Home Vacation Rentals By Owner In Pensacola Beach, FL

Showing 1200 Of 1460 Vacation Rentals
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Exceptional(9)

$334.41

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️Short Walk 2 Gulf and Bay-Pool-Large Balcony-Boardwalk B2

Pensacola Beach, Florida, United States

* Walk to the Bay and the Gulfbrbr* Two Spacious Balconies br br* Community Pool and Beach on the Baybrbr* Walk to Peg Leg Pete’sbr br* Just 2 miles to the Pensacola Beach Boardwalkbr br* Professionally ManagedbrbrBoardwalk B2 is the perfect getaway situated just a short walk to the beach or bay! This adorable two-bedroom and two-and-a-half-bathroom beach townhome can sleep 6 comfortably. The living room has plenty of seating for you and your guests to relax and watch a movie after a long beach day on the flatscreen tv. The spacious living room opens up to the balcony. The dining nook is adorable and boasts extra seating at the eat-in bar, and the kitchen is fully equipped and overlooks the landscaped grounds of the Boardwalk complex. The Master suite offers a king bed with an en suite bathroom and the guest bedroom offers twin over twin bunk beds and a queen bed with an en suite bathroom. For additional sleeping space, there is a pull-out sleeper sofa in the living area. You'll love the covered picnic space and great location. Make your next vacation memory at Boardwalk B2!br br*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.brbrBoardwalk Townhomes, on the sound side of Pensacola Beach, is the perfect spot for your beach vacation! You’ll love taking a dip in the community pool, hanging in the clubhouse, or playing a game of volleyball on the sound side beach. The Gulf of Mexico is just steps away and there is an onsite boat and jet ski launch if you crave a full day of fun in the sun. Live your best beach life at the Boardwalk Townhomes. brbrBed Setup: br brMaster Bedroom: King Bedbr brGuest Bedroom: Queen Bed; Twin over Twin BunkbedbrbrLiving Room: Sleeper Sofabr 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 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.
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Bath 2

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Exceptional(67)

$383.06

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Beautifully Decorated & Cozy Gulf Front Condo!

Pensacola Beach, Florida, United States

Indulge in the coastal charm of Regency Towers #204 East, a delightful two-bedroom, two-bath Gulf front condo that effortlessly blends comfort and leisure. Set against the backdrop of the azure Gulf, this 2nd floor unit elevates your beachside experience.brbrThe living area and master bedroom unveil captivating direct Gulf views, creating a serene ambiance throughout the condo. The living room, adorned with comfortable furnishings, opens onto a Gulf front balcony, inviting you to relish the sea breeze and breathtaking vistas. In the master bedroom, two full beds, a TV, and a private bath with a shower provide a tranquil retreat.brbrThe guest bedroom boasts two twin beds, offering versatility and convenience, while a well-appointed bath with a tub/shower combo is conveniently located in the hall. Complimentary wireless internet ensures connectivity for all guests, whether you're unwinding in the condo or planning your next adventure.brbrRegency Towers #204 East not only provides a picturesque living space but also grants access to enticing property amenities. Delight in leisurely swims in the outdoor pool, engage in friendly matches on the tennis court, or simply revel in the convenience of the elevator for easy access to your haven.brbrEntertainment, dining, and shopping opportunities abound just a short distance away, allowing you to explore the vibrant surroundings of your beach retreat. brbrIn accordance with HOA regulations, the reservation allows for a maximum of two cars, ensuring a harmonious and compliant stay. Embrace the Gulf-front lifestyle in this wonderful condo at Regency Towers #204 East, where every moment is an opportunity to savor the beauty of coastal living. (Note: this unit does not have a washer and dryer)brbrBedding:brMaster: 2 full bedsbrBedroom 2: 2 twins
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Exceptional(80)

$413.92

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Gulf Front-Gulf Views-Balcony-1BR Sans Souci 305

