Vacation rentals in Gulf Breeze, FL with a pool

Explore 239 vacation rentals, homes, and villas with pools in Gulf Breeze, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $63 per night and homes offering up to 9 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

239 Homes with Pools in Gulf Breeze

The Overlook

Gulf Breeze, FL, US
3 Bedrooms 8 Guests
Sep 21 - 25
$525 night

Welcome to your dream waterfront escape. This newly renovated, custom-built Soundside home offers three bedrooms, three full bathrooms, and two half baths, blending modern luxury with effortless coastal living. Designed for connection, comfort, and unforgettable moments, this private retreat delivers stunning water views, upscale interiors, and resort-style outdoor amenities—all just five minutes from Pensacola Beach. From the moment you arrive, you’ll be welcomed by gleaming marble floors that flow throughout the home, reflecting abundant natural light from expansive windows and doors. Every bedroom and living space opens to a balcony, creating a seamless indoor-outdoor experience and allowing the Soundside breeze to follow you everywhere. First Level The first level features a spacious entry and a beautifully curated sitting area with two oversized sleeper sofas, a sleek electric fireplace, and a dramatic backlit LED feature wall that sets a warm, inviting tone. A wall-mounted flat-screen TV and SONOS Bluetooth speaker make this space ideal for relaxing or gathering with friends and family. Two elegant king bedrooms are located on this level, each with private ensuite bathrooms featuring tiled walk-in showers and their own balcony access. A convenient half bath completes the first floor. Second Level Up a softly illuminated staircase, the second level reveals the heart of the home. The chef-inspired kitchen is striking and sophisticated, showcasing dark custom cabinetry, rich stone countertops, designer hardware, and a large center island with seating for four. Premium appliances, a built-in coffee station, and a stylish bar area make entertaining effortless. Just beyond the kitchen, the upper-level living area offers breathtaking Sound views from a Restoration Hardware sectional and swivel chairs, paired with another electric fireplace, wall-mounted Smart TV, and SONOS speaker system—perfect for cozy evenings or peaceful mornings overlooking the water. Tucked away for privacy, the luxurious primary suite is designed for total relaxation. It features a king bed, walk-in closet, flat-screen Smart TV, private balcony access, and a spa-like marble bathroom with a custom walk-in shower, bidet, separate toilet, and high-end finishes throughout. This level also includes a beautifully styled half bath and a full utility room with washer and dryer. Outdoor Living Step outside to your own private Soundside paradise. A saltwater pool (heated upon request) is surrounded by lush landscaping, multiple lounge areas, and two firepits—one propane and one wood-burning with Adirondack chairs—perfect for evenings under the stars. The expansive wraparound balconies on both levels extend the living space outdoors, while the private deepwater dock invites paddleboarding, kayaking, or simply relaxing by the water. Enjoy outdoor cooking with the Propane Grill and pizza oven, creating unforgettable meals with a waterfront backdrop. Whether you’re here for boating adventures, beach days, or pure relaxation, this home is designed to bring people together—and make you wish you could stay longer. Location Highlights • 0.7 miles to Shoreline Park Boat Launch • 2.6 miles to Pensacola Beach • 6.7 miles to Downtown Pensacola Important Notes • Exterior cameras are located at the front entrance and rear door for security • An outdoor lift runs from the lower level to the first floor; arrangements can be made for guest use *Cost to heat the pool are additional. Cost is $75 per day and must be for the entire length of stay. *Pool Towels are provided.

Dog-Friendly Home with Private Pool & High-Speed WiFi - Near Beach & Boat Launch

Gulf Breeze, FL, US
3 Bedrooms 6 Guests
Aug 24 - 26
$230 night

Gulf Breeze Proper Full of comfortable corners inside and out, this home is ready to welcome groups and families ready to relax! The private pool at this home is perfect for cooling off on a sunny day, and the family dogs can enjoy the outdoor dog run. Enjoy fresh air in the screened-in porch, or enjoy central air conditioning inside the well-furnished living room.The desk workspace (which features a printer!) is perfect for people who need to finish up some remote work or schooling. The spacious kitchen includes full-size appliances, a prep island that doubles as a breakfast bar, and plenty of counter space for working away at your delicious projects. Helpful amenities like a private washer/dryer make this home an ideal family-friendly retreat on your next trip to Gulf Breeze. Things to Know Free high-speed WiFi Full kitchen with a dishwasher All TVs are smart TVs. There is a Firestick; guests must have an Amazon Prime account to stream. One kayak, one beach cruiser, and one road bike are available for guest use Please, no hard toys in the pool (so as to not damage the pool liner) *Guests must stay with a minimum of three nights This is a dog-friendly home, and up to two dogs weighing up to 50 pounds each are welcome. Enjoy the separate dog run area, but please pick up after your dogs. Keep your dogs off the furniture and secure them in a kennel when they are unattended. An extra-large kennel is available for guest use. No aggressive bully breeds (such as pitbulls, Boxers, and Boston Terriers) are permitted Age-appropriate games are available for younger guests *No garage parking is available, but guests can fit a large RV or boat in the driveway Snowbird-friendly November through March Pets are welcome at this property for an additional pet fee of $200 per stay. Please add your pet during the booking process or contact us prior to arrival so the fee can be applied. License number: DWE6701835

