Vacation Rentals By Owner In Pensacola Beach, FL

Each two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrThis unit features King, Queen and Sleeper Sofa brGrill on the Balconybrbr60 inch wall mounted tv in the living roombr50 inch wall mounted tv in the masterbr32 inch tv in the guest roombrbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.brbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.

Heated Pools at Portofino 3-0806

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$495.75

Sit back, and enjoy the view Tower 3-708 at Portofino Island Resort on Pensacola Beach! This updated condo is on the 7th floor and has amazing views of the Gulf of Mexico and Gulf Islands National Seashore.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, Full and Sleeper SofabrBalcony does have a grillbrbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.

Gorgeous Gulf Front Views & Heated Pools!

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$670.23

Enjoy the stunning views of the Santa Rosa Sound and Gulf Islands National Seashore from your private balcony! Located in Tower 2, you are adjacent to the Lifestyle Center and short stroll to the Beach!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. brEvery 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.

New Listing! Coastline Views P2-1603

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$363.41

The views from this Gulf front 4th floor Condo at Gulf Winds 404 are truly amazing. brbrThe main level includes the living room, dining area, kitchen, bedroom with king bed and bathroom. The spacious loft-style master bedroom offers a king bed and private bath. The staircase to the master loft is a tight spiral staircase. Enjoy the amazing Gulf views from the private balcony. Washer and dryer is located off of the living area for guest convenience. Fully-equipped kitchen offers both a Keurig and a Mr. Coffee coffemaker.brbrThere is assigned garage parking under the building for one vehicle and lot parking for an additional vehicle. Gulf Winds offers a community swimming pool for guest enjoyment.brbrComplimentary WiFibrbrBedding:brBedroom 1: KingbrBedroom 2/Master Loft: kingbrLiving area: sleeper sofa

Outstanding Gulf Front Condo with Amazing and Relaxing Gulf Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$305.63

Waterfront Pensacola Beach, FL Condo available March 22nd through March 29th. brbr2 Bedroom 2 Bath condo on Pensacola Beach overlooking Pensacola Bay and across the street from the Gulf of Mexico.brbrThe master bedroom has a king size bed, master bathroom with oversized walk in shower, and a sliding glass door leading to the screened in patio overlooking Pensacola Bay.brbrThe second bedroom has two twin size beds and a large window. Across the hall is the second full size bathroom. brbrThe kitchen is fully equipped with dishwasher, oven, microwave, refrigerator, dishes, and utensils. There is a small kitchen table and a full size dining room table. There is even an in unit washer and dryer.brbrThe living room has a new pull out sofa, allowing the unit to sleep six people comfortably. In addition to the sofa, there are two chairs facing the large HD TV. Just off the living room is a large sliding glass door leading out to the screened in porch overlooking Pensacola Bay. This particular unit has the best views of any unit at the resort!brbrThis unit also has a small storage unit below for storing your beach gear. brbrMy family has vacationed here for 15 + years and absolutely love the small well kept complex, waterfront views, and short walk to the Gulf! There are many great waterfront restaurants within walking distance, and the iconic Gulf front Pensacola Beach pavilion with live music and entertainment.brbrMake this week your family's beach vacation!

Pensacola Beach Waterfront Condo Sleeps 6

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$250.57

****NEW LISTING****brYour next vacation awaits at Boardwalk A22! Such a lovely two bedroom, two and a half bath townhome style condo, just waiting for your family to enjoy! Outside you will notice the covered parking area, outdoor seating area, and an outdoor shower for rinsing the kids off before you head in from a day on the beach. Inside the entryway you will notice the perfect space to stash some of your beach items from the day before heading up to the main level. The second level includes a comfy living room, eat in kitchen, a half bath and a laundry closet, all in a roomy, open space. You will enjoy that the balcony is accessible from both the kitchen and the living room. Up on the third level are two bedrooms, each with its own private bath. The master bedroom has a king size bed and ensuite bathroom. The kids will love the twin bunk beds in the second bedroom, also has queen bed in this room for 2 more guests. You can enjoy the on-site pool just on the other side of the building, and bay access just beyond that, perfect for the little ones. Just a short walk across the street takes you to the powdery white sands and beautiful emerald waters of our famous beach. Fort Pickens National Park is just a short drive away for a day of historical exploration. Or, if you prefer, a short drive in the opposite direction will take you to the main hub of Pensacola Beach where you will find plenty of shopping, dining and activity options. During the spring and summer, hop on the free Pensacola Beach Trolley to go explore all of the options! Historical downtown Pensacola is about a fifteen minute drive away and offers even more dining, shopping, and historical options.brbrbrAmenities of this property include:br~Recently remodeled and updated.br~Central air conditioningbr~Large flat panel smart television in the living roombr~Smart TV in living roombr~Dining room table that will seat 5br~free WIFI access (password protected)br~large, covered patio with outdoor sitting areabr~Balconies on each floor br~Quality linens and towelsbr~Washer and dryerbr~Covered parking for one vehiclebrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dish washer packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrThe Boardwalk community is located at 1100 Fort Pickens Road on Pensacola Beach.brBoardwalk amenities include:br~Swimming poolbr~Direct access to Pensacola Beachbr~Steps from the beaches br~Walking distance to Peg Leg Pete's restaurant and Tom Thumb convenience storebrbrADDITIONAL 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.

