Vacation Rentals By Owner In Pensacola Beach, FL

$437.1

After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo

Pensacola Beach, Florida, United States

After Dune DelightbrbrPortofino Island Resort — Tower 2 · Unit 1703brbrPosh Luxury · Outstanding Gulf & Sound Views · 5-Star CondobrbrWelcome to After Dune Delight, a beautiful 17th-floor sky home located in Tower 2 – Unit 1703 at Portofino Island Resort on Pensacola Beach. This stunning 2-bedroom, 2.5-bath luxury condo has been completely renovated with upscale designer interiors, blending the colors of sugar-white sand and aquamarine Gulf waters for a fresh coastal-chic atmosphere.brbrFrom the moment you walk in, you’ll notice the thoughtful details — white granite countertops, luxury vinyl plank flooring, high-end furnishings, fresh paint, and décor that is both comfortable and elegant.brbr⸻brbrBedrooms & Sleeping ArrangementsbrbrPrimary SuitebrKing bed with a Purple cool-gel foam mattress for exceptional comfort, 65” Smart TV, and a spa-inspired ensuite featuring a frameless glass walk-in shower, jacuzzi tub, double vanity, and a chic makeup station with shell mirror.brbrSecond SuitebrTwo twin beds, private bathroom with tub/shower, balcony access, and a 35” Smart TV.brbrLiving RoombrWhite leather sofa, two leather chairs, twin sleeper ottoman with memory foam mattress, and a 75” Smart TV.brbrSleeps 5 guests maximum (including children)brMinimum age to book: 25brNo smoking · No petsbrbr⸻brbrGourmet KitchenbrbrThe fully furnished kitchen features Bosch appliances, Keurig coffee maker, French press, Breville blender, toaster, and All-Clad cookware.brbrEnjoy meals at the dining table for six or a romantic balcony table for two while taking in spectacular views of both the Gulf of Mexico and Santa Rosa Sound.brbr⸻brbrViews & LocationbrbrEvery room offers a beautiful water view — either the Gulf of Mexico or Santa Rosa Sound.brbrTower 2 – Unit 1703 faces due east toward Navarre Beach, providing breathtaking sunrise views over the Gulf each morning.brbrFrom the balcony:br• Look to the right for views of the turquoise Gulf of Mexicobr• Look to the left for views of Santa Rosa Soundbr• Look straight ahead for the coastline stretching toward Navarre BeachbrbrTower 2 is also ideally located next to the Portofino Lifestyle Center, which features the resort spa, fitness center, indoor pool, restaurants, and bars.brbr• 1 covered parking space included (Space #233)br• Gulf beach directly across the streetbr• Adjacent to Gulf Islands National Seashore for peaceful, unspoiled beach walksbrbr⸻brbrExtras IncludedbrbrWe’ve stocked the condo so you can travel light and enjoy the beach immediately:brbr• Beach towelsbr• Beach chairs & umbrellabr• Cooler and beach toysbr• Pack and Play for little onesbr• Guest folder with local menus and activity guidesbrbr⸻brbrPortofino Island Resort AmenitiesbrbrGuests enjoy access to the incredible amenities at Portofino Island Resort, one of the most sought-after resort destinations on the Emerald Coast.brbr• Heated outdoor pools and whirlpool spas at each towerbr• Indoor Olympic-style pool at the Lifestyle Centerbr• Full-service Spa Portofino with massages and wellness treatmentsbr• State-of-the-art fitness center and fitness classesbr• Clay tennis courts and sports courtsbr• Adventure Cove water park and watersport rentalsbr• Paddleboards, jet skis, sailing, and dolphin cruisesbr• Bike, e-bike, and golf cart rentalsbr• Dining at Coastal, Al Fresco, and Gulfside Grillebr• Market with coffee, snacks, and essentialsbrbr⸻brbrClean & ComfortablebrbrAfter each guest stay, the condo is professionally cleaned and sanitized using Lysol Laundry Sanitizer and Seventh Generation Free & Clear detergent, ideal for guests with sensitive skin.brbr⸻brbrImportant Travel Planning NotebrbrBecause weather, airline delays, illness, or unexpected events can occasionally disrupt travel plans, we strongly recommend purchasing travel insurance to protect your reservation. Travel insurance can reimburse prepaid expenses if you need to cancel or shorten your stay due to covered reasons.brbr⸻brbrBedding: 1 King · 2 Twins · 1 Twin Sleeper OttomanbrSleeps: 5 guests maximum (including children)brMinimum Age to Book: 25brbr⸻brbr#PortofinoIslandResortbr#PensacolaBeachbr#EmeraldCoastVacationbr#LuxuryBeachCondobr#BeachfrontVacationbr#GulfCoastGetawaybr#FloridaBeachVacationbr#PortofinoPensacolabr#SantaRosaIslandbr#BeachLifeFlorida

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$584.67

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P1-1602 Gorgeous 2B Condo -Beautifully Renovated!