Pensacola Beach, Florida, United States

Top Reasons to Book Sans Souci 305:brbr*Gulf Front on Pensacola Beachbrbr*Breathtaking Gulf Views from Balconybrbr*Access to Beach from Complex Boardwalkbrbr*Community Pool and Hot Tubbrbr*Walk across the Street to Peg Leg Pete’sbrbr*Just 1.7 miles to the Pensacola Beach Boardwalk brbr*Professionally Managed; 24/7brbr*Building Construction October 2025 - May 2026brbrSans Souci 305 is an excellent Gulf front choice for a small family or romantic getaway. Relax in this serene, updated 1BR/1.5BA condo with beach-themed décor that sleeps up to 4 guests comfortably. Guests will have a king bed in the master bedroom and a sleeper sofa in the living area to choose from for sleeping. Relax after a fun filled day in the sun on Pensacola Beach with a Smart TV in both the living area and master bedroom plus free WIFI. The kitchen includes necessities all for your convenience. Guests will have access to the laundry facility located on the ground floor and one covered parking space plus additional outside parking. Come see why Sans Souci 305 is treasured by all who visit.brbr*This property is NOT available for rent to those under the age of 25. No Exceptions.* brbr*** Sans Souci will undergo long-awaited building repairs from 2020's Hurricane Sally. This construction will begin in October 2025 and continue into May 2026. Work includes window/door replacements, balcony and breezeway renovations, and ground-level paver replacements. Please note: parking and elevator access will be limited, and construction noise is to be expected.***brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs from January 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*Sans Souci is a non-smoking complex. A small smoking area has been designated on the property*brbrSans Souci Condominiums are well known as a Pensacola Beach favorite vacation spot, and the complex has become a cherished vacation tradition for many families looking forward to their time on the beach. There is not a better place to relax than in your home away from home or through immediate beach access all entailed by Sans Souci. Enjoy cooling off in the ocean just steps away or in the complex pool. Just across the street from a beach favorite, Peg Leg Pete’s, or minutes from other shopping, dining, and nightlife, staying at Sans Souci will give you your best beach life.brbrBed Setup:brbrMaster Bedroom: KingbrbrLiving Area: Sleeper SofabrbrArea 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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Exceptional(33)

$262.6

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Wonderful Bay Views, Relax on the balcony - TT5D

Pensacola Beach, Florida, United States

Peace and relaxation on the Sound with great views and beautiful sunsets! This 2 bedroom, 2 bath, fully updated condo, is ready for you to enjoy your next beach vacation. Kitchen has quartz countertops, a farm sink, and is open to main living area. This condo sleeps 6 guests. There is a nice master bedroom has a king size bed with balcony access and moonlight window. A barn door leads to gorgeous ensuite master bath with marble, tiled shower, walk in closet. Second bedroom also has views and is furnished with 2 full size bunk beds. Hall bath has marble countertops and tile surround for tub/shower combo. Sliders off the family room and master bedroom lead to a relaxing balcony - plus storage closet. Enjoy the view and relax in style during your stay in this beautiful condo.brbrTristan Towers offers Olympic size pool, 2 tennis courts and pickle ball, dock for fishing. 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~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Amazing Gulf of Mexico viewsbrbrYour 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 1200 Ft. Pickens Road, Tristan Towers is a 15-story building with 90 private condominiums. brTristan Towers amenities include:br~Second largest swimming pool on the island.br~Gated Entrybr~Tennis/Pickleball Courtsbr~Community BBQ grilling areabr~Pierbr~Beautiful tropical landscapingbr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of MexicobrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is ready 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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Exceptional(16)

$740.08

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Private Vacation Home

Great 4 bedroom, 2.5 bath home on beautiful Pensacola Beach!

