Vacation Condo Rentals By Owner In Pensacola Beach, FL

Clean and contemporary this condo at Regency Towers #501E is ready and waiting for you to come relax on Pensacola Beach! brbrThe spacious living room overlooks the Gulf of Mexico, while the well-equipped kitchen has everything you need to make this your home away from home. brbrThe master bedroom has a large king bed, and the second bedroom is furnished with a twin over full bunk bed as well as an additional twin bed. This condo sleeps eight people, and is centrally located just a few short miles from shopping and dining on Pensacola Beach. With flat screen TV's and complimentary WiFi this condo is sure to be a perfect fit for your vacation! Washer/dryer located in the condo.brbrProperty amenities include outdoor pool, elevator, and tennis court. Call a Vacation Specialist today for more information or book online with ease. brbrDue to HOA regulations, two cars maximum per reservation.brbrBedding:brMaster: kingbrBedroom 2: twin over full bunk + additional twin bedbrLiving area: sleeper sofa

Life is Better with Sand Between Your Toes! Gulf Front Condo

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$337.5

Across the street from the gulf’s white sand beaches with its own fishing pier and beach on the inland waterway, this timeshare offers pool, jacuzzi, tennis, and outdoor grills as well as a completely stocked kitchen in its two bedroom units. This location, according to Trip Advisor, features 19 restaurants and 8 attractions within 1600 feet and it usually takes us 5 minutes to walk to the fabulous Pensacola Beach Boardwalk. Great view of seasonal fireworks over both the City of Pensacola and the beach.brNumerous property photos available by searching Holiday Beach Resort Soundside Pensacola Beach.

Most centralized time share location on Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$466.62

Please note that the Emerald Isle HOA is conducting ongoing building maintenance and construction through the end of May 2026, primarily on the East and North sides of the property, which may result in noise or minor disruptions during your stay.brbrRetreat to the beach and enjoy this three bedroom Pensacola Beach, Florida vacation rental in the gated community of Emerald Isle. Emerald Isle 1201 includes a perfect view of the Gulf, seen from the living room and primary bedroom. With three bedrooms and two bathrooms, this condo is able to accommodate up to eight people. Put the fully equipped kitchen to good use and whip up a home-cooked meal while spending quality time with family.brbrFloat the day away at one of the two beachfront pools at Emerald Isle in Pensacola Beach or relax in the community hot tub. Get in a great morning run along the beach or workout at the fitness facility. The resort also features a sauna, so you can relax after spending a day in the sun. Since the beach access is right downstairs, you will never experience a dull day in Emerald Isle.brbrPensacola Beach has many fun activities for you and your family to enjoy, as well as many different delicious restaurants. The area is also known for the Blue Angels, and you will get an up-close view of them flying over the beach from your private balcony. Make Emerald Isle 1201 your home away from home and enjoy a great family vacation!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Gulf Front Condo At Emerald Isle - Impeccable Views, Beachfront Pool & More

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$205.77

Enjoy the island life at La Bahia 125, a beautiful Pensacola Beach vacation condo with stunning views of the Santa Rosa Sound and partial sights of the dazzling Gulf of Mexico waters. Upon arriving, you will soon find that this lovely one-bedroom vacation condo is a perfect place for couples and smaller families to get away.brbrFurnished in coastal décor, La Bahia 125 offers a warm and inviting atmosphere from the moment you enter. The common areas feature dark wood floors that complement the cool, teal walls. The kitchen opens seamlessly into the living and dining areas, creating an environment that is perfect for entertaining. The master bedroom also features large windows and separate access to the private deck. In addition, there is a bonus room with bunk beds that are ideal for the kids in your group.brbrWhen you are not out and about lounging the sand, spend the day splashing around La Bahia’s community pool. Spacious and sound-side, this pool affords great views of the area sand dunes and Intracoastal Waterway. In addition to a community pool, La Bahia also offers guests a convenient location. 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 you want to do, La Bahia 125 is a great choice for a beach getaway unlike any other!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

La Bahia #125 | Steps from Beach, Community Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$569.06

