Vacation Rentals By Owner In Pensacola Beach, FL

TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-FriendlybrbrEnjoy a relaxing stay at our spacious 3-level Pensacola Beach condo, perfectly located near Fort Pickens and Park West Snorkel reef with direct access to both the Gulf and Sound side beaches. Designed for families and groups of up to 8, this waterfront retreat combines beautiful views with comfortable, easy coastal living.brbrHighlights include:brbrTwo private balconies with Gulf viewsbrDirect beachfront accessbrHeated community poolbrChef’s kitchen & dining room with plenty of space to gatherbrPrimary suite with Jacuzzi tubbrFun bunk room for kids or extra guestsbrQuiet location near Fort Pickens and Gulf Islands National SeashorebrEasy access to restaurants like Grand Marlin and Peg Leg Pete's, the Pensacola Beach Boardwalk, and local attractionsbrbrWhether you’re spending the day on the sugar-white sand, enjoying sunset views from the balcony, or winding down after a beach day, this condo is a comfortable home base for your Pensacola Beach getaway.

Condo on Bay, Steps to Gulf

Pensacola Beach, Florida, United States

3

Bed

3

Bath

8

Sleeps

$327.35

Palm Beach Club 254 is on the second and third floors at the Western end of building four of a gated complex that sits between the Gulf of Mexico and the Pensacola Bay. When you step inside the unit you will be greeted with high vaulted ceilings, tile and laminate floors throughout, spacious living areas and amazing views. brOn the lower level you will find the master and second bedrooms, both with their own full baths. The master bedroom boasts a king size bed and private balcony overlooking the Gulf of Mexico. You even get views of the Gulf of Mexico from the master bathroom.brBedroom two offers a queen size bed. brOn the main floor, you will find the living area with lots a space for the entire group to spread out. The kitchen is small but fully equipped to cook meals throughout your stay. There is a high top table in the atrium overlooking the Gulf, as well as another balcony to enjoy the view. brHead up one more floor and you will find the most incredible space for the kids! At the landing you will find a ladder that takes you up to a small kids nook with a child size futon. You will also find games, toys, books and a big box of Legos, perfect for the end of a beach day. At the very top in the loft is a twin over full bunk bed and a full bathroom. brPalm Beach Club is the last condominum complex before you get to Fort Pickens National Park, making it the ideal quiet location. There is direct access to the bay from the property, as well as a bay facing swimming pool. Just across the street are the sugar white sands and emerald waters of the Gulf that Pensacola is known for. During the tourist season the free Pensacola Beach Trolley runs from four until midnight and stops right in front of the complex, making it incredibly easy to head out to dinner, hit the shops, or head out to one of the many water play options offered along the beach.brbrbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Dining room table that will seat 6br~Wet barbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Covered parking for two vehiclesbr~Direct views of the Gulf of MexicobrbrYour 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.

2 Full Gulf-front balconies, Easy Beach & Sound Access! - PBC254

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$459.98

Emerald Isle 0707 is a fully renovated two-bedroom, two-bath Gulf-front condo located directly on Pensacola Beach. Featuring updated furnishings, expansive windows, and a private balcony with Gulf views, this condo offers a bright and comfortable coastal setting ideal for families or small groups.brThe open living area features ample comfortable seating, a flat-screen TV, and is surrounded by large windows that offer beautiful Gulf views. Sliding glass doors lead to the private balcony, which also includes seating for enjoying the coastal scenery.brThe primary bedroom features a king bed, direct balcony access, and a private ensuite bathroom with a shower/tub combination. The second bedroom includes a queen bed and is located near a full bathroom with a shower/tub combination.brGuests have access to resort amenities including direct beach access via a private boardwalk, two Gulf-front pools (one seasonally heated), a fitness center with sauna, and outdoor showers. Seasonal beach service with two chairs and one umbrella is included (March–October, weather permitting).brConveniently located near the Pensacola Beach Boardwalk, dining, and local attractions.br*Please Note: Emerald Isle is currently undergoing several property improvements expected to continue through Spring 2026. Guests may experience daytime construction noise, workers present and temporary amenity access restrictions. For questions, please contact our office.