Coastal Townhouse - Steps to the Gulf and Bay, Large Sand Bay Beach - BDWKA22

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$1013.63

This is the house your group will be talking about for years.brbrSunpop Beach House sits four houses from the Gulf — a 90-second walk to one of the most private stretches of Pensacola Beach. While other houses make you choose between space and fun, Sunpop gives you both: 5 bedrooms, 4 bathrooms, and enough entertainment inside and out to fill a week without ever getting bored.brbrTwo full game rooms, private pool, pickleball, mini-putt, and more. All wrapped in a fully renovated, designer interior.brbrThe spacebrUpdated Photos coming at the End of May!brbrTHE SPACEbrThe HousebrSunpop has been completely renovated from the inside out — new designer wallpaper throughout, custom neon lighting, freshly painted exterior, and a converted garage that's now one of the most epic game rooms on the island. This isn't a rental that sleeps 18. It's a house built for 18, where nobody is sleeping in a closet and nobody is fighting over the bathroom.br5 bedrooms | 4 bathrooms | Sleeps 18brbrEvery bedroom is outfitted with luxury linens. The bathrooms are clean, updated, and actually equipped for a large group. Parking for multiple vehicles directly on the property means no circling the block after a long day at the beach.brbrGame Room #1 — The ArcadebrThis full game room houses 3 arcade consoles, a poker table, and a shuffleboard table. Grab a spot on one of the bean bags and watch a movie on the 60 Smart TV. Whether your group is doing tournament nights or just killing time between beach sessions, this room earns its keep every single day of your stay. Expect arguments over who's up next.brbrGame Room #2 — The Rec RoombrThe second rec room means nobody has to wait.brPool table. Foosball. Air hockey. Three games, zero downtime. This room runs constantly — morning, afternoon, and long after the kids are supposed to be asleep. If you've ever rented a house where one ping pong table had to serve 18 people, you'll understand immediately why having a second dedicated rec space changes everything.brbrThe Backyard — Resort Mode, Private SettingbrbrPoolbrA full-size private pool, ready for laps, lounging, and chaos. A volleyball net strung across the pool turns any afternoon into a full-on family tournament. There's even a basketball hoop poolside for the ones who can't leave their game at the court.brbrOutdoor Loungers + UmbrellasbrProper loungers with umbrellas — not plastic lawn chairs. Set up around the pool so your crew can rotate between water and shade all day.brbrDetached Hot TubbrSeparate from the pool, private, and perfect for after-beach decompression or late-night unwinding under the stars. The detached setup means the hot tub crowd and the pool crowd can coexist peacefully.brbrFire PitbrAs the sun goes down, the fire pit takes over. Ringed seating, open sky, the sound of the Gulf nearby. This is where the long conversations happen.brbrOutdoor Dining + Gas GrillbrA full outdoor dining setup for the whole group. The grill is ready to go — bring your steaks, your shrimp, your family recipes. Pensacola Beach seafood hits different when you cook it yourself.brbrHammockbrOne hammock. Many arguments about who gets it. No apologies.brbrTurf Putting GreenbrA real turf putting green — not a novelty, not an afterthought. Perfect for friendly competition, pre-round warm-ups, or just something to do while the grill heats up.brbrSports Court — Pickleball + BasketballbrA full sports court with dual purpose: pickleball and basketball. Bring your rackets or borrow from the property. Pickleball is the fastest-growing sport in America for a reason — and once your group tries it, it'll be on the schedule every morning.brbrYard GamesbrThe backyard doesn't quit. Beyond the court and the pool, you've got:brbrLife-size Connect 4 — the crowd-pleaser every timebrKids' axe throwing game — surprisingly addictive for adults toobrGiant Jenga — stack it until it fallsbrVolleyball net in the pool — because why notbrbrEnough games that your group can split into four separate competitions simultaneously. Enough fun that you'll forget to check your phone.brbrPlay SetbrA dedicated play set for the little ones — so the kids have their own zone while the adults reclaim the pool. Parents, you're welcome.brbrThe KitchenbrFully stocked and ready for a group your size. Cookware, utensils, dishes, glasses — everything you need to cook real meals without a trip to Target on day one. The kitchen is large enough to have multiple cooks running at once, because with 18 people, someone always wants to help.brbrBedrooms + LinensbrFive bedrooms, thoughtfully arranged across the home to give different groups their own space. Luxury linens on every bed — the kind that make you linger a little longer in the morning. We've paid attention to this because we've stayed in houses that haven't, and it matters.brbrBEACH ACCESSbrSunpop is four houses from the Gulf — roughly a 90-second walk to the water. The beach access is private, uncrowded, and away from the main tourist drag. You're not navigating a parking lot to get to the sand. You walk out the door, take a few turns, and you're there.brPensacola Beach is consistently rated among the whitest-sand, clearest-water beaches in the country. The Gulf is calm enough for kids. The sunsets are unreasonable.brbrWHY SUNPOPbrThere are a lot of houses in Pensacola Beach. Most of them are fine. A few of them are good.brSunpop is the one people come back to.brIt's not just about the amenities — though the two game rooms, the pool, the hot tub, the sports court, and the putting green cover that. It's about what happens when you put a large group of people in a space that was actually designed for them. The conversations get longer. The competitions get louder. The kids disappear into their own world. The adults remember what it's like to just be somewhere together.brYou're already planning the trip. Book the house that delivers.brSunpop Beach House. Four houses from the Gulf. Built for your best trip yet.brbrGuest accessbrYou'll have the entire property — all 5 bedrooms, both game rooms, full kitchen, pool, hot tub, sports court, and all outdoor spaces. Every amenity listed is available for your exclusive use for the duration of your stay.brbrMultiple vehicles can park directly on the property. No permits, no off-site lots, no hauling gear from a block away.brbrOther things to notebrSunpop has been completely renovated — designer wallpaper, neon lighting, repainted exterior, converted garage.brbrThe hot tub is detached from the pool and can be enjoyed simultaneously by separate groups.brbrThe kitchen is fully stocked — no need to track down cookware or specialty items on arrival.brbrThe sports court is set up for both pickleball and basketball. Let us know if you need anything clarified about equipment.brbrWe ask that guests treat the space with care. This house was built for memorable experiences — help us keep it that way for the groups that come after you.brbrParking for multiple vehicles directly on-property.brPlease review house rules carefully. We want your stay to go smoothly from check-in to check-out. There is a security deposit of $750 per stay. This is for damages to the property and is refunded to you at checkout if no damages are incurred.