Pensacola Beach, Florida, United States

This brand new condo on our rental program is GORGEOUS! Beautifully decorated and updated with all new stainless steel appliances, brand new walk in shower in the Master Bathroom and all new furnishings.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. brbrEach of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Full and Sleeper Sofa.

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$489.78

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P5-1809 Welcome to our Coastal Getaway at Portofino!

Pensacola Beach, Florida, United States

Welcome to the Coastal Getaway! This beautifully decorated condo in Tower 5 has been completely updated with new furnishings. This condo has Eastern views of the Gulf of Mexico.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.brbrThis condo has been completely renovated and updated throughout. The featured bedding is a King, Full, Twin and a Sleeper Sofa. An electric grill is located on the Balcony!brbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.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.

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$711.68

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P1-1607 3B @ Portofino Sleeps 10! Steps from the Beach!

Pensacola Beach, Florida, United States

Each three-bedroom/3.5-bathroom Sky Home is a luxurious condo suite, offering 2,034 square feet of space, including a 472-square foot balcony.brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrbrBedding: K, QQ,Q, SS

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$314.93

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Regency Towers #801 West | Beachfront, Pool!

Pensacola Beach, Florida, United States

Get ready for gorgeous turquoise waters and pure relaxation when you choose Regency Towers #801 West as your next vacation destination. This bright and open two-bedroom, two-bathroom condo boasts unbeatable Gulf views in Pensacola Beach, Florida.brbrFeel your cares melt away upon entering this spacious condo. The open floor plan allows for Gulf views directly from your living room. You’ll find comfortable furnishings in the living room, so snuggle down for a catnap or grab your crew for a movie night on the flat-screen TV. If you’re looking to prepare meals during your vacation, you’ll find a fully equipped kitchen full of all major appliances, kitchen gadgets, dinnerware and cookware, making it easy to brew a cup of coffee or whip up a delicious dinner. In the evening, grab a cold drink and enjoy it on the balcony as you savor the stunning Gulf sunset. What a way to end a perfect vacation day!brbrAfter a day full of Pensacola Beach adventures, you and your loved ones will rest easy in two well-appointed and cozy bedrooms. The primary bedroom features a king-size bed, Smart flat-screen TV and an ensuite bathroom with a shower/tub combo. The second bedroom has a queen-size bed as well as a twin-over-twin-size bunk bed and a Smart flat-screen TV. The second bathroom is conveniently located near the second bedroom and has a shower/tub combo.brbrRegency Towers is home to fantastic amenities. Lounge by the oversized community pool as you watch the kids splash and play. There are two tennis/pickleball courts on site if you want to work on your serve. The private beach boardwalk takes you to the sparkling waters of the Gulf, where you can enjoy serene days strolling along the beach or cooling off in the gentle surf.brbrPensacola Beach is full of spectacular sights and fantastic entertainment. Charter a deep-sea fishing trip for world-class sport fishing or take a dolphin-sighting cruise. There are plenty of rental companies nearby that rent jet skis, paddleboards, surfboards and fishing equipment. Landlubbers will enjoy the many museums, shops and restaurants nearby! Check out our Gulf Coast Guide for the latest and greatest on everything Pensacola Beach offers. The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrNo matter how you spend your vacation in Pensacola Beach, Regency Towers #801 West is ready to welcome you home. Book your preferred dates today—and don’t forget to pack your sunscreen!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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$264.07

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Villas on the Gulf #H6 | Pool & Beach Access!