Cozy Waterfront Condo with a Shared Pool – Your Perfect Escape Awaits

Pensacola Beach, FL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 2
$115 night

Baywatch A10 Enjoy views of the lake and Little Sabine Bay at this quiet condo. The private balcony patio has room for everyone, plus a ceiling fan so everyone can feel at ease. Enjoy a view of the Gulf of Mexico from the front area! Central air conditioning will ensure that everyone will feel at ease in the family-friendly living room. Bedrooms are curated for comfort and ease after hitting the beach! The private washer/dryer will take care of your towels so you can relax. Cook up something delicious in the full kitchen, equipped with the tools you need to cook up your favorites while on vacation. Guests can enjoy the use of a shared pool during their stay. ***Please Note: Due to damages from a tornado that came through our area, repairs to the outside buildings, carports and stairwells started in August of 2024 and will be on-going through the New Year. The dates and time frames are below but it is all weather permitting. ​- Balcony Rebuild 19-Aug-24 25-Oct-24 ​-Caulk & Paint (Walkways Included) 19-Aug-24 31-Jan-25 ​- Handrails / Architectural Railings 12-Aug-24 23-Dec-24 ​-Metal Fabrication 12-Aug-24* 31-Oct-24 Things to Know Free high-speed WiFi Full kitchen with a dishwasher Renovated as of July 2021 Two assigned parking spaces **Smoking and Cooking on the balcony is NOT permitted *This condo is located on the top of the three story complex. There is no elevator access. All guests must be able to use stairs (three flights) to access the condo Snowbird-friendly License number: CND2705896

Second-story waterfront condo with pool view, W/D, AC - perfect location

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 30 - Sep 1
$123 night

South Harbour 2A Find your way to paradise at this serene second-story condo with a furnished balcony, bay view, on-site pool. This gated property is located in the hub of Pensacola Beach with the Intracoastal to the east, the Gulf of Mexico to the south, and Little Sabine Bay to the west. You’ll find all of Pensacola Beach’s charm within walking distance. Venture out a bit farther to discover several other local attractions including the Pensacola Beach Boardwalk, Saenger Theatre Pensacola, and Goofy Golf of Pensacola, all within 12 miles of your door. This vibrant, single-level retreat features a well-equipped, full kitchen with an array of stainless steel appliances to make meal prep a breeze. Dine together at the adjacent table - perfect for playing some of the provided board games - and then settle into the living area to stream all your favorite channels into the evening using your own accounts. If you’re visiting in July, this property offers a phenomenal vantage point for watching the Blue Angels Air Show! This condo also comes with central air-conditioning and a private washer/dryer to let you pack light for your trip and keep those beach towels and swimsuits bright and clean. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. High chair and Pack-N-Play provided. License number: CND2705896

Incredible waterfront retreat with beach access, pool, dock & amazing Gulf views

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Sep 20 - 22
$154 night

Boardwalk B12 Direct water access and a stunning bay view mean this condo is a fantastic beach retreat! Walk mere steps out to the sugary sand, or kick back on the furnished patio overlooking the waves to take it all in. Public beach access on the Gulf side is just across the street, but that’s just the beginning! The Gulf Islands National Seashore offers sand castle-worthy sand just under six miles away to the northeast. Langdon Beach is just under six miles away to the west, set within the historical Fort Pickens attractions. If you’re looking to get out onto the water, Jolly Sailing and Dolphin Cruise offers tours and cruises just over two miles away. Back home, delight in ample community amenities such as the shared pool where you can take a refreshing dip to cool off or lounge poolside all afternoon with a good book. Enjoy fishing or swimming from the dock or playing a match of beach volleyball with friends! Inside, a private balcony invites you to unwind with a cold beverage and be serenaded by the sound of the Gulf. A bright, open-concept living area features comfy seating, tasteful decor, and the perfect spot to relax and stream all your favorite shows on the large TV or have a board game tournament. A stylish, full kitchen boasts ample island seating, stainless steel appliances, and plenty of counter space for creating effortless snacks or home-cooked meals. Central air conditioning and a private washer/dryer for those extra sandy days round out the list of this home’s stellar perks. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. License number: CND2705896