New HGTV Design, 2 Game Rooms + Pool, Pickleball

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$215.25

One of the best kept secrets on Pensacola Beach is the Sand Dollar complex. Located directly on Little Sabine Bay and across the street from the Gulf of Mexico, the tranquil setting is the perfect get-way, yet close to everything. This condo has a cool vibe with a focus on comfort and relaxation, a perfect home base for all the fun activities in and around Pensacola Beach.brbrThis cozy, cheerful, and fun beach condo has one bedroom with a king-size bed and en suite bathroom and the living room has a comfortable queen size pull-out bed. The modern kitchen features new appliances and a poured concrete countertop with colorful glass fleck accents. This unit sleeps 4 people.brbrYou’ll love the convenience of the sliding glass door to your own ground-level patio where you can sit and enjoy the beautiful view of the bay. There are no stairs to reach the condo and the beach is a short, easy walk across the road. Keep your car cool in the reserved covered parking space. Additional guest parking is available. brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Bar seating for 2br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Covered parking for one vehiclebr~Walk out to the grassy yardbrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dishwasher packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 336 Ft. Pickens Road, Sand Dollar is a small complex sitting on Little Sabine. The complex is within walking distance of the center of the island where you will find many restaurants, bars, shopping, and family activities. Sand Dollar has easy access to the Gulf of Mexico which is just steps away.brbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

