockers and lounge area), 2 lagoon pools with spas overlooking the intracoastal waterway and indoor olympic size pool. Enjoy indoor dining at Coastal or relaxing poolside dining from Al Fresco Bar and Grill. Play tennis with 5 rubico clay surface courts. Each tower has its own pool and hot tub with Tower 4 being the only one by the water. Tower 4 is the most conveniently located near the Lifestyle Center and its amenities. All of this is on-site for your convenience, as well as, a variety of water sport rentals, bikes ,mini cars, golf carts and much more. You also have the option of hopping on the trolly to explore the rest of the island's dining, shopping and night life. There is an assign parking place in the tower, with additional parking adjacent to the tower.

Gulf facing, modern 2 bedroom condo! Pools, hot tubs, restaurants & many extras!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$208.73

Beautifully Updated: Coastal cottage feel that is cozy and comfortable. You'll enjoy the easy access to the beach from this gulf side condo along with local flavor offering shopping, restaurants and outdoor activities.brbrThe condo overlooks the swimming pool and is a short walk to the beach. This two bedroom, one and a half bath condo also provides you with a view of the lagoon which runs through the property. The full bath offers a beautifully tiled stand up shower with glass door. The unit sleeps up to 6 comfortably and offers a king size bed in the master and two double beds in the second bedroom. You can enjoy the view of your choice, sunrises or sunsets. All with an enjoyable view of the ducks and swans from the condo balcony.brbrYou will be located on the first level above the covered parking space below the unit. All of the comforts of home include 2 flat panel TVs and a fully equipped kitchen.brbrWe offer you the best value on the beach and invite you to come and enjoy the beautiful white sands and local flavors.

Coastal Condo - just steps to the white sand beach! Ask about our special rates!

Pensacola Beach, Florida, United States

2

Bed

Bath

6

Sleeps

$617.82

Welcome to Pensacola Beach! Experience the ultimate winter getaway at this exquisite 5-star resort, featuring a heated outdoor pool and a luxurious Gulf-front hot tub. Your paradise awaits!brbrThis stunning Gulf-front condo boasts a master bedroom with direct balcony access, offering breathtaking views of the Gulf of Mexico. Enjoy pristine accommodations, complete with a luxury Tempur-Pedic bed and plush Lazy Boy furniture, ensuring your stay is as comfortable as it is memorable.brbrIndulge in spectacular sunsets from your private glass-railed balcony, perfect for dolphin watching, while taking in panoramic views of Pensacola Beach and the iconic Pensacola Beach Pier.brbrEmerald Isle is a luxurious 17-story gated condominium resort nestled directly on the Gulf, covering nearly 5 acres with over 300 feet of direct beachfront access to the stunning emerald waters. With a private walkway leading you to the powdery white sand, you’ll be just moments away from feeling the warm sand beneath your feet.brbrThe resort features two expansive swimming pools, including a heated pool, a hot tub, a beachfront fitness center, and a relaxing sauna. Additionally, you'll find an array of restaurants, shopping, and vibrant nightlife within walking distance, as well as nearby Fort Pickens and the Gulf Islands National Seashore.brbrDecorated in a chic coastal theme, this condo includes a fully equipped kitchen with granite countertops, coffee maker, toaster, blender, crockpot, and a comprehensive selection of cookware and bakeware to meet all your culinary needs. The dining area comfortably seats 4-6, complemented by additional seating at the raised kitchen island.brbrThe master bedroom features a King-size Tempur-Pedic Cloud Lux bed, floor-to-ceiling windows with direct access to the Gulf-front balcony, a flat-screen smart television, and an ensuite bathroom with a garden soaking tub and ample storage.brbrThe second bedroom offers a Euro pillow-top queen-size bed, a ceiling fan, and a smart screen television, while the full guest bath includes a shower/tub combination and additional storage.brbrRelax in the living room, where floor-to-ceiling windows provide captivating views of the Gulf and direct access to the balcony. The living area is designed for comfort, featuring a brand-new leather sofa sleeper (which converts to a queen-size bed with a memory foam mattress), a Lazy Boy recliner, and an entertainment center equipped with a 50” HD flat-screen smart TV, complete with Netflix, cable channels (including Stars/Encore), a digital music library, and a Blu-ray DVD player with a large movie collection.brbrEnjoy complimentary high-speed Wi-Fi throughout the condo, along with a full-sized washer and dryer, iron and ironing board, and hair dryer for your convenience.brbrProtect your vacation by purchasing traveler’s insurance! Unforeseen events can disrupt your travel plans unexpectedly. Safeguard your investment with traveler’s insurance to ensure peace of mind should your plans change. Please note that our cancellation policy is non-modifiable.brbrMake your dream vacation a reality with Joe Joe's Resorts!

