Vacation Condo Rentals By Owner In Pensacola Beach, FL

Special Offer for Extended Stays (Nov-Feb):brbrEnjoy automatic discounts on stays of 28-30 days for the months of November through February! The longer you stay, the more you save—no need for extra codes or hassle. Book now to take advantage of our special extended-stay pricing and experience the beauty of the Gulf Coast this winter!brbrWelcome to South Harbour Resort in Pensacola Beach! This 2 BR | 2 BTH condo on the 3rd floor comfortably sleeps 6 guests and is designed for a memorable coastal getaway. The private balcony is perfect for al fresco dining or enjoying morning coffee with stunning Sabine Bay sunsets and boat views. The fully equipped kitchen offers flexibility for home-cooked meals or takeout from the many nearby dining options. The primary En-Suite Bathroom provides convenience and privacy for guests and a full size sleeper sofa and air mattress provide additional sleeping space. Enjoy the waterfront outdoor pool or access the Sandshaker bar through a private gate. For outdoor enthusiasts, there's a kayak launch area and storage just outside. Be sure to explore all that Pensacola has to offer for its visitors-watersports, restaurants, shopping, the Naval Aviation Museum, Blue Angels, Pier Fishing and more! Located just across the street from Pensacola Beach and Pier, this condo promises a blend of comfort, adventure and coastal charm. Your beach getaway awaits!brbr**Call for Monthly Snowbird Rates for November Thru February!**brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areabr • Stainless Steel Appliancesbr • Fully Equipped w/Cookware, Dishes, Utensils & Drinkwarebr • Dining Table Seats 4br • Breakfast Bar for Additional SeatingbrbrLiving Areabr • Plenty of Comfortable Seating br • Reading Lamps & Flat Screen TVbr • Access to Private BalconybrbrPrimary Bedroombr • King Size Bedbr • Flat Screen TVbr • Private Entrance to the Balconybr • En Suite Bath with Walk in Showerbr • Dressing VanitybrbrGuest Roombr • Queen Bedbr • Flat Screen TVbrbrAdditional Amenities Includebr • Free Wifibr • Outdoor Pool - Heated from March 1st through June 1stbr • Kayak Launch and Storagebr • Elevatorbr • Private Bayside Beachbr • Free ParkingbrbrPensacola Beach is a stunning and popular beach vacation destination located on the Gulf Coast of Florida, known for its pristine white sandy shores, turquoise waters, and laid-back atmosphere. Come gaze upon the Blue Angels soaring across the skyline, grab a bite at one of the diverse restaurants along the water, or stroll the boardwalk lined with souvenir shops, boutiques, and eateries! After a long day of exploring, find some rest and relaxation watching the breathtaking sunsets that paint the sky in hues of orange, pink, and purple as the sun dips below the horizon. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, Pensacola Beach offers a charming and inviting destination that will leave you with cherished memories of sun, sea, and sand.brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. No Smoking in condo or on balcony.br 3. Pets are not allowed.br 4. Guests of guests are NOT permitted.br 5. Loud parties or gatherings will not be tolerated.br 6. Must be at least 25 years old to rent. For groups of Single Adults, all guests in the group must be at least 25 years of age and proof of age will be required before approving the reservation.br 7. Parking is free and passes are only required for the following holidays; Mardi Gras Weekend (limit 2), Memorial Day Weekend (limit 2), 4th of July (limit 1), Blue Angels Week (limit 1). There will be a $150/pass charge if they are not left in the condo when you head home.brbr**Call for Monthly Snowbird Rates for December Thru February!**brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast

South Harbour 3D | Sunset Views | Pensacola Beach | My Beach Getaways

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$738.54

Welcome to your completely remodeled luxurious retreat at Portofino Island Resort, where paradise meets unparalleled comfort and style. Nestled along the pristine shores of Pensacola Beach, this stunning 3-bedroom, 3.5-bathroom condo offers breathtaking views of the Gulf of Mexico.brbrUpon entering, you’ll be greeted by an open-concept living space adorned with upscale, modern furnishings and coastal-inspired decor. The living room, boasting floor-to-ceiling windows with a view of the emerald green waters, features plush seating and a large flat-screen TV, perfect for relaxing after a day in the sun. brbrThe fully-equipped kitchen has marble countertops, stainless steel appliances, and ample space for preparing delicious meals. Enjoy your meals at the dining table that seats eight guests, or take advantage of the expansive private balcony, where outdoor dining and a built-in grill allow you to enjoy meals while soaking in the gentle Gulf breeze and stunning sunsets.brbrEvery bedroom in the condo boasts a stunning view of the water, and each room is equipped with its own full bathroom, along with a half-bath for Sky Home common-area use. The primary bedroom has a king-size bed, a flat-screen tv, private balcony access, a huge walk-in closet and an en-suite bathroom with a double vanity and a beautiful walk-in shower. The second bedroom offers two queen-size beds, a flat-screen tv, and an en-suite bathroom, while the third bedroom features a wrap-around view of the water, a queen-sized bed, and an en-suite bathroom with a walk-in shower. brbrThe condo offers a utility room equipped with a washer and dryer, as well as WiFi for your convenience.brbrGuests of this condo enjoy access to Portofino Island Resort's world-class amenities, including five infinity-edge pools, hot tubs, a fitness center, spa services, tennis courts, water sports rentals, and more. With direct beach access just steps away, days can be spent swimming, sunbathing, or strolling along the pristine shores of the Gulf Coast.brbrPortofino's five Mediterranean-inspired towers feature an exclusive outdoor pool and a revitalizing whirlpool spa so that you can unwind and recharge. Covered parking is also available for your convenience.brbrExperience luxury living and unparalleled relaxation at this exquisite Portofino Island Resort condo. Book your stay today and create unforgettable memories in paradise.brbrKing, Queen Queen, Queen and Sleeper Sofa

NEWLY RENOVATED! 3B Gulf Front Portofino Tower 3-0801

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$576.77

This stunning two-bedroom Sky Home offers sweeping panoramic views of the Santa Rosa Sound, with eastern-facing vistas that greet you with breathtaking sunrises each morning. Floor-to-ceiling windows in both bedrooms frame the tranquil water beautifully, while the private balcony is the perfect spot to enjoy your morning coffee or unwind in the evening overlooking the Sound.brbrThe thoughtfully designed layout comfortably accommodates up to six guests, featuring a king bed in the primary bedroom, two twin beds in the guest bedroom, and a sleeper sofa in the living area. The expansive balcony is equipped with a convenient electric grill for effortless outdoor dining.brbrLocated on the 6th floor of Tower 4, this Sky Home is ideally situated adjacent to the Lifestyle Center. Guests enjoy a heated pool and spa at the base of the tower, with beach access just 100 yards away—making it easy to enjoy both Sound-side serenity and the sugar-white sands of the Gulf.brbrGuests have full access to all resort amenities, including the fitness center, five Hydro Clay tennis courts, and beaches on both the Santa Rosa Sound and the Gulf of Mexico.brbrThe Lifestyle Center serves as the heart of the resort and features Coastal and Al Fresco restaurants, an onsite Starbucks, indoor heated pool, full-service spa, fitness center, market, and concierge—everything you need for a seamless, luxury beach getaway.

6th-Floor Sky Home | Sound Views | Pool, Spa & Tennis

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$479.71

Top Reasons to Book Sans Souci 203 Ocean’s Edge:brbr* BEACH Front on Pensacola Beachbrbr* Breathtaking Gulf Views from Balconybrbr*Recently updatedbrbr* Access to Beach from Complex Boardwalkbrbr* Community Pool and Hot Tub with Gulf Viewsbrbr* Walk across the Street to Peg Leg Pete’sbrbr* Just 1.7 miles to the Pensacola Beach Boardwalk brbr* Professionally Managedbrbr*Building Construction October 2025 - May 2026brbrChoose Sans Souci 203 Ocean’s Edge for your next beach getaway. Enjoy endless Gulf views in this relaxing 2BR/2BA condo which sleeps eight guests comfortably with two additional guests on the bunk room trundle. Guests will find a king bed in the main bedroom, a queen-over-queen-bunk (with queen trundle), and a queen sofa sleeper in the living room. The spacious dining table seats ten for family dinners and game nights – just pull up additional seat benches from the bedrooms and you’re all set. Enjoy Smart TVs in the living area and bedrooms, free WIFI access, and a fully equipped kitchen with a dual Keurig coffee maker for full pot or single cup service. Ocean’s Edge also has a washer and dryer in the unit and a reserved covered parking space close to the elevators, which provides convenience when arriving and departing. The gorgeous Gulf views from this beautiful condo and the short elevator ride to the Beach will make you want to extend your stay. Come see why Sans Souci 203 Ocean’s Edge is a family favorite.brbr*This property is NOT available for rent to those under the age of 25. No Exceptions.* brbr*** Sans Souci will undergo long-awaited building repairs from 2020's Hurricane Sally. This construction will begin in October 2025 and continue into May 2026. Work includes window/door replacements, balcony and breezeway renovations, and ground-level paver replacements. Please note: parking and elevator access will be limited, and construction noise is to be expected.***br br*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*Sans Souci is a non-smoking complex. A small smoking area has been designated on the property*brbrSans Souci Condominiums are well known as a Pensacola Beach favorite vacation spot, and the complex has become a cherished vacation tradition for many families looking forward to their time on the beach. There is not a better place to relax than in your home away from home or through immediate beach access all entailed by Sans Souci. Enjoy cooling off in the ocean just steps away or in the complex pool. Just across the street from a beach favorite, Peg Leg Pete’s, or minutes from other shopping, dining, and nightlife, staying at Sans Souci will give you your best beach life.brbrbrBed Setup:brbrMain Bedroom: KingbrbrGuest Bedroom: Queen-Over-Queen Bunkbed with Queen TrundlebrbrLiving Room: Queen Sleeper SofabrbrArea Attractions:brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! brbrFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. brbrDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. brbrPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

