Vacation Rentals By Owner In Pensacola Beach, FL

$479.69

Emerald of the Gulf - beachfront condo at Portofino Island resort, great views!

Pensacola Beach, Florida, United States

Stay in comfort & luxury at this updated 2 bedroom 2.5 bath at Portofino Island resort. The master bdr has a king bed with jacuzzi in the bathroom. The guest br has a queen bed, & twin cot. There’s queen size sleeper sofa in the living room. Experience what Pensacola Beach has to offer with a stay at our exclusive updated condo with spectacular unobstructed view of the Santa Rosa Bay. The resort offers endless amenities /tennis, lap pool, heated common pools. Spa, saunas & steam room. Indoor and outdoor Jacuzzis. Outdoor and indoor restaurants with fire pit. *Please note that the resort charges a $75.00 check-in fee and $18/group per day for amenities in the Spring, $12 in the Fall & Winter and $28 in the Summer. The beach is across the private street. The Santa Rosa Bay offers calmer waters where more marine life can be seen & all water sports offered there. Beach chairs for rent-in the private beach of Pensacola Beach where the Jaws 2 was filmed. Make this condo your yearly spot!

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$354.51

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️Gulf Front Views-Comm.Pool-Balconies-1BR Sans Souci 405

Pensacola Beach, Florida, United States

Top Reasons to Book Sans Souci 405: brbr* Gulf Front on Pensacola Beach brbr* Breathtaking Gulf Views from Balcony brbr* Access to Beach from Complex Boardwalkbr br* Community Pool and Hot Tub brbr* Walk across the Street to Peg Leg Pete’s brbr* Just 1.7 miles to the Pensacola Beach Boardwalk brbr*Professionally Managed; 24/7brbr*Building Construction October 2025 - May 2026brbrSans Souci 405 is a stunning Gulf front condo located on Pensacola Beach. This property is a great choice for a small family or romantic getaway. Relax in this serene 1 bedroom, 1.5 bathroom condo that sleeps up to 4 guests comfortably. The master bedroom offers a queen bed with an en suite bathroom and in the living area is a sleeper sofa. Relax after a fun filled day in the sun on Pensacola Beach with free WIFI and TV's in the living room and the master bedroom. The kitchen includes everything you need to cook family meals! Guests will have access to the laundry facility located on the ground floor and one covered parking space plus additional outside parking. Come see why Sans Souci 405 is treasured by all who visit.brbr*This property is NOT available for rent to those under the age of 25. No Exceptions.*brbr***Sans Souci will undergo long-awaited building repairs from 2020's Hurricane Sally. This construction will begin in October 2025 and continue into May 2026. Work includes window/door replacements, balcony and breezeway renovations, and ground-level paver replacements. Please note: parking and elevator access will be limited, and construction noise is to be expected.***brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs 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.brbrSans Souci Condominiums are well known as a Pensacola Beach favorite vacation spot, and the complex has become a cherished vacation tradition for many families looking forward to their time on the beach. There is not a better place to relax than in your home away from home with immediate beach access! Enjoy cooling off in the Gulf just steps away or in the complex pool. Just across the street is a locals favorite restaurant, Peg Leg Pete’s, and minutes from other shopping, dining, and nightlife. Staying at Sans Souci will give you the best of beach life.brbr Bed Setup: brbrMaster Bedroom: Queen brbrLiving Area: Sleeper Sofa brbrArea Attractions:brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! brbrFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. brbrDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. brbrPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

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1

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4

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$563.35

/ Nightly

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Beach Sun, Endless Fun Tower 1-1308 @ Portofino

Pensacola Beach, Florida, United States

Beautiful gulf front views from Tower 1-1308, with access to all of the wonderful Portofino amenities such as heated pools, tennis courts, fitness center, spa and on site restaurant!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.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.