307 Gorgeous Gulf Front & Amazing Beach Views ~ Book July 16th ~ Pools & More!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$461.57

If you need a spacious condo for your next family trip or group getaway to the Gulf Coast, Regency Towers 808 East vacation rental in Pensacola Beach could be a perfect fit!brbrOffering three bedrooms and two-and-a-half bathrooms, this condo can comfortably accommodate up to ten people. The primary bedroom features a king bed, TV and a private ensuite full bathroom, while the second and third bedrooms both feature two full beds and a TV in each room and share a jack-and-jill bathroom. With a private balcony, cozy living area, dining area with a wet bar, fully equipped kitchen, laundry closet with washer and dryer and a half bathroom, this condo is perfect for a large family or a group of friends!brbrRegency Towers offers a great location in Pensacola Beach, as well as several amenities. You can spend the day at the gulf-side community pool or play a round of tennis or pickleball. Located directly on the gulf, you can walk down to the sugar-white sand anytime you like. The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrIf you’re looking to have a great time on the Emerald Coast with your family and/or friends, book Regency Towers #808 East in Pensacola Beach!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Regency Towers 808 East | 3BD/2.5BA | Pool, Tennis/Pickleball, Steps to Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$272.75

Welcome to the Lazy Luna, where every moment invites you to unwind and create cherished memories. (Please note: up to 4 ADULTS max)brbrStep into a world of relaxation and comfort, where modern upgrades await your discovery. From the convenience of a stacking washer/dryer to the entertainment provided by smart TVs in both the primary bedroom and living area, the space is equipped to make your stay truly enjoyable. Indulge in the luxuries of beach life with stocked Turkish beach towels, beach chairs, a Yeti Cooler, and an array of beach toys. brbrFor those cozy evenings in, delight in our collection of board games, perfect for fun-filled nights with loved ones. The fully equipped kitchen beckons to culinary enthusiasts with stainless appliances, a coffee maker, Ninja blender, toaster oven, and more. We include a starter set of paper towels, toilet paper, dish and laundry soap so all you need to do is unpack and hit the beach. After soaking up some rays, retreat to the comfort of the primary bedroom’s king bed or the inviting guest room boasting two full beds, with the option to add an air mattress for additional guests. brbrRest assured, the Lazy Luna adheres to the highest standards of cleanliness, with a non-smoking policy and no guest animals allowed (this is per HOA polilcy, an additional $300 deep cleaning fee applies). Convenience is paramount, with a bill-by-plate toll from the Gulf Breeze bridge and a seamless check-in process facilitated by your personalized passcode—no keys necessary. brbrStep outside your doorstep to discover the beauty of the Villas on the Gulf, meticulously maintained and landscaped. Take a leisurely stroll to the community pool or take the three-minute walk to the pristine white sands of the beach. At the Lazy Luna, your beach retreat awaits with open arms.brbrbrOther amenities to note: br-Additional blow up mattresses br-Pack 'n Play with mattress br-Beach cartbrbr(Mil TDY/ Travel Med friendly)

The Lazy Luna - Family Friendly

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$431.6

Spend your next vacation relaxing on the pristine white sands of Pensacola Beach and frolicking in the rolling waves of the Gulf of Mexico. When you stay at Regency Towers 508 West, you'll experience the vacation of a lifetime. Wake up and have breakfast on your private balcony, taking in the sights and sounds of the beach while you sip your coffee. Spend the day on the beach and relax as the sun sets over the water. If a relaxing time is what you are looking for, then reserve this beautiful vacation rental in Pensacola Beach, Florida today.brbrThis spacious condo offers three bedrooms and three bathrooms. The primary bedroom features a king size bed and an adjoined primary bathroom. The second bedroom features a queen size bed. The third bedroom features two full-size beds, and the living area contains a queen size sleeper sofa. Your favorite place will absolutely be the private balcony overlooking Pensacola Beach.brbrRegency Towers is in a great location and offers amenities, including a community pool and tennis/pickleball courts. Several popular attractions are close by, so you can spend the day fishing, parasailing, enjoying a dolphin cruise, and more! Visit the Quietwater Beach Boardwalk and the Gulfside Pavilion to have a delicious meal or catch a free show! The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrReserve your spot at Regency Towers 508 West today!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in

