Vacation Rentals By Owner In Pensacola Beach, FL

Top Reasons to Book Baywatch H3:br br* Stunning Sound Front Viewsbrbr* The Gulf of Mexico is just across the streetbrbr* Community Pool, Bayside Beach, and Community Dockbrbr* Elevatorbrbr* Walk to Peg Leg Pete’sbr br* Just 2 miles to the Pensacola Beach Boardwalkbr br* Professionally Managed; 24/7 service.brbr**Beginning in May 2025, Baywatch rental units are undergoing balcony and railing construction work. You may experience construction noise between 8 am - 5 pmbrbrRelax with bay views at Baywatch H3. Take a short elevator ride up to this 2-bedroom and 2-bathroom 2nd-floor condo. The master bedroom offers bay views and has a queen bed and an en suite bathroom. The second bedroom offers gulf views and has a twin over full bunk bed. Lastly, there is a queen sleeper sofa in the living room allowing this condo to accommodate up to 7 guests. Stream your favorite shows on the smart TVs throughout the condo while on vacation. For your convenience, there is a fully equipped kitchen, an in-house washer and dryer, and a wonderful covered balcony overlooking Baywatch's beautiful waterscape. Bring your family to experience Baywatch H3 year after year! 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 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.brbrBaywatch is located on the sound side of Pensacola Beach towards Fort Pickens. Take a dip in the community pool, relax on the private bay beach, or wander down the community dock. The Gulf of Mexico is across the street, with the beach access a short stroll away. You’ll love staying at Baywatch for your next beach vacation. br brBed Setup:br brMaster Bedroom: Queenbr brGuest Bedroom: Twin over Full BunkbedbrbrLiving Room: Queen Sleeper Sofa br brArea 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 landmark from the 1800s. Kids will love wandering through 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. br brPensacola 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.

Relax at Baywatch H3 Across from Gulf | Pool + Private Dock

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$486.64

Our beautifully renovated home is a stone’s throw from the edge of Northwest Florida’s intracoastal waterway, is mere steps from the sugary, white sands of the Gulf, and is nestled perfectly at the west end of Pensacola Beach right before the entrance to the quiet protection of Ft. Pickens National Seashore. The accommodations and set-up we offer are ideal for four adults seeking serenity at the beach. Our views are breathtaking, day or night, and always offer peaceful and natural relaxation. Note: Palm Beach Club’s HOA rules prohibits short term renters from bringing pets.

Coastal Serenity - Luxury - Waterfront - Heated Pool - Best spot on the beach.

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$306.27

Top Reasons to Book Portofino 3-706: brbr* Steps Away from White Sandy Beaches brbr* Sound Views From Every Roombrbr* Spa Portofino, Tennis, and Fitness Center Onsite brbr* Complimentary Garage Covered Parking Spot brbr* Luxury High Rise brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr* Professionally Managed; 24/7brbr*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A $75 CHECK IN FEE AND AN AMENITY FEE DUE UPON CHECK-IN AT THE COMPLEX. THE AMEMITY FEE WILL FOLLOW THE BELOW SCHEDULE.*brbr2025 Daily Guests:brJan 1-March 3: $18/daybrMarch 4-May 22: $24/daybrMay 23-Aug 3: $30/daybrAug 4-Dec 31: $18/daybrMonthly Guests: $300 per monthbrbrPAYMENTS ARE MADE TO PORTOFINO ISLAND MANAGEMENT HOA/FRONT DESK UPON CHECK-IN. (NOTE: Pensacola Beach Properties are no responsible for the fees) br*Parking available for one vehicle (additional parking, based on availability) brbrWelcome to Portofino 3-706 where you can leave your worries at home. This upscaled 7th-floor Portofino rental hosts 6 people comfortably. The Master Suite offers a King bed with an ensuite and the Guest Bedroom has a Queen bed with an ensuite. There is a sleeper sofa located in the living room and a sweet little half bath in the hallway. Upon entering the condo, you are greeted by a wonderful kitchen on the left and an easy-flowing open floor plan to the dining area, living room, and straight out to the spacious balcony with breathtaking water views of the beautiful sound. With 1 bedroom on each side of the rental, the rooms are nicely spaced out to provide ample privacy, water views and attached bathrooms for each room. This condo also features a washer and dryer. Don't miss your opportunity to experience this one-of-a-kind Portofino rental and book your stay at 3-706 now!brbrBed Set Up: brbrMaster Suite: King Bed brbrGuest Suite: Queen Bed brbrLivingroom: Queen Sleeper Sofa brbrPortofino Island Resort is a luxury high-rise located directly on the white sands of Pensacola Beach. This five-tower complex has 2- and 3-bedroom properties. Each Portofino Island Resort Tower hosts both a Gulf front pool and an indoor (seasonally heated), hot tub, sauna, elevator, fitness room with pool views, and gated security. It is in a fantastic location, easily accessible from the bridge. Find out why people return to Portofino Resort year after year!brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbrArea Attractions: brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. A stroll down the white sandy shore or take in coastal-inspired dining at the LifeStyle Center with a variety of fresh Gulf cuisine as well as Pizza Portofino featuring oven-baked specialties made to order, explore The Market with specialty coffees, ice cream, souvenirs, and logo merchandise and select grocery items including beverages! A short drive to the Pensacola Beach Boardwalk will take you to the many other local restaurants and shopping to enjoy.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures. Book your stay on Pensacola Beach today.