Pensacola Beach, Florida, United States

Welcome to this charming coastal retreat on the picturesque shores of Pensacola Beach. Nestled in a serene setting, one street from the beach, this newly constructed 4-bedroom, 2.5-bathroom home embodies the essence of coastal living with its modern comforts and beachside appeal.br brStep inside to discover a spacious retreat that has been thoughtfully designed with relaxation in mind. The home boasts modern amenities and tasteful décor throughout ensuring a memorable stay for all. brbrThe master bedroom beckons with a luxurious king bed and a private ensuite bathroom featuring a large walk-in shower and soaking tub providing the perfect oasis for unwinding after a day in the sun. Additional sleeping arrangements include a queen bed in the second bedroom, a full bed in the third bedroom, and two twin over twin bunk beds in the fourth bedroom, accommodating up to 10 guests comfortably. The second full bath also contains a large walk-in shower. Each bedroom has its own flat screen TV. brbrGather together in the heart of the home – the kitchen – where a large island with bar stools offers the perfect spot for casual dining or socializing. High-end appliances include a gas cooktop, oven, microwave, beverage refrigerator, and countertop air fryer. A spacious dining table seating 8 and island seating 5 provide ample space for family meals. The laundry room contains full size washer and dryer, deep sink, and ice machine. brbrAfter a day of beach fun, retreat to the spacious living room complete with a large flat screen TV and an electric fireplace featuring several color options, perfect for cozy evenings in. Stylish new blinds add a touch of comfort and privacy, making this space even more inviting.brbrOutside, the delights of coastal living await. The front porch has rocking chairs for enjoying evening sunsets while the large covered deck with ceiling fans has a dining table for enjoying an outside meal. An additional gathering area provides rocking chairs around a low round cocktail table for enjoying your morning coffee or planning the day’s adventures. There’s also an old-fashioned porch swing. brbrAmple parking for vehicles is accommodated in the large circular driveway, as well as one garage space. For added convenience, the patio below the deck has an outside shower which allows for easy rinsing off after a day at the beach. This covered area also offers a second porch swing. brbrExperience the perfect beach vacation in this charming Pensacola Beach home, where every detail has been thoughtfully considered to ensure an unforgettable stay for you and your family. br brComplimentary WiFibr brBeddingbr1 Kingbr1 Queenbr1 Full br4 Twins (2 Twin over Twin Bunks)
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$325.28

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Gulf and Sound Views | Resort Amenities | Portofino Island Resort 3-1209

Pensacola Beach, Florida, United States

Top Reasons to Book Portofino 3-1209: brbr* Steps Away from White Sandy Beaches brbr* Water Views From Every Roombrbr* Closest Tower to the Beach Walkwaybrbr* Best Views of the Beach Looking Down the Islandbrbr* Spa Portofino, Tennis, and Fitness Center Onsite brbr* Complimentary Garage Covered Parking Spot brbr* Luxury High Rise brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr* Professionally Managed; 24/7brbr*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) br*Parking available for one vehicle (additional parking, based on availability) brbrWelcome to Portofino 3-1209 where you can leave your worries at home. This upscaled 12th-floor Portofino rental hosts 6 people comfortably. The Master Suite offers a King bed with an ensuite and the Guest Bedroom has two twin beds with an ensuite. There is a sleeper sofa located in the living room and a sweet little half bath in the hallway. Upon entering the condo, you are greeted by a wonderful kitchen and an easy-flowing open floor plan to the dining area, living room, and straight out to the spacious balcony with breathtaking water views of the beautiful Gulf and Santa Rosa Island. With 1 bedroom on each side of the rental, 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 at 3-1209 now!brbrBed Set Up: brbrMaster Suite: King Bed brbrGuest Suite: Two Twin BedsbrbrLivingroom: Queen Sleeper Sofa 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, and gated security. It is in a fantastic location, easily accessible from the bridge. Find out why people return to Portofino Resort year after year!brbr*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. 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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Exceptional(61)

$281.26

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Reduced Rates |Baywatch Condo A8 |Near the Pool |Spectacular Bay Views |Balcony |West End of Island

Pensacola Beach, Florida, United States

Welcome to Baywatch A8, your peaceful Pensacola Beach retreat! brbrThis beautiful third-floor condo offers spectacular views of Pensacola Bay, with some of the most breathtaking sunsets on the island. Located on the quiet west end, you’ll be just minutes from Fort Pickens State Park, sugar-white beaches, and all the fun of Pensacola Beach. brbrInside, you’ll find a bright condo designed for comfort and relaxation. The spacious master bedroom features a king-size bed, a flat-screen TV, and private balcony access—perfect for your morning coffee or evening glass of wine. The guest bedroom is ideal for kids or friends, offering a cozy bunk bed, TV, and its own full bathroom. brbrThe fully equipped kitchen includes granite countertops and everything you need to prepare family meals or beach snacks. Enjoy the open-concept living and dining area, complete with a large smart TV, comfortable seating, and stunning water views right from the sofa. brbrStep outside and explore everything Baywatch has to offer: brbrRelax on the private beach, take a dip in the community pool, or launch a kayak or paddleboard from the private dock. With the Gulf of Mexico just across the street, you get the best of both worlds—Bayfront tranquility and Gulf side fun. brbrWe can’t wait to welcome you to your home away from home on Pensacola Beach! brbr________________________________________ brbr2 BR / 2 BA / Sleeps 6 brbrGreat for families | Snowbirds welcome | Ask about extended-stay discounts! brbr________________________________________ brbrSleeping Arrangements brbr• Bedroom #1: King bed with TV and balcony access brbr• Bedroom #2: Bunk bed (Full/Twin) with TV brbr• Living Room: Queen sleeper sofa brbr________________________________________ brbrAmenities brbr• Big screen TV in living room brbr• Washer & dryer in unit brbr• Toaster, coffee maker, microwave brbr• Dinnerware for 6 brbr• Linens & towels provided brbr• Fully stocked kitchen brbr• Free Wi-Fi brbr• Two full bathrooms brbr________________________________________ brbrProperty Highlights brbr• Direct Bayfront location brbr• Private beach and dock access brbr• Community pool steps away brbr• Covered parking for two cars brbr• Spacious, light, and bright interior brbr• Private balcony with water views brbr________________________________________ brbrSafety Features brbr• Deadbolt lock brbr• Fire extinguisher brbr• Smoke detector brbr• First-aid kit brbr________________________________________ brbrPolicies & Rules brbr• Must be 25+ to book (must remain on property during stay) brbr• No smoking, parties, or events brbr• No elevator in complex (stairs required) brbr• Photo ID & credit card validation required for last-minute bookings brbr• County & state taxes + cleaning fee apply brbr• Security deposit or damage waiver required brbr• Two parking spots (back-to-back under unit) brbr• Please respect the home and neighbors
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Exceptional(107)