Welcome to your elevated coastal retreat at Portofino Island Resort — where panoramic water views, spacious design, and full resort access come together for an unforgettable Pensacola Beach escape.brbrThis two-bedroom, 2.5-bath Sky Home offers 1,333 square feet of thoughtfully designed living space, including a 170-square-foot private balcony with stunning sunset views. Every Sky Home sits above the fifth floor, ensuring breathtaking vistas from every room. True to the Sky Home design, this residence is nearly twice as wide as a traditional beach condo — creating a light-filled, open atmosphere ideal for relaxing or entertaining.brbrSleeping ArrangementsbrPrimary Bedroom: King BedbrGuest Bedroom: Queen BedbrLiving Area: Sleeper SofabrComfortably accommodates up to 6 guests.brbrEach bedroom features its own private full bathroom, plus a convenient half bath in the common area.brbrDesigned for Comfort & ConveniencebrPrivate balcony with electric grillbrFloor-to-ceiling water viewsbrFully equipped kitchen with dishwasherbrIn-unit washer and dryerbrSpacious closets with extra linens and pillowsbrCovered parkingbrPrivate tower pool & whirlpool spabrbrResort Access & AmenitiesbrAs a guest, you’ll enjoy full access to the resort’s amenities, including:brComplimentary Fitness Centerbr5 HydroClay Tennis CourtsbrIndoor Heated Pool & SpabrBeaches on both the Gulf of Mexico and the Santa Rosa SoundbrTower-specific outdoor pool and hot tubbrAdjacent to the Lifestyle CenterbrbrLocated next to the resort’s vibrant hub, the Lifestyle Center features:brCoastal & Al Fresco restaurantsbrOn-site StarbucksbrFull-service SpabrMarket & Concierge servicesbrbrEverything you need — dining, wellness, recreation, and relaxation — is just steps from your door.

Sky Home | Sunset Views + Grill

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$450.72

Escape to the island. Gaze out on the beautiful serene waters of the Gulf of Mexico and the Santa Rosa Sound while enjoying our large club chairs on your own private balcony. This is the perfect place to unwind while listening to the soothing sound of the waves over coffee or taking in a fabulous sunset. Prepare dinner for the entire family in your fully equipped kitchen or grill on the balcony while watching the sunset overlooking the Sound. Enjoy ultra-modern conveniences with all the comforts of home, including spacious closets, microwave, dishwasher, large refrigerator/ freezer with water and ice dispenser, countertop ice maker, full size washer/dryer and more.brbrTower 1-19th floor is 1,333 square feet with two-bedrooms, each with a private bath, a separate half bath, and a 170-square-foot balcony with grill. The skyhome is furnished in a 'Tommy Bahama' island style with amazing water views from all rooms. The home includes crown molding throughout, tile/luxury vinyl flooring, custom drapes, private garage parking, brand new Lazy Boy sleeper sofa with memory foam mattress, new Lazy Boy chairs, new water heater, an exclusive outdoor pool and a revitalizing whirlpool for your convenience. brbrSituated along eight miles of untouched white sand beaches within the Gulf Islands National Seashore, Portofino Island Resort offers the perfect balance of indulgence and natural beauty. Portofino’s protected shoreline offers endless opportunities for recreation and rejuvenation on, in, or around the waters of the Gulf of Mexico or the Santa Rosa Sound.brbrOn the ocean side are miles and miles of pristine, clean beach, inhabited or uninhabited, you choose. Umbrellas and lounges are available for rent as well as surf boards and kayaks.brbrOn the Bay side, the Spa and Lifestyle center includes a expansive full health club with state of the art exercise equipment, exercise classes, health bar, three pools, one Olympic size and indoors, and beach front on Santa Rosa sound. It also includes a wonderful bar and restaurant and poolside services and, of course, spa treatments. There are boats to rent, water toys for the kids, fishing and exploring. A water taxi will take you to a private golf course for a round of golf.brbrWe invite you to come explore the sand, surf and sky as you hike, bike or kayak along the shoreline, dine on Pensacola’s best seafood, steaks and other ingredients at Portofino’s restaurants, and let your senses awaken with pampering spa treatments. From the moment you arrive until you start your journey home. Portofino’s staff will spoil you in one of nature’s last unspoiled playgrounds.brbrLeave your worries behind, but keep comforts of home close at hand with these great amenities: brbrThis is a true destination resort.br• Sweeping views of the Gulf of Mexico and Santa Rosa Sound from a private balcony.br• Beautiful sunset views over the Santa Rosa Sound from a private balcony.br• Separate bath for each bedroom + a powder bathbr• Fully-equipped gourmet kitchen.br• Full size washer and dryer in the unit.br• Large closetsbr• HDTV with cable, surround sound & Blu-raybr• Wireless high-speed Internet brbrFrom luxurious spa treatments to exciting adventures, you are sure to find the perfect activity for everyone in the family at our Pensacola beach sky condo resort.brbrWe have a 3 night minimum in the spring and summer with more flexibility on duration in the fall/winter with potential for multi- week or monthly rentals.brbrIMPORTANT...brRental includes all registration and amenity fees. Upon arrival, you will need to provide a credit card for incidentals and charging privileges on the property. brbrI look forward to hearing from youbrbrScottbr979-422-4702brorbrKristenbr713 446-6564

Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$470.39

Welcome to this Penthouse Island View condo which is conveniently located in Tower 4. Located adjacent to the Lifestyle Center which is the Heart of the Resort.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 Sleeper SofabrbrBalcony does have a grill for your use.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.