Portofino 3-706 | Luxury 2BR Condo w/ Sound Views + Pools + Spa

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$453.8

Top Reasons to Book Blue Heron:brbr* Ideally Situated 2 Blocks from the Gulf and the Soundbrbr* Loft Perfect For Kidsbrbr* Spacious Great Roombrbr* Wrap Around Balconybrbr* Enclosed Hangout Area Downstairsbrbr* Professionally Managed; 24/7br brEscape to this inviting Pensacola Beach getaway at Blue Heron. Just two blocks from the Gulf, a convenient paved walkway puts you on the sugar-white sands in minutes. The home offers three comfortable bedrooms plus a loft, sleeping up to eight guests—perfect for families or groups. Accommodations include a king suite, a queen room, a 2 twin bedroom, and a loft with two twin beds. Two well-appointed bathrooms feature both a garden tub and walk-in shower, as well as a shower/tub combo for added convenience. With a stylish coastal design and a prime location near restaurants, attractions, and the sparkling Gulf waters, Blue Heron is the ideal blend of comfort and beachside fun.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.br br*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbr*Fireplace is NOT available for guest use*br brBed Setup:brbrMaster Bedroom: King BedbrbrGuest Bedroom 1: Queen BedbrbrGuest Bedroom 2: Two Twin BedsbrbrLoft: Two Twin BedsbrbrArea Attractions:brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. Stroll down the white sandy shore or the Pensacola Beach Boardwalk to taste a variety of fresh Gulf cuisine, explore multiple shopping destinations, enjoy live music during the summer at The Shell, or even rent scooters.br brTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures on Barrancas Beach. While you’re there, you could also check out Fort Barrancas. Book your stay on Pensacola Beach today.

Pensacola Beach Getaway | Spacious Home w/ Loft + Balcony Blue Heron

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$392.58

What You’ll LovebrBeautiful beach cottage in the perfect location!br2 Bedroom, 1 Full Bathroom, Sleeps 4 with 2 Bikes included!brThe Gulf is just a 3-minute walk from your front door!brHome is within easy walking and biking distance to all area attractions.brbrProperty Highlights:brEasy beach access.brFully equipped kitchen.brMaster bedroom, Queen bedbrBathroom, shower/tub combobrGuest room, Queen bedbrWasher and dryer brOutdoor showerbrBeach cart, beach chairs, cooler, and beach toys included!br2 Beach BikesbrBeach Towels provided upon request for $5 laundry fee.brbrSnowbirds accepted!brbrPlease note the following requirements to complete your reservation:brGovernment-issued photo identification is required at check-in.brGuests must review and sign the single-page Rental Agreement at check-in. This document outlines the house rules, check-in and check-out procedures, and helps ensure a smooth and enjoyable stay for both parties.brMinimum age to book is 25 years old.brbrCheck-in time: Typically Between 3:00 and 5:00pm.brCheck-out time: 10:00am. These times are strictly enforced to allow for preparation of our next arrival. All guests and belongings must be out of the unit as housekeeping arrives promptly to prepare for the next guests. Late departures must be authorized by ECG and are not permitted in the summer months.brProperty is self-catering. Only starter supplies provided.brbr CANCELLATIONS POLICIESbrbrHoliday reservations are non-refundable: Blue Angels Week(7/12/26-7/19/26), 4th of July, Christmas, New Year’s Eve, Thanksgiving, and Memorial Day. Bad weather is Non-refundable.brHurricane Policy: REFUNDS GIVEN when a Mandatory Evacuation Order is issued.brbrTRAVEL INSURANCE is optional, but we strongly recommend it. In case of any unforeseen events, this insurance helps protect your vacation investment.brbrYour cell phone number should be made available at the time of booking. brAll check-in information will be texted with the number provided on day of arrival.brbrDonna, the property manager, will be available day and evening, throughout your stay, for any questions, needs, or recommendations. You will be able to contact her directly.brbrSee you at the Beach!brHouse RulesbrRenters must be 25+years of age. brNo PetsbrNo Smoking/VapingbrNo Events or PartiesbrbrAny unauthorized pet on the property is in clear violation and there will be, without exception, a $200 charge.brbrA $150 fee may be charged for ionization, if smoking in the property is detected.