7th Heaven @ Emerald Isle 707

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$198.26

New to our portfolio, Sand Dollar E111 is a cozy coastal retreat that perfectly balances serenity and accessibility. This charming one-bedroom, one-bathroom condo comfortably sleeps up to four guests with a convenient sleeper sofa, making it ideal for couples, small families, or solo travelers looking to unwind.brbrStep out your back door and take in the stunning, unobstructed views of the bay, where tranquil waters and breathtaking sunsets provide the perfect backdrop to your stay. Just a short stroll across the street places you on the sugar-white sands of Pensacola Beach—no car needed to enjoy both the bay and the Gulf.brbrLocated along scenic Fort Pickens Road, Sand Dollar offers a peaceful setting away from the hustle and bustle, yet it’s just minutes from all the excitement. Fort Pickens National Park is a short drive west, where you can explore coastal history, nature trails, and pristine beaches. Head east and you’ll find vibrant dining, water sports, shopping, and live music just moments away.brbrDuring the summer season (Memorial Day through Labor Day), enjoy the convenience of the free Pensacola Beach trolley, or catch a golf cart taxi year-round for easy transportation. For a taste of local history and culture, historic downtown Pensacola is only about 20 minutes away by car.brbrWhether you're here to explore or simply relax by the water, Sand Dollar E111 is your perfect bayside escape.brbrThis unit offers covered parking for one vehicle.brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Table seating for 2br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Covered parking for one vehiclebr~Walk out to the grassy yardbrbrYour 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 336 Ft. Pickens Road, Sand Dollar is a small complex sitting on Little Sabine. The complex is within walking distance of the center of the island where you will find many restaurants, bars, shopping, and family activities. Sand Dollar has easy access to the Gulf of Mexico which is just steps away.brbrADDITIONAL 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.

Sand Dollar E111 – Bayfront Bliss in the Heart of Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$770.25