Pensacola Beach, Florida, United States

Sneak away to the shores of Pensacola Beach, Florida and choose Villas on the Gulf H6 for your Northwest Florida vacation. This two bedroom Pensacola Beach, Florida condo rental offers views of the pool and is located just a short walk from the available beach access, making this an ideal Pensacola Beach condo rental for families.brbrWhen not gathered on the deck of the large community pool or splashing in the emerald waves of the Gulf of Mexico, you will certainly enjoy relaxing in the charming living and dining room with your loved ones. Prepare a meal in the fully-equipped kitchen or simply laugh the evening away together and hang out. For your convenience, there is a community laundry facility on the bottom level of the building.brbrFor fun-filled days, jump aboard the free trolley that services the entirety of Santa Rosa Island. Journey west of the property to discover the Gulf Islands National Seashore and historic Fort Pickens. You won’t believe the beauty you will find there! These untouched sands are the perfect spot to hunt shells and relax. To the east, discover fun at the Portofino Board and Casino Beach.brbrLooking for attractions and activities Check out our Gulf Coast Blog for help planning your Pensacola Beach vacation. You will find our recommendations for places to eat, shop, swim and even dive! The free Pensacola Beach Trolley, which runs from Memorial Day Weekend to Labor Day, offers a convenient way to explore the area.brbrDon’t delay; reserve your getaway to Villas on the Gulf H6 in Northwest Florida today!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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$265.5

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Great Location Right on the Water – Large Community Pool!

Pensacola Beach, Florida, United States

**Please note: Gulf Winds will be temporarily closed for building renovations beginning January 2026, with anticipated completion and reopening by January 2027.**brbrSearching for Pensacola Beach, Florida vacation rentals You have found “the one!” Just grab your suitcase, hit the road and get ready for a week of fun in the sun at Gulf Winds 204.brbrClose your eyes and imagine waking up to the sound of the waves splashing softly against the shore of Northwest Florida’s most beautiful beaches. Your wildest dreams just became a reality. This great one bedroom, one bathroom vacation rental offers stunning views and fine accommodations. From the interior finishes to the exterior views it's easy to find yourself in a state of total relaxation. From the moment you enter take note of the open floor plan that seamlessly connects the kitchen, dining and living room areas.brbrLarge windows line the back of the condo, allowing plenty of that natural Florida sunlight to shine through. This little feature easy to overlook when an endless sea of deep blue waters and sugar-white sand lies directly ahead. Gorgeous and Gulf-front, Pensacola Beach vacation rentals don’t get much better than this.brbrReserve Gulf Winds 204 today and start planning the trip of a lifetime. The beach is your own backyard and there is always something to do. Spend your days collecting shells and afternoons lounging by the poolside deck. With its desirable location in Pensacola Beach, you are never far from the fun. First, head to some delicious restaurants like Hemingway's or Grand Marlin to try coastal cuisine. Then, visit the Quietwater Beach Boardwalk to pick up a souvenir at the local shops. Visit our Gulf Coast Blog to stay in the know about Pensacola Beach activities. 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.brbrWhatever it is you choose to do on vacation, Gulf Winds 204 is the place to do it!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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$295.08

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Tristan Towers 10E | Pensacola Beach | Pool | Seasonal Beach Service | My Beach Getaways

Pensacola Beach, Florida, United States

Views of the Bay w/ Beach Access | Outdoor Pool, Tennis Courts, Community Dock | Pensacola BeachbrbrTake in sweeping coastal scenery at Tristan Towers 10E, proudly managed by Beach Getaways, featuring unobstructed north and east views that showcase Pensacola Bay, Little Sabine, the Sound, and the Gulf. This beautifully designed condo offers comfortable living spaces, a fully equipped kitchen, and expansive windows that open to an impressive 400-square-foot wraparound balcony, perfect for soaking in sunrise views and salty ocean breezes. With access to a sparkling outdoor pool and a prime location near Peg Leg Pete's and a short drive from Fort Pickens, this elevated retreat delivers a truly unforgettable coastal escape.brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areasbr • Fully Equipped w/Appliances, Cookware, Dishes, Utensils & Drinkwarebr • Granite Countertops & Beautifully Tiled Backsplashbr • Stainless Steel Appliancesbr • Dining Room Seating for 6br • Additional Breakfast Bar Seating for 4brbrLiving Areabr • Plenty of Comfortable Seatingbr • Queen Size Sofa Sleeperbr • Flat Screen TVbr • Reading Lampsbr • Private Balcony AccessbrbrPrimary Bedroombr • King Size Bedbr • Reading Lamps br • Private Entrance to Balconybr • En Suite Bath Walk-In Shower w/ Heated Towel Rack & Double Sink VanitybrbrGuest Roombr • Queen Size Murphy Bedbr • Reading Lampsbr • Guest Bath with Beautifully Tiled Shower/Tub CombobrbrAdditional Amenities Includebr • Free Wi-Fibr • Outdoor Poolbr • Tennis Courtsbr • Beach Service Included (March-October ONLY) 2 Chairs, 1 Umbrella,br • Santa Rosa Sound Beach Accessbr • Gulf of Mexico Beach Access across the streetbr • Community Dockbr • Beach Trolley Stop (runs from Labor Day - Memorial Day, free rides, 4pm - midnight)br • Washer & Dryer in CondobrbrPensacola Beach is a stunning and popular beach vacation destination located on the Gulf Coast of Florida, known for its pristine white sandy shores, turquoise waters, and laid-back atmosphere. 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. 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**Call for Monthly Snowbird Rates for December Thru February!**brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast

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$553.1

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Waterfront 3-bedroom palm beach paradise with a pool on Pensacola Beach

Pensacola Beach, Florida, United States

Experience luxury without the crowds at this pristine 3 Bed / 3 Bath waterfront condo on Pensacola Beach's west end. Adjacent to Ft. Pickens national park, enjoy 11 miles of nearly private beach. Gulf of Mexico just steps away. Two balconies offer stunning panoramic bay views.brbrThree-story unit with 3rd bedroom loft with internal stairs and convenient elevator access from parking (2 covered spaces). Perfect for a tranquil beachfront getaway with all the comforts of home.brThe spacebrWelcome to Palm Beach Club 221, a luxurious multi-level 3-bedroom, 3-bathroom condo offering stunning views of both the Gulf and Santa Rosa Sound. Flooded with natural light, this unit features two balconies perfect for enjoying morning coffee or evening wine while taking in the panoramic water views.brbrThe galley-style kitchen is equipped with granite countertops and stainless steel appliances, catering to all your culinary needs. After a day at the beach, relax in the living room and enjoy a movie on the flat-screen smart TV.brbrBedroom layout:brbr1. Master bedroom (downstairs): King bed, luxurious ensuite bath with jetted tub, sound views, and balcony accessbr2. Guest bedroom: Queen bed with ensuite bathbr3. Loft bedroom: Queen bed and twin/twin wooden bunk bed, ensuite bath with tub/shower combo and an additional sitting loftbrbrAdditional amenities include covered parking, elevator access, WiFi, and in-unit washer/dryer.brbrPalm Beach Club is a gated community at the beach's end, adjacent to the National Seashore and county recreational area. The complex, comprising 84 luxury condos in four three-story buildings, sits directly on Santa Rosa Sound. It offers a private white sand beach and a no wake area, ideal for anchoring boats and safe for children.brbrEnjoy convenient elevator access, designated covered parking, and additional open parking for guests. Biking and jogging paths run in front of the complex. The gulf side features pavilions with charcoal grills, while additional pavilions and grills overlook a man-made snorkeling reef on the Sound side. A free trolley stops directly in front of the complex.brbrNearby attractions include:brbr- Pensacola Beach Boardwalk: Shopping, dining, live music, and the iconic Shell landmarkbr- Fort Pickens: Historic American Revolution-era fort, part of Gulf Islands National Seashorebr- Downtown Pensacola: Shopping, dining, Palafox Pier Harbour marina, Blue Wahoos baseball, Ice Flyers hockey, and pelican statuesbr- Blue Angels: Home to the U.S. Navy Flight Demonstration SquadronbrbrExperience the perfect blend of luxury, convenience, and natural beauty at Palm Beach Club 221 - discover why guests return year after year!brOther things to notebrNo pets allowed. Minimum rental age is 25 years old. Adults under 25 years of age must be accompanied by a parent. Breaking this rule will lead to cancellation and/or eviction. Smoking is not allowed anywhere at the vacation rental property inside or outside of the home. Your check-in time is a firm 4:00 PM CST. No early check-ins will be permitted. Your check-out time is a firm 10:00AM CST. A fee will be incurred for late check-outs. No events or parties of any kind are permitted.