Regency Towers #508 West | Gulf Views, Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$597.93

Nestled within a gated community on Pensacola Beach, this upscale home presents an unparalleled opportunity to experience the epitome of coastal living. Boasting breathtaking views of the emerald green waters and pristine white sands of the Gulf of Mexico, and located mere steps away from the tranquil Santa Rosa Sound, this property offers a truly idyllic beach lifestyle.brbrDesigned with impeccable attention to detail, this three-bedroom, three-bathroom residence accommodates up to seven guests in comfort and style. The master bedroom features a lavish King bed, exuding an air of sophistication and tranquility. The second bedroom boasts a luxurious Queen bed, while the third bedroom offers a versatile Full over Twin trundle bed, ideal for families or groups seeking flexibility. Each bedroom and both living areas are equipped with large flat-screen TVs, ensuring entertainment options for everyone.brbrElegance and functionality blend seamlessly throughout the home's interior spaces. Multiple living areas provide ample room for relaxation and socializing, offering guests the opportunity to unwind in a setting of refined comfort. The kitchen is complete with stainless steel appliances and all the essentials for creating memorable meals.brbrStep outside onto the expansive decks, where the captivating vistas of the Santa Rosa Sound and Gulf of Mexico unfold before your eyes. Take in the gentle sea breeze as you indulge in the comfort of tastefully arranged seating areas, perfect for savoring breathtaking sunsets or enjoying conversations with loved ones. The meticulous design of the outdoor spaces ensures a seamless blend between indoor and outdoor living, allowing you to fully immerse yourself in the coastal ambiance.brbrAdditional features of this remarkable property include convenient garage parking, an outdoor shower to rinse off after a day of beach activities, and complimentary WiFi for staying connected during your stay. Guests also have access to the community's enticing amenities, such as a sparkling pool and a private pier, further enhancing the allure of this exclusive coastal enclave.brbrLocated within close proximity to the area's finest dining, shopping, and recreational attractions, this upscale home offers an exceptional opportunity to experience the best that Pensacola Beach has to offer. Whether you seek a serene beach retreat, an active outdoor lifestyle, or a blend of both, this exceptional property promises an unforgettable experience for those who appreciate the finer things in life.brbrDon't miss the chance to immerse yourself in the beauty and comfort of this lovely beach home. Contact us today to reserve your slice of paradise on Pensacola Beach.brbrIn compliance with HOA regulations, trailers and RVs are strictly prohibited.brbrComplimentary WiFibrbrBeddingbrMaster: 1 KingbrGuest: 1 QueenbrGuest: 1 Full over Twin trundle

Located in Gated Community, this 3 Bedrm Beach Home is Absolutely Stunning!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$246.31

Top Reasons to Book South Harbour 4E:brbr* Gulf Views to the South, Sound Views to the East, Bay Views to the Westbrbr* Complex Pool and Fitness Centerbrbr* Conveniently Located in the Heart of Pensacola Beachbrbr* Quiet Gated Communitybrbr* Professionally Managed; 24/7brbrWelcome to South Harbour 4E of Pensacola Beach! This is a 2 bedroom, 2 bathroom overlooking the beautiful Pensacola sound. The master suite offers a queen bed with an ensuite and the guest bedroom has a queen bed with an additional bathroom in the hallway. This unit allows for 4 people to sleep comfortably. Relax out on the spacious balcony and soak up the stunning views and enjoy a meal at the large dining table with the family. Feel free to make yourself at home in this beautiful property and don't forget to come back and see us at South Harbour 4E!brbrLocated directly on Little Sabine Bay in the heart of Pensacola Beach, South Harbour offers relaxation and entertainment at your finger tips. This 72-unit building is within walking distance to the beach, local restaurants, and shopping. When you take a break from the beach and local attractions, enjoy the pool, fitness center, and gated entry.brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. * brbrBed Setup:brbrMaster Bedroom: Queen Bed w/ Ensuite BathbrbrGuest Bedroom: Queen BedbrbrArea Attractions:brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park.brbrDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown.brbrPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