BeachFront-Gulf Views-Balcony-2BR Sans Souci 203

Pensacola Beach, Florida, United States

Bed

Bath

8

Sleeps

$463.68

Welcome to Tower 1-1902, 2B Gulf Front Condo that features stunning Western Views of the Gulf of Mexico!brbrEach two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, King and Sleeper SofabrbrWhile 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.

2B Gulf Front Views @ Portofino 1-1902

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$458.81

This new listing is located in Tower 3, just a short stroll from the beach! Recently furnished, this condo offers the perfect setting for a relaxing vacation at Portofino Island Resort.brbrEach two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Queen and Sleeper SofabrBalcony has an electric grill.brbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrbrWhile daily housekeeping service is not provided, the unit is stocked ONCE with the following amenities. (1) Sponge • (1) Palmolive Dish Soap • (1) Surf Laundry Powder • (1) Dishwasher Detergent • (1) Regular Coffee & Decaf Coffee • (1) Condiments Kit • (1) Kitchen Towel • Paper towels (1 roll) • Facial Tissues (1 pack) brbrPer Bathroom = Toilet Paper - 2 Rolls • (1) Shampoo • (1) Body Wash • (1) Conditioner • (1) Lotion • (1) Facial Bar Soap • (1) Body Bar Soap brbrWe do not provide beach or pool towels.brbrCash payments are not accepted on the property for any items. Guests must provide a credit card at check-in. Resort charges can be paid directly with a credit/debit card or billed to your room number. Room charges may be settled in cash at the front desk prior to departure. brbrTwo Tesla and Universal charging stations are available. These stations are located at Central Reception and the Lifestyle Center.brbrThe minimum age limit to rent this unit is 25. Photo ID required at check in. Golf carts, motorcycles, R.V.s, boats, and trailers are not permitted to be driven or parked beyond the resort gates.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.

Tower 3*2B Gulf Front* Sunset Views 3-0803

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$244.15

Relax your cares away in this lovely one bedroom, fourth floor condo with room for up to four guests. Located on the quiet bay, you will be just steps away from the beautiful white sand beaches of the Gulf as well. This one bedroom, one and a half bath condo is located at the Santa Rosa Dunes and includes access to the olympic sized pool, clubhouse and tennis courts. This unit comes with an assigned parking spot in the garage. You'll find local favorite, Peg Leg Pete's Oyster Bar, within walking distance for your dining pleasure, or countless other dining options a short drive (or free trolley ride during the summer season) away. Fort Pickens National Park is a quick drive away and will give you plenty to explore. Along with numerous eateries, you'll find nightlife, shopping and family friendly activties down at the nearby boardwalk area. Book today and get ready for your cares to melt away!brbrbrYour 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 canbrbrSanta Rosa Dunes Condominiums, located at 900 Fort Pickens Road, is a tranquil and family-friendly community nestled between the sugar-white sands of the Gulf of Mexico and the intracoastal waterway of the Santa Rosa Sound. Sitting on over 13-acres, the complex is comprised of 107 individually owned townhomes and tower units. brSanta Rosa Dunes amenities include:br~Swimming Poolbr~Tennis Courtbr~Pierbr~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.brbrMonthly rentals available September - mid May. Call 877-277-6875 for discounted pricing.