Pensacola Beach Cottage

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$603.46

Signature Amenities of This Scenic Beach Home:brbr* Located in Gated Santa Rosa Villa Estatesbrbr* Pet-Friendly with Approval (Fees Apply)brbr* Gulf and Sound Views from Multiple Balconiesbrbr* Private Community Pool + Dock with Fishing Accessbrbr* Chef’s Kitchen with Granite Counters + Custom Cabinetsbrbr* Primary Suite with Spa Bath + Balcony + Walk-In Closetbrbr* Outdoor Shower + Rear Covered Patiobrbr* 4-Car Oversized Garage + Quick Beach Accessbrbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrInside Calle Bonita:brWelcome to Calle Bonita, a custom-designed coastal retreat located in Santa Rosa Villa Estates, one of Pensacola Beach’s most desirable gated communities. This spacious 4-bedroom, 3-bathroom vacation home offers both Gulf and Sound views, an open floor plan, and upscale amenities for an unforgettable beach escape. Guests enjoy exclusive access to the community pool and private dock, perfect for fishing, paddleboarding, or simply soaking in the sunset.brbrOn the main level, you’ll find a spacious living area with a sleeper sofa, a modern kitchen with granite countertops and high-end appliances, and dining space that opens to both front and rear balconies. A full bathroom and a cozy breakfast nook add comfort and functionality. Upstairs, the Gulf-view primary suite features French doors to a private balcony, a jacuzzi tub, large walk-in closet, and spa-style shower. Additional bedrooms offer flexible sleeping arrangements, including a custom bunk room off the master.brbrAbout the Home and Layout:brbrMain Level:brLiving Room: Queen Sleeper SofabrGuest Bedroom 1: Queen BedbrFull Bathroom brbrTop Floor:brPrimary Bedroom: King Bed + Ensuite Bath + Gulf-View BalconybrGuest Bedroom 2: Queen BedbrGuest Bedroom 3: Twin over Full Bunk BedbrBonus Room (Off Primary): Twin Bunk BedsbrShared Full BathroombrbrAbout Santa Rosa Villa Estates:br* Private Gated Beachfront Community on Pensacola Beachbr* Direct Access to the Gulf and the Santa Rosa Soundbr* Quiet, Family-Friendly Neighborhood with Low Trafficbr* Features a Private Dock for Fishing + Sunset Viewingbr* Community Pool Just Inside the Gate – Exclusively for Guest UsebrbrBooking Details:br* Pet Friendly with Approval – Non-Shedding Dogs Onlybr* Pet Fee: $200 Per Pet (Limit 2)br* Unauthorized Pets Subject to $500 Cleaning Feebr* Pool Heat Not Applicable (Community Pool)br**We LOVE Snowbirds! Enjoy Low Monthly Winter Rates**br Snowbird Season runs December through March.br To receive an instant quote, simply select an arrival and departure date totaling at least 28 days.brHave a unique request We’re happy to help—contact us for alternative dates or additional assistance.brPlease note: All monthly rentals require an additional $150 cleaning fee.