P4-2102 Penthouse Views at Portofino / Excellent for your Family Vacay!

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$691.42

This new listing is a PERFECT location for your beach retreat. Steps from the emerald waters of the coast with 2 bedrooms and 2 baths. This property is precisely what you need for your next trip to Pensacola Beach. This unit requires the use of Stairs. (Updated Photos coming Soon) brbrTop Reasons to Book this Condo: br* CLOSEST condo to the beach, hear the waves roll in from just outside the window of your condo. br* Easy and convenient beach access with paved/boardwalk approach and outdoor shower. * Community pool and freshwater pond for nature viewing. br* Stunning view of the Gulf of Mexico's white sands and emerald waters from your private covered balcony. brbrFloorplan Summary: (this complex is built on pilings and requires stairs) br* Open Concept: Living/Kitchen/Dining (with table for 4 and bar top seating) br* Private covered balcony br* Master Suite: King bed with en-suite bathroom br* Guest Bedroom: 1 Queen Bed br* Guest Bathroom: shower br* Laundry Closet: washer and dryer brbrAccommodation Location: brThis condo is in the M building of the Villas on the Gulf Complex (requires stairs). Villas on the Gulf is one of Pensacola Beach's most affordable and easiest beachside communities. It features a paved and boardwalk approach to the beautiful emerald waters and white sands of the Gulf of Mexico complete with an outdoor shower, a community pool, and well maintained fresh water lagoons where ducks, fish, and turtles are regularly seen. It is closely located (1 mile) to Pensacola Beach's many dining and entertainment options to round a perfect vacation. brbrPensacola Beach:brPensacola Beach is known for its sugar white sand, turquoise waters and amazing beach culture! Bars and restaurants are less than 5 mins away and keep an eye out for the occasional Navy Blue Angels flyover! brbrCity of Pensacola: brDowntown Pensacola is centered around Palafox St. and hosts amazing festivals, fantastic food, local breweries, and the MiLB team the Blue Wahoos! brbrProperty Rules: brMust be 25+ to rent brNo pets allowed brNo smoking or vaping brNo parties or gatherings brNo occupancy in excess of property max

New Listing! Gulf Front! Spectacular view! Pool!

Pensacola Beach, Florida, United States

Bed

Bath

5

Sleeps

$247.54

Your Pensacola Beach adventure begins at this 2-bedroom condo, literally feet from the water. Whether sipping coffee or an evening cocktail, there's no better spot than this soundside balcony. Inside, guests find a cool space featuring a king bed and a queen bed, plus a living room with a comfy sofa bed. Two bathrooms offer refreshing showers and handy hair dryers. Whether you’re relaxing indoors or stepping out, the welcoming vibe makes it easy to feel right at home. With thoughtful touches throughout, this awesome condo invites guests to kick back and enjoy every moment. It’s easy to see why you’ll be able to unwind at our place.

Spectacular views with one of the best locations on Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$673.49

Welcome to Tower 3, Unit 707. This condo features stunning views of the Gulf Islands National Seashore, Gulf of Mexico and Santa Rosa Sound. This condo has been recently refurnished with all new furnishings.brbrEach three-bedroom/3.5-bathroom Sky Home is a luxurious condo suite, offering 2,034 square feet of space, including a 472-square foot balcony.brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Queen Queen, Queen and Sleeper Sofa!brBalcony does feature a grill.brbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.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.

Tower 3 @ Portofino Gulf to Bay Views- Sleeps 10!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$285.77

Our condo is a one stop shop to enjoy all that Pensacola Beach has to offer! You will have access to our private beach on the bay, a community pool, you can even fish from the dock! We are a short walk away from the gulf side and conveniently located to some of the best seafood restaurants in the south. You can wind down at the end of the day by watching the sunset from the balcony and fall asleep to the sound of the waves right outside of your window!