Bright and Fun Beach Themed Condo - On Little Sabine Bay - Sand Dollar W107

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$230.07

If you need a family vacation to the beach, consider Moonlight Beach Villa. With two bedrooms and two and half bathrooms, this Pensacola Beach, FL vacation rental could be the perfect spot to spend quality time with family.brbrNeed larger accommodations Check out Moonlight Beach Villa and Studio. Having the studio rental allows you to bring two more people. The studio also features a kitchenette, additional bathroom, and a unique view of the community.brbrThe first thing you will notice when you arrive is the proximity to the beach. The surf, sand, and sun are only steps away. We are sure you will spend the majority of your time on the beach; however, your vacation rental is also a great spot for relaxation. The kitchen comes fully equipped with everything you may need. All the pots, pans, and utensils necessary for preparing a home-cooked meal or decadent dessert are right at your fingertips. The living room also features enough space for each member of your group to get cozy, but it also includes a Smart TV. This makes it easy for you to stay up to date on your favorite shows and movies. Granite countertops in the kitchen and bathrooms add a luxurious feel to the vacation rental.brbrPensacola Beach, FL is packed full of family-friendly activities and delicious dining. From walking through Historic Pensacola and learning about how the area began to trying every menu item at a seafood restaurant, the options are endless! Walk down Palafox Street and discover why locals and visitors alike love the area. Take a free ride on the Pensacola Beach Trolley from Memorial Day Weekend to Labor Day to help you explore the area further. For more inspiration on how to fill your vacation with fun, visit our Gulf Coast Blog.brbrBook Moonlight Beach Villa today and discover why Pensacola Beach, FL is such a popular destination!brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Moonlight Beach Villa | Easy Access to the Beach!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$304.32

Baywatch E-10 is a two bedroom/two-bathroom 3rd floor walk-up property decorated with upscale beach décor sits on the Pensacola Bay. You will love the calming teal and blue tiles accenting the kitchen with white marble counter tops. Crisp and clean lines abound in this contemporary condo.brbrThe modern design repeats in the bathrooms with tile and marble showers, stainless steel fixtures and water saving toilets. The living room designed around family comfort with multifunction chairs and an overstuffed sofa invites the whole family to sit and relax while taking views of Pensacola Bay.brbrA king-size bed in the master and a full-size bed in the guestroom and a queen sofabed makes this condominium perfect for six people. The most impressive amenity of this property are the incredible views from the top floor. Start your day watching the sailboats traverse Pensacola Bay. Save time in the evening to take in the twinkling lights of Gulf BreezebrbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Bar seating for 4br~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Reserved parking for two vehiclesbr~Condo is on the Pensacola Bay with great water 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 dish washer packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1150 Ft. Pickens Road, the Baywatch community has 87 private condominiums.brBaywatch amenities include:br~Private community beach on the Pensacola Baybr~Swimming poolbr~Fishing pierbr~Community BBQ areabr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of Mexico.brbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

Amazing View from this Contemporary, Upscale Condo, Parking, Pool - Baywatch E10

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$361.68

Keep it simple at this peaceful and centrally-located place. Channelling our inner Jimmy Buffett, we have created our own little get away from the fast pace life we try to escape. Come enjoy; rest and relax!

Cottage

Pissitaway Getaway

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$1994.38

Come stay in this luxury water front home with private (heated) pool (additional fees required to heat pool), swim-up bar and water front views! Sleeps 14 easily with 5 Kings, 2 Twins and 1 Sleeper Sofa. This European styled home has all the bells and whistles! The views from the living room and kitchen are simply amazing with ceiling to floor windows. brbrThe kitchen is a chef's dream! With a Cafe' professional stove and large island there is plenty of room to make everyone's favorite meals. Everything in this home is top of the line and you don't want to miss it. brbrOn the main floor there are two bedrooms with king beds. They share a bathroom that has a stand alone shower. Up the stairs on the next level you'll find a small kitchen area with a refrigerator, sink, coffee maker, microwave and table with 2 chairs. There are three more bedrooms with king beds in each and another bedroom with twins. One of these bedrooms is considered the master with views of gorgeous bay water and large bathroom with tub and stand alone shower. This bedroom also offers balcony access. Each bedroom has flat screen TV's. (The boat slip at the end of the pier is not available for guest use)brbrThis home offers so many amenities! brElevator to any floorbrPrivate (heated) pool with swim-up bar. (Additional fees are required for heating)brHot tub (Additional fees are required for heating)br(Hot tub and pool will be heated separately and cannot both heat at the same time, will be switched when set temperature is reached). brFirepitbrOutdoor Kitchen with Grill, Double Burner, Refrigerator, and Sink with Ice Condiment Binbr325’ long Fishing Pierbr4 - Paddle Boardsbr2 - Kayaksbr4 - Adult Bikesbr5 - Children’s BikesbrbrCall a Vacation Specialist today to book this incredible home. We can't wait for you to experience the best of the best in vacation rentals!br brComplimentary WiFi/ElevatorbrbrBeddingbr5 Kingsbr2 Twinsbr1 Sleeper Sofa