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$255.85

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Baywatch G5 | Sound Views, Pool + Walk to Restaurants + Gulf Access

Pensacola Beach, Florida, United States

Top Reasons to Book Baywatch G5:br br* Stunning Sound Front Viewsbrbr* The Gulf of Mexico is just across the streetbrbr* Community Pool, Bayside Beach, and Community Dockbrbr* Walk to Peg Leg Pete’sbr br* Just 2 miles to the Pensacola Beach Boardwalkbr br* Professionally Managed; 24/7 service.brbr**Beginning in May 2025, Baywatch rental units are undergoing balcony and railing construction work. You may experience construction noise between 8 am - 5 pm.brbrRelax with bay views at Baywatch G5. Take a short elevator ride up to this 2-bedroom and 2-bathroom 2nd-floor condo. The master bedroom offers bay views and has a king bed and an en suite bathroom. The second bedroom offers gulf views and has a queen bed, allowing this condo to accommodate up to 4 guests. Stream your favorite shows on the smart TVs throughout the condo while on vacation. For your convenience, there is a fully equipped kitchen, an in-house washer and dryer, and a wonderful covered balcony overlooking Baywatch's beautiful waterscape. Bring your family to experience Baywatch G5 year after year! brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. * brbr*We LOVE Snowbirds! Low Monthly Winter Rates*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.brbrBaywatch is located on the sound side of Pensacola Beach towards Fort Pickens. Take a dip in the community pool, relax on the private bay beach, or wander down the community dock. The Gulf of Mexico is across the street, with the beach access a short stroll away. You’ll love staying at Baywatch for your next beach vacation. br brBed Setup:br brMaster Bedroom: King Bedbr brGuest Bedroom: Queen Bedbr 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,k is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic landmark from the 1800s. Kids will love wandering through this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping, dining, and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July, and there’s a show over the Naval Air Station each November.

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$259.11

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Villas on the Gulf unit J10 | 2BR Condo w/ Beach Access + Pool + Lagoon Views

Pensacola Beach, Florida, United States

Top Reasons to Book Villas on the Gulf J10: brbr * Partial Gulf View from the Balcony brbr * Steps to the Beach brbr * Complex Pool and Clubhousebrbr * Feed the Ducks in the Lagoon with Fountainbrbr * Just 3 miles to the Pensacola Beach Boardwalkbrbr * Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reefsbrbr * Professionally Managedbr brWelcome to Villas on the Gulf J10. This cozy two-bedroom, two-bath condo is just steps from the gulf. After long days of fun in the sun, enjoy coming home to a Flatscreen TV in all rooms, and relax with a refreshing beverage on the balcony with amazing gulf views. The fully equipped kitchen is appointed with granite countertops and stainless steel appliances, and the dining table seats four. The master suite has a queen-size bed and an ensuite with a walk-in shower. The guest bedroom has two twin beds and an ensuite with a walk-in shower. There is a washer and dryer for your convenience and free Wifi. Discover why families return to Villas on the Gulf J10 year after year.br brVillas on the Gulf is on the Gulf side of Pensacola Beach and is the perfect spot for your beach vacation! This 5-acre community consists of 108 condos in a low-rise complex centered around a sparkling lagoon with a fountain. Guests love feeding the ducks! You’ll enjoy taking a dip in the community pool, sunning on the pool deck, beach access with a shower, and most of all, the beach. This complex also has an onsite laundry facility for your convenience, and the Gulf of Mexico is just steps away. Make your next vacation memory at Villas on the Gulf!br br Bed Setup: brbr Master Bedroom: Queen brbr Guest Bedroom: 2 Twinsbrbr*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.br br*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* br br*No Elevator at the Complex*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 landmark from the 1800s. Kids will love wandering through this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping, dining, and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola Beach includes two artificial reef systems for snorkeling. Park East is located about 1.4 miles east of Portofino on Pensacola Beach. The reef is located 500 ft. off shore and attracts a wide variety of fish, sea turtles and all kinds of gulf wildlife. 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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$243.0

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Beautiful Island condo getaway! Easy pool and beach access!

Pensacola Beach, Florida, United States

Baby Blue is just a 2 minute walk from the balcony to the white sandy beach! No busy streets or highways to cross! Balcony has easy access to pool :) (No elevators and condo is on 2nd floor)brCome and stay at our home away from home. With 2 bedrooms and 1.5 baths. 950 square feet. Sleeps 6 comfortably. The master bedroom has a king-size bed. The 2nd bedroom has 2 brand new, full- size beds. Parking access directly under the condo. It is located on the 2nd floor with no elevator. So be mindful of Memaw and Pepaw! brCome enjoy this little piece of heaven. You won't want to leave, but you'll be so glad you came.br

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$478.63

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20th Floor Sunrise Views Portofino Tower 2 Amenities Included Sleeps 6

