Vacation Condo Rentals By Owner In Pensacola Beach, FL

$324.35

Spacious Condo on the Bay/Vaulted Ceilings - Palm Beach Club 209

Pensacola Beach, Florida, United States

Yes!! Palm Beach Club! This spacious condo is perfect for couples and small families to experience fabulous Pensacola.brbrThe large 2 level condo, comfortable living room sectional and lounge chair will make you feel right at home. The flat screen television is above the electric log fireplace is idea to enjoy the big game or sip a glass of wine in the evening The dining room shares this space with seating for 6 people . brbrThe master bedroom has a queen size bed and flat screen TV with cable, and its own balcony overlooking the Pensacola Bay. The master bathroom highlights a walk-in shower with a room heater. The second bedroom has a queen-size bed and a flat screen TV with cable and has ensuite bathroom. The condo sleeps 4 guests.brbrA 186 sq. ft covered balcony extends just off of the living room and a sunroom has oversized unobstructed bay windows providing amazing views of the pool, Pensacola Bay, occasional dolphins, and possibly an opportunity to watch the Blue Angels fly overhead. The kitchen is well-stocked with all standard equipment including coffee makers (one with delay timer), blenders, two-slice toasters, hand mixer, air popcorn maker, tea pot, and all the cooking and baking accessories you could want. brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Dining room table that will seat 4br~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Covered parking for two vehiclesbr~Direct views of the Pensacola BaybrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dishwasher packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1390 Ft. Pickens Road, Palm Beach Club has 4 buildings housing 84- private condominiums. brPalm Beach Club amenities include:br~Gated entrybr~Elevatorbr~Swimming pool with large sun deck on the Pensacola Baybr~Complex sits on the Pensacola Baybr~Gulf of Mexico is just steps awaybrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

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Bath

Sleeps

$324.44

/ Nightly

Condo

☀️Stunning Bay Views-Pool-Wraparound Balcony-2BR Santa Rosa Dunes 1021

Pensacola Beach, Florida, United States

Top Reasons To Book Santa Rosa Dunes 1021brbr* Private Balcony Overlooks the Sound brbr* 1 covered parking spot assigned to 1021brbr* Steps to the Gulf of Mexico -just across the streetbrbr* Community Pool, Tennis, Pickleball and Fishing Pierbrbr* Just 2 miles to the Pensacola Beach Boardwalkbrbr* Walk to Peg Leg Pete’sbrbr* Professionally Managed; 24/7brbrWelcome to Santa Rosa Dunes 1021! This adorable 2-bedroom, 2-bathroom condo is located on the 2nd floor. This condo features an open floor plan with ceiling to floor windows, automated blinds, and a spacious living room to relax. The wraparound balcony overlooks the Pensacola Bay with breathtaking sunsets! The master bedroom features a king bed with an ensuite, the second bedroom offers a queen bed and in the living room there is a queen sleeper sofa. This condo accommodates 6 people comfortably. There is an additional bathroom located in the hallway next to our complimentary washer and dryer. This unit is the perfect getaway for your little family's trip to the white sugary sands of the emerald coast. Enjoy the complex pool, tennis courts, and boardwalk. Santa Rosa Dunes is just a click away from your next vacay!brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbrSanta Rosa Dunes is situated on the sound side of Pensacola Beach is the perfect spot for your beach vacation! You’ll love taking a dip in the largest pool on Pensacola Beach or playing a game of tennis or shuffleboard. There are shaded spaces near the pool for your convenience. The Gulf of Mexico is just steps away, discover why families love Santa Rosa Dunes.brbrBed Setup:brbrMaster Bedroom: King Bed brbrGuest Bedroom: Queen BedbrbrLiving Room: Queen Sleeper Sofa brbrArea Attractions: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! brbrFort 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. brbrDowntown 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 spread throughout downtown. brbrPensacola 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.