$585.95

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UPSCALE 3 BR unit with OCEANFRONT views from each room- sleeps 9 comfortably

Pensacola Beach, Florida, United States

Your truly upscale- OCEANFRONT condo on one of the most beautiful beaches in the world is waiting for you. Sans Souci is a smaller complex located on the West end of Pensacola Beach. It is all about location with this unit... truly is the best of everything. brbrThe condo is beautifully decorated with high-end furnishings and luxurious linens. brbrThere are a total of 3 bedrooms and 2 full-sized bathrooms. It is very spacious and bright with several floor to ceiling windows to allow the perfect amount of sunlight to recharge your batteries. The condo comfortably sleeps 9 people and has a crib if needed for an infant. brbrThe kitchen is well stocked with all you would need for a great meal. It has granite counter tops and has a breakfast bar with barstools for relaxed dining. The condo also has a beautiful dining table with comfortable seating for six. brbrThere is a private balcony for you to listen to the ocean waves, drink your morning coffee, watch dolphins play and enjoy your evening cocktails by sunset. Your views are breathtaking!brbrThe unit has a reserved parking space located directly in front of the elevators in the covered garage. brbrThe world famous Peg Legged Pete's is located right across the street.brbrForget something...no worries, Tom Thumb convenient store located across the street as well.brbrCome and enjoy paradise today!
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Exceptional(34)

$680.21

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Private Vacation Home

Elegantly decorated 3 bdr/3.5 bath home in gated community w/pool & pier.

Pensacola Beach, Florida, United States

Beautiful beach chic decor' in this 3 bedroom, 3.5 bath home. Take in sweeping views of both the Santa Rosa Sound and the Gulf from this exceptional home.brbrThis beautiful home sleeps 14 guests easily. The master bedroom offers a king bed, full sleeper sofa, large flat screen TV and a private bath with stand alone shower. The second bedroom has 2 queen beds, a large flat screen TV and a private bath with a shower/tub combo. The third bedroom has 2 full over full bunk beds, a large flat screen TV, as well as its own private bath with shower/tub combo. The living room also offers a large flat screen TV, a queen sleeper sofa and a half bath. br brThe high-end kitchen offers all stainless steel appliances, gas stove-top, double ovens and plenty of seating around the bar area. Just steps from the main kitchen area is the coffee bar. Grab a cup of joe and sit on the back porch that overlooks the Santa Rosa Sound. It's a great way to start any morning. This home also has a very nice front loading washer and dryer set. brbrDownstairs is a great place to have everyone gather for a family feast! Cook your favorite seafood meals on the gas grill and get your best bartender in the family to make cocktails at the tiki bar located just inside the garage. With separate rooms throughout and wide open spaces, this area in the garage is perfect for all the kids and grandkids to have some fun. There's even a ping pong table! The back patio also offers a fire pit and a tabletop fire pit. It's a great place for everyone to hang out and talk about their fun day at the beach. brbrNestled in the gated community of Santa Rosa Villas Estates, 30 Ensenada Marbella is located at the end of a cul-de-sac and is the perfect beach getaway. Take in the amazing views of the Santa Rosa Sound or the Gulf in this incredible home. At the end of a sun-soaked day on the beach, take a refreshing dip in the community pool or take your fishing pole to the pier. Don't miss out on booking this incredible home. Call a Vacation Specialist today to book your next getaway!brbrIn compliance with HOA regulations, trailers and RVs are strictly prohibited.brbrComplimentary WifibrbrBeddingbrMaster: 1 King and 1 Full Sleeper SofabrBedroom 2: 2 QueensbrBedroom 3: 2 Full over Full Bunk Beds (Sleeps 8)brLiving Room: Queen Sleeper Sofa
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Exceptional(1)