Sound-Side Condo with Grill, Deck, & W&D and Shared Pool

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$87 night

Boardwalk A20 Discover the essence of coastal living at this charming condo located in the sun-soaked paradise of Pensacola Beach. Perfectly situated just moments away from the glistening shoreline, this retreat offers an ideal blend of comfort, convenience, and beachside serenity. Location is key, and this condo is just a short distance from the stunning beach. Spend your days lounging on the powdery sands, swimming in the azure waters, or simply soaking up the sun’s rays. The proximity to the beach allows you to easily enjoy all the coastal activities and relax in the soothing sea breeze. Indulge in the local delights and explore nearby attractions, charming eateries, and vibrant entertainment options in this bustling beach town. After a day of coastal exploration, unwind on the outdoor patio or balcony, perfect for watching the sunset or enjoying a quiet evening under the stars. Step inside this thoughtfully updated condo, where modern touches meet coastal charm. The tastefully furnished living space welcomes you with cozy furniture, creating an inviting ambiance for relaxation and rejuvenation after a day of seaside adventures. Embrace the joy of cooking in the well-equipped kitchen and ample space for preparing delightful meals. The two bedrooms are beautifully appointed, providing peaceful sanctuaries for a restful night’s sleep, complemented by two bathrooms for added convenience. <b>Things to Know</b> Please Note: There is no elevator at complex. There are 2 flights of stairs to get up to unit along with a flight of stairs inside unit. Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. No smoking is permitted anywhere on the premises. License number: CND2706040

Third-floor, beachfront condo with views, washer&dryer, heated pool

Pensacola Beach, FL, US
2 Bedrooms 5 Guests
Aug 24 - 26
$173 night

Baywatch B8 Take in spectacular, unobstructed views of the Santa Rosa Sound from this beautiful Baywatch condo! Along with the heated, on-site pool, this coastal community also offers two bayside beach areas, a fishing pier, and a grilling area. There’s also a beach gear rental service conveniently located right by the entrance to the complex for renting kayaks and paddleboards. Gulfside beaches are just a short stroll across Fort Pickens Road, and you’ll also be within easy reach of the local trolley servicing the beaches, shops, and restaurants throughout the area during the summer months. The condo is vibrant and very inviting, with updated furnishings and stylish, beach-themed decor setting the scene for laid-back living. A well-equipped, full kitchen is ready for easy home cooking, and a dishwasher is included for quick cleanup. Spend relaxing evenings out on your furnished deck with your favorite cool beverages in-hand. Additional perks include central air-conditioning for your comfort and a private washer/dryer for your convenience. Welcome to Pensacola Beach! ***Please Note: Due to damages from a tornado that came through our area, repairs to the outside buildings, carports and stairwells started in August of 2024 and will be on-going through the New Year. The dates and time frames are below but it is all weather permitting. ​- Balcony Rebuild 19-Aug-24 25-Oct-24 ​-Caulk & Paint (Walkways Included) 19-Aug-24 31-Jan-25 ​- Handrails / Architectural Railings 12-Aug-24 23-Dec-24 ​-Metal Fabrication 12-Aug-24* 31-Oct-24 <b>Things to Know</b> Sleeping arrangements: primary bedroom with a queen bed, guest bedroom with a full bed and a twin trundle. License number: CND2706040

Sunlit & tropical beachfront condo with pool, gym, balcony views

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$179 night

South Harbour 06B Enjoy views of the Gulf and Little Sabine Bay from the private balcony of this sunny South Harbour sixth-floor condo! The perfect choice for a coastal getaway, this oasis boasts an unbeatable location just a short walk from the beach, pier, and boardwalk. It also offers a prime vantage point for watching the annual Blue Angels Air Show in July. You’ll also find Jolly Sailing & Dolphin Cruises under a mile away for sailing excursions on the Gulf and dolphin spotting. Inside the gated property, you’ll be able to indulge in added outdoor leisure with features including a large outdoor pool and a sandy, bay-side beach area. There’s even a fitness area for those looking to sneak in a quick workout! Inviting tropical decor accents the space, setting a relaxing tone for your stay, and the condo comes fully furnished with all the updated comforts of home. Gorgeous counters, cabinets, and stainless steel appliances are sure to inspire homemade creations in the kitchen. Plush armchairs and a sofa are ready to welcome you for casual downtime in the living room, and a smart TV is equipped for home entertainment. The private balcony is the perfect perch for everything from morning coffee to sunset cocktails. Additional perks include central air-conditioning, free WiFi, board games, and a private washer/dryer. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. License number: CND2705896