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$590.67

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Tower 1 Portofino Sky Home with Breathtaking Gulf Views

Pensacola Beach, Florida, United States

Welcome to Portofino Tower 1–1103 – a luxurious Gulf-front Sky Home designed for comfort, relaxation, and unforgettable views.brbrThis spacious two-bedroom, 2.5-bathroom condo offers 1,333 square feet of living space, including a 170-square-foot private balcony where you can take in stunning views of the Gulf of Mexico and the Santa Rosa Sound. Every room has a water view, so whether you’re cooking, lounging, or waking up in the morning, you’ll be surrounded by blue skies and sparkling water.brbrInside, you’ll find an open and airy floor plan, with a full kitchen, dining space, and living area designed for gathering. Both bedrooms include their own private bathrooms, plus there’s a convenient half-bath for guests. For your comfort, the condo is equipped with spacious closets, extra linens and pillows, a washer and dryer, and all the essentials to make you feel at home.brbrAt Portofino, you’ll enjoy resort-style amenities:brbrExclusive outdoor pool and whirlpool spa for Tower 1brbrCovered parking for your conveniencebrbrAccess to Portofino’s world-class lifestyle, including multiple pools, fitness center, spa, water sports, and beach accessbrbrWhether you’re here for a family vacation, a romantic getaway, or just to unwind by the water, Tower 1–1103 puts you in the heart of the Portofino Island Resort experience.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.

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$259.53

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Modern 2BR Retreat in Tristan Towers - 6C

Pensacola Beach, Florida, United States

Looking for Gulf views and easy beach access in a well-maintained, low-key setting, yet still a short drive to nightlife, boutique shops, the mall and other creature comforts of city living Look no further. This beautiful, tastefully appointed 2/2 condo on the sixth floor of Tristan Towers has views for miles and is literally steps away from NW Florida's acclaimed white sand beaches, but still mere minutes from all downtown has to offer. Tristan Towers is a medium-size development on the quiet side of the beach near Fort Pickens. Picture yourself sitting on the large balcony, perfect for a cup of coffee at sunrise or a glass of wine as the sun sets atop the emerald waters. The balcony also overlooks the enormous community pool and is accessible from the living room and main bedroom. Main bedroom with king bed and ensuite with walk-in shower and walk-in closet. Second bedroom with queen bed and playful full-size loft bed above for the little ones. In-unit washer and dryer and a fully equipped kitchen. Book today!brbrAmenities include flat panel televisions in the living room and master bedroom, WIFI internet access, DVD player, full kitchen, washer and dryer, and quality linens and towels.brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Dining room table that will seat 6br~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Amazing Gulf of Mexico viewsbrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dishwasher packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1200 Ft. Pickens Road, Tristan Towers is a 15-story building with 90 private condominiums. brTristan Towers amenities include:br~Second largest swimming pool on the island.br~Gated Entrybr~Tennis/Pickleball Courtsbr~Community BBQ grilling areabr~Pierbr~Beautiful tropical landscapingbr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of MexicobrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is ready early, w 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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$951.78

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Penthouse Views! 4 bedroom Condo - Emerald Dolphin 1750

Pensacola Beach, Florida, United States

Penthouse views anyone This 17th floor, four-bedroom condo has fabulous views of the Gulf of Mexico and the Pensacola Bay.brThis property has so much to offer, with its wrap-around balcony with incredible 360-degree view Gulf of Mexico and Pensacola Bay. Inside, the open, spacious floor plan with large fully equipped kitchen is perfect for dining in or bring in a meal from one of the local restaurants. The over 2000 square foot condo sleeps 10 guests. brbrThe master bedroom has a king-size bed facing the Gulf of Mexico and access to the wrap-around balcony. The master also has a full en-suite bathroom and lots of closet space. The second suite has a queen-size bed, en-suite bathroom and balcony overlooking the Pensacola Bay. The third bedroom has 2 twin beds with en-suite bathroom perfect for the kiddos. The fourth bedroom has a bunk bed with full, twin and twin trundle.brbrThe dining area has seating for 6 which is great for dining in or a fun game night. The bar has 6 additional bar stools for extra seating. brbrThis penthouse condo is a perfect location for two families to enjoy some time on Pensacola Beach or for the couple that loves extra space and amazing water views.brbrbrbrbrAmenities 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 6br~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.