2 bedroom, 2 ½ bath: sleeps six adults--- brbrPortofino Island Resort- 9th floor condo in Tower 1:brbrTower 1 Condo 908 (1-908 east) with beach views to enjoy the sunrisesbr**Condo 1-908 east- king size bed (master), 2 twin beds (guest), and queen size sleeper sofa (living)brbrThis condo is beach/ocean/gulf front... right on the waterbrbrMy name is Dave, my wife Teri and I own the condo. Simply reply through the HomeAway/VRBO website . I will facilitate the final booking with my onsite management company who will send you an email confirmation and you’re set to go.brbrStunning panoramic views of the Gulf of Mexico and Santa Rosa Soundbrbr28-acre resort complex is a uniquely modern, Mediterranean designbrbrSky home condo has 1,333 square feet of space with tile floorsbrbr28 ft long, 170 square-foot private balcony over looking the beachbrbrFloor to ceiling windows, nine foot ceilingsbrbrFully equipped gourmet kitchen with granite counter tops- oven, microwave, toaster, and coffee maker (12 cup), blender, double refrigerator, all utensils and pots and pansbrbrBreakfast bar with 3 barstoolsbrbrDining room with 8 chairsbrbrWasher and dryer (full size)brbr65 inch Samsung Smart HDTV , blu-ray player (living room)brbr55 and 32 inch flat screen tv's (bedrooms) with DVD playersbrbrJacuzzi tub in master bathbrbrWi-Fi internet(free)brbrUnit does have a Ring Doorbell CamerabrbrCovered garage parking (no boats or trailers)brbrNO SMOKINGbrNO PETSbrbrYou must be at least 25 years of age to rentbrbrGulf front location and easy access to the beachbrbrEach tower has private heated pool with hot tubbrbr40,000-square-foot, lifestyle fitness center that includes br- State of the art fitness equipment including Cybex weight machines and True cardio equipment with individual LCD TV brbr- Personal trainers, Pilates, spin classes, yoga classes and water aerobics are also availablebrbr- Spa offers massage therapy, facials, and various body treatmentsbr br- Two outdoor Infinity Pools with a view of the spectacular Santa Rosa Sound at lifestyle fitness centerbrbr- Indoor Olympic-size lap pool at lifestyle fitness centerbrbr- Five, lighted, Rubico Hydro tennis courts brbrBar and restaurant with poolside service brbrFine dining restaurant as well as an outdoor grill restaurant by the pools, pizza to go, and an indoor and outdoor barbrbrFront desk conciergebrbrBicycle, scooter, kayak, and jet ski rentalsbrbrVery modern gated resort, condo built in 2004brbrLocated 15 minutes from downtown Pensacola, and 25 minutes (16 miles) from the local airportbrbrThe Spa & Lifestyle Center offers two outdoor infinity edge pools with hot tubs, and an indoor Olympic size lap pool. A great place to be on vacation every day while lounging at the pool deck with casual outside dining in Portofino al Fresco restaurant and seasonal live entertainment. Inside the Spa & Lifestyle Center enjoy fine dining at the Coastal restaurant, a convenient Market, Gift Shop, Concierge, 3 Spa Treatment Rooms and a full state-of-the-art Fitness Center. On site are 5 Rubico clay tennis courts and all the bikes and boating activity rentals for a really fun day at the Beach. brbrLeave your worries behind, but keep comforts of home close at hand. This Portofino spacious two-bedroom suite offers its own unique decor and will spoil your family with a number of great amenities. At Portofino Island Resort, it’s easy to make your experience as relaxing or as invigorating as you desire. From luxurious spa treatments to exciting water adventure activities, you are sure to find the perfect activity for everyone in the family at our Pensacola Beach resort. Situated along eight miles of untouched white sand beaches within the Gulf Islands National Seashore. Explore the sand and surf as you hike, bike or kayak along the shoreline. Exclusive parking, indoor and outdoor pools and whirlpool spa with food and beverage service. Portofino Island Resort is located about 3 miles east of the main part of Pensacola Beach.

10% Weekly Discount! Portofino Beachfront Sunrise Views 2-Bedroom Tower 1

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$379.13

Do you love great views This spacious two-bedroom condo with study is the perfect spot for a family vacation. Imagine 1372 square feet of inside space and a 160 square foot balcony. Plenty of space for the whole family! brbrThe kitchen, dining area and living room all boast amazing views of the Gulf of Mexico with floor to ceiling windows. The master bedroom also has floor to ceiling windows, balcony access, a king-size bed and large en suite with soaking tub, separate large walk-in shower, two vanities and private restroom area.brbrThe second bedroom has a queen-size bed and direct access to the second bathroom. The study has a full pull-out sofa. The sofa in the living room also makes into a queen bed allowing the condo to sleep 8 guests. brbrIf you like to work out while on vacation, you have access to the Emerald Dolphin gym.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~Bar seating for 3br~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 850 Ft. Pickens Road, Emerald Dolphin is a 17-story building with 65 private condominiums. brEmerald Dolphin amenities include:br~Fitness center with aerobic and weight equipmentbr~Resort style outdoor pool and hot tubbr~Beautiful tropical landscapingbr~Gated entrybr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of Mexico which is just steps away.brbrADDITIONAL 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.