Calle Bonita Gulf+Sound Views | Community Pool | Steps 2 Sand | Pet-Friendly

Pensacola Beach, Florida, United States

4

Bed

3

Bath

13

Sleeps

$413.79

Come and enjoy Sunset! This bright, beautiful, and stunning oceanfront condo is located directly on the sugar white sands of Pensacola Beach. Free Beach Chairs and Umbrellas provided to our guests through Lazy Days Beach Rentals ($300 value - FREE to Suncoaster Properties guests). brbrCovered garage parking with assigned space.brbrIf Sunset is booked, please check to see if any of our other amazing condo's are available by clicking on the View all Suncoaster Properties hyperlink below in the meet the owner area.brbrThis condo has been completely renovated and ready for your stay. Fully stocked and adorned with all the luxuries of home - free WiFi - wireless high speed internet throughout. brbrBedrooms: The condo provides sleeping arrangements for 7 people. It has a master bedroom with a king sized bed and private bath. The second bedroom has a king size bed. The third bedroom has a bunk bed with a full size bed on the bottom and a twin size bed on the top. There is a full bath /shower in the hallway for easy guest access. brbrKitchen and dining: The wide open kitchen has beautiful upgraded stainless steel appliances and is fully equipped with all the tools to prepare and entertain from your home away from home at Pensacola Beach. The dining table seats 6 in comfort while providing direct views across the balcony and over the island, Enjoy a spectacular show every sunset while dining from your private condo retreat. brbrBalcony: Enjoy your morning coffee watching dolphins frolic in the surf from your private balcony over the Gulf of Mexico or your evening cocktail while watching the sun set from the very best location on all of Pensacola Beach. Just another day in Paradise!brbrPerfect for families or group of adults wanting their own rooms for privacy.brCompletely Smoke Free Condo Complex!

Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$600.12

Signature Amenities of Regency Cabanas A1:brbr* Gated community for added privacy and peace of mindbrbr* Garage parking for convenience and securitybrbr* Outdoor gas grill for the perfect BBQ nightbrbr* Beach cart and washer/dryer providedbrbr* Resort-Style Amenitiesbrbr* 2 Outdoor Pools for a refreshing dipbrbr* Private dune walkover for quick + easy beach accessbrbr* High-speed Wi-Fi to stay connectedbrbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrWelcome to Regency Cabanas A1, your ultimate beachside escape in Pensacola Beach. This beautifully decorated, dog-friendly (20 lb max, non-shedding) townhome combines coastal luxury with everyday comfort—just steps from the sugar-white sands and emerald waters of the Gulf. The open-concept living area invites you to relax with plush seating, a large flat-screen TV, and balcony access for enjoying those incredible Gulf views.brbrThe gourmet kitchen is fully equipped with stainless steel appliances, granite countertops, and seating for the whole family at the dining table and wraparound bar. After a day on the beach, unwind with a glass of wine on your private balcony or explore nearby restaurants, shopping, and entertainment just minutes away. Whether you’re here to relax, reconnect, or explore, Regency Cabanas A1 offers the perfect mix of luxury, location, and laid-back coastal charm.brbrThe Bed Setup: brbrMain LevelbrGuest Bedroom 1: King BedbrbrUpper LevelbrMaster Suite: King Bed + Twin-over-Twin Murphy Bunk Bed in Walk-In Closet brGuest Bedroom 2: King BedbrGuest Bedroom 3: Twin-Over-Full Bunk Bed with Twin TrundlebrbrBooking Details:br* Pet Fee: $200.00per pet (limit 2, small or medium non-shedding dogs only)br* Unauthorized pets incur $500 fee per petbr*Please Note (HOA Rules): No beach buggies, boats, trailers, or similar vehicles are allowed unless fully enclosed in the garage.brbr**We LOVE Snowbirds! Enjoy Low Monthly Winter Rates**br Snowbird Season runs December through March.br To receive an instant quote, simply select an arrival and departure date totaling at least 28 days.brHave a unique request We’re happy to help—contact us for alternative dates or additional assistance.brPlease note: All monthly rentals require an additional $150 cleaning fee.brbrKey Features of Pensacola Beach:br* Walkable, Quiet Neighborhood with Unobstructed Gulf Viewsbr* Steps to County-Managed Beach Accessbr* Perfect Viewing Spot for Blue Angels Air Showbr* Minutes from Boardwalk Dining, Gulf Islands National Seashore + Fort Pickens

Regency Cabanas A1 | Dog-Friendly Beach Access, Pools + Gulf Views

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$285.31

Top Reasons to Book Santa Rosa Dunes 721: 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 721, 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 newly upgraded making it 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 also with a king bed and ensuite bathroom. After a fun day in the sun, return to your personal paradise at Santa Rosa Dunes 721!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 with Ensuitebr 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.