$345.33

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Heaven on Top – 15th-Floor Gulf Views, Pool & Hot Tub , Steps to Beach

Pensacola Beach, Florida, United States

Welcome to Heaven on TopbrbrWake up above it all. This stunning 15th-floor, Gulf-front condo in the Emerald Dolphin puts you eye-level with the sunrise and just 300 feet from sugar-white sand. With unobstructed panoramic views of Northwest Florida’s Emerald Coast, Heaven on Top is the kind of place where you’ll spend your mornings with coffee on the balcony watching dolphins, and your evenings watching the sky turn pink over the Gulf.brbrTHE SPACEbrThis spacious 1,372 sq ft condo sleeps up to 8 guests with a modern open-concept layout that’s perfect for families or friend groups.br• Primary Bedroom: King bed with en-suite bath featuring a jetted tub, separate shower, and double vanitybr• Bedroom 2: Queen bed with direct access to the second full bathroom (shower/tub combo, double vanity)br• Bedroom 3: Full/twin bunk bed and a twin trundle. Also, there is an extra twin mattress in the master bedroom closet. — great for kidsbr• Living Area: Open-concept kitchen, dining, and living space — perfect for cooking together and family movie nightsbrbrBUILDING AMENITIESbr• Outdoor pool and hot tubbr• Fitness centerbr• Tennis and pickleball courtbr• Onsite parkingbr• Washer and dryerbrbrLOCATIONbrHeaven on Top is perfectly positioned on Pensacola Beach. Walk 300 feet to the sand. Stroll to Peg Leg Pete’s for fresh seafood. Take a short drive to the Quietwater Boardwalk for dining, live music, and beach bars. Fort Pickens National Historic Site and the Gulf Islands National Seashore are minutes away for quieter beaches and nature trails.brbrPERFECT FORbrFamily beach vacations, couples’ getaways, small friend groups, remote workers who want an office with a Gulf view, and snowbirds escaping winter. Whether you’re building sandcastles or watching the sunset from 15 stories up, this is your spot.brbrOur prices include all fees. No hidden fees.
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Exceptional(7)

$536.13

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Stylish and Beachy 2 bedroom, 2 bath Gulf Front Condo at Emerald Isle #1503!

Pensacola Beach, Florida, United States

Welcome to Emerald Isle #1503, a beautifully appointed 2-bedroom, 2-bath condo perfectly situated on the pristine shores of Pensacola Beach. This stylish and beach-inspired retreat offers everything you need for a relaxing and memorable getaway.brbrThe open-concept kitchen flows seamlessly into the spacious living area, creating an inviting space to gather with family and friends. Prepare meals while enjoying stunning views of the Gulf through the expansive glass doors that lead to the balcony. The dining table, perfect for shared meals or lively game nights, adds to the charm of this coastal haven.brbrThe living room features a comfortable Queen sleeper sofa and a large flat-screen TV, ideal for cozy movie nights. Step out onto the balcony to take in breathtaking panoramic views of sugar-white sands and emerald-green waters—a sight you'll never get tired of seeing. brbrThe serene master suite offers a King bed, private ensuite bathroom with a shower/tub combo, and its own access to the balcony, making it a tranquil retreat. The guest bedroom features a cozy Queen bed, and both bedrooms come equipped with flat-screen TVs for added convenience. A second full bathroom with a shower/tub combo is located just off the hallway.brbrEmerald Isle #1503 comfortably sleeps up to six guests, making it perfect for families or friends seeking a beachside escape. Whether you're relaxing indoors or savoring the coastal breeze on the balcony, you'll find this condo to be a perfect blend of style, comfort, and unbeatable Gulf-front views.brbrOn-site amenities include two swimming pools, hot tub, sauna and fitness center. Shopping, dining and night life are just a short walk from this centrally located condo! brbrBook your stay today and experience the magic of Pensacola Beach!brbrDue to HOA regulations, two cars maximum per reservation.brbrComplimentary WiFibrbrBeddingbrMaster: 1 KingbrGuest: 1 QueenbrLiving Room: 1 Queen Sleeper Sofa
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Exceptional(14)