Spacious Gulf-View Retreat, Huge Balcony-ED1030

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$2780.55

Welcome to your dream luxury mansion on Pensacola Beach, where opulence meets paradise.brbrExterior:brNestled on the pristine shores of Pensacola Beach, this stunning 5-bedroom, 5-bathroom home stands as a beacon of luxury. Greeted by the gentle caress of the sea breeze, the home boasts a commanding presence with its elegant architecture and expansive design. The exterior is adorned with lush tropical landscaping, adding to the allure of this beachfront oasis.brbrSwimming Pool:brBelow the home, a sprawling swimming pool glistens in the sunlight, inviting residents and guests to indulge in leisurely swims or bask in the warmth of the Florida sun. Surrounded by a spacious deck, the pool area offers ample space for relaxation and entertainment, with panoramic views of the turquoise waters stretching as far as the eye can see.brbrBalconies:brStep onto one of the mansion's expansive balconies and behold the breathtaking vistas that only the world's most beautiful beach can offer. Whether enjoying your morning coffee or hosting an evening soirée, these sprawling balconies provide the perfect setting to immerse yourself in the beauty of Pensacola Beach.brbrInterior:brStep through the grand entrance and into a world of luxury and refinement. The interior of the property is meticulously designed with the finest materials and craftsmanship, offering a seamless blend of sophistication and comfort. From the soaring ceilings to the expansive living spaces, every detail has been carefully curated to elevate the living experience to unparalleled heights.brbrBedrooms and Bathrooms:brThe rental features five spacious bedrooms, each meticulously appointed to provide a serene sanctuary for rest and relaxation. Luxurious en-suite bathrooms accompany each bedroom, offering an indulgent retreat complete with lavish fixtures and finishes. Wake up to the sound of waves crashing against the shore and drift off to sleep in the lap of luxury.brbrLocation:brSituated just one block from the main hub of Pensacola Beach, this mansion offers the perfect balance of seclusion and convenience. Enjoy easy access to the vibrant restaurants, shops, and entertainment options that make Pensacola Beach a coveted destination, while still maintaining the privacy and exclusivity of your own beachfront retreat.brbrWelcome home to the epitome of luxury living on Pensacola Beach. This show-stopping mansion is more than just a residence – it's a testament to the unparalleled beauty and elegance of coastal living.

Welcome to your luxury retreat on Pensacola Beach, where opulence meets Paradise

Pensacola Beach, Florida, United States

5

Bed

6

Bath

12

Sleeps

$334.54

***This unit is part of our exclusive Signature Collection, offering elevated luxury, premium amenities, and personalized touches for an unforgettable stay.***brbrWelcome to Tristan Towers 10D! Escape to this beautiful 2-bedroom, 2-bath condo in the exclusive, gated Tristan Towers community, perfect for couples, small families, or friends seeking both relaxation and adventure. Comfortably sleeping four, this bayfront retreat offers serene views, direct access to the water via a private dock, and the chance to enjoy fishing, kayaking, or simply watching spectacular sunsets over the bay.brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Smart televisions in every roombr~Dining room table that will seat 4br~Granite countertopsbr~Keurig coffee maker br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~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 canbrbrSignature 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 & towelsbrbrPublix 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 Pets 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 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.brbrbrInside, the condo is thoughtfully designed for comfort and convenience, with a fully equipped kitchen, cozy living area, and inviting bedrooms, including a master with en suite bath. Step outside to enjoy the community amenities—take a refreshing dip in the on-site pool, challenge friends to a match on the tennis courts, or lounge by the water for a leisurely afternoon.brbrJust a short walk brings you to the soft, white sands of Pensacola Beach, while nearby Fort Pickens offers a mix of history, hiking, and sun-soaked fun. For those seeking adventure, the main activity area of the beach is just a quick drive away, featuring parasailing, jet skis, zip lines, shopping, dining, and entertainment.brbrGetting around is effortless: hop on the free Pensacola Beach trolley (running daily from 4 PM to midnight, Memorial Day through Labor Day) or use year-round golf cart taxis to explore everything the area has to offer.brbrWhether you’re looking to unwind in a tranquil bayfront setting, explore historic landmarks, or dive into all the action of Pensacola Beach, this condo provides the perfect home base for an unforgettable getaway.