Luxury Water Front Home with a Private (Heated) Pool & Swim-up Bar!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$1267.71

Beach days are calling at this bright coastal retreat, freshly updated and ready for up to twelve guests. And your furry family members are welcome too with a pet fee. brbrBrand new saltwater pool and hot tub ready is ready for 2026 stays! (Heating will be available for an additional charge per day)brbrThe main floor welcomes you with an open kitchen featuring a gas cooktop, a large island that invites everyone to gather, and a full dining table that easily handles big breakfasts or seafood feasts. The adjoining living area keeps family time effortless, while a second spacious living room becomes the perfect kids’ hangout and offers extra sleeping space thanks to a queen sleeper sofa.brbrSleeping arrangements are comfortable and convenient. The primary suite boasts a king bed and a private bath. One guest room provides a queen bed that also has a private bath, another has two twin-over-twin bunks that younger travelers will love, and a fourth bedroom offers an additional king bed. Both bedrooms share a full bath with shower/tub combo. brbrStep outside to a generous deck overlooking the gulf where morning coffee and evening sunsets feel extra special. Beneath the home, a shaded porch with plenty of seating is ideal for games, grilling, and easy conversations after a long, fun-filled day at the beach. The fully enclosed backyard is perfect for family fun with a volleyball court, firepit, lounge chairs, day bed swings, and sodded for endless hours of enjoyment! brFree Wi-Fi, large flat screen TVs throughout, a full-size washer and dryer, and an outdoor shower keep vacationing simple. Pack your bags, bring the pup, and book your family-friendly beach getaway today.brbrComplimentary WiFi, Pet Friendly ($250 pet fee, per pet)brbrBedding:brMaster: 1 KingbrBedroom 2: 1 KingbrBedroom 3: 2 Twin over Twin Bunk BedsbrBedroom 4: 1 QueenbrLivingroom: 1 Queen Sleeper Sofa

New Pool and Hot Tub! Spacious & Sunny Beach Home with Impeccable Gulf Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$1219.41