$420.87

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Regency Towers 701W | Oceanfront | Dog Friendly | Pensacola Beach | My Beach Getaways

Pensacola Beach, Florida, United States

Dog-Friendly & Beachfront | Snowbirds Welcome | Panoramic Gulf ViewsbrbrWelcome to the height of luxurious coastal living at Regency Towers 701W, proudly managed by Beach Getaways! Nestled on the 7th floor of the prestigious Regency Towers in Pensacola Beach, Florida, this stunning condo offers an unforgettable beachfront retreat. From your private balcony, enjoy sweeping views of the Florida Gulf Coast, perfect for sipping your morning coffee, watching mesmerizing sunsets, or catching an exhilarating Blue Angels fly-by. Elevated living ensures you'll experience uninterrupted vistas while relishing the tranquil sound of the waves. Regency Towers also features a serene duck pond and fountain, adding a touch of calm to your getaway. Whether you're basking by the pool, strolling along the pristine shoreline with your furry companions, or exploring nearby attractions, every moment here is designed for relaxation and joy. At Regency Towers, every day brings stunning views, endless horizons, and cherished memories. Book your stay today and experience coastal paradise like never before!brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areabr • Stainless Steel Appliancesbr • Fully Equipped w/Cookware, Dishes, Utensils & Drinkwarebr • Dining Table Seats 6br • Additional Seating at Breakfast BarbrbrLiving Areabr • Plenty of Comfortable Seatingbr • Queen Size Sofa Sleeperbr • Reading Lamps & Flat Screen TVbr • Access to Private BalconybrbrPrimary Bedroombr • King Size Bedbr • Reading Lamps & Flat Screen TVbr • En Suite Bath w/Shower/Tub CombobrbrGuest Room br • 2 Full Size Bedsbr • Reading Lamps & Flat Screen TVbr • En Suite Bath w/Walk-In Shower, Recently UpdatedbrbrAdditional Amenities Includebr • Dog Friendly (pre-registration & fees apply)br • Free Wifibr • Free Parking for 2 Vehiclesbr • Outdoor Poolbr • Duck Pond & Fountainbr • ElevatorbrbrRegency Towers offers easy access to the vibrant lifestyle of Pensacola Beach, renowned for its dining, entertainment and water activities. Known for its pristine white sandy shores, turquoise waters, and laid-back atmosphere where everyday brings the soothing sounds of the sea, the warmth of the sun and the sense of unparalleled luxury. Come gaze upon the Blue Angels soaring across the skyline, grab a bite at one of the diverse restaurants along the water, or stroll the boardwalk lined with souvenir shops, boutiques, and eateries! After a long day of exploring, find some rest and relaxation watching the breathtaking sunsets that paint the sky in hues of orange, pink, and purple as the sun dips below the horizon. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, Pensacola Beach offers a charming and inviting destination that will leave you with cherished memories of sun, sea, and sand.brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. No Smoking in condo or on balcony.br 3. Two dogs allowed up to 25lbs. max each, pre-registration & fees apply. Be sure to use designated dog areas on property.br 4. Loud parties or gatherings will not be tolerated.br 5. Must be at least 25 years old to rent. For groups of Single Adults, all guests in the group must be at least 25 years of age and proof of age will be required before approving the reservation.brbr**Call for Monthly Snowbird Rates for December Thru February!**brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast
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$400.25

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Portofino 1-1708 | 2BR Condo w/ Gulf Views, Pools, Spa + Beach Steps Away!