Condo with partial bay view, onsite fishing dock, beach access, & shared pool

Pensacola Beach, FL, US
2 Bedrooms 4 Guests
Aug 24 - 26
$115 night

Baywatch F4 Tucked away in between our emerald Gulf of Mexico and the sound, walk up the short flight of stairs and enter this condominium providing guests with the best of both worlds. Located directly across a two-lane beach road, this is the perfect family retreat that will make everyone in the family happy. Enjoy the lush landscaping that leads you to the sound which provides a spectacular view of its own either from the well-landscaped lawn or from your balcony view. This charming, fully furnished unit, which features a brand new air conditioner, provides you with the comfort of home while at the beach. Enjoy your coffee in the morning while watching spectacular sunrises and sunsets, sit on the balcony, and enjoy the gentle breeze that reminds you of what island life is all about. If you want to try your hand at fishing, walk out on the private pier, or try our pond then enjoy our pool as you unwind from a day of activities. If you want to experience island life, walk along well-maintained sidewalks that take you from Fort Pickens to the Boardwalk or Casino Beach for nightlife. Sitting on the west end of Pensacola Beach, there will be no delay watching the waves crash on the sand mere steps away. If you want to venture out a bit, the beauty of Park West is a half-mile walk away. For a fun day trip of sightseeing and historic landmarks, don’t hesitate to check out Fort Pickens sitting just eight miles west. Not to mention, downtown Pensacola Beach is a great place to grab a bite to eat, fish off the pier, or grab a souvenir from one of the local shops! ***Please Note: Due to damages from a tornado that came through our area, repairs to the outside buildings, carports and stairwells started in August of 2024 and will be on-going through the New Year. The dates and time frames are below but it is all weather permitting. ​- Balcony Rebuild 19-Aug-24 25-Oct-24 ​-Caulk & Paint (Walkways Included) 19-Aug-24 31-Jan-25 ​- Handrails / Architectural Railings 12-Aug-24 23-Dec-24 ​-Metal Fabrication 12-Aug-24* 31-Oct-24 Things to know: NO elevator Free WiFi Full kitchen Snowbird-friendly Shared pool Parking available under carport License number: CND2705896

Tequila Sunrise

Pensacola Beach, FL, US
4 Bedrooms 14 Guests
Sep 27 - 30
$516 night

Top Reasons to Book Tequila Sunrise: * Luxury Gulf and Sound Front Views * Enjoy your Beautiful Views from Multiple Balconies * Private backyard w/ Stunning Patio * Private Pool (Heating Optional, $50/night) Heating will only get to up to 20 degrees warmer than outside temperature. * Residential Elevator * Boat Lift Available For Guests * Large Kitchen * Professionally Managed; 24/7 Tequila Sunrise is one of the most beautiful properties on Pensacola Beach. From the Gulf and Sound views, easy access to the beach, boat lift, and gorgeous home, this property has a dream vacation experience waiting for the whole family. The first floor is home to a garage lounging area with one garage parking space and two driveway parking spaces, a beautiful backyard with a private pool, a grill, multiple sitting areas, and access to the boat lift. The second floor offers a large living room with breathtaking Gulf views, a stunning dining area, and a large kitchen with everything you will need to make meals for the whole crew. The third floor provides a wet bar, two guest bedrooms with king-size beds and TVs with streaming capability, and a guest bedroom with a full-over-full bunk bed, a queen trundle, and a queen murphy bed. Finally, the fourth floor is fully dedicated to the master bedroom. The master bedroom has a king-size bed, an attached bathroom with a jacuzzi tub, a personal items safe with code access in the closet, and amazing gulf and sound views. This home also has incredibly easy access to the white sands of Pensacola Beach directly across the street. Book your luxurious vacation now at Tequila Sunrise! * Boat Trailers must be stored in garage 6’8" high x 8’11" wide x 21’ deep. If the Trailer cannot fit in garage it must be stored off property.* *NO STREET PARKING ALLOWED* *This property is NOT AVAILABLE for rent to those under the age of 28. No Exceptions.* Bed Setup: Master Suite: King Bed Guest Suite: King Bed Guest Suite: King Bed Guest Room: Full-Over-Full Bunk Bed, Queen Trundle, and Queen Murphy Bed Area Attractions: Visit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters. Take a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. Downtown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. Pensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