️Beach Views-Walk2Beach-Pool-2BR South Harbour 4E

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$430.75

This three-bedroom/2.5-bath pool view town home at Regency Cabanas #E2 is just steps from the Gulf, with easy access to the pristine white sands of Pensacola Beach via a dune walkover. brbrKing in master bedroom, queen in 2nd bedroom and a full over full bunk bed in the 3rd bedroom to sleep eight. Slate and hardwood floors first living level, carpet in bedrooms. At the end of a sun-soaked day on the beach, enjoy flat screen TVs in both the living area and master bedroom, plus a DVD player. Or, spend a leisurely evening on your balcony grilling on the gas grill. brbrDouble garage on ground level with garage door , living and dining area located on 2nd living level, bedrooms are on the top level. A gated community, Regency Cabanas offers two pools. brbrPer the HOA Rules and Regulations: Beach buggies, buses, campers, boats, skiffs, trailers, or any similar vehicles may not be parked anywhere on the property, whether temporarily or permanently, unless fully enclosed within garage.brbrComplimentary WiFi.brbrBedding:brMaster bedroom - kingbrGuest bedroom - queenbrGuest bedroom - Bunk Bed - full over full

Just steps to the gulf and the complex pool is just out the back door!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$907.02

Each three-bedroom/3.5-bathroom Sky Home is a luxurious condo suite, offering 2,034 square feet of space, including a 472-square foot balcony.brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrbrBedding is King, Full Full, Trundle Bed and Sleeper SofabrbrBalcony includes a Grill.brbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.

Winter Deals & Spring Break Specials! Sleeps 10

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$479.08

Beautiful property which allows the best of both worlds, the beach and the bay! Newly renovated 3BR , 2.5 bath waterfront townhome with direct access to beach. This quiet paradise offers spectacular access to the Little Sabine Bay behind the townhome with beach views from the front of the townhome. The downstairs floor hosts a ping-pong table, kayaks, propane grill, and lily pad among other things. There is a screened in area to store your beach items, and a patio to enjoy the outdoors. The rental comes with access to the dock and boat slip to store your boat or jet skis (with an easy public launch at Shoreline), or for fishing and crabbing from. There is also an outdoor shower head to rinse off of after your day at the beach, which did we mention is only a one minute walk across the street ! The second floor has two living areas, a half bathroom, along with a dining table and queen sofa sleeper. There is also a second floor outdoor balcony with table and chairs overlooking the sound to drink coffee on, play cards, or watch the fabulous sunsets. The third floor hosts all three bedrooms. It has a large master bedroom with king bed and full bath/shower. The second bedroom is a queen, and third bedroom has a twin over full bunk bed with twin trundle. There is a third bathroom with tub/shower on the third floor, as well as a HE washer and dryer. This property has something for everyone! You can have the beautiful white sand beach in one minute, or you can walk outside and enjoy quiet amazing views of the bay. Great for families, beach lovers, fisherman, those who don't prefer the sand, and anyone in between!br

Beautifully renovated 3BR townhome with boat slip just steps from the beach!