Short Easy Walk to Beach-Gorgeous Sound Views-Santa Rosa Dunes 721

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$402.9

Our Luxury Portofino 2 Bedroom GULF FRONT condo is located in TOWER 5 at Portofino Island Resort. Tower sits closest to the gulf and is about 200 yards from the beach! It is a short walk to The Spa and Lifestyle Center located on near the Santa Rosa Sound, Tennis Courts and restaurants.brbrThe open floor plan features 40 feet of breathtaking Gulf views. You can see the Gorgeous Gulf and pristine sugar sand beaches from each and every room! Our condo features floor to ceiling windows in the living area and both gulf front bedrooms. Elegant Tuscany columns, domed entryway, 9 ft ceilings, crown molding and granite counter tops only begin to describe the distinct upscale Mediterranean feel. brbrOur unit is professionally decorated, furnished with a comfortable Coastal Beach theme throughout. The Kitchen is fully equipped with large and small appliances and cookware. The bar overlooks the dining room into the living area. Relax in the living room on the comfy sectional and 50” Samsung Smart TV. brbrMaster has king bed, 43 Samsung Smart TV, tile floors and ceiling fan. The Master bath has dual vanities, whirlpool tub and separate walk in shower. Second bedroom has a private bath, ceiling fan, 43 Samsung Smart TV, tile floors and glass door with low profile door jamb access to the balcony. brbrBalcony faces Southeast and has breathtaking views of the Gulf and Santa Rosa Sound. Your Portofino Island Resort view includes nothing but spectacular of beach and seashore. Balcony has seating for 4 along with electric BBQ Grill. brbrOur unit is equipped with a full size washer & dryer, secure Wifi and a reserved, covered parking space. We also provide beach chairs and an umbrella for the use of our guests. There is a selection of books and board games for your enjoyment. Each of the five towers at Portofino Island Resort offer their own large swimming pool and hot tub, along with umbrellas, tables, chairs and lounge chairs. Portofino Island Resort is very family oriented, activities are offered for every age group (young children thru teens). brbrWake up to unobstructed views of the gulf, dolphins cruising the shoreline and the sound of the surf. Come explore this luxury coastal paradise for your next vacation! Please inquire for multi week or monthly discounts. brbrNO SMOKING, NO PETS! Please note our rental rates include all Portofino Resort Fees (amenity fees, service fees, booking fees, parking fees and check in fees). We rent by the month November thru mid March inquire for details. brbrABOUT PORTOFINO ISLAND RESORTbrPortofino Island Resort is the Emerald Coast’s premier resort destination. Portofino combines the Italian Mediterranean, complete with a European spa, with America’s most beautiful beaches.brbrPortofino Resort consists of 28 acres located on a pristine stretch of nature-preserved land bordering both the Gulf of Mexico and the tranquil waters of the Santa Rosa Sound. Enjoy direct access to several miles of federally protected sugar white sand beaches, complete with the renowned emerald green and turquoise waters of the Gulf. brPamper yourself at Spa Portofino, a $5 million 40,000 square foot lifestyle center, featuring customized body treatments, facials, full body massages, pedicures, available poolside or in your own resort residence. Spa Portofino also features a gourmet restaurant as well as a casual grill, plus an indoor Olympic pool with a soaring wood-beamed ceiling, state-of-the-art fitness center, two outdoor zero-infinity pools and decks overlooking the magnificent Santa Rosa Sound, whirlpool spas, saunas, steam rooms, and (seasonal) Kids' Camp.brbrFor the athletic minded, there are five lighted Rubico (clay) tennis courts; pilates/yoga/spin/kickboxing classes on site. The fitness center includes state of the art machines and free weights. Tiger Point, a 36-hole championship golf course, is a water taxi ride away in Gulf Breeze. Portofino offers onsite rentals for bicycles, kayaks, sail boats, boogie boards, and water bikes. Enjoy bicycle riding or hiking on Gulf Island National Seashore’s paved trails. What more can a family ask for – there’s something for everyone!br

Portofino Paradise. 2bd/2.5ba Elite Luxury Condo. Gulf Front T5

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$390.94

Newly renovated 2BR/2.5BA corner condo at The Boardwalk! brbrEnjoy private beach access, sunrise Gulf views, and 1,400+ sq ft of comfort. Two large wraparound decks, a gas grill, and a ground-level hangout spot. Walk, run, bike the scenic Ft. Pickens path, lounge by the pool, or fish off the pier. This is your perfect beach escape with views of both the Sound and the Gulf. Just bring the sunscreen and good vibes! brbrBeach days & breezy nights await—book your stay now!