4th Floor Condo, On-Site Pool, Amazing View, Beach-Front

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$115 night

South Harbour 04F South Harbour 4F is the epitome of elegance and comfort. This gorgeously-decorated two-bedroom, two-bath condo offers incredible views of the Bay. With a king-size bed in the master bedroom, a queen-size bed in the guest bedroom, as well as a queen-size sleeper sofa in the living room, South Harbour 4F accommodates up to six guests comfortably. This lovely condo is adorned with elegant, beachy décor, comfortable furnishings and all amenities needed for that picture-perfect vacation you have been yearning for. Step into the inviting living room, boasting unique furnishings and décor, as well as a huge, mounted flat-screen television and DVD player combination. Cozy up with your loved ones for a movie night after a long day of soaking up the sun on the beach or exploring all that Pensacola Beach has to offer. Adjacent to the living room is the spacious master suite, boasting different shades of blue to complement the beachy décor. The large, mounted flat-screen television provides added entertainment during your stay. The master bedroom features an ensuite master bathroom, allowing you to relax in your own private oasis after a long day. The single vanity is surrounded by gorgeous granite countertops, and there is also a tub/shower combination. You will find the guest bedroom near the entrance, also boasting a large flat-screen television. The guest bathroom is adjacent to the guest bedroom and boasts a single vanity surrounded by a beautiful granite countertop, along with a capacious walk-in shower, for added comfort. Things to know License number: CND2706037

Inviting condo with bay & ocean views, & pool - steps to the beach

Pensacola Beach, FL, US
3 Bedrooms 8 Guests
Aug 29 - 31
$163 night

Palm Beach Club 2-225 Palm Beach Club 225 is a gorgeously decorated, lofted condo located across the street from the beach and gazebos, providing stunning views of the Gulf of Mexico. Also, right next door is a kid-friendly beach on the sound with no waves and shallow waters, perfect for little kids to paddleboard, swim, and explore. They’ll even have a pirate ship playground to enjoy while you relax under a gazebo. This beautiful retreat is the perfect accommodation for any occasion, providing plenty of room for you and your loved ones to spread out. With elegant and fresh décor and furnishings, pops of color, and a welcoming ambiance throughout, you will fall in love with Palm Beach Club 225. When days heat up, the shared pool will be just the place to soak up the sunshine and crack open a new novel. When days come to a close, watch the sky change colors from the balcony and whip up a favorite recipe in the well-equipped kitchen. Sitting on the main drag of Pensacola Beach, you will be in the heart of all the action here. When you want to venture out, head over to Park West and watch the waves crash on the shore. When everyone has had their fill of beach time, make the quick three-mile drive to Pensacola Beach Gulf Pier and try and catch a big one with the locals. While in the area, you will also have plentiful dining and shopping options! <b>THINGS TO KNOW</b> License number: CND2705896

Bayfront penthouse with huge balcony, stunning beach/harbor views & pool

Pensacola Beach, FL, US
4 Bedrooms 10 Guests
Aug 24 - 26
$138 night

South Harbour Penthouse 2 Make a break for the coast at this eighth-floor penthouse in beautiful Pensacola Beach! This is a setting you’ll remember for years to come, with an incredible balcony spanning the length of the condo and jaw-dropping views of Little Sabine Bay, English Navy Cove, and the Gulf of Mexico. There’s no better location than this - you’ll be a short stroll from the soft sands of Pensacola Beach and the Pensacola Beach Gulf Pier. The community’s bayfront grounds, which are surrounded by a variety of dining and shopping options, include an outdoor swimming pool and a sundeck as well. Wake up to a gorgeous scene of the bay, its harbor, and the Gulf from the expansive balcony, easily accessible from the living area and two of the bedrooms. The balcony features two inviting seating areas and a dining table for alfresco breakfasts, lunches, and dinners with a spectacular backdrop. Inside, this air-conditioned penthouse offers an open floor plan that seamlessly combines all living spaces into one. Surprise your family and friends with delicious homemade treats prepared in the kitchen, well-equipped with stainless steel appliances and a Keurig. Once mealtime is over, gather in the welcoming living area to watch a favorite series on the smart TV (please note there is no cable). This condo also features a designated laundry room with a washer/dryer. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. There is no cable. Streaming services are available using your own accounts. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. License number: CND2705896