Waterfront Condo on Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$690.46

Located at the beautiful Portofino Island Resort and Spa, this lavish condo is located in Tower 2-1004 and is an ELITE status among the Portofino condos. Featuring 3 bedrooms and 3.5 bathrooms, this will be your destination of choice once you get a taste of this luxury! Our kitchen is fully stocked with all cooking ware, each bedroom has a flat screen TV, Tile flooring through out and a great wrap around balcony that gives bay to gulf viewing and is very close proximity to the on site Lifestyle Center that boasts restaurants, pools, spa, a market, Starbucks, fitness center and much more!!!brbrEach three-bedroom/3.5-bathroom Sky Home is a luxurious condo suite, offering 2,034 square feet of space, including a 472-square foot balcony.brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Queen Queen, Queen and Sleeper Sofa!

P2-1004 3B Newly Updated! Gorgeous 3B @ Portofino Sleeps 10!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$425.18

Whether you are looking for a relaxing vacation with nothing but sunny beaches and warm breezes or an action-packed adventure on Florida’s sporty Northwest coast, Portofino in Pensacola Beach has it all. Nestled along the storied Gulf Coast with a rich tradition of mixing scenic beauty, great food, and even better people, Portofino is an all-in-one favorite for family fun.brbrReserve Portofino Island Resort #2-1608 today to be at home right on the water. Sleeping six with two bedrooms and two bathrooms, this luxury rental condo is the spot for a beach getaway. Portofino Island Resort #2-1608 has just about everything you need to make this coastal getaway a trip to remember for a lifetime. It has all the comforts of home like a washer and dryer and full kitchen, but with a view that will make you want to stay for good!brbrEnjoy the long list of amenities, including a full gym, two pools and a series of extremely well maintained clay tennis courts for outdoor fun. Lie out by the beach or huge pool by day, then dine in the luxurious on-site restaurant. Pensacola Beach also has some of the best local shopping and dining anywhere in Florida. Come soak up your share of paradise at Portofino condo rentals in Pensacola Beach. If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day.brbrPortofino Island Resort #2-1608 is the vacation experience you have been looking for, reserve today!brbrCoverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Portofino Island Resort #2-1608 Bay Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$558.72

Wake up in the morning and walk out onto your private balcony overlooking the Gulf of Mexico in Beach Club #1202C. Reserve this vacation condo in Pensacola Beach, and you can unwind by one of the pools or stroll down and put your toes in the sugar-white sands of the Gulf. If a relaxing vacation is what you need, Beach Club #1202C is the answer.brbrBeach Club #1202C offers three bedrooms and three full bathrooms and can accommodate up to seven people. The living room leads to the balcony with a full Gulf view, where you can watch the sunset and savor the sights and sounds of the beach. The primary bedroom also offers a full view and an adjoined bathroom with a walk-in shower. The additional bedrooms are both very comfortable.brbrBeach Club is a gated community and beach resort that offers several awesome amenities, including an outdoor pool, an indoor pool, a hot tub, a fitness center, and an on-site spa. Located in a wonderful area of Pensacola Beach, you can spend your day shopping, fishing, dining, and more!brbrReserve Beach Club #1202C today and start packing for your next vacation to the Gulf Coast!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Beach Club 1202C | Beachfront Balcony, Indoor Pool

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$392.79

Please note that the Emerald Isle HOA is conducting ongoing building maintenance and construction through the end of May 2026, primarily on the East and North sides of the property, which may result in noise or minor disruptions during your stay.brbrViews of sugar-white sand, sparkling sunlight and brilliant blue water fill your days in this Pensacola Beach, Florida condo rental. Emerald Isle 403 offers ample space for up to six people, making it a great choice for your next group getaway.brbrEmerald Isle 403 comes with free WiFi as well as a washer and dryer. Unwind on your private balcony and spend time with your loved ones while you watch the gentle Gulf waves cascade onto the shore below. When you are not dining on fresh seafood and other delectable treats at nearby restaurants, cook up delicious meals in your full kitchen. The kitchen comes stocked with all of the dishes, cookware, and appliances you will need to create treats. From the master bedroom, gaze out at incredible beach views each day of your stay. You can also take in the mesmerizing scenery while relaxing in your living room. In the guest bedroom, you'll find two twin beds that can be pushed together to create a king bed, providing you with more space to stretch out and relax.brbrEmerald Isle features a variety of thrilling resort amenities for you to revel in during your escape, with two beachfront pools, a hot tub, onsite fitness facility, and sauna.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Beachfront Condo with Dazzling Views, Private Balcony, and Gulf Front Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$395.18