Sandy Toes & Salty Kisses

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$303.9

Discover why Pensacola Beach is such a popular spot for families with kids of all ages and stay in Regency Towers 304 West. This vacation condo in Pensacola Beach, FL features two bedrooms, two full bathrooms, and accommodations for 8 guests.brbrYour favorite thing about this vacation rental is sure to be the gorgeous views of the Gulf of Mexico. Not only can you see the beach from the living room, kitchen, and private balcony, but even the master bedroom has gorgeous views! Your kitchen will come fully equipped with everything you need for a successful stay. You could prepare snacks for the beach or even a home-cooked meal one night. It is even adorned with granite countertops and stainless-steel appliances to add a touch of luxury to your stay. Your living room, as well as each bedroom, comes with Smart TVs ensuring you can stay up to date on your favorite shows and movies. Utilize the washer and dryer after each day spent in the sun to stay on top of beach towels and other laundry.brbrThe beach is just steps away! Soon you will be sinking your toes in the sand while your kids build sandcastles and surf the waves of the Gulf. Make sure to explore the resort too. There is a community pool great for days you need a break from the sand. There are also tennis/pickleball courts for those who like to stay active while on vacation.brbrThe Pensacola area has so much to offer! Stay on the Pensacola Beach side and enjoy delicious seafood restaurants, or head over to Downtown and discover great shopping and adventure. No matter how you choose to fill your stay with fun, make sure to check out our Gulf Coast Blog before arriving, where you can find useful tips for vacation planning. The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrStart planning today! Book online or give us a call to claim your spot in the sand.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Regency Towers #304 West | Beachfront, Great Views

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$504.77

Luna Cove (in Palm Beach Club) on Pensacola Beach features soaring cathedral ceilings & an open floor plan with floor to ceiling Gulf Views; Kitchen is modern & functional with leathered granite counters, Kitchen Aid stainless appliances, entertaining ware and all cook's essentials; The Living Area is very accommodating & comfortable and has a wonderful gulf view nook with large sleeping sofa perfect for dolphin watching & morning meditation; 2 Bedrooms & 2 Full Baths downstairs with new beds and linens; Master has private patio with beach view; Gated community; beach and sound access; last complex before National Park at Ft. Pickens; pool overlooks sandy beach along Santa Rosa Sound; covered parking for 2 with elevator access; On Trolley Stop; Sunsets in the summer from the sound beach are absolutely stunning !!brbr2 adult bikes & 2 paddle boards are also provided with this unit along with beach chairs, beach buggy & sand toysbrbrWe are proud to be a supporter of Make A Wish Foundation & are honored to host Make A Wish Families at this property- thank you for staying with us & helping us do that for them

Unobstructed Beach View End of Island - Private on Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$847.66

Welcome to Beachy Keen!brbrDiscover your dream vacation at Beachy Keen, a luxurious 4-bedroom, 3.5-bathroom home just 100 yards from the stunning emerald waters of the Gulf of Mexico. Designed to accommodate up to 17 guests, this open-concept home promises a blend of comfort, entertainment, and relaxation.brbrLiving SpacesbrModern Entertainment: The spacious living room boasts a large 4K flat-screen Smart TV, premium Klipsch soundbar, and sub-woofer, perfect for movie nights, sports, and your favorite TV programs. Enjoy complimentary WiFi throughout the house.brbrGourmet Kitchen and DiningbrChef's Delight: The heart of the home is the large, fully equipped kitchen featuring stainless steel appliances and ample counter space, ideal for preparing delicious meals. The adjacent dining area seats 10, perfect for family gatherings and celebrations. Just off the kitchen, an outdoor dining table seats 8 and overlooks the pool, providing a lovely setting for al fresco meals.brbrLuxurious Bedrooms and AmenitiesbrComfort and Style: Each bedroom is decorated with a beach and nautical theme, creating a relaxing and inviting atmosphere. Enjoy plenty of space and privacy, ensuring a restful and luxurious stay.br• Master Suite: King bed and a Twin sofa bedbr• Bedroom 2: 2 Queen beds (first floor)br• Bedroom 3: 4 Twin built-in bunks and a Twin sofa bedbr• Bedroom 4: Queen bed and Twin bedbr• Living Room: Full sofa sleeperbrbrFun and Entertainment for EveryonebrNon-Stop Fun: Entertainment options abound at Beachy Keen. The bunk room features an electronic game table with classic games like Ms. Pac-Man, Frogger, Donkey Kong, and Galaga. Flat-screen TVs are in each bedroom, the living room, and the garage game room, ensuring everyone has access to their favorite shows and movies. A beach wagon full of sand toys is provided for fun days at the beach.brbrGarage and Pool AreabrVersatile Entertainment: The enclosed garage is a versatile space with a full-sized refrigerator, large flat-screen TV, ping pong table, and foosball table. Outside, the backyard is a private paradise with palm trees next to a sparkling pool with a large splash deck. The poolside area includes a table that seats 4 and an outdoor gas grill, perfect for BBQs and poolside dining. The open yard area is great for games like the included ladder ball and bean bag toss.brbrPerfect LocationbrPrime Beach Access: Beachy Keen is a short stroll from the beach, making it the perfect retreat after a sun-soaked day. Whether you're lounging by the pool, enjoying the game room, or exploring the nearby attractions, this home offers everything you need for an unforgettable vacation.brbrBook Your StaybrDon't miss out on this fantastic opportunity to rent one of the best vacation homes in Pensacola Beach. Book your stay at Beachy Keen today and create lasting memories with your loved ones!brbrComplimentary WiFibrbrBeddingbrMaster: 1 King & Sofa Twin BedbrBedroom 2: 2 QueensbrBedroom 3: 4 twins (built-in-bunks) & Sofa Twin BedbrBedroom 4: 1 Queen & 1 TwinbrLiving room: Full Sofa Bed