Pensacola Beach, Florida, United States

Welcome to Morning StarbrbrPortofino Island Resort – Tower Two, 20th Floorbr2 Bedrooms · 2.5 Baths · Sleeps 6 MaxbrbrMorning Star earned its name from the breathtaking sunrise views over Navarre Beach. Located on the 20th floor of Tower Two at Portofino Island Resort, this east-facing condo offers a bright, serene start to every day.brbrWe’ve proudly managed this unit for nearly a decade, and it has many 5-star reviews from happy guests who return year after year.brbr⸻brbrThe ExperiencebrbrWake up to panoramic sunrise views from this 20th-floor Portofino condo and enjoy your morning coffee on the balcony overlooking the coastline toward Navarre Beach.brbrStep outside and you’re facing due east — the Sound to your left, the Gulf to your right, and endless water views straight ahead.brbrInside, the condo comfortably accommodates your group with a king bed, queen bed, and sofa sleeper, and includes full resort amenities with no additional fees.brbrWith access to both the Gulf and Santa Rosa Sound, guests can enjoy sunrise on one side of the resort and sunset on the other.brbrWhile the condo is not recently renovated, it is clean, thoughtfully stocked, and priced accordingly to offer excellent value within Portofino Island Resort.brbr⸻brbrSleeping Arrangements (Sleeps 6 Max, including children)brbrMaster Bedroom: King bed, private balcony access, ensuite bath with jetted tub, separate shower, and double sinksbrSecond Bedroom: Queen bed, full ensuite bath with tub/shower combobrLiving Room: Queen pull-out sofa bedbrHalf Bath: Off main living areabrbr⸻brbrAmenities & Extras in the CondobrbrWe’ve stocked Morning Star with more than your average vacation rental:brbr4+ beach towelsbrBeach chairs and items for guest use (plus optional chair service)brCleaning supplies, laundry detergent, and starter toiletriesbrHairdryers in both full bathsbrFully equipped kitchen with modern appliancesbrLarge patio with electric grill (rare at Portofino)brStunning sunrise views from every roombrbr⸻brbrResort Amenities – IncludedbrbrPortofino Island Resort is known for its full-service lifestyle center and resort-style experience — all included with your stay.brbrMultiple lagoon-style outdoor pools and JacuzzisbrIndoor heated poolbrFull-service Lifestyle Center with state-of-the-art fitness facilitybrSpa services available on-sitebrTennis courts and fitness classesbrWater sports rentals on the Sound sidebrOn-site dining, poolside bar, and cafébrbr⸻brbrLocation HighlightsbrbrTower Two – closest to the Lifestyle Center (main pool, gym, restaurants, and bars)brGulf beach access is directly across the street (easy walk from all towers)brClose to Navarre Beach for a quieter stretch of sandbrbr⸻brbrImportant Booking NotesbrbrMax Occupancy: 6 guests (including children) – strictly enforcedbrAge Requirement: Primary renter must be 25+ and stay on the premisesbrNo Smoking Indoors: Ashtray provided on balcony for outdoor use onlybrNo Craigslist Listings: We do not advertise there—avoid scamsbrTravel Insurance Recommended: We strongly encourage purchasing travel insurance through VRBO or a third-party provider to protect your tripbrbr⸻brbrResort Activity & Peak PeriodsbrbrPortofino Island Resort hosts a variety of large events and group gatherings throughout the year. During certain peak weeks, the resort can be significantly more active and busy, with increased occupancy, pool usage, and overall energy across the property.brbrIf you prefer a quieter, more relaxed experience, we recommend reviewing the resort’s event calendar and selecting travel dates accordingly.brbr⸻brbrWhat Makes Morning Star SpecialbrbrThis isn’t a newly remodeled unit — and we believe in being upfront about that.brbrWhat it is:brbrClean, comfortable, and well cared forbrFully stocked for an easy staybrLocated in one of the best spots in the resortbrPriced to reflect strong value for PortofinobrbrIf you’re looking for ultra-modern finishes, there are other units that may be a better fit.brIf you’re looking for a relaxing beach stay with incredible views and full resort access — you’ll feel right at home here.