No Bad Days

Pensacola Beach, FL, US
6 Bedrooms 23 Guests
Aug 24 - 26
$512 night

Signature Amenities of No Bad Days: * Private Pool with Canal Views * Newly Renovated * Beach Bundle: Golf Cart, Bikes, Beach Goodies (See Below for details) * Game Room with Pool Table, Foosball, Darts + Lounge Area * Canal-Front Backyard with Fishing Access * Steps from Peg Leg Pete’s + Short Walk to the Beach * Two Balconies with Sound and Pool Views * Professionally Managed * This property is not available to adults under the age of 25. * * No Events or Parties Permitted - See Below For Details Welcome to No Bad Days - a spacious getaway designed for large groups. Set on the canal just a short stroll from the Gulf, this three-level home has something for everyone: a private pool, full game room with foosball, darts, and billiards, and an amazing backyard made for downtime where you can cast a line from the dock, soak up the sun, or enjoy the sounds of live music drifting across the water from Peg Leg Pete’s. With accommodations for up to 20 guests and generous gathering spaces both indoors and out, No Bad Days is ideal for multi-generational families or groups of friends looking to celebrate life at the beach. Inside, the main level features a bright great room with soaring ceilings, a chef-inspired kitchen, and chic coastal décor. There is one bedroom on the ground floor with a king bed. Bedrooms on the 2nd floor includes one with a queen bed and another with a queen plus a twin. Upstairs, you’ll find the primary suite with a king bed and private balcony, along with another bedroom offering two queen beds. The upstairs landing also includes a twin sleeper and additional seating with balcony access. Multiple balconies throughout the home provide water views and fresh coastal breezes. * $150/Day Beach Bundle Includes (Call for access) - 6 Seater Electric Golf Cart - 4 Bikes - Beach Goodies — Chairs, umbrellas, and more! * This home has multiple unmonitored outdoor security cameras for insurance purposes * Access to the boat and boat lift are strictly prohibited. Ground Level: Bunk Room: Two Queen-over-Queen Bunk Beds Bedroom 1: King Bed Second Floor (Main Living Area): Bedroom 2: Queen Bed Bedroom 3: Queen Bed + Twin Bed Third Floor (Top Level): Primary Bedroom: King Bed Bedroom 5: Two Queen Beds Upstairs Landing: Twin Ottoman Sleeper * No events or parties allowed. Violations will result in fines and possible cancellation. Area Attractions: Visit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters. Take a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. Downtown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. Pensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

Oceanfront Condo with Free WiFi, Central AC, W&D, Shared Hot Tub, Outdoor Pool, Gym

Pensacola Beach, FL, US
2 Bedrooms 4 Guests
Aug 26 - 28
$142 night

Emerald Isle 1004 Leave all of your worries at the door and let this oceanfront condo help you create everlasting memories of your trip to Pensacola Beach! This family-friendly coastal condo offers guests the main bedroom, a guest bedroom, and an air mattress that’s better than any mattress you’ve ever slept on should you need extra sleeping arrangements. The kitchen is fully equipped with all the utensils and appliances you’ll need to create a wonderful meal. You’ll also find Corian countertops and a convenient blender to prepare the most refreshing and delicious cocktails. There is plenty of seating at the dining table to grab a sandwich or a seafood meal you’ve created–this table can seat up to six people and the breakfast bar adds three more stools for extra dining space. However, this beachfront condo also offers guests the convenience of dining al fresco with an outdoor dining area for four people on the balcony. With a whirlpool tub in the main bathroom, you can relax after a long day at the beach. Guests who decide to book this charming coastal abode will be granted access to a series of shared amenities that include a sparkling outdoor pool, a fitness center, and a hot tub. Emerald Isle is the place to be on Pensacola Beach with two beachfront pools and an easy walk to the powder sand of the Gulf of Mexico. With wonderful area shopping and the best restaurants around you are centrally located to everything Pensacola Beach has to offer. Things to know: Snowbird-friendly! **PLEASE NOTE** ​Emerald Isle will soon begin a comprehensive elevator modernization project to improve the safety and reliability of our building’s vertical transportation system. The project is scheduled to commence on Monday, August 11, 2025, and will temporarily reduce elevator service to one operational elevator for the duration of the work. The project is anticipated to last approximately 28 weeks. Work Schedule and Site Activity • Contractors will be onsite Monday through Thursday, working 10-hour​ shifts from 6:30 a.m. to 7:00 p.m. • In consideration of residents, noise will be minimized prior to 8:00 a.m. • Two cranes will be used during portions of the project. Please exercise caution in and around the parking areas when equipment is in operation. Access and Wait Times During the modernization, only one elevator will be available for residents and guests. As a result, longer wait times should be expected. We encourage the use of stairwells whenever possible and appreciate your cooperation in helping to reduce congestion. We understand this project may cause temporary inconvenience, but it is a critical investment in our building’s infrastructure. Your patience and understanding are greatly appreciated. License number: CND2706040