Cozy and Quaint Townhouse with water views - SRD1042

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$559.38

NEW ON OUR RENTAL PROGRAM! brbrSoak Up the Gulf Front Views at Beach Club #306 B on Beautiful Pensacola Beach!brbrGet ready for sun-soaked days and salty breezes in this 2-bedroom, 2-bath Gulf front condo. Located in the sought-after Beach Club resort, this coastal retreat has everything you need for a relaxing escape.brbrInside, you’ll find a spacious layout with room for up to 6 guests. The primary bedroom features a King bed and private bath, while the second bedroom offers a cozy Queen (and has a door to hall bath). The sleeper sofa in the living room gives you extra space for the crew. A well-equipped kitchen with stainless steel appliances and ocean views makes cooking easy.brbrSlide open the doors to your private balcony and take in the stunning Gulf views. Fire up the built-in grill or just kick back and watch the waves roll in.brbrThe Beach Club resort offers an inviting outdoor pool, hot tub, and a spacious pool deck perfect for soaking up the sun. For indoor fun, enjoy the heated pool, hot tub, fitness center, and luxurious day spa located in the nearby tower. (Spa services are by appointment, with payments made directly to the spa staff.) Whether you’re lounging poolside, hitting the spa, or heading straight for the sand, you’re covered.brbrThis beautiful condo is located right in the heart of Pensacola Beach’s top spots, including fresh seafood restaurants, fun local bars, beach shops, and all kinds of family-friendly adventures.brbrMake Beach Club #306B your home base for unforgettable beach days and breezy nights.brbrComplimentary WiFibrbrBedding:brMaster: 1 KingbrBedroom 2: 1 QueenbrLiving Room: 1 Sleeper Sofa

Stay Beachfront at This Relaxing 2BR Beach Club Condo!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$435.13

This up-scale and stylish luxury 2 bed/2.5 bath Portofino condo has been recently updated to invoke a peaceful, bright, and coastal vibe to help you relax and unwind during your stay! Enter into a beautiful full kitchen that is well equipped with quartz countertops, all brand new high-end stainless steel appliances, and essential cookware. To the right of the entrance you will find a convenient and private half bath. The open kitchen boasts an eat-in bar for extra seating and a dining area that flows into the cozy living room, complete with a comfy queen size sofa sleeper and a smart TV to stream your favorite shows! You can't miss the unbelievably stunning views of the Santa Rosa Sound visible from every room of this sky home! brbr brbrThe large primary bedroom is an experience you have to see to believe! Featuring magnificent water views which can be enjoyed from the luxurious king size bed or the large balcony with private access. The en-suite bathroom offers a large tile walk-in shower with bench seat and double sink vanity with brushed gold faucets. The second bedroom offers a plush queen bed with accompanying full bathroom and private access to the balcony. brbr brbrDine al fresco on the large private balcony with a four top table, views, and built-in electric grill. brbr brbrPortofino Resort also offers endless activities and amenities for the whole family - from the waterpark to the 7 community pools, on-site restaurants, fitness center, and the luxury spa - this resort is a can't miss destination. We look forward to seeing you soon! brbr brbrCome stay at one of the most updated and magnificently decorated units Portofino has to offer! Book your trip today! brbr__________________ brbr*Attention - the week of June 13-19 there will be a large group of teenagers and young adults from a mega church staying at the resort and resources may be limited. Discounted rates are applied to that week but refunds will not be offered.* brbr brbr brbr2 BR / 2.5 BA / Sleeps 6 brbr__________________ brbrSleeping Arrangements brbr brbrBedroom #1 - King bed brbrBedroom #2 - Queen bed brbrLiving Room - Queen sleeper sofa brbr_________________ brbrHighlights brbr brbr- Free fast private Wi-Fi internet access brbr- Floor to ceiling windows provide water and island views from every room brbr- Primary bedroom features private balcony access, a large closet, and gorgeous bathroom with double sink vanity, quartz counter tops, and a huge separate tiled shower brbr- Second Bedroom has private access to the balcony and an en-suite full bath with quartz counter tops and shower/tub combo brbr- Kitchen is fully equipped with updated high-end stainless steel appliances, quartz counters, luxury vinyl plank flooring, all cooking essentials and eat in bar for extra seating brbr- Laundry closet with full size washer and dryer brbr- 1 designated reserved garage parking spot and use of additional parking area for an additional vehicle brbr- Each Portofino tower has it's own pool and hot tub brbr- Fresh linens and towels provided brbr brbr**Sorry, NO SMOKING OR PETS ALLOWED** brbr brbrPORTOFINO ISLAND IS AN UPSCALE, WORLD-CLASS RESORT AND FAMILY DESTINATION that offers many choices for relaxation, adventure, and fitness activities. brbr brbrFOR RELAXATION - Relax on a beach chair with an umbrella at the beach (Gulf) or along the Sound (where you can often hear live music coming from the main pool and sometimes have bar and food services!) Rent a 'floating island' and enjoy the tranquility of the Gulf water. Enjoy the Portofino Spa for massages, facials, body treatments, and mani/pedis, or a private massage outside by the water or in your residence. Enjoy the Spa's whirlpool hot tub, sauna, and steam room. Relax in the hot tubs located at the main pool (at the Lifestyle Center) or at each tower's swimming pool. Enjoy a Sunset Cruise aboard Portofino's 63-foot catamaran. Enjoy a cocktail at the bar by the pool. Enjoy a movie from the main pool on selected evenings. brbr brbrFOR ADVENTURE - Rent kayaks, paddle boards, surfboards, boogie boards, sailboats, jet skis and even bicycles (all sizes and including pull-behind trailers for small children). Splash and bounce at the Adventure Cove Water Park (water trampolines, huge water slides, and more). Surf, boogie board, or paddle boards in the Gulf of Mexico. In the Sound, rent jet-ski wave-runners, Hobie Cat sailboats, paddle boards, and kayaks. Bring your poles and fishing gear and fish along the Santa Rosa Sound. Also, sign up for a charter fishing trip through Portofino's Adventure Depot. Rent scooters and go explore! Take a Dolphin Cruise on Portofino's 63' catamaran. Teens, enjoy a Teen Cruise on the catamaran on selected evenings (reserve in advance for cruises). brbr brbrFOR FITNESS - Enjoy the recently renovated state-of-the-art fitness center with Cybex and True equipment. In addition, Pilates, yoga, and spin classes, which look out from the second floor fitness center over the two infinity edge main pools and Santa Rosa Sound. Also, play on the five lighted, hydro-clay tennis courts. Led by USTA-pro tennis director Arthur Anastopoula, participate in group and private lessons, clinics, socials, match play as well as team get-away packages. Jog, walk or bike along the paved path along the Gulf Islands National Seashore that go for many miles past Portofino. Enjoy golfing at one of the beautiful, local golf courses. brbr brbrFOR THE KIDS: brbr*Swimming pools at the Lifestyle Center and each tower brbr*Boogie boards and surfboards at the Gulf of Mexico beach; kayaks and stand-up paddle boards at the Gulf and sound beaches brbr*Adventure Cove Water Park until October! brbr*During the long summer season, check out the Kids' Camp days, activities, craft-times, scavenger hunts, Kids' Nights Out from 5:30 - 9 PM on selected evenings, dive-in movies on selected evenings, fireworks show each Tuesday evening at 9 PM over the Sound! brbr brbrFOOD AND BEVERAGE OPTIONS brbr*Terracotta Restaurant for casual and elegant dining. Excellent food and an aw