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Sleeps

$420.98

/ Nightly

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Spacious Bay Front Condo with Spectacular Bay Views and Resort Amenities

Pensacola Beach, Florida, United States

Choose Portofino Island Resort 2-1002 for your next Pensacola Beach rental and enjoy spectacular views of the bay as well as spacious accommodations for six friends or family members. This lovely two-bedroom condo features a large furnished balcony allowing you to enjoy the peace and quiet during your beach getaway. Enjoy unbeatable views of the island and the Bay while sipping a warm cup of coffee and relaxing the morning away.brbrThis Portofino Island Resort condo is perfect for your next family vacation. With all of these comforts, you will feel right at home during your vacation in Pensacola Beach. The primary bedroom features a full, private bathroom containing a whirlpool tub and a walk-in shower. Create a delicious meal in your fully equipped kitchen and enjoy your meal at the dining room table.brbrPortofino Island Resort offers a multitude of thrilling amenities for you to enjoy during your stay at the resort. Recline in a lounge chair one of the community pools and hot tubs. Go for a swim in the indoor pool or visit the fitness facility for a fantastic workout. The resort also offers tennis courts, an onsite spa, and a gift shop. During your getaway in Pensacola Beach, go parasailing, charter a fishing boat, and ride along on a dolphin cruise. The area is full of exciting attractions and activities for people of all ages. If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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Bath

Sleeps

$280.81

/ Nightly

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1BD/1BA Condo on Bay + Beach Across | Pet-Friendly with Resort Amenities

Pensacola Beach, Florida, United States

For a vacation centered around rest and relaxation, look to Sabine Yacht and Racquet 1B. You’ll love everything this one-bedroom, one-bathroom condo in Pensacola Beach, Florida has to offer. From some of the best amenities on Pensacola Beach to peaceful Bay views, a stay at Sabine Yacht and Racquet 1B is exactly what you need to recharge at the beach.brbrStep into your condo and discover a warm, welcoming space that instantly feels like home. Designed to accommodate up to four guests, it’s the perfect retreat for a getaway with family, friends, or even your furry companion—this property is pet-friendly! Begin your mornings on the ground-floor patio, sipping coffee while soaking in the peaceful Bay view. With a fully equipped kitchen stocked with all the cookware essentials, preparing meals on vacation is as effortless as it is enjoyable.brbrOnce you’re done exploring your condo, you’ll discover that Sabine Yacht and Racquet in Pensacola Beach has so much to offer. From a Bay-front pool to tennis courts and a sauna, this resort has it all! There is even an onsite fitness center to ensure you still get a good workout in on vacation. Boat slips are also available if you are traveling with your boat on vacation! Located on Little Sabine Bay, this is the perfect place to paddleboard or launch your boat before venturing out onto the nearby Pensacola Bay or Santa Rosa Sound.brbrYou’ll also find that this complex enjoys a great location close to everything there is to do on Pensacola Beach. With Casino Beach and the Quietwater Beach Boardwalk just minutes away, you’ll find a wide range of options for entertainment and dining. If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day. Be sure to stop by a beach boutique as well to bring back souvenirs for everyone back home!brbrNo matter how you choose to spend your vacation, Sabine Yacht & Racquet 1B is the place to be! Call or book with us today.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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$256.81

/ Nightly

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️ LaBahia 224 | Pensacola Beach | Gulf Views, Pool + Sound Side Beach