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$357.4

/ Nightly

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2BD Condo | Pensacola Beach | Pool

Pensacola Beach, Florida, United States

Pensacola Pearl is a bright and welcoming beachfront condo that offers the best of both worlds, with peaceful sound views on one side and the Gulf just steps away across the street. Inside, you’ll find an open and airy living space with comfortable seating, a full kitchen, and large windows that let in plenty of natural light. Nearly every room offers a glimpse of the water, and the private balconies are the perfect spot to sip your morning coffee or wind down in the evening while taking in the calm sound views.brbrThe condo features two bedrooms and two bathrooms, making it a great fit for families or small groups. The primary bedroom includes a king bed, while the second bedroom offers a queen bed and bunk beds, giving everyone a cozy place to rest after a day at the beach. A pack and play is also provided for little ones. The kitchen is fully equipped for easy meals, and you’ll love how convenient everything feels, from the nearby beach access with restrooms to the calm, shallow sound just steps away—ideal for paddleboarding, kayaking, or letting kids safely splash and play. There’s even a park right next door for a little extra fun.brbrPensacola Beach is known for its soft white sand, emerald waters, and laid-back coastal vibe. Located right at the entrance of Fort Pickens National Park, you’ll have easy access to scenic trails, historic sites, and some of the most beautiful stretches of shoreline in the area. Plus, you’re just a short drive from local restaurants, shops, and entertainment, making it easy to explore or simply relax and soak in the beach lifestyle.brbrSleeping Arrangements: 2 Bedrooms, 2 Baths, Sleeps 6brBedroom 1: King bed with attached bathbrBedroom 2: Queen bed with twin over twin bunk with attached bathbrbrAlso available to enjoy at the condo:br✔ Beach Chairs and Umbrellas (bedroom 1 closet)br✔ Open floor planbr✔ Fully Equipped Kitchenbr✔ Air Conditioning & Heatingbr✔ Washer & Dryerbr✔ Smart TVs br✔ Free Parkingbr✔ Self-Check in (Smartlock)br✔ High-Speed Wi-FibrbrThe condo is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home.brbrbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our condo is not suitable to accommodate them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the condo! Any smoking evidence will result in odor removal and furniture cleaning fees.brbr★ NOISE ORDINANCE ★brWe kindly ask you to treat our condo as your own to preserve its pristine condition for future guests and your return visits. Please respect the community noise ordinance from 10 PM to 10 AM. Always be respectful of our community and be good neighbors.brbrbrWe encourage you to have a great time, but respect the condo and neighboring condos. brbrbrWhat To Bring:br- Bring OFF for chiggers/ mosquitoes/ ticksbr- Favorite coffee and creamersbr- Food/ Snacksbr- Condimentsbr- Oils, seasonings, and cooking basicsbr- Icebr- Personal ToiletriesbrbrbrHousekeeping provides a starter supply of basic essentials. These supplies will not be replenished.brBelow is a list of the items:brbr- 1-2 rolls of toilet paper, per bathroombr- 1 bottle of hand soap, per bathroombr- 2 bathroom garbage bags, per bathroombr- 1 bottle of shampoo, conditioner, and body wash, per showerbr- 1 roll of paper towelsbr- 1 bottle of dish soapbr- 2 spongesbr- 4 dishwasher podsbr- 4 tall kitchen garbage bagsbr- 5 coffee podsbr- Coffee grounds for 1 pot of coffeebr- Coffee filtersbr- Small powder creamerbr- Small sugarbr- 1 small bottle of laundry soapbrbrWiFi terms and conditions:brWiFi is provided as a convenience only and is not integral to the use of the property. No refund of payments shall be given for outages, content, lack of content, speed, access problems.

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$480.13

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Rare 3 Bedroom Condo on the Sound | Breathtaking Views from this Completely Updated Beautiful Condo