Bayfront Bliss in Gated Tristan Towers – 2 Bed, 2 Bath, Sleeps 4

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$341.99

Top Reasons to Book Moon Tide Cottage:brbr* Close to Santa Rosa Soundbrbr* Spacious Balcony with Quiet Neighborhood Viewsbrbr* Dog Friendly (additional fee)brbr* Gas Grill with Outdoor Dining Spacebrbr* Private Backyardbrbr* 5 minute Trolley ride to Pensacola Beach Boardwalk, Pier, Restaurantsbrbr* Professionally Managed; 24/7br brWelcome to Moon Tide Cottage in Pensacola Beach. This lovely 3BR/2BA house is a short drive to the lively area of Pensacola Beach with plenty of shopping, restaurants, and beach activities. The home accommodates up to 8 guests and features plenty of natural light and white finishes. Sleeping arrangements include a king master suite with balcony access and private bath, guest bedroom with a full bed, second guest bedroom with two twin beds, and living room sleeper sofa. Enjoy quartz countertops, stainless steel kitchen appliances, and washer/dryer in unit. Take a short drive to one of the nearby beach access points or the Pensacola Beach Boardwalk.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.br br*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbr**Dogs are SUBJECT TO APPROVAL on a case-by-case basis. A max of two dogs not exceeding 50lbs each are allowed. There will be an additional $50 fee per dog. Monthly pet fee will be $150**br brBed Setup:brbrMaster Bedroom: King bed w/ Ensuite Bath and Balcony AccessbrbrGuest Bedroom: Full BedbrbrGuest Bedroom: 2 Twin BedsbrbrLiving Room: Sleeper Sofabr brbrArea Attractions:brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters.br brTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

Walk2Beach-Outdoor Patio-3BR Moon Tide Cottage

Pensacola Beach, Florida, United States

3

Bed

Bath

8

Sleeps

$269.13

Sabine Bay | Seasonal Beach Service | Olympic Size Pool | Tennis | Snowbirds WelcomebrbrDiscover laid-back luxury at Santa Rosa Dunes condo 912, proudly managed by Beach Getaways, a beautifully appointed ground-floor condo nestled along the tranquil shores of Sabine Bay. This peaceful retreat is ideal for couples or solo travelers seeking a relaxing escape just steps from the sugar-white sands and emerald waters of Pensacola Beach. Wake up to water views and spend your days soaking up the sun or exploring all that Santa Rosa Dunes has to offer. Enjoy exclusive access to the largest pool on Pensacola Beach — a sparkling Olympic-sized oasis — as well as tennis courts and expansive green space for outdoor relaxation. Step outside and you're just a short walk across the street from the sugar-white Gulf beaches, with iconic local dining and island vibes at Peg Leg Pete's right around the corner. Whether you're lounging on the private patio, strolling the pier at sunset, or enjoying the sound of the waves, Santa Rosa Dunes 912 is coastal living at its finest. Your unforgettable beach vacation begins here!brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areasbr • Fully Equipped Kitchenbr • Full Size Appliancesbr • Dining Table Seating for 4br • Additional Seating at Breakfast BarbrbrLiving Areabr • Plenty of Comfortable Seatingbr • Flat Screen TVbr • Queen Size Sleeper Sofabr • Twin Murphy Bedbr • Reading Lamps and Tablesbr • Access to Private BalconybrbrPrimary Bedroombr • King Size Bedbr • Flat Screen TVbr • En-Suite Bath w/Walk In ShowerbrbrAdditional Amenitiesbr • Direct Beach Access Across the Streetbr • Electric Grillbr • Free WIFIbr • Washer & Dryerbr • Beach Service Included (March-October ONLY) 2 Chairs, 1 Umbrellabr • Olympic Sized Outdoor Poolbr • Tennis Courtsbr • Expansive Green Spacebr • Two parking passes are includedbrbrStep out on the town and enjoy the shops and restaurants of Pensacola Beach. You can rent bikes, shop, jumpstart your morning with a coffee or relax with an evening cocktail while the kids enjoy an ice cream. Down the street you can visit Pensacola Beach Gulf Pier and Boardwalk for some fishing, a bite to eat and shopping. Keep your eye to the sky to catch the Blue Angels practice sessions! brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. No Smoking in condo or on balcony.br 3. Pets are NOT allowed.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*Snorkel Tours *Charter Fishing *Dolphin Cruises *Amazing Restaurants *Shopping *Kayaking *World Renowned Golf Courses *MORE!brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast

Santa Rosa Dunes 912 | Olympic Size Pool & More | My Beach Getaways

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$236.15

Escape to beautiful Pensacola Beach to relax and unwind at Villas on the Gulf E7, a one-bedroom, one-bath condo with accommodations for up to four people. You and your crew will love being only 50 yards from the Gulf of Mexico in this comfortable Pensacola Beach vacation condo rental.brbrFrom the moment you enter, you will feel right at home. Walk through the condo and delight in the coastal feel. Your kitchen is fully equipped to prepare everything from a quick snack to a full evening meal. If you love a cup of coffee in the morning, you may choose to brew a full pot in a regular coffeemaker or a quick cup in your Keurig. Take your cup of coffee outside on your private balcony and enjoy the serene sights of the pond. The fountain provides a soothing sound as you watch turtles and ducks swim about.brbrIn the bedroom you will find a comfy bed to crawl into at the end of an adventurous day at the beach or around town. A Smart TV is available to stream your favorite shows as you drift off to sleep.brbrThroughout your stay, take advantage of the on-site amenities Villas on the Gulf offers. Access to the Gulf of Mexico is mere steps from Villas on the Gulf. Spend time splashing in the emerald-green water before heading over to the community pool to bask in the sunshine and take a dip in the cool, clear water.brbrDuring your stay get out and explore all the things to do in Pensacola Beach. Take a day to learn about the city’s rich history at Fort Pickens or the Pensacola Lighthouse. Later, dine on fresh Gulf seafood at local restaurants.brbrStaying in Pensacola Beach means never running out of exciting things to do with your family. For vacation inspiration, visit our Gulf Coast Blog. Here you will find an extensive list of activities, dining, and more. Use it as a resource to plan the ultimate getaway to the beach. The free Pensacola Beach Trolley, which runs from Memorial Day Weekend to Labor Day, offers a convenient way to explore the area.brbrStart planning your relaxing retreat at Villas on the Gulf E7 today! Call or book online now.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Flip Flop Inn | Cozy & Coastal w/ Easy Walk to the Sand and Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$235.64

Welcome to Coconut’s Beach House — a charming two-bedroom, one-and-a-half-bath townhome in eastern Pensacola Beach that sleeps up to six guests. Just one block from the sugar-white sands and emerald waters of the Gulf, this two-story retreat is perfect for families or small groups looking for comfort, convenience and coastal charm. With tranquil views of swaying palms and a peaceful pond from the back deck, Coconut’s Beach House is a hidden gem for beach lovers and relaxation seekers alike.brbrStep inside and feel right at home in the open-concept living space, where sunshine pours in through the sliding glass doors. Curl up on the oversized sectional for a movie night or pull it out for extra sleeping space. The kitchen comes fully equipped with everything you need to whip up beach snacks, and the adjacent dining area invites easy, laid-back meals. The main floor also features a convenient half bath and in-unit washer and dryer. Upstairs, you’ll find two cozy bedrooms — a primary with a king bed, TV and balcony, and a second bedroom with two twin beds, TV and a balcony. The two bedrooms share a full bathroom with shower/tub. Bed and bath linens are included, and the unit has WiFi throughout.brbrThe beach is just steps away, making it easy to spend your days with your toes in the sand. Back at Coconut’s Beach House, enjoy outdoor dining and a grill on the back deck or take short drive to Casino Beach for fresh seafood, live music and activities/excursions. Coconut’s Beach House can accommodate up to two cars and even offers a covered spot under the home.brbrExplore all Pensacola Beach has to offer, from the Gulf Islands National Seashore to the historic Fort Pickens and bustling Casino Beach area. Whether you’re here for adventure or relaxation, Coconut’s Beach House is your perfect beach base. Book your stay today!brbr*Please note: this property has a doorbell camera at the front door.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Coconut’s Beach House | 2BD/1.5BA | Steps to Beach, Lake View + Outdoor Shower