Pensacola Beach, Florida, United States

Top Reasons to Book Portofino 1-1708: brbr* Beautiful Intracoastal Views Of The 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 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 is not responsible for the fees). brbr*Parking available for one vehicle (additional parking based on availability) brbrWelcome to paradise at Portofino Island Resort 1-1708! This two-bedroom, two-and-a-half-bath condo features breathtaking 17th-floor views of the Gulf of America! 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 walk-in shower, and direct balcony access with Gulf views. The guest bedroom has a queen bed with balcony access overlooking the water, and an ensuite bathroom with a tub/shower combo. The living room has a full sleeper sofa. The fully equipped kitchen features granite countertops and an incredible view to enjoy while making beautiful memories, preparing meals for your crew! This condo is equipped with a washer/dryer, free Wifi, smart TVs, cable, and 2 designated and covered parking spaces. Come relax on the balcony after a long day at the beach, enjoying every moment of your stay at Portofino Island Resort 1-1708.brbrBed Setup:brbrPrimary Bedroom: King with EnsuitebrbrGuest Bedroom: Queen with EnsuitebrbrLiving Room: Full Sleeper Sofabrbr*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 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.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, and 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,e 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. On-site 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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$734.32

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Seventh Heaven Portofino 3BR w/ Balcony + 180° Gulf Views + Spa and Pools

Pensacola Beach, Florida, United States

Signature Amenities of This Premier Condo:brbr* Gulf-Front Condo with Stunning 180° Views brbr* Fully Renovated Kitchen + Professionally Designed Coastal Interiorsbrbr* Closest Access to the Beach + Trolley to Resort Amenitiesbrbr* Private Balcony with Seating for Gulf Sunrises and Sunsetsbrbr* 2 Designated Garage Parking Spots + Unlimited Outdoor Parkingbrbr* Spa Portofino Access - Full-Service Spa + Indoor Olympic Poolbrbr* Resort Access to 5 Tennis Courts, Fitness Center, Pools & Restaurantsbrbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrInside Seventh Heaven:brWelcome to Seventh Heaven, a premier Gulf-front residence in Portofino Island’s Tower 1, renovated from top to bottom and offering breathtaking panoramic views of the emerald waters and white sand beaches of Pensacola. This elite 3-bedroom, 3.5-bathroom unit spans 2,050 sq ft and is ideal for guests who expect both refined comfort and world-class amenities.brbrFrom the moment you enter, you'll be surrounded by modern coastal elegance. The expansive open floor plan features a spacious living area with floor-to-ceiling windows that frame 180° Gulf views. The fully renovated kitchen is equipped with upscale appliances, quartz counters, and custom backsplash, perfect for entertaining. Each bedroom is professionally decorated, with en-suite bathrooms and plush bedding to ensure a restful stay. Step onto the large, private balcony to soak in the sunrise or unwind to the sound of the waves.brbrAbout the Home and Layout:brThis luxury condo was designed with both elegance and relaxation in mind—ideal for couples, friends, and families.brbrBedroom #1 (Primary): King Bed + Ensuite Spa Bath + Gulf ViewsbrBedroom #2: Queen Bed + Ensuite BathroombrBedroom #3: Queen Bed + Ensuite BathroombrbrKey Features of Portofino Island Resort:br* 40,000 Sq Ft Lifestyle Center w/ Spa Portofino + Indoor Olympic Poolbr* Two Infinity-Edge Outdoor Pools + Multiple Hot Tubsbr* Full-Service Fitness Center + Sauna + Steam Roombr* Onsite Dining, Poolside Grill, and Seasonal Kids Campbr* 5 Lighted Hydrogrid Tennis Courts + Group Fitness Classesbr* Rentals Available: Bikes, Kayaks, Sailboats & Morebr* Easy Access to Gulf Islands National Seashore Trails & Tiger Point Golfbrbr**We LOVE Snowbirds! Enjoy Low Monthly Winter Rates**br Snowbird Season runs January and February.br To receive an instant quote, simply select an arrival and departure date totaling at least 28 days.brHave a unique request We’re happy to help—contact us for alternative dates or additional assistance.brPlease note: All monthly rentals require an additional $150 cleaning fee.brbrBooking Details:br* Includes 2 Reserved Garage Parking Spaces + Unlimited Outdoor Parkingbr* Heated Tower 1 Pool + Hot Tub Year-Roundbr* Resort Amenities Available to All Guests
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$292.84

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Step Out Back Onto White Sand |Private Beach on Sound |Amazing Views |Decks |Pool |Families Welcome