**Please note: Gulf Winds will be temporarily closed for building renovations beginning January 2026, with anticipated completion and reopening by January 2027.**brbrBook Gulf Winds 205 today and get ready for a weekend full of surf, sand and sweet Southern moments. This incredible Pensacola Beach, Florida vacation rental is packed with things to do that will keep the entire family entertained during your next getaway.brbrGulf Winds 205 is a two-bedroom, two-bathroom condo with stunning views of the world-renowned Gulf of Mexico waters. Take in the salty air from the comforts of your spacious and private balcony. Kick back, relax and enjoy watching the sun fade into the horizon, and who knows, you might even spot a dolphin or two swimming by. The full kitchen is the perfect place to prep those much-needed picnics for the long afternoons of fun in the sun. Like the living room, the primary bedroom offers incredible views of sugar-white sand and emerald green water.brbrThroughout your stay at Gulf Winds in Pensacola Beach, enjoy having access to the beach as if it was your own backyard. Walk down to the beach, stick your toes in the sand and just relax for a while. Search for shells or paddle through the calm, soothing waters. On your way back upstairs, remember to check out the cool and refreshing community pool.brbrNot to mention, there is a multitude of things to do on vacation in Pensacola Beach. From dining to entertainment and everything in between, you'll be endlessly entertained when you choose this slice of Northwest Florida for your getaway. Check out our Gulf Coast Blog to plan your vacation itinerary, and add a local event to your plans while you're at it! 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.brbrReserve your stay at Gulf Winds 205 today and see all that this beautiful vacation rental in Pensacola Beach has to offer!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Serene Views from Beachfront Condo in Pensacola Beach with Community Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$496.49

Treat yourself to a luxurious escape at Portofino Island Resort 2-1107. Complete with day-spa onsite, this Pensacola Beach vacation rental has all the qualities needed for a stress-free vacation – sounds absolutely divine, right brbrStep into this three-bedroom, four-bathroom vacation rental with eight of your closest friends or family members. Enjoy stunning views of the Pensacola Bay, the National Seashore, and the Gulf of Mexico, all from the expansive private balcony at Portofino Island Resort 2 – 1107. Start your day with a pot of coffee and a delicious breakfast, all made in the fully-equipped kitchen. With beautiful furnishings and a spacious floor plan, you will feel nothing short of luxurious during your stay!brbrBegin your morning with a walk along the sugar-white sand while enjoying a colorful Gulf sunrise. Next, head to one of the two pools for some sunshine and splashing – or relaxing in the hot tub. Get your daily exercise in by visiting the fitness facility or playing a round of tennis at the on-site courts. End your day by visiting one of the restaurants located within the resort for some delicious food – and beverage!brbrWith all the pampering and relaxation at the resort, heading out into Pensacola Beach for some excitement is a must! Choose to rent a boat for some exciting time on the water, or hop on a charter boat for some deep-sea fishing. If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day.brbrReserve your stay at Portofino Island Resort 2 – 1107 today! Call or book online.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Portofino Island Resort #2-1107 Stunning Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$412.17

You will say “perfect” when you see this 1st floor walkup condo with views of San DeLuna courtyard and the Pensacola Bay. This spacious walkup townhouse will sleep 10 guests. It is tailor-made for a large family or two couples. brbrThe main floor kitchen, half bath, dining area, and living room have breathtaking views. The sofa makes into a queen-size bed for two guests. The second floor has two full bedrooms, each with its own en suite bathroom. The master bedroom has a king-size bed and great bay water views. The second bedroom has a queen-size bed. Younger members of the group will love escaping to the loft area. The loft has two Futons that make into full-size beds. A television makes this area comfy and enjoyable.brbrThe rear deck looks out over the Pensacola Bay, the courtyard which includes the swimming pool, tennis courts, and the Barbecue area. Lots of deck options like lunch, dinner, or just a place to relax and enjoy a cocktail. brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Dining room table that will seat 6br~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Covered parking for two vehiclesbr~Pensacola Bay 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 1350 Ft. Pickens Road, San DeLuna is a 32 townhome complex that sits on 5 acres right on the Pensacola Bay. brSan DeLuna amenities include:br~Swimming poolbr~Tennis courtbr~Community BBQ areabr~Located on the Pensacola Bay with white sand beachesbr~Gulf of Mexico directly across the streetbrbrADDITIONAL 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 condo with sleeping loft - Sleeps 10 on Pensacola Bay - San Deluna 29