Pensacola Beach, Florida, United States

Tristan Towers 3A is a beautifully appointed, luxury bayfront condo offering breathtaking views of Pensacola Bay. This spacious 3-bedroom, 2-bath corner unit features over 1,400 square feet of modern coastal elegance — the perfect retreat for families or travelers seeking a relaxing, upscale getaway. brbr brbrRecently updated from top to bottom, this third-floor residence showcases quartz countertops throughout, premium stainless-steel appliances, and designer furnishings that balance style and comfort. Floor-to-ceiling windows fill the space with natural light, creating an airy and inviting atmosphere for everyone to enjoy. brbr brbrLocated within the gated community of Tristan Towers, guests enjoy peace of mind and resort-style amenities just minutes from Fort Pickens State Park, Downtown Pensacola, and directly across the street from the sugar-white sands and emerald waters of the Gulf of Mexico. brbr brbrWe look forward to welcoming you to this stunning coastal escape! brbr brbr3 BR / 2 BA / Sleeps 7 brbr brbrIdeal for families | Long-term renters welcome | Ask about discounted rates for extended stays! brbr brbrSleeping Arrangements brbr brbrBedroom #1 – King bed brbrBedroom #2 – Queen bed brbrBedroom #3 – Two Twin beds brbr brbrAmenities brbr brbr• Smart TV in living room brbr• Washer and dryer in unit brbr• Toaster brbr• Keurig coffee maker brbr• Microwave brbr• Outdoor grill brbr• Dinnerware for 7 brbr• Linens and towels provided brbr• Kitchen fully stocked with cooking essentials brbr• Free Wi-Fi brbr• Two completely updated full bathrooms brbr brbrProperty Highlights brbr brbr• Bayfront location with stunning views brbr• Gated community with secure access brbr• Resort-style pool just steps away brbr• Tennis courts and outdoor gathering areas brbr• Elevator access brbr• Modern, high-end finishes throughout brbr• Spacious, light, and bright corner unit brbr• Multiple outdoor seating areas brbr• Beautifully decorated with luxury coastal décor brbr• Large closets and plenty of storage space brbr brbrSafety Features brbr brbr• Deadbolt lock brbr• Fire extinguisher brbr• Smoke detector brbr• First-aid kit brbr brbrPolicies and Rules brbr brbr• Please note: Reservations made with less than 48 hours’ notice will require photo ID and credit card validation brbr• Non-smoking residence brbr• No events or parties permitted brbr• 7-person occupancy strictly enforced at all times brbr• Must be 25 years or older to reserve the condo brbr• One guest age 25+ must be present during the entire stay brbr• County and state taxes, plus cleaning fee, will be added to each booking brbr• A refundable security deposit or limited damage waiver is required at booking brbr• Please treat the home with care and respect for the neighbors and community

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$291.53

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CLEAN and NEWLY Renovated! Relaxed and Fun Decor. 2B/2B with W/D

Pensacola Beach, Florida, United States

Come see for yourselves how relaxing your beach vacation can be with accommodations that are fun and carefree. Whether you enjoy your 'fun in the sun' on the sugary white beaches or just swimming in the pool, creating fun memories in a relaxing atmosphere is crucial. Everything is included and our condo is centrally located so everything is convenient. brbrWe have recently renovated the entire condo (2021) using the beautiful beachy colors of blues, greens and sand. Our unit has 2 bedrooms with large closets and sleeps 6. The master bedroom has a queen bed. The second bedroom has a queen bed and a set of bunk beds. TV's in both bedrooms. There is a full bath off the Master. Second bath with walk-in shower off the hallway.brbrThe newly renovated kitchen has new kitchen cabinets and silestone counter tops. It is fully equipped including a drip coffee pot, toaster, mixer and blender. Just bring your own snacks, drinks, and groceries and you'll be all set. If you like to cook, it's always fun to grill fish or shrimp on the outdoor electric grill.brbrOur unit is located in the middle of the complex facing the pool. You are just a few steps to the beach and to the lagoon where kids (adults too) enjoy feeding the ducks. Covered parking is available for 1 car. We are allowed 1 extra parking space as well.brbrWe are located 3 miles east of the Boardwalk and Casino Beach area, where there is shopping, nightly activities and several great restaurants. During the summer a trolley is available for your enjoyment and ease of travel. br brOur home away from home offers you that opportunity to relax and really enjoy your vacation. We are geared up for kids with cards, board games, and puzzles. Floats, chairs and a beach umbrella as well. With two TV's and DVD players, everyone can be happy. Wi-Fi is available also.brbrThere is lots to do in Pensacola from shopping to site seeing, to visiting the Old Fort Pickens and the National Seashore and the like. There is Free Stargazing Event some weekends, and at least one concert each week. And of course, a must see is a visit to The Museum of Naval Aviation at the Naval Air Station. Visitors can watch the Blue Angles practice on some Wednesdays. A visitor's center is conveniently located on the beach as well as on the main land just before crossing the 3 Mile bridge to Gulf Breeze. A Publix and Market Walmart groceries are located in Gulf Breeze just before going over the 2nd bridge to the beach.brbrA Washer and Dryer is available in the Unit. brbrbrKeywords: condo, 2 bedroom, sleeps 6, pool, Pensacola Beach, fully furnished, updated kitchen, Blue Angles, Wahoos, washer and dryer