Pensacola Beach, Florida, United States

Bayfront Bliss | Private Beach + Sunset Views + Family-Friendly brbrWelcome to your Pensacola Bay escape! brbrThis stunning 2-bedroom, 2.5-bath condo sits directly on the bay with breathtaking water views from every level. From the moment you pull into your covered parking spot, you’ll be greeted by emerald waters, sugar-white sand, and your very own private beach — just steps away. brbrThe Space brbrStep inside and feel instantly at ease. The spacious living area opens onto a private balcony, perfect for sipping your morning coffee or watching unforgettable sunsets over the bay. The fully equipped kitchen has everything you need for a relaxing stay — just bring your swimsuit and a sense of adventure! brbrEach bedroom includes its own private balcony and en suite bathroom, giving everyone plenty of space and privacy. brbrSleeping Arrangements: brbr• Bedroom 1: King bed + private balcony brbr• Bedroom 2: Full-size bed + bunk (full + twin) + private balcony brbrSleeps up to 6 guests comfortably brbrWhy You’ll Love It brbr• Private beach right outside your door — calm, shallow water ideal for families brbr• Large community pool just steps away brbr• Covered parking for easy access brbr• Amazing views of Pensacola Bay from every room brbr• Perfect spot to watch the Blue Angels soar during practice sessions! brbrYou’ll be just across the street from the Gulf of Mexico and within walking distance to local favorites like Peg Leg Pete’s. Plus, a seasonal beach shuttle runs from Memorial Day to Labor Day, offering easy access to the Pensacola Beach Boardwalk and local attractions. brbrAmenities brbr• Fully equipped kitchen with cooking essentials brbr• Smart TV in living room brbr• Free Wi-Fi brbr• Washer/dryer in unit brbr• Pack ’n Play & baby gates brbr• Outdoor grill brbr• Linens and towels provided brbrImportant Notes brbrConstruction Notice: There is ongoing exterior maintenance in the Boardwalk complex to repair boardwalks, pilings, and staircases. Rates have been reduced accordingly — take advantage of this rare opportunity to enjoy this popular community at a discounted price. No refunds will be issued for construction noise or inconvenience. brbr________________________________________ brbrGood to Know brbr• Non-smoking property brbr• No pets, events, or parties brbr• Must be 25+ to book; at least one guest over 25 must stay the entire visit brbr• Two reserved parking spots + overflow parking available brbr• Security deposit or Limited Damage Waiver required brbrLocal management by iTrip Vacations Pensacola — here to make your stay smooth and stress-free. brbrNote for Airbnb guests: Airbnb groups all admin, cleaning, and damage waiver fees together under “Cleaning Fee.” The total is not as high as it may appear.
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$337.16

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Pensacola Beach Waterfront Condo with Relaxing View. Family Friendly!

Pensacola Beach, Florida, United States

Directly on the bay, this updated Santa Rosa Dunes condo does not disappoint!brbrThe building is the closest to the water and the amazing unobstructed views of the sound is enough to make your stay a memorable experience. The private balcony will give you the peace and quiet needed to enjoy breathtaking sunrises and sunsets. The fishing pier is feet away from the balcony and we hope that you'll enjoy it as much as we do.brbrThe master bedroom has direct stunning views of the water. There's a king bed and the new mattress topper will give you restful nights. It also has its private bathroom. brIn the second bedroom, a bunk bed with new mattresses was recently added to provide more room for bigger families. We understand; we have five children of our own! It has its private bathroom as well.brbrUnlike most condos around, this family-friendly condo has no other units above or below. Calm and peaceful!brbrThere's no doubt that you will appreciate the Olympic size pool that the complex offers. The club house comes in handy for small gatherings or to cool off during hot summer days. There's also a tennis court to keep you in good shape :) !brbrPensacola Beach has a lot to offer and you'll find an abundance of well rated restaurants. If you have to pick one, Peg Leg Pete's Resto/Bar is a must! It is located right on the bay, the food is amazing, there's a sand play area AND it's a 2 minute walk from the condo. Win-Win!brbrA short 4 minute walk will take you to the beach. If needed, we have beach chairs and beach towels for you to use to keep things easy. If your kids are anything like ours, they will bring more toys than they can handle, but if not, we've got you covered. Beach toys, board games, wooden blocks and books will keep them busy and happy.brbrPreviously owned by a property manager for the past few years, this condo has always gotten great reviews. We recently decided to take it upon ourselves to make it an even better experience for our guests.brbrOur #1 goal is to make your stay convenient, comfortable and cozy. We believe that our fully equipped kitchen, welcome snacks, coffee area and cold water will set you up to a good start!brbrWe're looking forward to accommodating you and your family and guarantee you'll make memories that will last for a lifetime!brbrbr
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