Updated Luxury Condo |Spectacular Water Views |On-site Restaurants |Relaxing Spa-Pools-Tennis Courts

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$335.0

Welcome to the Mermaid HavenbrbrRemodeled Gulf front condo with a 22-foot-long balcony for family fun at Regency Towers #406 East. This 1 bedroom, 1.5 bathroom condo offers stunning views and easy beach access with complimentary lounge chairs and umbrella set up on the beach. brbrInside, you’ll find a comfortable and inviting space with coastal accents that reflect the colors of the water just outside. The newly renovated kitchen features stainless steel appliances, quartz countertops, and both a Keurig and a 10-cup coffee maker.brWhether you’re making breakfast for the crew or prepping snacks for the beach, this kitchen is up to the task. The dining table seats four, with additional bar seating - great for kids or casual meals.brbrThe master bedroom extends the beautiful upscale experience with a king bed, private balcony access, and a brand-new en-suite bathroom for a relaxing spa retreat at the end of the day. A convenient half bath helps make mornings easier, especially with little ones. A new HVAC system keeps everyone comfortable and cool during summer stays.brbrWith large flat-screen TV’s, free Wi-Fi, travertine floors, and a washer and dryer in the unit, you will have all the conveniences of home while enjoying one of the best locations on the beach. It’s a perfect setup for couples or small families looking to make lasting beach memories together.brbrProperty amenities include: Two complimentary lounging chairs and beach umbrella set up daily on the beach from March 1st through November 1st, outdoor pool, elevator, and tennis courts. Shopping, dining, and entertainment are easily accessible including a new “quaint” market store, called The Local, literally right across the street. You can easily walk over to get a cup of coffee, beer, wine, and yummy sandwiches!brbrFrom building sandcastles to catching sunsets, Regency Towers #406 East is ready to welcome you to the coast.brbrDue to HOA regulations, two cars maximum per reservation.brbrBedding: 1 King brLiving area: Queen sleeper sofa

Free Bch Service!! Updated 1 bdrm condo at Regency Towers 406 East!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$567.42

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.brbrBedding is King, Queen and Sleeper SofabrBalcony does have a grill.