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Bath

Sleeps

$247.72

/ Nightly

Condo

Quaint Beach Condo with Bay Views, Covered Parking, Pool, Bay Beach -Baywatch C4

Pensacola Beach, Florida, United States

This cute, colorful and charming first floor walkup condo is a great place to stay with the family. The white sand beaches on the Pensacola Bay are just steps away. The calm bay waters are great for the younger family members. The Gulf of Mexico is just a short walk with access about one block from the condo.brbrThe fully equipped kitchen with table for 4 opens to the living room. Both have water views. The living room has a comfy furniture to make watching the big game on the flat panel television enjoyable. Enjoy dinner with a view at the table on the 96 sq ft deck.brbrThe condo will sleep 6 guests. The master bedroom had a king-size bed and the second bedroom has a queen bed. Both bedrooms have an en-suite bathroom. The sofa makes into a queen-size bed for extra guests.brbrAmenities of this property include:br~Central air conditioningbr~Televisions in every roombr~free WIFI access (password protected)br~Washer and dryerbr~Balcony table and chairsbr~Quality linens and towelsbr~Covered parking for two vehiclesbr~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 dish washer packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1150 Ft. Pickens Road, the Baywatch community has 87 private condominiums.br Baywatch amenities include:br~Private community beach on the Pensacola Baybr~Swimming poolbr~Fishing pierbr~Community BBQ areabr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of Mexico.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.

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Bath

Sleeps

$405.71

/ Nightly

Condo

Wrap around Balcony with Gulf and Sound Views-TT9E

Pensacola Beach, Florida, United States

***This unit is part of our exclusive Signature Collection, offering elevated luxury, premium amenities, and personalized touches for an unforgettable stay.***brbrThis stunning two-bedroom condo is the perfect beach escape! Located inside the gated community of Tristan Towers, this property is in the ideal location. Enjoy the view of the sun over the bay from the 430 square foot corner balcony or relax in the stylish living room and enjoy the same view through the floor to ceiling windows. The calm waters of the bay are just out the back door of the building, and the glorious white sands and emerald waters of the Gulf are just a short walk across the street. This unit is two bedrooms and two full baths, sleeping four. All of the rooms have blackout shades and owner provides TV streaming options, Amazon, Netflix, HULU and Disney. On site you will find an Olympic size swimming pool and tennispickleball courts. The history lovers in your group will be thrilled with the proximity to Fort Pickens National Park just down the street, and historic downtown Pensacola about a 20-minute drive into town. Tristan Towers is located near the end of Fort Pickens Road, so you will find the beaches far less crowded than the main areas. But you are still close enough to head down that way and enjoy the action as well! From Memorial Day to Labor Day, you can hop on the free Pensacola Beach Trolley, which runs daily from four in the afternoon until midnight and visit the main hub of the beach. There you will find shopping, dining, bars and entertainment. There is a free Bands on the Beach concert every Tuesday from April through October. In addition to the seasonal trolley, Pensacola Beach has a number of golf cart taxi services to help you get around without having to hop in your car. Whether you're looking for a fishing charter, jet ski rental, or just some sand to lounge on and enjoy a cold drink-Pensacola Beach has got you covered! brbrAmenities of this property include:br~Central air conditioningbr~Dining room table br~Granite countertopsbr~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 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 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.

Bed

Bath

Sleeps

$247.59

/ Nightly

Condo

Sabine Yacht & Racquet 8D | 2BD/2BA | Bayfront/Across from Beach/Pool/Boat Slips

Pensacola Beach, Florida, United States

Welcome to Sabine Yacht & Racquet #8D, a two-bedroom, two-bathroom Pensacola Beach condo rental that comfortably sleeps up to six guests. Located in the waterfront Sabine Yacht and Racquet Club community, this vacation rental in Pensacola Beach, Florida offers the perfect blend of bay and gulf living. Enjoy peaceful views of the Little Sabine Bay and the Santa Rosa Sound from your private balcony and catch glimpses of the gulf from the eastern corner of your unit—all just steps from the sugar-white sand beaches that make the Emerald Coast famous.brbrInside Sabine Yacht & Racquet #8D, you’ll find an open layout designed for comfort and coastal living. The living room features plush seating—including a queen sleeper sofa—along with a Smart TV for movie nights and a sliding glass door that fills the space with natural light and waterfront views. The fully equipped kitchen makes meal prep a breeze, and the dining area invites family-style dinners or early morning coffee chats. The primary bedroom includes a queen bed, Smart TV and a private ensuite bathroom, while the second bedroom also offers a queen bed and Smart TV, with a shared full bathroom just steps away. WiFi, cable and all bed and bath linens are included for a worry-free stay.brbrSabine Yacht & Racquet #8D also gives you access to fantastic resort-style amenities. Take a dip in the bayfront pool, play a match on the tennis courts, stay active in the fitness center or relax in the sauna. Boat slips are available for water lovers, and the community grills make it easy to enjoy sunset cookouts. Plus, there’s coin laundry on-site for extended stays—this snowbird-friendly rental makes a great choice for winter getaways.brbrLocated just across the street from the beach and less than half a mile from the bustling core of Pensacola Beach, this Sabine Yacht & Racquet condo rental puts you close to local restaurants, beach bars, shopping and live entertainment. Explore the Pensacola Beach Trail by bike or on foot, or hop on the free Pensacola Beach Trolley in the evening. For nature lovers, nearby Gulf Islands National Seashore offers miles of untouched coastline and wildlife.brbrBook your stay at Sabine Yacht & Racquet #8D today and discover why Pensacola Beach is one of the best-kept secrets on Florida’s Emerald Coast!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