Beautiful Open Concept Home with Private Pool-Steps the Beach!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$243.59

With peaceful views of the Bay visible from your Pensacola Beach, Florida condo rental at Baywatch C5, we don’t know of a more relaxing place to stay on vacation. Watch the sunset over the water and relax from the comfort of your own covered balcony. If you’re looking to unwind, this is the place for you!brbrCozy yet spacious enough for six guests, Baywatch C5 ensures you will be plenty comfortable here on vacation. As you enter this condo, the first thing you will notice is the bright living room that leads to a private balcony overlooking the Bay. You’ll have a delightful time preparing meals in the fully equipped kitchen and then enjoying them at the dining area. New upgrades ensure this condo features modern comforts like Smart TVs in the bedrooms and living room, along with granite kitchen counters in the kitchen and bathrooms. Whether you are vacationing with friends or family, you are sure to have an unforgettable time at Baywatch C5.brbrIn addition, Baywatch in Pensacola Beach offers a community pool and a well-furnished deck so you can soak up some sun. The beach is just a short walk away as well, providing more fun under the sun. Spread out your beach blanket, slather on some sunscreen, and relax!brbrLocated in a wonderful Bayside area of Pensacola Beach, there is ample opportunity for fun here! If you need an easy way to explore, the Pensacola Beach Trolley offers free rides from Memorial Day weekend to Labor Day. Whether you are looking for adventure or leisure on vacation, there is something for everyone.brbrReserve Baywatch C5 with us for your next vacation! Call or book online.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Baywatch C5 | Pier View, Walk to Beach, Pool

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$678.13

NEW ON OUR RENTAL PROGRAM! More pictures and information to come. brbrThis Gulf-view townhome on Pensacola Beach is built for easygoing beach days, family time, and a little friendly competition along the way.brbrStep inside on the ground level and you’ll find a garage that’s been transformed into a full-on game room. It’s packed with ways to keep everyone entertained, including a pool table, ping pong, foosball, skeeball, two dart boards, a basketball hoop, and even an oversized Connect Four game. There is also a paddleboard ready for the water, two extra refrigerators for drinks and snacks, plus a sofa, chairs, and a large flat screen TV for when you’re ready to kick back and relax. brbrUpstairs on the main living level, the space opens up into a comfortable living room, dining area, and kitchen. The living room features a large flat screen TV, 1 Queen Sleeper Sofa, and plenty of seating for relaxing after a fun-filled day in the sun. The dining table seats up to six, with additional seating for four at the kitchen bar. The kitchen is well-equipped with everything you need, including a Keurig and regular coffee maker combo to keep mornings running smoothly. Just down the hall, you’ll find a laundry room with a washer and dryer, a full bathroom with a shower/tub combo, and a bedroom with a twin-over-full bunk bed that’s perfect for kids.brbrOn the top floor, there are two guest bedrooms, each with a queen bed, sharing a hall bathroom with a shower/tub combo. At the end of the hall, the master bedroom offers a king bed, a private bathroom with a soaking tub and separate stand-alone shower, and access to its own private balcony.brbrEach level offers its own space to spread out, while the balconies provide Gulf views that remind you why you came to Pensacola Beach. Whether you're starting your morning with coffee and salty air or winding down after a full beach day, this townhome makes it easy to settle into vacation mode.brbrComplimentary WiFibrbrBedding:brMaster: 1 King (2nd Level)brBedroom 2: 1 Queen (2nd Level)brBedroom 3: 1 Queen (2nd Level)brBedroom 4: 1 Twin over Full Bunk Bed (Main Level)br1 Twin Chair SleeperbrLR: 1 Queen Sofa Sleeperbr2 Roll Away Beds