Pensacola Beach, Florida, United States

Top Reasons to Book LaBahia 224:brbr* Gulf Views from Private Balconybrbr* Nestled Between the Sound and the Gulfbrbr* Natural Light Throughout — Skylights + Large Windowsbrbr* Community Pool + Sound Side Beach Accessbrbr* In-Unit Washer/Dryer + Fully Stocked Kitchenbrbr* Seasonal Beach Trolley to Casino Beachbrbr* Less Than a Mile to Peg Leg Pete'sbrbr* Professionally ManagedbrbrWelcome to LaBahia 224, a charming and light-filled coastal retreat nestled between Santa Rosa Sound and the Gulf of Mexico on the peaceful west end of Pensacola Beach. This beautifully updated 1-bedroom, 1-bunk room, 2-bathroom condo is bathed in natural light thanks to skylights and large windows throughout, creating a bright and airy atmosphere that instantly puts you in vacation mode. With Gulf views from both the living room and private balcony, you'll feel connected to the water from the moment you arrive.brbrThe fully stocked kitchen features stainless steel appliances and a fresh filtered water dispenser, making it easy to prepare everything from a quick breakfast to a relaxed dinner in. The comfortable living area offers a welcoming space to unwind, while the in-unit washer and dryer adds everyday convenience for longer stays. The master bedroom features a queen bed for a restful night's sleep, while the bunk room with a twin/twin bunk comfortably accommodates kids or additional guests — making this condo a perfect fit for small families or couples traveling with little ones.brbrStep outside and explore everything LaBahia and Pensacola Beach have to offer. Take a dip in the community pool, stroll to the sound side beach just steps away, or hop on the seasonal beach trolley to Casino Beach for restaurants and live entertainment. Peg Leg Pete's is less than a mile away for fresh Gulf seafood, and the Pensacola Beach Boardwalk — home to The Shell, live music, dining, and waterfront strolling — is just 2.2 miles down the road. Whether you're here for the Blue Angels, Fort Pickens, or simply a few days of sun and salt air, LaBahia 224 is your perfect Pensacola Beach home base.brbrThe Bed Setup:brPrimary Bedroom: Queen BedbrBunk Room: Twin over Twin Bunk BedbrbrPlease note: This complex does not have an elevator. Guests should be prepared to walk up 2-3 flights of stairs.brbrThis property is NOT pet friendly.brbrWe LOVE Snowbirds! Low Monthly Winter RatesbrSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st of the month) and a departure date (must be the 1st of a subsequent month). All monthly rentals are subject to an additional $150 cleaning fee. Contact us for alternative dates or further assistance.brThis property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.brbrArea Attractions:brPensacola Beach offers a rich blend of natural beauty, history, and coastal entertainment. Visit the Pensacola Beach Boardwalk for shopping, dining, live music, and waterfront strolling — The Shell, an iconic landmark at the heart of the boardwalk, hosts live music all summer long. History buffs will love Fort Pickens, part of the Gulf Islands National Seashore, where kids and adults alike can explore a well-preserved 19th-century coastal fort. Downtown Pensacola offers even more, from the Palafox Pier Harbour marina to Pensacola Blue Wahoos baseball and Ice Flyers hockey games — plus the famous pelican statues scattered throughout the city. And keep your eyes on the sky — Pensacola is home to the legendary Blue Angels, who can often be spotted practicing on any given day.brBook your stay in Pensacola Beach today.

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Sleeps

$399.03

/ Nightly

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️Snowbird Haven | Cozy Seasonal Escape | Pool, Parking + Walk to Beach

Pensacola Beach, Florida, United States

Top Reasons to Book Regency Cabanas D3:brbr* Snowbird Friendlybrbr* Amazing Pool Views brbr* Garage Parking for One Vehicle with Two Additional Parking Spotsbrbr* Ping Pong table and Beach Essentials availablebrbr* Two Community Swimming Pools brbr* 0.2 Miles to the only local market on Pensacola Beachbrbr* Short Distance to Pensacola Beach Boardwalkbrbr* Professionally Managed; 24/7brbrWelcome to Regency Cabanas D3, your perfect Pensacola Beach getaway! This 3-bedroom, 2.5-bath townhome sleeps up to 10 with a king bed and futon in the primary, two queen beds in the guest room, and a queen in the third bedroom. Enjoy pool views from the primary suite, two full bathrooms upstairs, and a handy half bath downstairs. The fully equipped kitchen, washer and dryer, Wi-Fi, and TVs in every room make relaxing easy. Located in a quiet gated community with two sparkling pools and a garage, Regency Cabanas D3 is ready for your next unforgettable beach vacation!brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* br brRegency Cabanas is on the Gulf side of Pensacola Beach and is the perfect spot for your beach vacation! This gated community consists of unique construction, including multilevel decks and garages. You’ll love taking a dip in either of the two community pools or simply letting your cares melt away on the 1000 feet of unspoiled beach. The Gulf of Mexico is just steps away. You will love the unique vacation experience of Regency Cabanas!br brBed Setup: brbrPrimary Bedroom: King and Full FutonbrbrGuest Bedroom: QueenbrbrGuest Bedroom: 2 Queensbr brArea Attractions:brbrVisit 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 landmark from the 1800s. Kids will love wandering through 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 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.