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$768.75

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Condo

Sunset Bay Views! 3 bed, 2 bath End Unit Condo with Pool, Dock and Water Access

Pensacola Beach, Florida, United States

Welcome to your ultimate bay front getaway! This beautiful 3 bedroom, 2 bath vacation rental offers the best of both worlds: steps away from the gulf and views of Little Sabine Bay with easy access to the water for fishing, boating and jet-skiing. Whether you’re here for relaxation or adventure, this is the perfect spot to unwind and create lasting memories. On site pool, tennis/pickle ball courts, just a short walk to the beach. Away from the crowds, but close enough for fun! Beachside trolley stop right out front! Enjoy the breathtaking water views right from your private balcony, or step outside and cast a line from the bank-fishing is just steps away! Bring your boat or jet skis and explore the serene waters of the Gulf Coast. Inside, the spacious layout offers a king primary, queen guest room and double bunks with trundle in the second guest room, easily accommodating up to 10 guests. The two full baths provide plenty of space for everyone to relax after a day of exploring. The fully equipped kitchen makes meal prep easy, and the open-concept living room is perfect for gatherings.brbrBalcony access from every room, where you can savor the ocean breeze or catch a mesmerizing sunset.brbrProperty HighlightsbrbrLarge furnished balcony with amazing Gulf and Bay viewsbrEasy beach accessbrBeach Towels providedbrTennis and pickle ball courtsbrOnsite fitness centerbrOnsite community grills and fire pitbrClose to Trolley stopbrWiFi, internet and 3 smart tv'sbrIsland seating for 4brDining seating for 6brLaundry room on sitebrbrCANCELLATION POLICIESbrbrHoliday reservations are non-refundable, Blue Angels, 4th of July, Christmas, New Years Eve, Thanksgiving and Memorial Day. Bad weather is non-refundable. brHurricane Policy: REFUND GIVEN when a mandatory evacuation order is issued.

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$677.43

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Beautiful, Newly Renovated, Pet Friendly Condo with Stunning Gulf Views!

Pensacola Beach, Florida, United States

Discover the ultimate beach escape in this beautifully renovated, 4-bedroom, 4-bathroom Gulf View condo! Just steps from the sugar white sands and emerald green waters and within easy reach of Pensacola Beach’s vibrant dining, shopping, and entertainment, this townhome offers effortless fun for the whole family. brbrWith brand-new furnishings and a spacious layout, up to 8 guests can settle in comfortably. The master suite and fourth bedroom each feature a King bed, while the second and third bedrooms have cozy Queens. Plus, your four-legged friend is welcome here too (pet fee applies). This condo also offers all Smart TV's so you won't have to miss any of your favorite shows!brbrWith stunning views and a prime spot to watch the Blue Angels soar, this condo makes every moment unforgettable. Located directly above Crib 1, it’s the ideal combination for multiple families looking to stay close together. Enjoy the best of beach life with comfort, convenience, and unbeatable access to all the area has to offer. Discover the ultimate Pensacola Beach escape at the Crib @ La Caribe Condos!brbrCall a Vacation Specialist for more information or book online and secure your next beach getaway today. brbr(2 parking spaces available. Any extra vehicles can park across the street in the main beach parking lot.)brbrComplimentary WiFi, Pet Friendly ($250 pet fee, per pet)brbrBedding:brMaster: 1 KingbrBedroom 2: 1 QueenbrBedroom 3: 1 QueenbrBedroom 4: 1 King