Gulf View Townhome | Gorgeous Views, Game Room, & Family Fun!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$260.68

This two-bedroom condo, perched on the seventh floor of the gated Tristan Towers community, invites you to unwind as soon as you step through the door. The breathtaking Pensacola Bay view will welcome you first. The open-plan dining and living areas provide ample room for the whole family to relax. The master bedroom features a king-sized bed and a stunning bay view. It also includes an ensuite master bathroom. The second bedroom is ideal for children, with both a queen and a twin XL bed. The second bathroom is conveniently located in the hallway just outside. The kitchen is fully equipped with everything needed to prepare meals as if you were at home. Alternatively, take the free Pensacola Beach Trolley (available from Memorial Day to Labor Day) or a golf cart taxi to explore Casino Beach or the Boardwalk's dining options. The area is bustling with activities, including mini-golf, shopping, and jet ski rentals. History enthusiasts will appreciate the nearby Fort Pickens National Park—visit their website for historical reenactments. You may even spot the Blue Angels, our local aviation heroes, practicing their maneuvers. For additional shopping, entertainment, and history, the neighboring towns of Gulf Breeze and Pensacola are just a short distance away. Revel in the view and luxuriate in style during your stay at this exquisite condo.brbrTristan Towers offers Olympic size pool, 2 tennis courts and pickle ball, dock for fishing. brbrAmenities of this property include:br~Central air conditioningbrbr~Dining room table that will seat 6br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Amazing Bay viewsbrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dishwasher packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1200 Ft. Pickens Road, Tristan Towers is a 15-story building with 90 private condominiums. brTristan Towers amenities include:br~Second largest swimming pool on the island.br~Gated Entrybr~Tennis/Pickleball Courtsbr~Community BBQ grilling areabr~Pierbr~Beautiful tropical landscapingbr~Walking distance to Peg Leg Pete's restaurant and bar and Tom Thumb convenience storebr~Easy access to the Gulf of MexicobrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is ready early, 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.

Pensacola Bay Views from 2 Bedroom Retreat - TT7D

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$749.22

PRIVATE SALTWATER POOL AND HOT TUB! Pool and hot tub heating is $125/day. If you would like the pool heated before you arrive contact a Vacation Specialist to add this to your reservation when booking! brbrExperience coastal living at its finest in this charming Gulf-view beach house! This 3-bedroom, 2.5-bath retreat offers everything you need for a perfect beach getaway, including a private pool, relaxing hot tub, and breathtaking Gulf views from both the first-level balcony and the second-level deck.brbrWith accommodations for six, this home is ideal for families or a small group of friends. The master suite features a comfortable queen bed, a private bath, and a flat-screen TV for relaxing evenings. The second bedroom also has a queen bed, while the third bedroom offers two twin beds—perfect for kids —both conveniently located near a shared full bath.brbrThe open-concept kitchen, dining, and living area create a welcoming space for everyone to gather. Whether you're preparing a meal, enjoying dinner together, or lounging in front of the flat-screen TV, you’ll love the warm, inviting atmosphere. Step out onto the first-level balcony just off the living room, where you can soak in stunning Gulf views and coastal breezes.brbrThe beach and sparkling Gulf waters are just a few steps away, located right across the street! When you're ready for outdoor fun, enjoy the convenience of a private pool, hot tub, and a gas grill for a BBQ with a view. The home also features a one-car garage and ample driveway parking.brbrWhether you’re savoring your morning coffee on the balcony or unwinding in the hot tub after a day at the beach, this home promises an unforgettable escape filled with comfort, convenience, and coastal charm. brbrBook online today or call a Vacation Specialist for more information. brbrComplimentary WiFibrbrBedding:brMaster: 1 QueenbrBedroom 2: 1 QueenbrBedroom 3: 2 Twins

Beautiful Gulf View Home with Private Pool and Hot Tub!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$428.66