3

Bed

2

Bath

10

Sleeps

$367.55

/ Nightly

Condo

Gulf View, Comfortable and Spacious - PBC 123

Pensacola Beach, Florida, United States

*This unit is part of our exclusive Signature Collection, offering elevated luxury, premium amenities, and personalized touches for an unforgettable stay.*brbrNeed a family get away Look no further than this beautiful 2 bedroom/2-bathroom gulf-front condo in quiet Palm Beach Club. Located at the far end of Fort Pickens Road, this quiet association is a great place to relax. You'll be far away from the hustle and bustle of the main area of the beach to not be bothered by any noise, but close enough to go and have a great time. During the spring and summer seasons just hop on the free trolley and head down to Fort Pickens National Park for a day of history, or the other way to Casino Beach to catch some rays, shop and eat delicious seafood! Wherever your daytime adventures take you, the evening hours will be quiet and cozy with plenty of space to spread out. The master bedroom boasts a beautiful king-size bed and a view of the Gulf while the second bedroom offers a queen size bed. The kids will love sleeping in the sunroom on the two futons. This condo has a new germicidal UV indoor air purification system. Don't miss out! brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Dining room table that will seat 6br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Covered parking for two vehiclesbrbrSignature Collection amenities include the following in addition to our normal itemsbr~Special Signature Collection gift basketbr~Paper Towelsbr~Dish Soapbr~Upgraded bathroom amenitiesbr~Upgraded linens & towelsbrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dish washer packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1390 Ft. Pickens Road, Palm Beach Club has 4 buildings housing 84- private condominiums. brPalm Beach Club amenities include:br~Gated entrybr~Elevatorbr~Swimming pool with large sun deck on the Pensacola Baybr~Complex sits on the Pensacola Baybr~Gulf of Mexico is just steps awaybrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

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Sleeps

$643.37

/ Nightly

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️BeachFront Views-Balcony-2Pools-Sauna-2BR Emerald Isle 703

Pensacola Beach, Florida, United States

Top Reasons to Book Emerald Isle 703:brbr* Beachfront w/ Floor to Ceiling Beach Viewsbrbr* 2 Beachfront Pools (1 Seasonally Heated)brbr* Hot Tub- Sauna- Fitness Center w/Gulf Viewsbrbr* Walk to Red Fish Blue Fish and Casino Beach pierbrbr* Less than a mile to the Pensacola Beach Boardwalkbrbr* Professionally Managed; 24/7brbr*Two Parking Passes allowed (Please note that parking spaces may be limited to 1 during special events and full occupancy situations)brbr*** Starting August 11, 2025, Emerald Isle will have only one operational elevator due to a long-term modernization project. Guests may experience longer wait times. Construction will take place Monday through Friday, from 7:00 AM to 5:00 PM, with construction noise beginning at 8:00 AM. Occasional Saturday work may occur. The project is expected to be completed in March 2026.***brbr*You may experience possible parking restrictions during this time. *brbrWelcome to the luxurious Emerald Isle 703! This unit is the family getaway you need. This is a 2-bedroom 2-bathroom beachfront condo. The master suite offers a king bed and the guest bedroom also has a king bed and each bathroom has a tub shower combo. In the living room, there is a queen-sized sleeper sofa with enough space to accommodate 6 people. This condo has unbeatable gulf-front views, 2 refrigerators, and a stable washer and dryer! Cook a lovely meal in the beautiful fully stocked kitchen and enjoy a cup of coffee or a nice cocktail on the balcony! Enjoy your next vacation at Emerald Isle 703!brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbr*Two Parking Passes allowed.*brbrEmerald Isle is a luxury high-rise located directly on the white sands of Pensacola Beach. This 17-story complex has 2- and 3-bedroom properties with glass panel railings which provide better views and are safer for the little ones. Emerald Isle boasts 2 Gulf front pools (one is seasonally heated), a hot tub, a sauna, an elevator, a fitness room with pool views, gated security, and beach service for purchase. It is in a fantastic location, easily accessible from the bridge, and convenient to the Pensacola Boardwalk and great restaurants. Find out why people return to Emerald Isle year after year!brbrBed Setup: brbrMaster Bedroom: King Bed brbrGuest Bedroom: King Bed brbrLiving Room: Sleeper Sofa 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.

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Bath

Sleeps

$624.6

/ Nightly

Condo

Emerald Isle 1702 - (Top Floor- PH)

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$831.72

/ Nightly

Condo

Beach Club 706-

Pensacola Beach, Florida, United States

4

Bed

4

Bath

10

Sleeps

$352.01

/ Nightly

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️Gulf Front-Walk2Beach-Pool-Golf Course-2BR Portofino 5-1708