Signature Amenities of this Luxury Home:brbr* Gulf + Sound Views from Rooftop Deckbrbr* Private Heated Pool with Lounge Deckbrbr* Chef’s Kitchen + Butler’s Pantry with Beverage Stationbrbr* Screened Outdoor Living Room with Fireplacebrbr* Game Room with Ping Pong, Foosball + Cornholebrbr* Sleeps 20 with 6 Bedrooms + 2 Bonus Bunk Roomsbrbr* Dedicated Beach Access Just 2 Blocks Awaybrbr* Pet Friendly with Approval (Limit 2, Fee Applies)brbr* Elevator Access to All Living Levels (Fee Applies)brbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrInside Destination Perfection:brWelcome to Destination Perfection, a luxurious custom-built home on Pensacola Beach with every feature you could want for a multi-family getaway or special event. This 6-bedroom, 6.5-bath property comfortably sleeps 20 guests and combines high-end interiors, expansive outdoor living, and exceptional entertainment space, all just two blocks from the Gulf with dedicated beach access.brbrStep into the main level and find a stunning open-concept kitchen with high-end appliances, a prep pantry with a second fridge and ice maker, and a large island perfect for group gatherings. The great room opens to a spacious screened deck with a gas fireplace and al fresco dining. Two primary suites on this level offer luxury and privacy, including one with a bonus bunk room and jetted tub. Upstairs, four more bedrooms, including a kid-friendly bunk room with six twin beds, offer space for every guest. A rooftop terrace caps off the home with panoramic views of the Gulf and Santa Rosa Sound.brbrAbout the Home and Layout:brThis professionally designed home offers style, comfort, and thoughtful amenities across all three levels, plus garage-level fun for guests of all ages.brbrMain Level:brGreat Room + Screened Deck with FireplacebrChef’s Kitchen + Walk-In Pantry + Wet BarbrPrimary Bedroom #1: King + 2 Twin Bunks + Ensuite (Jetted Tub + Walk-In Shower)brPrimary Bedroom #2: King + Ensuite (Walk-In Shower)brbrSecond Level:brBedroom #3: Bunk Room with 6 Twin Beds (Tri-Level)brBedroom #4: King + Full Bathroom Shared with Bunk RoombrBedroom #5: Queen + EnsuitebrBedroom #6: King + Private Bunk Room with 2 Twins + Ensuite BathbrAccess to Rooftop Deck with Panoramic Beach ViewsbrbrGround Level:brPrivate Pool + Lounge AreabrCovered Grilling Area + Fire PitbrGame Garage with Ping Pong, Foosball + CornholebrbrKey Features of Pensacola Beach:br* Expansive White Sand Beaches + Emerald Watersbr* Close to Dining, Shopping, & Entertainmentbr* Quiet Residential Location with Quick Beach Accessbr* Gulf Islands National Seashore Nearbybr* Great Spot for Blue Angels Viewing + Local EventsbrbrBooking Details:br* Pool Heat Option: $80/day (must be heated for entire stay)brPool Heat PolicybrPool heating is available seasonally for $80 per day and must be added for the entire duration of your stay.brPlease note that pool heaters depend on ambient (outdoor) temperatures. When outdoor temperatures are 50°F or below, the heater may be unable to maintain the desired water temperature. By requesting pool heating, you acknowledge that pool heat is not guaranteed.brRefunds will be considered only in the event of a verified mechanical or compressor failure of the heating equipment. Reduced heating performance due to low outdoor temperatures is a known limitation of electric pool heaters and is beyond our control. As such, no refunds or rate adjustments will be provided for weather-related heating limitations.br*Event Fee: $1,200 (weddings, reunions, etc. – must be approved in advance)br* Elevator Access: $150 fee (waived for mobility-impaired guests; 27.5 clearance)br* Pet Policy: Up to 2 non-shedding dogs with approval, $200 per petbr* Check-In: 5:00 PM (early check-in not available during peak season without prior approval)br* Damage Waiver: Included – covers up to $2,000 in accidental damages