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$784.45

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Private Vacation Home

4 Bedroom, 2 Bath, Large Heated Pool and Pet Friendly!

Pensacola Beach, Florida, United States

Brand new heated pool coming Spring 2026!brbrWelcome to your charming beach retreat on Pensacola Beach! This 4-bedroom, 2-bath home, located just one street back from the Gulf, invites you to experience seaside living at its finest. With a pet-friendly atmosphere and accommodations for up to 8 guests, this beach home offers a perfect blend of comfort and coastal allure. brbrNEW HEATED POOL!! Would you like the pool heated before you arrive Contact a Vacation Specialist to add this to your reservation when booking! Only $75 a day! brbrAs you step into the heart of the home, discover a well-appointed kitchen featuring an island with four barstools, an ideal spot to gather and plan your beach adventures. The high-end gas stove adds a touch of luxury for those who enjoy cooking. Adjacent to the kitchen, a spacious dining area beckons with a large table and six chairs, providing a perfect setting for family meals and game nights.brbrAfter a long day at the beach, unwind in the living room on the large sectional sofa or sink into the comfortable chairs. Enjoy the coastal vibes as you watch your favorite shows on the generous flat-screen TV. Throughout the home, sliding barn doors add a rustic elegance, enhancing the beach cottage charm.brbrWhen it's time to retire for the night, retreat to the bedrooms, each thoughtfully furnished. The master bedroom boasts a King bed with an en suite bathroom and stand-alone shower – a relaxing space after a day in the Florida sun. Two additional bedrooms feature King beds, while the fourth bedroom offers a Twin murphy bed for flexible sleeping arrangements.brbrEmbrace the outdoor living experience beneath the home, where open spaces host a picnic table, hammock, and a convenient gas grill. After playing in the sand all day, enjoy a beach-themed barbecue with family and friends. The large wrap-around deck completes the coastal ambiance, offering ample seating to savor the gentle sea breeze and create lasting memories by the shore.brbrEscape to this tastefully adorned, pet-friendly haven that not only provides comfort but also embraces the spirit of true beach living. brbrComplimentary WiFi, Gas Grill, Outdoor Hammock, and Pet Friendly (w/ pet fee)brbrBedding:br1 Kingbr1 Kingbr1 Kingbr1 Murphy Bed

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$319.99

/ Nightly

Condo

Breathtaking Soundfront Condo|Pool & Beach Access!

Pensacola Beach, Florida, United States

Dune Our Thing — Your Serene Soundfront Sanctuary in Pensacola BeachbrbrUnwind in style at this picturesque 2-bedroom, 2.5-bath soundfront condo — thoughtfully designed to accommodate up to 6 guests for a blissful coastal retreat. Bask in the gentle murmur of Santa Rosa Sound and soak in the laid-back ambiance from your private balcony. brbrWhat Makes It Specialbr• Location, Views & AccessbrEnjoy unbeatable waterside serenity with easy boardwalk access to the beach. The condo also offers private parking, the island’s largest Olympic size pool, tennis courts, and even pier docking (daytime use only) for extra recreational flair. brbr• Comfort & Convenience IndoorsbrThe fully equipped kitchen includes essentials such as a Keurig, blender, crockpot, toaster, and more—perfect for whipping up a casual breakfast or a family feast. There's also a washer/dryer to take care of any sand-filled clothes. brbr• Entertainment for AllbrRelax in the living room with free high speed Wi Fi, a large flat-screen TV, an Xbox with games, board games, and movie access—a perfect spot for entertaining between beach adventures. brbr• Restful RetreatsbrThe King Bedroom offers a tub/shower combo, hairdryer, large closet, and roll away twin bed—ideal for flexible sleeping arrangements. The Queen Bedroom mirrors this comfort with its own tub/shower combo, hairdryer, closet, and roll away twin bed too. Extra pillows and bedding add that thoughtful touch. brbrWe provide a complimentary starter pack to help you settle in comfortably. This includes one roll of toilet paper per bathroom, a roll of paper towels, a sponge, one dishwasher pod, one laundry detergent, and hotel-sized toiletries. These items are meant to get you started, and for longer stays, you may wish to purchase additional supplies as needed.brbrPlease note that this condo is on the 3rd level of the building so there are some flights of stairs as there is no elevator in this building.brbr✅ This property has special local compliance requirements which include a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $45 for stays up to 10 nights, with an additional $2 per day for stays longer than 10 nights. Damage waiver purchases are optional.brbrTo make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots.brbrIf you have any questions, just message us anytime! Happy to help!