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$186.16

Top Reasons to Book Sand Dollar W-101: brbr* Just Steps from the Sugar-White Sands of Pensacola Beachbrbr* Private Vestibule Entry for Added Privacy and Securitybrbr* Outdoor Grill for Easy Coastal Cookoutsbrbr* Perfect for Families or Small Groupsbrbr* Private Washer and Dryer Conveniently Located on Patiobrbr* Reserved Parking Space Includedbrbr* Free WiFi for Work or Streaming During Your Staybrbr* Only 0.9 Miles to the Pensacola Beach Boardwalk, Restaurants & Shopsbr br* Professionally Managed; 24/7br brSand Dollar W-101 is a lovely one-bedroom, one-bath condo that sits across the street from Pensacola Beach. When you enter this beautiful condo, you’ll notice the tile flooring, nice furnishings, and smart TV in the living room! The kitchen is well equipped for your meal preparations during your stay. The bedroom has a King bed, a NEW twin rollaway bed and flat screen TV. In the living room, there is a queen sleeper sofa, allowing this charming condo to sleep up to 5 guests. You’ll enjoy the convenience of the private washer and dryer which are accessible on the patio, one reserved parking space, and free WiFi. Make your next vacation getaway at Sand Dollar W-101!br brBed Setup: br brMaster Bedroom: King Bedbr brLiving Room: Queen Sleeper Sofabr br *We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* br brArea Attractions:br brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming, or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues to spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

Sand Dollar W-101: Ground Floor 1 BR | Walk to Beach + Bay

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$376.65

A luxurious Gulf Coast vacation awaits you at Portofino Island Resort 1-1203! Situated perfectly on one of Northwest Florida’s most beautiful beaches, this Pensacola Beach, Florida vacation condo offers accommodations for six. Whether it’s a weekend away with the family or a getaway with close friends, Portofino Island Resort 1-1203 is an incredible choice. Delight in dazzling views of both the Gulf and the Santa Rosa Sound from 12 floors up!brbrGrab your beach bag and get ready for fun times ahead at Portofino Island Resort 1-1203! The views alone will entice you to head down to the beach. When you aren’t enjoying the warm water and soft sand, you’ll be relaxing in your condo with your loved ones.brbrAn open-concept space includes a comfortable living room, dining area, and full kitchen. Find everything you need to wow your guests with your culinary skills in a kitchen furnished with granite countertops and stainless-steel appliances.brbrTake in the same stunning views from the primary and second bedroom. Both bathrooms feature a walk-in shower, with a garden tub in the primary. Draw yourself a hot bubble bath and enjoy a well-deserved soak after a long day of fun.brbrMeanwhile, treat yourself to all Portofino Island Resort has to offer, including an onsite spa, shopping center, and fitness center. While you relax at the community pool and hot tub, be sure to grab a cocktail at the poolside bar. With all the fun awaiting at Portofino Island Resort, you won’t have to go far!brbrAlthough, when you do want to go explore, be sure to use our Gulf Coast Guide to find more fun things to do on Pensacola Beach. The area is a treasure trove of gems waiting to be discovered, from local beach boutiques to some of the best fresh seafood around. The area is also home to nightlife and fun beach activities to keep you occupied all vacation long! If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day.brbrReserve Portofino Island Resort 1-1203 with Southern today!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Portofino Island Resort #1-1203 Gulf Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$424.99