Destination Perfection Luxury Beach Home w Pool + Elevator + Rooftop Views

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$907.32

Be the first to experience Gulf front living at the newly renovated Perch! Improvements include waterproof wood-look flooring that has great warmth and texture underfoot, stainless steel appliances, quartzite countertops, new furniture, linens, paint, electronics and more! The Perch at White Sands is a wonderful and airy four-bedroom, three-bath town home with private elevator access, covered two car garage, and 24-hr self check-in with personalized key code and video doorbell.brbrThe main level offers comfortable seating in the living area, including a sleeper sofa, sectional, and 85” Sony TV. The multifunctional kitchen has been renovated with a new countertop table that seats 7, along with and extended island that seats 2. New stainless steel KitchenAid appliances modernize the kitchen while providing top rated functionality. Living space can be extended with the spacious outdoor Gulf view main floor balcony with outdoor grill. Also on the main level is a main floor master bedroom with a king bed, 55” TV, and private bay view balcony access.brbrThe second level extends your leisure with three additional bedrooms, including the Gulf view master bedroom with a king bed, ensuite double vanity luxury bath, private outdoor gulf view balcony with panoramic views, and private sitting area with a 65” TV. Bedroom 3 offers two relaxing queen beds with deluxe bedding and a 55” Samsung Frame TV. Bedroom 4 is furnished with two twin beds and a 49” Samsung Frame TV. Bedroom 4 shares a guest bath room with the double queen bedroom.brbrThe Perch's amenities include onsite outdoor grill, garage, and complimentary wireless internet. Shopping, entertainment, and dining are easily accessible from White Sands town homes. Come and enjoy the shortest walk to the beach and all Pensacola Beach has to offer at The Perch today! We are looking forward to sharing our home with you!brSmoking: Smoking is prohibited on the Premises. Any guests that have smoked in the rental property as determined solely by THE PERCH will incur a minimum penalty fee of $150.00. If there is damage caused by smoking, including burns, ash stains, and odor in excess of $150.00, THE PERCH will also charge the repair and /or clean-up in excess of $150.00 to the credit card on file to pay for cleaning or repair.brbrPets: Pets are not allowed on the Premises. Lessee will incur an additional charge if any evidence of a pet is found on the Premises. Having a pet on the Premises will void the Rental Agreement and therefore the Lessee, the Lessee’s guest(s), visitor(s) or invitee(s) will be subject to eviction and forfeiture of any rental payments. A cleaning and fumigation charge of $250.00 will be charged back to the Lessee.brbrQuiet Time: A quiet time will go into affect after 8:00pm.brbrInternet: Unauthorized downloading, copyright infringement or any misuse of the internet service on the Premises is prohibited.brbrOwner Closets: Each Premises has a locked closet(s) that has personal property of the Owner & THE PERCH. These locked closets are not to be tampered with or entered. The penalty is a minimum charge of $200.00 to the authorized credit card on file with Lessee’s reservation if evidence is found of disturbance/tampering into the Owner closet.brbrChildren: For the purposes of this provision, the terms “child” or “children” refer to persons less than eighteen (18) years of age. Lessee agrees that it is Lessee’s responsibility to take any and all necessary precautions to ensure child safety on the Premises during the Rental Terms and reasonable periods before and after the Rental Term. Lessee agrees to keep all children on the Premises under Lessee’s direct supervision. Lessee understands that there is no lifeguard on duty at the Premises.brbrLiability: THE PERCH will not be liable for injuries resulting from any accident that may occur in or on the premises during Lessees occupancy (including guests and visitors). Lessee and visitor(s) and invitee(s) of Lessee agrees to assume any and all responsibility and liability for their own actions, or lack thereof resulting in injury or death on the Premises. Lessee, guest(s), visitor(s) and invitee(s)will not hold the property Owner, THE PERCH, their directors, officers, employees, agents and assigns liable for any personal loss or injury arising from the use of said Premises, including but not limited to exposure to allergens, injury caused by wild animals or insects and/or use of recreational facilities and equipment, barbeque grills, bicycles, or other amenities that may be located at the Premises. The sole remedy for Lessee, guests of Lessee and visitor(s) and invitee(s) of Lessee for injury at the premises, failure to make the Premises available for the Rental Term, or breach of this Rental Agreement, is a refund of the fees paid, which LesseebrLessee, guests of hereby agrees and acknowledges is fair and reasonable. THE PERCH will not be held responsible for acts of theft or vandalism or other damages to the Lessee or guests' personal items left in the unit.brbrIndemnification: Lessee hereby agrees to indemnify, defend and hold harmless the property Owner, THE PERCH, their directors, officers, employees, agents and assigns from any and all costs, attorney’s fees, suits, losses, settlements, judgments, fines, liabilities, damages or claims for damages arising out of or in connection with any damage to the Premises or any injury or death of any person occurring at or near the Premises during the Rental Term caused directly or indirectly by Lessee, or Lessee’s guests, visitors or invitees.

Gulf Front conveniences with resort amenities!

Pensacola Beach, Florida, United States

4

Bed

3

Bath

12

Sleeps

$783.6

Your Perfect Coastal Getaway Awaits – 4BR Home steps from the Beach!brWelcome to your dream beach retreat! This spacious 4-bedroom, 2-bath vacation home in beautiful Pensacola Beach offers the perfect setting for relaxation, adventure, and quality time with loved ones. Just minutes from the sugar-white sands and crystal-clear waters, it’s your home base for a truly unforgettable coastal escape.brbrProperty Highlights:br• Sleeps up to 12 comfortablybr• Just minutes to the waters edge at Pensacola Beachbr• Private balcony with beach viewsbr• Free WiFi & Smart TV for cozy movie nightsbr• Washer & dryer for conveniencebr• Fully stocked chef’s kitchen with stove, oven, refrigerator, grill, and all essential cookwarebr• Air conditioning & heating for year-round comfortbr• Towels, linens, basic toiletries, hair dryer, and iron/board providedbrbrOutdoor Living:br• Relax on comfortable beach loungersbr• Enjoy meals or morning coffee on the balcony with ocean breezebr________________________________________brWhether you're planning a family vacation, a romantic getaway, or a trip with friends, this Pensacola Beach home is the ideal place to unwind and make lasting memories.brBook your stay today and experience the coastal charm of Pensacola Beach!