P5-0905 2B Tower 5 @ Portofino!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$370.88

NEW ON OUR RENTAL PROGRAM! brbrWelcome to Regency Towers #301 West. This beautiful 2-bedroom, 2-bath Gulf front condo is now available in our vacation rental program. This inviting third-floor retreat offers stunning views of the Gulf of Mexico and overlooks the sparkling beachfront pool, giving you the best of both worlds.brbrThe spacious layout comfortably sleeps up to 7 guests, with a King bed in the master bedroom, a Queen bed and Twin chair sleeper in the second bedroom, and a Queen sleeper sofa in the living room. Both bedrooms feature adjustable Tempur-Pedic mattresses and their own TVs for added comfort and convenience.brbrWhether you're relaxing indoors or enjoying the view from the balcony, this condo has everything you need for a relaxing beach getaway.brbrBe among the first to experience this fantastic new addition to our inventory!brbrComplimentary wireless internet access is provided for guest enjoyment. Property amenities include onsite outdoor pool, elevator and tennis court. Entertainment, dining and shopping are just a short distance away. brbrDue to HOA regulations, two cars maximum per reservation!brbrBedding:brMaster: 1 King (Adjustable Tempur-Pedic Bed)brGuest Bedroom: 1 Queen and 1 Twin chair sleeper (Queen - Adjustable Tempur-Pedic Bed)brLiving Room: 1 Queen Sleeper Sofa

Beautiful 2-Bedroom Gulf Front Condo with Pool View and Tempur-Pedic Beds!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$282.49

Top Reasons to Book Tristan Towers 1D:brbr* Gulf and Santa Rosa Sound Viewsbrbr* Every Bedroom has Balcony Accessbrbr* The Gulf of Mexico is just across the streetbrbr* Lighted Tennis and Pickleball Courtsbrbr* Olympic-sized Poolbrbr* Pier on Sound-Sidebrbr* Just 2 miles to the Pensacola Beach Boardwalkbrbr* 24/7 Professionally ManagedbrbrWelcome to your slice of paradise at Tristan Towers 1D! Experience the ultimate coastal retreat in this exquisite first-floor condo boasting unparalleled views of both the Gulf and the Sound. Step out onto the wraparound balcony from not just one, but both bedrooms, as well as the living room. Being the only unit with palm trees on both sides of the balcony, you can enjoy the enchanting views in blissful solitude. This charming condo features floor-to-ceiling windows featuring the beauty of Pensacola Beach. Relax in comfort with a King bed in the master and a queen bed in the guest. Whether you're savoring your morning coffee as the sun rises over the Gulf, or unwinding with a glass of wine as the sunset dances across the Sound Tristan Towers 1D is a vacation experience like no other. Don't miss out on the opportunity to create lasting memories in this coastal gem.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbrTristan Towers is a 16-story condominium complex with 90 condos on the Sound side of Pensacola Beach but boasts Gulf views in some units as well! It is located on one of the narrowest parts of Santa Rosa Island, so the Gulf beach and the Sound are so close that there is water all around. You will love the Olympic sized swimming pool, a sundeck, lighted tennis and pickleball courts, the fishing pier and the gated entry. Families will love the grills with picnic tables by the Sound and there are boat slips as well assigned to certain units. In addition to all of that, the Gulf of Mexico is just steps away. Live your best beach life at the Tristan Towers!brbrBed Setup:brbrMaster Bedroom: King Bed w/ Balcony AccessbrbrGuest Bedroom: Queen Bed w/ Balcony AccessbrbrArea Attractions:brbrVisit the Pensacola Beach Boardwalk for shopping, dining, live music, swimming or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark, is at the heart of the boardwalk. Stop by for live music in the summer!brbrFort Pickens is part of the Gulf Islands National Seashore and is a historic monument from the 1800s. Kids will love wandering this historical fort from the American Revolution.brbrDowntown Pensacola is full of shopping, dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown.brbrPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