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Bath

Sleeps

$1152.7

/ Nightly

Private Vacation Home

NEW Rental!!! Casa De Madera - Private Pool Beach Home - Sleeps 16

Pensacola Beach, Florida, United States

Welcome to Casa de Madera—a stunning 5-bedroom, 4-bath coastal sanctuary just 700 feet from the sugar-white sands of Pensacola Beach. Designed with both luxury and comfort in mind, this Craftsman-style home is the perfect backdrop for cherished family vacations, milestone celebrations, or sun-soaked reunions.brbrStep into a world of Gulf breezes, panoramic water views, and unforgettable moments. With its heated private pool, bubbling hot tub, fenced yard, and stylish outdoor living areas, the home invites laughter-filled afternoons and star-lit evenings with loved ones. brbrWHY YOU'LL LOVE IT HERE!brbrEvery inch of Casa de Madera is designed for meaningful connection—whether you’re gathering around the dining table, splashing in the pool, or enjoying quiet coffee on the balcony as the waves whisper nearby. With the beach just steps away and room for everyone to spread out or come together, it’s a dream home for multi-generational getaways, holiday celebrations, or long-overdue reunions.brbrYour coastal escape begins here.brbrWelcome to Casa de Madera—where the beach is your backyard and memories are made one sunset at a time.

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Bath

Sleeps

$520.81

/ Nightly

Condo

Beautiful 2 bed/2.5 bath Starboard Village Condo - Beachfront with Pool

Pensacola Beach, Florida, United States

Come and enjoy this gulf front condo with two private balconies! This bright, beautiful, stunning oceanfront Starboard Village condo is located directly on the sugar white sands of Pensacola Beach. It has unobstructed views of the gulfs and you can walk out the front door and onto the sand! No roads to cross! brbrRecently upgraded with new tile floors, new furniture, and freshly painted walls. With a private balconies off the master bedroom and the main floor. brbrThis huge 2 bedroom/3bath features a private bath in each bedroom. Master bath has dual vanities. The main floor has a half bath for easy guest access.brbrAdditionally, the condo provides one enclosed garage parking spot as well as an additional assigned parking space. The condo comes fully stocked with all the comforts of home; including wireless high speed internet, 2 smart tv’s (Guest will have access to the rental property’s Netflix, Hulu, and Disney +, as well as 100's of pre-downloaded movies via the Apple TV app) a fully stocked kitchen, and in unit washer/dryer. brbrDining is a breeze with a dining table or an option to eat on the main floor balcony dining table. brbrEnjoy the salty air, warm water, and pink sunsets over the Gulf of Mexico – in a perfect condo for a family getaway!

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Bath

Sleeps

$580.06

/ Nightly

Condo

Heated Pools*Portofino*Fabulous Gulf Views

Pensacola Beach, Florida, United States

This condo has the perfect location at Portofino with the stunning Gulf Views and close proximity to the Lifestyle Center. This condo is located in Tower 4, on the 6th Floor. Beautifully decorated and updated with all the amenities of home.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 King, King and Foldable Sofa BedbrBalcony does have a grillbrbrEach tower has a heated pool and spa, easy access to the beach, and access to all Resort amenities including Spa, Fitness Center, Starbucks and restaurants including Coastal, and Al Fresco. brbrOnsite rentals of bikes, kayaks, paddle boards and other equipment is available.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.brbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.

Bed

Bath

Sleeps

$533.82

/ Nightly

Condo

P3-1208 Gorgeous Gulf Views @ Portofino

Pensacola Beach, Florida, United States

Located in Tower 3, with Gorgeous Gulf Front Views! 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 King, Queen and Sleeper SofabrBalcony does have a grill.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

2

Bed

2

Bath

6

Sleeps

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