Stunning Villa Sabine Townhouse with gorgeous views of the serene Little Sabine Bay, plus views of the Gulf from the front. Beach just across street! Sleeps 7 with Murphy bed in living room, king in master, and a queen w/twin trundle in the guest bedroom. brbrNice kitchen with barstools and open to the living area. Beautiful kitchen table that seats 4 easily. Fully-equipped kitchen also offers a Keurig, air fryer and crock pot (master bedroom also has a Keurig). Enjoy sweeping views of the water from the balconies and open grassy area for kiddos to run and play. Almost everything in this gorgeous townhome is brand new! Owner has provided two 1-person kayaks, 2 paddleboards, 3 bikes, life jackets, corn hole, board games & puzzles for your entertainment. Gas grill too! 55 inch Smart TV in living room, 40 inch Smart TVs in both bedrooms - all TVs are game compatible. 170 cable channels in living room. Enclosed garage, four balconies, and brand new washer and dryer.brbrThis is a one of a kind beauty! Once you arrive you won't ever want to leave. Call a Vacation Specialist today or book online. brbrComplimentary WiFibrbrBeddingbrMaster: KingbrGuest: Queen with trundle

Stunning Townhouse on Little Sabine Bay - kayaks & paddleboards provided!

Pensacola Beach, Florida, United States

Bed

Bath

7

Sleeps

$572.18

Welcome to Tower 3-905, at Portofino Island Resort! Tower 3 has the closest beach access and is a short stroll from 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. 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 Queen, Queen and Sleeper SofabrbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.

2B Tower 3 at Portofino / Steps from the Beach!

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$450.94

Top Reasons to Book Portofino 3-1903: brbr* Steps Away from White Sandy Beaches brbr* Sound Views From Every Roombrbr* 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/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 Portofino 3-1903 where you can leave your worries at home. This upscaled 19th-floor Portofino rental hosts 6 people comfortably. The Master Suite offers a King bed with an ensuite and the Guest Bedroom has a King bed 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 on the left 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 sound. 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 3-1903 now!brbrBed Set Up: brbrMaster Suite: King Bed brbrGuest Suite: King Bed brbrLivingroom: 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.

️Stunning Views|Walk to Beach|Pool+Hot Tub☀️ Portofino Island Resort 3-1903

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$259.18

**Please note: Gulf Winds will be temporarily closed for building renovations beginning January 2026, with anticipated completion and reopening by January 2027.**brbrAll of the comforts of home and more await you at Gulf Winds 202. Escape to this Pensacola Beach vacation rental and find yourself surrounded by dazzling blue waters and soft, sugar white sand. This lovely one bedroom condo showcases stunning views of the Gulf of Mexico. Enjoy peaceful afternoons spent on the private outdoor balcony, watching the sun fade into the horizon.brbrDo not worry about missing out on the views as these can be enjoyed from all of the common areas. Lined with large windows and doors, the dining and living rooms are well lit, creating a warm and inviting atmosphere from the moment you enter. The living room comes furnished with a queen sleeper sofa while the master bedroom features a queen bed of its own. Altogether, this cozy condo comfortably sleeps up to four people, perfect for a small family gathering or romantic couple’s weekend.brbrFor an unforgettable getaway, be sure to take advantage of onsite amenities at Gulf Winds. From the private beach access to the large pool and sundeck and convenient location, there is never a shortage of things to do when you stay at Gulf Winds #202. Pensacola Beach really is packed full of things to do that will keep the whole family entertained. For a complete list of area activities and attractions, be sure to check out our Gulf Coast Blog. If you are in the area between Memorial Day Weekend thru Labor Day then take a free ride on the Pensacola Beach Trolley to help you explore.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Beachfront Pensacola Beach Condo Featuring All the Comforts of Home & More!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$278.67