Pensacola Beach, Florida, United States

Top Reasons to Book Portofino 5-1708: brbr* Beautiful Intracoastal Views Of Gulf brbr* Luxury High Rise brbr* Steps Away From White Sand Beaches brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr* Access to the Lifestyle Center Pool Deck brbr* Spa Portofino, Tennis and Fitness Center Onsite brbr* Two Electric Car Charging Stationsbrbr* Onsite Dining and Shopping at the Portofino Boardwalk brbr* Award Winning Golf Courses Nearby brbr* Professionally Managed; 24/7brbr*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) brbrWelcome to paradise at Portofino Island Resort 5-1708! This two-bedroom, two-and-a-half-bath condo features breathtaking 17th-floor views of the Gulf of Mexico! Enjoy being steps away from the white sandy beaches and emerald green waters. The master bedroom offers a King bed, en suite master bath with a deep garden tub, and a walk-in shower. Relish the direct balcony access with Gulf views. The guest bedroom has a queen bed with balcony access overlooking the water an en suite bathroom with a tub/shower combo. The fully equipped kitchen features granite countertops and an incredible view to enjoy while whipping up your favorite catch of the day! This condo has a washer/dryer and Wifi. Come relax on the balcony after a long day at the beach enjoying a cocktail with the family at Portofino Island Resort 5-1708.brbrBed Setup:brMaster Bedroom: KingbrGuest Bedroom: Queenbrbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* 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.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!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.

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Bath

Sleeps

$436.4

/ Nightly

Condo

Stunning Gulf View at Portofino

Pensacola Beach, Florida, United States

Portofino is the ultimate vacation destination and this unit makes a perfect beach retreat. Our condo is in Tower 4, on the 18th floor, with breathtaking views from all floor to ceiling windows. Our unit faces the beautiful Gulf of Mexico.brTower 4 at Portofino is located next to the Lifestyle Center and Fitness center/Spa. With 1333 square foot of well appointed living space , this unit will sleep 6 people comfortably with one king size bed, two twin beds, and a pull out sofa sleeper in the living area.brThe fully equipped kitchen has everything you need to prepaare gourmet meals, or if you prefer, savor the sights and sounds of the Gulf while grilling.brThe stunning natural beauty of Pensacola Beachs glorious sugar white sand contrasting the aquamarine color of the water is enhanced by the 18th floor vantage point. Just steps away from your sky home is the Gulf of Mexico or Santa Rosa Sound.brPortofino has the unique advantage of having access to the beach, the Gulf of Mexico and the Quietwater Beach of the Santa Rosa Sound.brIf you want to venture into Pensacola proper there are multiple things to explore and experience in the city of Five Flags.brMake magical lasting memories, watch the dolphins jump, listen to the Gulf waves and enjoy your vacation in this perfect Beach Retreat.brThis Portofino condo was fully repainted through in January 2023 . This condo is managed by a local owner. We look forward to seeing our past guests and new guests in 2023!!

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Bath

Sleeps

$586.63

/ Nightly

Condo

P4-2106 Portofino Penthouse Gulf View Paradise

Pensacola Beach, Florida, United States

Each two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-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.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.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.brbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.

Bed

Bath

Sleeps

$396.0

/ Nightly

Condo

Shine Bright at Starboard Light! Stunning condo located next to the water!

Pensacola Beach, Florida, United States

Welcome to the unforgettable Starboard Light, a beautiful gulf-side condo with a where you can watch dolphins jump from the emerald green waters, play in the sand while the Blue Angels scream by, or simply relax while floating in the crystal-clear waters of the pool. Guests love watching their kids swim from one of two balconies, enjoying morning walks on the beach, or dining at the nearby Peg Leg Pete’s seafood restaurant. Sip your morning coffee while listening to the waves from the main bedroom balcony.brbrThis home comfortably sleeps six guests. Bedroom 1 has 1 King Bed that sleeps 2 and 1 Twin Day Bed that sleeps 1. Bedroom 2 has 1 Queen Bed that sleeps 2 and 1 Twin Day Bed that sleeps 1.brbrThe dining table seats six comfortably, with an additional four seats at the kitchen bar stool area.brbrTechnology and entertainment include a 65” Samsung Smart TV in the main living area, a 50” Samsung Smart TV in Bedroom 1, a 42” Samsung Smart TV in Bedroom 2, and a Samsung Soundbar speaker system in the main living area with Bluetooth connection.brbrFeatures and amenities include a fully stocked kitchen with cookware, utensils, and basic seasonings, open to the living area with amazing Gulf views, a convenient Keurig coffee station located upstairs between the bedrooms, a downstairs balcony with bar-height table and sun lounges seating six, an upstairs balcony off the master bedroom with two bistro tables seating four, and two reserved parking garage spaces. Garage will not accommodate large or oversized trucks or SUVs. Guests also have access to public trolley stops, golf cart rides, Uber, and safe paved bike paths. The property is only 1.7 miles from the Pensacola Pier and the famous Beach Ball.brbrImportant notes: Absolutely no smoking is allowed inside the condo or on the balconies. Unit access is via exterior stairs only, with interior stairs providing access to the bedrooms. No elevator is available.brbrWe offer a 3 to 4-night minimum stay except from May 30, 2026 through August 8, 2026, which requires a 7-night minimum stay, Saturday to Saturday only. Some exceptions can be made based on availability. brbrSpecial monthly rates are available from January through March 1.brbrMonthly Cancellation Policy: Bookings canceled at least 120 days prior to arrival will receive a full refund. Cancellations made less than 120 days before arrival will forfeit all payments.brbrMinimum rental age is 25. Renter must occupy the property for the full term of the stay. Reservation holder and credit card holder must be the same person. For security purposes, payments cannot be accepted from individuals other than the reservation holder.brbrSleeping Configuration:brSecond Floor Bedroom: 1 King, 1 Twin Day BedbrThird Floor Bedroom: 1 Queen, 1 Twin Day Bed