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Sleeps

$568.27

/ Nightly

Condo

Luxury 2BR Sky Home at Portofino P2-1709

Pensacola Beach, Florida, United States

Western Views | Tower 2 | 17th Floor | Steps from Lifestyle CenterbrbrWelcome to your elevated coastal escape at Portofino Island Resort. This beautifully updated two-bedroom, 2.5-bath Sky Home is located on the 17th floor of Tower 2, offering sweeping western views and immediate proximity to the resort’s vibrant Lifestyle Center.brbrSpanning 1,333 square feet, including a 170-square-foot private balcony, this spacious Sky Home is nearly twice as wide as a typical beach condo, creating an open, airy feel throughout. Every room features water views, and no Sky Home sits below the fifth floor—ensuring elevated perspectives and abundant natural light.brbrINSIDE THIS SKYHOMEbr• Updated unit with modern coastal décorbr• Primary bedroom: King bed with en-suite bathbr• Guest bedroom: Queen bed with en-suite bathbr• Living area: Sleeper sofa for additional guestsbr• 2.5 bathrooms total (each bedroom has a private full bath + half bath for common areas)br• Fully equipped kitchen with dishwasherbr• Washer & dryer in unitbr• Spacious closets stocked with extra linens and pillowsbrbrRESORT-STYLE AMENIITIESbrGuests enjoy full access to all Portofino amenities, including:br• Five Mediterranean-inspired towers, each with its own outdoor pool and whirlpool spabr• Indoor heated poolbr• State-of-the-art fitness centerbr• Five Hydro Clay tennis courtsbr• Sugar-white sand beaches on the Gulf of Mexico and the Santa Rosa Soundbr• Covered parkingbrbrLIFESTYLE CENTERbrJust steps away, the Lifestyle Center is the heart of the resort and home to:br• Coastal & Al Fresco restaurantsbr• On-site Starbucksbr• Full-service spabr• Market & concierge servicesbrbrWhether you’re sipping coffee at sunrise, enjoying sunset skies from your balcony, or spending the day poolside or beachfront, this Sky Home delivers the perfect blend of comfort, location, and resort luxury.

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$334.6

/ Nightly

Condo

Villas on the Gulf #N1 | | Beachfront Condo Just Steps from the Sand!

Pensacola Beach, Florida, United States

Are you searching for a vacation rental in Pensacola Beach Look no further than the comforts of Villas on the Gulf N1. Gorgeous and gulf front, this Pensacola Beach vacation rental is the perfect place to relax, unwind and get away.brbrReserve Villas on the Gulf N1 and soak in everything this amazing condo has to offer. The open floor plan and a fully equipped kitchen are just two of the many features that will have you ready to make your vacation a little more permanent. Designer touches, gorgeous decor, granite counters, and stainless steel appliances are a few others worth noting.brbrPerhaps the biggest selling point though is the balcony and the incredible view it offers. Spend your evenings watching the sunset over the sparkling emerald green waters of Northwest Florida's most beautiful beaches, and imagine mornings waking up to these stunning sights with a cup of coffee in hand. The even better news is that all of this and more is just a short walk away. Head downstairs and sink your feet into the softest of sands. Splash around the emerald green waters and trot down the coast looking for shells. Beach access is one of the many onsite amenities at your fingertips when you choose Villas on the Gulf as your vacation rental in Pensacola Beach. The free Pensacola Beach Trolley, which runs from Memorial Day Weekend to Labor Day, offers a convenient way to explore the area.brbrTreat yourself to vacation you have always dreamed of. Book Villas on the Gulf N1 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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Sleeps

$352.44

/ Nightly

Condo

Two Bedroom Condo in Pensacola Beach – Beachfront Pool!

Pensacola Beach, Florida, United States

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.brbrThe sun is slowly setting over the Gulf of Mexico, and you are watching the gentle gulf waves cascade on to shore from the private balcony of this Pensacola Beach vacation condo. You have chosen Emerald Isle 806 for your beach destination and could not have made a better choice. Here, enjoy stunning views from almost every room. Your condo features two full bathrooms, an open dining area, and a fully equipped kitchen. Create savory meals with your loved ones while using the stainless-steel appliances and cookware provided for you.brbrYou’ve just spent a long, relaxing day on the beach and are wondering what to do next. Visit one of the restaurants in Pensacola Beach for popular seafood dishes and other tasty treats. The next day, decide to venture out away from the resort. Try your luck fishing in the Gulf of Mexico or fly high over the deep blue waters on a parasailing adventure. When you are at Emerald Isle in Pensacola Beach, take a dip in one of two beachfront pools. These pools are surrounded by a large, furnished sundeck, perfect for hanging out with friends and family. Release some stress while relaxing in the community hot tub or the onsite sauna. Your retreat at Emerald Isle 806 is sure to please everyone in your family. Enjoy a front row seat when the Blue Angels fly from your private balcony.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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$629.69