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$601.03

Coastal Gulf-Front Retreat on Pensacola BeachbrLocated directly on the sugar-white sands of Pensacola Beach, Emerald Isle 0301 is a spacious three-bedroom, two-bedroom Gulf-front condo offering expansive views, a bright open layout, and comfortable accommodations for up to 10 guests. As one of the building’s corner units, this condo features wraparound windows that bring in abundant natural light and create a seamless connection to the Gulf.brDesigned for both comfort and functionality, this condo is ideal for families or groups seeking a relaxed beachfront stay with convenient access to dining, entertainment, and local attractions.brbrBeachfront Setting & Walkable LocationbrPositioned directly along the shoreline, Emerald Isle provides private beach access via an on-site boardwalk. Guests are also within walking distance of the Pensacola Beach Boardwalk, where restaurants, shops, and entertainment are easily accessible.brThis prime location allows for a perfect balance of beachfront relaxation and nearby activity.brbrLight-Filled Living with Corner ViewsbrThe main living area is open, comfortable, and designed to highlight the surrounding Gulf views. As a corner unit, the space is enhanced by wraparound windows that fill the room with natural light and offer expansive views of the coastline.brComfortable seating and a sleeper sofa provide a relaxing place to unwind, while the open-concept design connects the living room, dining area, and kitchen for easy gathering.brSliding glass doors lead directly to the private balcony, extending the living space outdoors.brbrFully Equipped Kitchen & Gathering SpacebrThe kitchen includes modern appliances, ample counter space, and all essential cookware needed for preparing meals during your stay.brThe dining area is designed with groups in mind, featuring a table with seating for eight, along with additional seating for four at the kitchen island—ideal for casual meals, conversation, or entertaining.brbrBedroom Layout & Sleeping DetailsbrPrimary Suite with Gulf ViewsbrThe primary bedroom offers a peaceful setting with direct Gulf views and balcony access. Features include:brKing bedbrGulf-facing windowsbrDirect balcony accessbrPrivate ensuite bathroombrGuest Bedrooms & Flexible SleepingbrThe additional bedrooms are designed for comfort and flexibility.brGuest Bedroom 2 features two queen beds with brand new deluxe pillow-top mattresses, along with a flat-screen TV and a spacious closet with custom shelving.brGuest Bedroom 3 includes a full bed with a twin trundle, making it a great option for additional guests or children.brFor extra sleeping space, the living room offers a queen sleeper sofa with an upgraded mattress.brThese accommodations allow the condo to comfortably sleep up to 10 guests.brbrbrPrivate Balcony Overlooking the GulfbrStep outside onto the private Gulf-front balcony and take in sweeping views of the water. Whether enjoying a quiet morning or relaxing in the evening, this outdoor space offers a front-row seat to the natural beauty of Pensacola Beach.brbrOn-Site Amenities & Guest PerksbrEmerald Isle is a gated Gulf-front property offering amenities designed to enhance your stay:brDirect beach access via private boardwalkbrTwo Gulf-front swimming poolsbrHot tubbrFitness centerbrInside the condo, guests will also enjoy:brIn-unit washer and dryerbrComplimentary Wi-FibrTwo parking spacesbrComplimentary seasonal beach service including two chairs and one umbrella (March–October, weather permitting), provided by La Dolce Vita Beach Rentals — a $300 value, included for our guestsbrbrIdeal for Families & Group GetawaysbrEmerald Isle 0301 is well-suited for:brFamilies needing multiple sleeping optionsbrGroups traveling togetherbrGuests who value natural light and panoramic viewsbrTravelers seeking a true beachfront Pensacola Beach experiencebrbrExperience Pensacola BeachbrFrom relaxing on the balcony to enjoying the beach just steps away, Emerald Isle 0301 offers a comfortable and well-located coastal escape. With its spacious layout and Gulf-front setting, this condo provides everything needed for a memorable stay.brbrNearby Attractions & Area HighlightsbrDirect beachfront access on Pensacola BeachbrWalking distance to Pensacola Beach BoardwalkbrClose to restaurants, shopping, and entertainmentbrEasy access to Gulf Islands National SeashorebrbrPlease Note: Emerald Isle is currently undergoing property improvements, including elevator modernization (through March 2026), building pressure washing, elevator restoration, and balcony repairs. Elevator service may be limited to one elevator at times, and guests may experience daytime construction noise and longer wait times during peak periods. For questions, please contact our office.

3 Bedrooms | Sleeps 10 | Gulf-Front | Corner Condo

Pensacola Beach, Florida, United States

3

Bed