Family Fun Minutes from the Waters Edge

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$613.16

Emerald Isle 0308 is a three-bedroom, two-bath Gulf-front corner condo located directly on Pensacola Beach, offering wraparound windows and panoramic Gulf views. The living area features ample seating, a sleeper sofa, a flat-screen TV, and is surrounded by windows that showcase the coastline. Sliding glass doors lead to a private balcony with seating, ideal for enjoying the beachfront scenery.brThe fully equipped kitchen features stainless steel appliances, a dining table with seating for eight, and additional bar seating. The primary bedroom includes a king bed, balcony access, and a private ensuite bathroom with a garden tub. The second bedroom offers two double beds, while the third bedroom features a queen bed, with both guest rooms connected by a Jack-and-Jill bathroom.brGuests have access to amenities including two Gulf-front pools (one seasonally heated), a fitness center with sauna, and direct beach access via a private boardwalk. Seasonal beach service with two chairs and one umbrella is included (March–October, weather permitting).brAdditional features include in-unit washer and dryer, Wi-Fi, and two parking passes.brPlease Note: Emerald Isle is currently undergoing several property improvements expected to continue through spring 2026. Guests may experience daytime construction noise, workers present and temporary amenity access restrictions. For questions, please contact our office.

Emerald Isle 3B Gulf Front Unit 308 - Sleeps 8!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$294.0

Tristan 12B is an adorable corner condo on the twelfth floor of the lovely Tristan Towers. This adorable two-bedroom condo boasts amazing views of the Gulf of Mexico from both the master bedroom and the living room, as well as views of the Bay from the guest bedroom and the living room. Or see all the way to the end of the island from the corner of the wrap around balcony! All the amenities of home, with the feel of the islands, all just steps away from the water in two directions. Master bedroom has a king size bed and ensuite full bathroom. The guest bedroom has a queen size bed and is adjacent to the second full bathroom. The living room has a sofa bed with queen size sleeper to accommodate 2 additional guests. This condo sleeps 6 comfortably.brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~TV in the Master Bedroombr~Dining room table that will seat 6br~Granite countertopsbr~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Views of the Pensacola BaybrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dishwasher packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1200 Ft. Pickens Road, Tristan Towers is a 15-story building with 90 private condominiums. brTristan Towers amenities include:br~Second largest swimming pool on the island.br~Gated Entrybr~Tennis/Pickleball Courtsbr~Community BBQ grilling areabr~Pierbr~Beautiful tropical landscapingbr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of MexicobrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

Stunning Sea Views in Gated Community - 12B

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$288.86

Your dream vacation to Pensacola Beach awaits at Regency Towers 302 East! Feel right at home in this Pensacola Beach, Florida condo rental overlooking the Gulf of Mexico, whether you are staying here for a few days, a week, or even a month! Boasting at-home comforts and a view of the pool and the water from the third floor, you will love everything there is to discover at Regency Towers 302 East.brbrThis two-bedroom condo comes with two full bathrooms and is just the right size for eight guests, comfortably accommodating everyone with the utmost ease. Sliding glass doors line the rear walls of the condo, allowing the beauty of the beach and warm Florida sunshine to pour in through the windows. Prepare any kind of meal you desire in the fully equipped kitchen, outfitted with granite countertops and all of the cookware and appliances you will need on vacation. Then, take your dish out onto the balcony to dine with a view! You will find that both bedrooms have an attached bathroom as well, allowing for additional privacy on your beach vacation.brbrDon’t forget about the amenities at Regency Towers, tailor-made to ensure you enjoy every moment of your time here. Soak up some sun at the beachfront pool, or stretch out your blanket in the white quartz sand and take in the beauty of the Gulf. After working up a sweat at the tennis/pickleball courts, freshen up and venture out to the Pensacola Beach Boardwalk to experience all that Pensacola Beach has to offer. Local beach boutiques, great restaurants, and entertainment await. You’ll even find numerous options for excursions like parasailing and fishing charters or watercraft rentals. Visit our Gulf Coast Blog for some vacation planning tips! The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrRegency Towers 302 East is ready to be your new vacation destination! Call or book online with us today.brbrClean Cover Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Regency Towers #302 East | Gulf Views, Amenities!

Pensacola Beach, Florida, United States

Bed