Partial Gulf View, Community Pools, Onsite Fitness Center, Free WiFi

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 25 - 27
$110 night

Emerald Isle 0107 Don’t want to be too high…unit 107 is perfect. Unit overlooks the pool and with a direct eye-level view of the Gulf of Mexico, what else could you ask for. Sit out on the large balcony and be close enough to keep an eye on your family at the pool while feeling the ocean breeze. Emerald Isle is in a great location on Pensacola Beach. You can walk to shops and restaurants yet you tucked away from the main road so you can have your privacy too. This beautiful 2 bedroom, 2 bathroom home offers a king in the master and two twins in the extra bedroom. If you need extra sleeping, there is a queen sleeper sofa in the den. You’ll find three TV’s and three DVD players for extra enjoyment when the lights go down. With two pools, on-site fitness facility and sauna along with a community hot tub. You’ll have everything you need here so go ahead and make plans to come back again and again. Things to know **PLEASE NOTE** ​Emerald Isle will soon begin a comprehensive elevator modernization project to improve the safety and reliability of our building’s vertical transportation system. The project is scheduled to commence on Monday, August 11, 2025, and will temporarily reduce elevator service to one operational elevator for the duration of the work. The project is anticipated to last approximately 28 weeks. Work Schedule and Site Activity • Contractors will be onsite Monday through Thursday, working 10-hour​ shifts from 6:30 a.m. to 7:00 p.m. • In consideration of residents, noise will be minimized prior to 8:00 a.m. • Two cranes will be used during portions of the project. Please exercise caution in and around the parking areas when equipment is in operation. Access and Wait Times During the modernization, only one elevator will be available for residents and guests. As a result, longer wait times should be expected. We encourage the use of stairwells whenever possible and appreciate your cooperation in helping to reduce congestion. We understand this project may cause temporary inconvenience, but it is a critical investment in our building’s infrastructure. Your patience and understanding are greatly appreciated. License number: CND2706040

Condo with Partial Gulf View Onsite Pools, Fitness Center, Dry Sauna

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$111 night

Emerald Isle 0204 Come enjoy Pensacola Beach in the perfect location! This 2 bedroom, 2 bath condo is bright, cheery and beautifully decorated. You are so close to the beach that you can even watch the kids from the balcony while they play in the pool or in the sand. This unit has flat screen TVs, WiFi internet access and so much more. Emerald Isle condos are within walking distance to all the best shops, restaurants and attractions on the beach. Things to know **PLEASE NOTE** ​Emerald Isle will soon begin a comprehensive elevator modernization project to improve the safety and reliability of our building’s vertical transportation system. The project is scheduled to commence on Monday, August 11, 2025, and will temporarily reduce elevator service to one operational elevator for the duration of the work. The project is anticipated to last approximately 28 weeks. Work Schedule and Site Activity • Contractors will be onsite Monday through Thursday, working 10-hour​ shifts from 6:30 a.m. to 7:00 p.m. • In consideration of residents, noise will be minimized prior to 8:00 a.m. • Two cranes will be used during portions of the project. Please exercise caution in and around the parking areas when equipment is in operation. Access and Wait Times During the modernization, only one elevator will be available for residents and guests. As a result, longer wait times should be expected. We encourage the use of stairwells whenever possible and appreciate your cooperation in helping to reduce congestion. We understand this project may cause temporary inconvenience, but it is a critical investment in our building’s infrastructure. Your patience and understanding are greatly appreciated. License number: CND2705896

Incredible Gulf Front Condo Onsite Pools, Fitness Center, Dry Sauna

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Sep 16 - 18
$177 night

Emerald Isle 1002 Look no further than this two bedroom, two bath vacation rental. This Gulf Front condo serves up unbeatable views of the Gulf of Mexico and its stunning white shoreline. Relax on your private spacious balcony and let all your worries drift away. you’ll find spacious accommodations for up to six people, a washer/dryer, full kitchen with everything needed to create and enjoy a savory meal. The master bedroom has stunning gulf views as well and a beautiful King bed to relax in. The second bedroom has a queen size bed and if you need extra space, you’ll find a queen sleeper sofa in the main living space. Things to know **PLEASE NOTE** ​Emerald Isle will soon begin a comprehensive elevator modernization project to improve the safety and reliability of our building’s vertical transportation system. The project is scheduled to commence on Monday, August 11, 2025, and will temporarily reduce elevator service to one operational elevator for the duration of the work. The project is anticipated to last approximately 28 weeks. Work Schedule and Site Activity • Contractors will be onsite Monday through Thursday, working 10-hour​ shifts from 6:30 a.m. to 7:00 p.m. • In consideration of residents, noise will be minimized prior to 8:00 a.m. • Two cranes will be used during portions of the project. Please exercise caution in and around the parking areas when equipment is in operation. Access and Wait Times During the modernization, only one elevator will be available for residents and guests. As a result, longer wait times should be expected. We encourage the use of stairwells whenever possible and appreciate your cooperation in helping to reduce congestion. We understand this project may cause temporary inconvenience, but it is a critical investment in our building’s infrastructure. Your patience and understanding are greatly appreciated. License number: CND2705896