️Gulf Views-Sound Front☀️Tristan Towers unit 1D

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$286.52

Top Reasons to Book Santa Rosa Dunes 722: brbr* Across the Street from the Gulf of Mexico brbr* Modern and Comfortablebr br* Beautiful Sound View from the Balconybrbr* Two King Suitesbr br* Communal Pool, Tennis, Pickleball and Fishing Pierbr br* Walk to Peg Leg Pete’sbr br* Just 2 miles to the Pensacola Beach Boardwalkbr br* Professionally Managed; 24/7 Servicebrbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.*brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brbrSnowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbrStep into Santa Rosa Dunes 722, a stunning, modern, and comfortable condo that is sure to be your favorite island escape! On the first level, enjoy an open-concept living and dining area, a fully equipped kitchen, and a beautiful half bath. The living room and kitchen are perfect for your group to relax in. There is plenty of space to enjoy after a long day on the beach. Sit on the balcony and watch the boats sail by on the beautiful Santa Rosa Sound or take a stroll to the Gulf of Mexico to walk on the beach, snorkel, fish, or simply watch the waves roll in! On the second floor, there is the master bedroom that offers a comfortable king bed and an ensuite bathroom, and a guest bedroom with a king bed, a twin-over-twin bunkbed and an en suite bathroom. After a fun day in the sun, return to your personal paradise at Santa Rosa Dunes 722!brbrSanta Rosa Dunes is situated on the sound side of Pensacola Beach is the perfect spot for your beach vacation! You’ll love taking a dip in the largest pool on Pensacola Beach or playing a game of tennis or shuffleboard. There are shaded spaces near the pool for your convenience. The Gulf of Mexico is just steps away, discover why families love Santa Rosa Dunes.brbrBed Setup: br brMaster Bedroom: King Bed with EnsuitebrbrGuest Room: King Bed and Twin over Twin Bunkbed with Ensuite br br*This property is NOT pet-friendly.*brbrArea Attractions:br brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. Pensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

️Sound Views | Walk to Beach☀️ Santa Rosa Dunes 722

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$741.46

Welcome to your private paradise in the heart of Pensacola Beach, where luxury meets comfort in this stunning three-bedroom, three and 1/2 bathroom Portofino residence. Perfectly situated to offer a serene escape while being close to local attractions, this 2,034 square-foot retreat sleeps up to eight guests comfortably.brbrStep inside to discover an open-concept living area that seamlessly flows from the gourmet kitchen, ideal for family gatherings or entertaining friends. The kitchen is fully equipped with a refrigerator, dishwasher, microwave, coffee maker, toaster, and all the essentials for a home-cooked meal. Prepare to unwind in the spacious living area, featuring plush seating, a flat-screen TV, and complimentary Wi-Fi.brbrThe primary bedroom boasts a king-sized bed, walk-in closet, and an en-suite bathroom with a walk-in shower and soaking tub, providing a luxurious retreat after a day of exploration. The second bedroom also offers a king bed and its own full bathroom, while the third bedroom features a queen bed, ensuring everyone has a comfortable place to rest.brbrRelax on the private balcony, where you can enjoy stunning Gulf views and the soothing sounds of the ocean. For those who enjoy a bit of activity, the property offers access to five hydro tennis courts, a fitness center, and an indoor heated pool.brbrWhether you're looking to relax by the pool or explore the vibrant local scene, this Portofino residence provides the perfect blend of comfort and convenience. Book your stay today and experience the ultimate Pensacola Beach getaway.brbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.

Portofino Sunset Views

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$466.33

Enjoy our amazing Sunset Views from your private balcony in P3-1003 at Portofino Island Resort. Located in Tower 3, which offers the closest beach access at Portofino!brbrEach two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Queen and Sleeper SofabrbrGuests 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.