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Bath

Sleeps

$680.21

/ Nightly

Condo

Beautiful 3 Bed, 2 Bath Gulf Front Condo/Free Platinum Beach Service!

Pensacola Beach, Florida, United States

FREE PLATINUM BEACH SERVICE! (4 Chairs and 2 Umbrellas - Available March - October)brbrBeautiful 3 bedroom, 2 bath Gulf Front condo at Emerald Isle #1501! Experience the ultimate beachfront getaway in this stunning 3-bedroom, 2-bathroom Gulf Front condo at Emerald Isle #1501 on Pensacola Beach. With breathtaking Gulf views right from the living room, you’ll feel like you’re on the beach even while indoors. The living area features a brand-new wrap-around sofa, two cozy chairs, and a large flat-screen TV, all positioned in front of expansive floor-to-ceiling windows that showcase the beautiful scenery. Step out onto the balcony from the living room, where you can relax in comfortable balcony chairs and soak in the sights and sounds of the Gulf.brbrThe spacious kitchen offers a large table, perfect for enjoying meals together or playing a game of cards with family and friends. The master bedroom is a private retreat, featuring a King bed and an en-suite bathroom with a shower/tub combo. The second bedroom offers a comfortable Queen bed, while the third bedroom is ideal for kids or guests, with two twin trundle beds. The second bathroom also has a convenient shower/tub combo.brbrFor your convenience, the condo is equipped with a washing machine and dryer, ensuring you have everything you need for a comfortable stay. Whether you're here to relax, play, or explore, this Emerald Isle condo is the perfect place to call home during your Pensacola Beach vacation.brbrOn-site amenities include two swimming pools, hot tub, sauna and fitness center. Shopping, dining and night life is just a short walk from this centrally located condo, making it an ideal location for a beach vacation. Owner storage on the ground floor is available for storing your beach gear! brbrDue to HOA regulations, two cars maximum per reservation.brbrComplimentary WiFibrbrBedding:brMaster: 1 King (2)brBedroom 2: 1 Queen (2)brBedroom 3: 2 Twin Trundles (4)

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Bath

Sleeps

$337.5

/ Nightly

Condo

HOLIDAY SEASIDE RESORT

Pensacola Beach, Florida, United States

1200 Sq. feet, Two bedrooms, sofa sleeper, 2 full baths, full kitchen, dining room and den. Enjoy the screened balcony over looking the sound. Enjoy both sunrise and sun set from it. Do not fight the crowd, only 28 units in five buildings. First floor over parking spaces.brbrThis is our time share. It can be rented from Saturday to Saturday. It starts on the 25th Saturday of the year. For 2024, it starts the 25th Saturday or June 22nd.brbrHoliday Inn Resort across the street front our place is 400 square feet and over $400 per night.

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Sleeps

$856.43

/ Nightly

Condo

Experience the Wow Factor! What an Awesome View! Large 3/3. Pool! Hot Tub!