Bright, Cheerful Condo with Water Views

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$144 night

Baywatch F2 Baywatch F2 is a gorgeously decorated condo offering lovely views of the property’s lake and boardwalk and peeks of the Pensacola Sound! Sitting on the west end of Pensacola Beach, there will be no delay watching the waves crash on the sand mere steps away. If you want to venture out a bit, the beauty of Park West is a half-mile walk away. For a fun day trip of sightseeing and historic landmarks, don’t hesitate to check out Fort Pickens, sitting just eight miles west. Not to mention, downtown Pensacola Beach is a great place to grab a bite to eat, fish off the pier, or grab a souvenir from one of the local shops! No matter the occasion for your travels to Pensacola Beach, Baywatch F2 is a vacationer’s dream, offering a picturesque atmosphere throughout. Upon entering this first-floor condo, walk up the stairs, and you will be adorned with welcoming beachy décor, comfortable furnishings, and a genuinely at-home ambience. Enjoy a full-size washer/dryer, allowing you and your guests to pack lightly to leave plenty of space for souvenirs. The well-equipped kitchen offers plenty of storage space, full-size appliances, and all utensils and cookware needed to create your favorite chef-inspired meals while on vacation. The spacious kitchen island serves as a dining table. Step into the inviting living area, offering a large TV and DVD player. Unwind in the evenings with a family movie night with DVD rentals after a long day of soaking up the sun on the beach or exploring all Pensacola Beach has to offer. <b>THINGS TO KNOW</b> ***Please Note: Due to damages from a tornado that came through our area, repairs to the outside buildings, carports and stairwells started in August of 2024 and will be on-going through the New Year. The dates and time frames are below but it is all weather permitting. ​- Balcony Rebuild 19-Aug-24 25-Oct-24 ​-Caulk & Paint (Walkways Included) 19-Aug-24 31-Jan-25 ​- Handrails / Architectural Railings 12-Aug-24 23-Dec-24 ​-Metal Fabrication 12-Aug-24* 31-Oct-24 License number: CND2705896

Elegant Condo with Gulf Views

Pensacola Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$135 night

Emerald Isle 0603 Amazing sixth-floor condo with two bedrooms and two full bathrooms right in the heart of all the action on Pensacola Beach at Emerald Isle Condominiums. This rentals features a balcony off the main bedroom and living room directly overlooking the beautiful Gulf of Mexico! There is also a private washer/dryer, central AC, and free WiFi. Every room in this condo has a TV. There is a 42’ Plasma TV in the living room with a VCR/DVD, and TVs in the main bedroom and guest bedroom. Beautifully decorated with tropical beach décor, this condo is equipped with a king in the main bedroom and a queen in the second bedroom. The main has its own private bathroom and the other bathroom is conveniently located near the second bedroom and living room. Things to Know **PLEASE NOTE** ​Emerald Isle will soon begin a comprehensive elevator modernization project to improve the safety and reliability of our building’s vertical transportation system. The project is scheduled to commence on Monday, August 11, 2025, and will temporarily reduce elevator service to one operational elevator for the duration of the work. The project is anticipated to last approximately 28 weeks. Work Schedule and Site Activity • Contractors will be onsite Monday through Thursday, working 10-hour​ shifts from 6:30 a.m. to 7:00 p.m. • In consideration of residents, noise will be minimized prior to 8:00 a.m. • Two cranes will be used during portions of the project. Please exercise caution in and around the parking areas when equipment is in operation. Access and Wait Times During the modernization, only one elevator will be available for residents and guests. As a result, longer wait times should be expected. We encourage the use of stairwells whenever possible and appreciate your cooperation in helping to reduce congestion. We understand this project may cause temporary inconvenience, but it is a critical investment in our building’s infrastructure. Your patience and understanding are greatly appreciated. License number: CND2705896

Vacation Rentals in Gulf Breeze by Amenities & Features

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Vacation Rentals Near Gulf Breeze

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