Pensacola Beach, Florida, United States

Bed

2

Bath

8

Sleeps

$1053.25

Your Private Pool Retreat Near Pensacola BeachbrbrLocated just a short walk from the sugar-white sands of Pensacola Beach, Panferio Paradise is a spacious, thoughtfully designed retreat created for gathering, relaxing, and making lasting memories. With over 2,400 square feet of living space, multiple indoor and outdoor living areas, and amenities designed for both comfort and entertainment, this home offers a well-balanced coastal experience for families and groups.brbrSet within a quiet residential neighborhood, the home provides easy access to the beach while offering a private setting to unwind between outings.brbrBright, Open Coastal Living Designed for GroupsbrFrom the moment you arrive, the home feels open and inviting. Inside, natural light fills the main living area through oversized windows, creating a bright, welcoming space designed for connection and comfort. The layout flows easily between the living room, dining area, and kitchen—making it easy for groups to gather without feeling crowded.brbrJust beyond the living space, a private balcony offers a peaceful place to start the day with coffee or wind down in the evening with coastal breezes.brbrOpen-Concept Living, Fully Equipped Kitchen & Group Dining SpacebrThe main level serves as the heart of the home, where a comfortable living area with multiple sofas provides ample seating for group gatherings, movie nights, or quiet evenings in.brbrThe fully equipped kitchen features modern appliances, generous counter space, and everything needed to prepare meals at home. A breakfast bar and adjacent dining area allow everyone to dine together comfortably, whether enjoying a casual breakfast or a full group dinner.brbrSpacious Bedrooms & Flexible Sleeping for Up to 15 GuestsbrbrPanferio Paradise is designed to comfortably accommodate larger groups while offering well-defined sleeping spaces across multiple levels:brMain Level:brPrimary Bedroom: King-sized bed with direct balcony access, a spacious walk-in closet, and a private ensuite bathroom featuring a walk-in showerbrbrSecond Bedroom: Queen bed, flat-screen TV, and a vanity table that doubles as a workspacebrbrThird Bedroom: Queen bed with a flat-screen TVbrbrGuest Bathroom: Conveniently located with a shower/tub combinationbrbrLiving Room: Sleeper sofa providing additional accommodations for larger groupsbrbrLower Level:brDesigned for both comfort and flexibility, the downstairs area functions as an additional sleeping and entertainment space:brPrivate Sleeping Area: King-size bed offering a quiet retreatbrbrBunk Area: Custom tri-bunk featuring two king beds and one twin—ideal for kids, teens, or group accommodationsbrbrFull Bathroom: Spacious layout with a walk-in showerbrbrThis multi-level layout allows groups to stay together comfortably while still maintaining privacy and separation between sleeping areas.brbrGame Room + Bonus Living Space for Entertainment & Extra GuestsbrThe downstairs level is designed with both comfort and entertainment in mind. This space includes additional sleeping areas along with a full bathroom and easy access to the backyard.brA dedicated game room features a pool table, foosball, and ping pong—creating a natural gathering space for evenings in or a break from the sun.brbrYour Own Private Pool Oasis—Outdoor Living, Dining & Lounge SpacesbrOutdoor space is truly the highlight of Panferio Paradise—designed as a full extension of the home with multiple areas to gather, dine, and unwind throughout the day.brbrAt the center of the backyard, a private pool creates a relaxed, resort-style setting, complete with built-in loungers, water features, and plenty of deck space for soaking up the sun. A shaded pergola lounge just beyond the pool offers a comfortable place to cool off, read, or enjoy a drink while still being part of the action.brbrThe outdoor experience continues beneath the home with a covered entertaining area that functions as a second living space. Here, you’ll find a picnic-style dining setup, a full grill station, beach/pool toys and ample room for casual meals, group hangouts, or an easy transition from pool time to dinner.brbrUpstairs, the elevated back deck provides yet another gathering space, featuring a large dining table, café lighting, and comfortable seating—ideal for al fresco dinners, morning coffee, or evenings spent enjoying the coastal breeze.brbrAdditional outdoor features include:brOutdoor shower for rinsing off after beach daysbrMultiple shaded and sun-filled seating areasbrFully fenced backyard for added privacybrLush tropical landscaping that enhances the coastal settingbrWhether your group is spread out between the pool, pergola, covered lounge, or upper deck, the layout allows everyone to be together—without ever feeling crowded.brbrPerfect for Large Families, Groups & Beach GetawaysbrbrPanferio Paradise is ideal for:brLarge families or multi-family groupsbrFriends traveling togetherbrGuests who want both beach access and private outdoor spacebrTravelers looking for a mix of relaxation and entertainmentbrbrWalk to the Beach + Relax in Your Private Pool RetreatbrDesigned for easy coastal living, Panferio Paradise offers the space to gather, the privacy to unwind, and the flexibility to enjoy each day at your own pace. Spend your mornings at the beach, afternoons by the pool, and evenings gathered with family and friends—all within a comfortable, well-appointed home just steps from the shoreline.brbrThings to Know Before You BookbrPool heating is available for $50 per day and must be requested at least 48 hours prior to arrivalbrbrThis home has two outdoor cameras focused on the exterior driveway.

4 Bedrooms | Sleeps Up to 15 | Private Pool | Game Room | Walk to Beach

Pensacola Beach, Florida, United States

4

Bed