Pensacola Beach, Florida, United States

VIEWS, VIEWS, AND MORE VIEWS!!! This Luxury CORNER Emerald Dolphin unit has been Professionally Decorated and Remodeled. Breathtaking views from every angle. Watch the Dolphin Play while you sip your morning coffee with corner views all the way from the Gulf to the Bays. 3/3 filled with designer furniture and original artwork! Walk into the foyer and see the beautiful blue/green waters of the gulf through the floor to ceiling windows in the office nook. Find the redone kitchen with stainless steel appliances with granite counters and kitchen island. Whole Condo painted contemporary grey including all molding. Dining table and living room furniture worthy of Architectural digest overlooking the Gorgeous Green Waters of the Gulf!! The wonderfully appointed primary bedroom has large ensuite with soaking tub, separate shower and tons of closets plus a door to the expansive deck. There are two guest rooms, one with the massive views of sabine also has an en suite and it's own private balcony. Everything in this unit is a class act. On the deck find plenty of room for a few sitting areas to take in the beauty of the coast. brbrTop Reasons to Book this Home:br*VIEWS, VIEWS, VIEWS- Floor to Ceiling Windows Everywherebr*Proximity to the Beachbr*Community Pool & Hot Tub (Only a view complexes have hot tubs)br*Luxury Unit with 3 Bedroom 3 Full Bathrooms br*Open Living Space with huge Wrap around BalconybrbrFloorplan Summary:br* Open concept living/kitchen/dining spacebr*Wrap Around Balcony w/ views of the Gulf, Little Sabine, & The Soundbr*Master Suite w/ AMAZING Gulf Viewsbrfeaturing an ensuite bathroom with a walk-in shower & Tubbr*Guest Bedroom A (Full Bed, Full over Full Bunkbed)br*Guest Bathroom (Shower/Tub Combo)br*Guest Bedroom B (King Bed) Stunning Sound View & Private Balconybr*Guest Bathroom B (Shower/Tub Combo)br*Laundry Areabr*Work Area w/ ViewbrbrProperty Rules:br• Must be 25+ to rentbr• No pets allowedbr• No smoking or vapingbr• No parties or gatheringsbr• No occupancy in excess of property max

3

Bed

3

Bath

10

Sleeps

$683.8

/ Nightly

Condo

Portofino*Tower 4-0904* Gulf to Bay Views!

Pensacola Beach, Florida, United States

Welcome to Tower 4-0904 at Portofino Island Resort! This condo will accommodate up to 8 people comfortably! Located adjacent to the Lifestyle Center with easy access to the beach and all of the resort amenities!brbrEach 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.brbrBedding is King, Queen Queen and QueenbrbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.

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Sleeps

$527.86

/ Nightly

Condo

P2-1005 2B Gulf View - NEW LISTING!

Pensacola Beach, Florida, United States

Welcome to Tower 2-1005 at Portofino Island Resort! This unit has been updated with brand new furnishing and updated kitchen. Beautiful Gulf Views and easy walking distance to the Gulf Beaches and the Lifestyle Center!brbrEach two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brEvery 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.brbrBedding is King, Queen and Sleeper SofabrbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.

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Bath

Sleeps

$228.6

/ Nightly

Condo

Enjoy a quiet beach vacation in this well decorated 2 bedroom 1.5 bathroom

Pensacola Beach, Florida, United States

D7 Villas on the Gulf is a nicely decorated 2-bedroom, 1.5 bathroom condo located at 1650 Via de Luna Drive on Pensacola Beach. This comfortable condo includes 2 private bedrooms, both equipped with a TV and a Jack and Jill bathroom. It features a living area, dining area, half bath, and a fully equipped kitchen with new stainless steel appliances. The private balcony overlooks the lagoon where you can catch and release fish, and enjoy feeding the ducks and birds with provided food.brbrYou are a short stroll away from the pearly white sand beach and emerald waters of the Gulf of Mexico when you stay at D7 Villas on the Gulf.brbrWe offer a 3 to 4-night minimum stay except from May 30, 2026 until August 8, 2026, which requires a 7-night minimum stay, Saturday to Saturday only. Some exceptions can be made based on availability. brbrSpecial monthly rates are available from January until March 1.brbrMonthly Cancellation Policy: Bookings canceled at least 120 days before the arrival date will receive a full refund. Cancellations made less than 120 days from the arrival date will forfeit all payments made.brbrMinimum rental age is 25. Renter must occupy the property for the full term of their stay. Reservation holder and credit card holder must be the same person. For security purposes, payments cannot be accepted from individuals other than the reservation holder.brbrSleeping Configuration:brMaster Bedroom: King size bedbrSecond Bedroom: 1 Double and 1 Single size bedbrLiving Room: Queen sleeper sofa

2

Bed

1

Bath

5

Sleeps

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