/ Nightly

Condo

Free Beach Service! 14th floor, 3 bedroom gulf front condo at Emerald Isle

Pensacola Beach, Florida, United States

Free Beach service thoughtfully included by owner - two chairs/umbrella set up available right on the beach in front of Emerald Isle (March 1 - Oct. 31)! This a $300 value for a week-long stay! Take in sweeping views of the Gulf from the living room and balcony in this 14th floor Emerald Isle condo on beautiful Pensacola Beach. Bright and modern, this condo will take your breathe away. brbrThe updated kitchen offers all stainless steel appliances, quartz countertops, beautiful tile backsplash and Keurig coffeemaker. The master bedroom has 1 King bed and a master bathroom with walk-in shower and grab bars. The second bedroom offers 1 Queen bed and the third bedroom has 2 queen beds. The second full bathroom is between the two guest bedrooms. All three bedrooms and the living area have large flat screen tv's for your entertainment and Blu-ray dvd players in the unit. brbrThe Emerald Isle is within walking distance to shopping, entertainment and restaurants and the onsite amenities include two swimming pools, hot tub, sauna and fitness center. brbrDue to hoa regulations, two cars maximum per reservation.brbrComplimentary WiFibrbrBeddingbrMaster: 1 KingbrGuest: 1 QueenbrGuest: 2 Queens

3

Bed

2

Bath

8

Sleeps

$540.96

/ Nightly

Condo

New Listing! 2B Stunning Gulf Front Views P1-1409

Pensacola Beach, Florida, United States

Welcome to Portofino 1-1409! Located in Tower 1, this condo is centrally located to the Beach and the Lifestyle Center. A short stroll to the beach, restaurants, Spa, Fitness Center and Indoor Heated Pool!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 Sofa.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.brbrGuests have full access to the Resort and its amenities. brbrComplimentary 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.

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Sleeps

$551.54

/ Nightly

Condo

P2-1105 2B Gulf Views @ Portofino

Pensacola Beach, Florida, United States

Stunning 2 bedroom skyhome with a direct view of the Gulf of Mexico. This condo features all new slate kitchen appliances, a wine cooler, new tile backsplash, all kinds of under cabinet and accent lighting, all Tv's are smart Tv's, a new master bathroom shower door, new mattresses and updated living room furniture. 2-1105 is ideal for the perfect family vacation!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.

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Sleeps

$607.5

/ Nightly

Private Vacation Home

Beautiful Gulf front townhome at White Sands!

Pensacola Beach, Florida, United States

This is a true beachfront property at White Sands on Pensacola Beach. 469 Fort Pickens Rd is a 4 bedroom, 3.5 bathroom beachfront townhouse featuring updated cabinetry and granite countertops throughout the kitchen and bathrooms. The home includes a large private garage on the first floor and two floors of living space above, totaling approximately 2,300 square feet.brbrOn the second floor, you’ll find one bedroom with an adjoining bathroom, a fully equipped kitchen, a living area with access to a Gulf-front deck, a dining area, and a half bathroom. Just steps from the deck, you can access the world-famous white sand beaches and the Gulf of Mexico. Enjoy morning coffee while watching dolphins, play in the surf and sand, relax at the water’s edge, or grill while watching the sunset.brbrThe third floor includes three bedrooms, including the master bedroom with an en-suite bathroom and private Gulf-front balcony, two additional bedrooms, a hall bathroom, and a washer/dryer laundry area. Each bedroom is equipped with a TV, and the home sleeps up to 14 guests.brbrWe offer a 3 to 4-night minimum stay, except from May 30, 2026 through August 8, 2026, when a 7-night minimum stay is required with Saturday-to-Saturday bookings only.brbrSpecial monthly rates are available from January through March 1.brbrMonthly Cancellation Policy: Bookings canceled at least 120 days prior to arrival will receive a full refund. Cancellations made less than 120 days before arrival will forfeit all payments.brbrSleeping Configuration:brSecond Floor Bedroom 1: 2 QueensbrThird Floor Master Bedroom: 1 KingbrThird Floor Bedroom 2: 2 QueensbrThird Floor Bedroom 3: 1 KingbrLiving Room: Sleeper sofabrbrMinimum rental age is 25. Renter must occupy the property for the full term of the stay. Reservation holder and credit card holder must be the same person. For security purposes, payments cannot be accepted from individuals other than the reservation holder.

4

Bed

3

Bath

14

Sleeps

Vacation Rentals By Owner In Pensacola Beach, FL

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$784.45

$319.99

$568.27

$334.6

$352.44

$629.69

$540.96

$551.54

$607.5

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