2B Stunning Sunset Views P3-1003

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$695.82

Welcome to this spectacular Penthouse Sky Home on the 21st floor of Portofino Island Resort, where breathtaking views of Santa Rosa Sound, the resort pools, Adventure Cove, and the barrier island stretch for miles. Perched high above Pensacola Beach, this luxurious retreat offers an unforgettable coastal experience with panoramic water views from every room.brbrThis spacious three-bedroom, three-and-a-half-bath Sky Home features 2,034 square feet of beautifully designed living space, plus an expansive 472-square-foot private balcony. Whether you're enjoying your morning coffee, watching the sunset, or dining outdoors, the balcony is the perfect place to take in the stunning scenery. An electric grill is provided, making it easy to prepare meals while enjoying the fresh Gulf Coast air.brbrInside, you'll find an open-concept living area, a fully equipped kitchen with everything needed for family meals, and comfortable furnishings designed for relaxation. Every bedroom offers a private full bathroom and water or island views, while an additional half-bath serves the common living area.brbrBedding includes:br• Primary Bedroom – King Bedbr• Guest Bedroom – Queen Bedbr• Guest Bedroom – Full-Size Murphy Bedbr• Living Room – Sleeper SofabrbrLocated in Tower 4, adjacent to the Lifestyle Center, this penthouse is perfectly positioned near Portofino's amenities and activities, with beach access just a short 100-yard walk away.brbrEach three-bedroom/3.5-bathroom Sky Home is a luxurious condo suite offering 2,034 square feet of space, including a 472-square-foot balcony. Every room in every Sky Home has a water view, and 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 and includes conveniences such as a washer and dryer, dishwasher, spacious closets, and extra linens and pillows.brbrGuests enjoy full access to Portofino Island Resort's exceptional amenities, including:br• Five Hydro Clay Tennis Courtsbr• Fitness Centerbr• Indoor Heated Poolbr• Beaches on both the Gulf of Mexico and Santa Rosa Soundbr• Tower-specific outdoor pools and whirlpool spasbr• Covered parkingbrbrThe Lifestyle Center is the heart of the resort and features Coastal and Al Fresco restaurants, an on-site Starbucks, spa services, market, concierge, and additional resort activities.brbrExperience the ultimate Pensacola Beach getaway from this luxurious 21st-floor penthouse, where every room offers a view and every day feels like a vacation.

21st Floor Penthouse | Portofino Tower 4

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$516.3

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. brbrWelcome to 2 -1509! Nestled in Tower 2, unit 1509 is a 2 Bedroom / 2.5 bathroom condo featuring panoramic views of the vibrant Gulf of Mexico to your left and the calm waters Santa Rosa Sound to your right. Inside your comfortable retreat, you’ll find spacious accommodations and thoughtful amenities to make your stay a constant pleasure for your family and friends. This beautiful skyhome is equipped with floor-to-ceiling windows, a private balcony, full-service kitchen, washer and dryer (in unit), flat screen tv’s and Wi-Fi to use at your leisure. Outside, the private balcony overlooks the resort’s lifestyle center & pool. Unwind after a day at the beach with front row seats to a breathtaking evening sunset directly from your balcony. 2-1509 is located steps away from the tower’s heated pool and spa and offers easy access to all Resort amenities including the Spa, Fitness Center, and on-site restaurants: Coastal and Al Fresco. Onsite rentals of bikes, kayaks, paddle boards and other equipment is available. This unit features a King, Queen and Sofa Sleeper bedding to accommodate up to 6 guests. brbrBedding is King, Queen, Sleeper SofabrbrGuests 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.

P2-1509 2B Elite Rated Island View @ Portofino!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$390.38

Vacation in a penthouse at Regency Towers, directly facing the Gulf of Mexico. With beautiful views of the azure waters and snow-white beaches, this unit provides a true Pensacola Beach experience like no other. Witness your own personal airshow when the Blue Angels, Coast Guard, or Air Force training planes fly by, or watch pods of dolphins from the balcony. Located on Santa Rosa Island, you can enjoy leisure and carefree living while being minutes from the conveniences of the mainland cities. The southern breeze ensures comfortable vacationing in any season with an array of outdoor activities such as sailing, charter boat fishing, tennis, hunting, swimming, golfing, scuba diving, or simply relaxing and enjoying the sun, surf, and beautiful coast. The property features a 50x25 ft swimming pool directly on the Gulf, shaded by two condominium towers. Enjoy your backyard of soft, white, cool sand at Pensacola Beach.brbrWe offer a 3 to 4-night minimum stay except from May 30, 2026 until August 8, 2026, which requires a 7-night minimum stay, Saturday to Saturday only. Some exceptions may be made based on availability.brbrSpecial monthly rates are available from January until March 1.brbrMonthly Cancellation Policy: Bookings canceled at least 120 days before the arrival date will receive a full refund. Cancellations made less than 120 days from the arrival date will forfeit all payments made.brbrPet friendly for dogs 25 pounds and under with a pet fee.brbrMinimum rental age is 25. Renter must occupy the property for the full term of their stay. Reservation holder and credit card holder must be the same person. For security purposes, payments cannot be accepted from individuals other than the reservation holder.brbrSleeping Configuration:brMaster Bedroom: KingbrBedroom 2: 2 QueensbrLiving Room: Queen Sleeper Sofa

Enjoy this penthouse with peaceful Gulf front views

Pensacola Beach, Florida, United States

Bed