TOP 30 Island luxury rentals in Pensacola, Florida

Portofino Island Resort is a luxurious waterfront retreat located at 10 Portofino Drive in Pensacola Beach, Florida. This stunning resort offers a range of accommodations including condos and villas, perfect for a relaxing getaway or a family vacation. As a real estate agency, Portofino Island Resort also offers the opportunity to own a piece of paradise with their selection of properties for sale. With a travel agency on site, guests can easily plan excursions and explore all that the beautiful Gulf Coast has to offer. From pristine beaches to top-notch amenities, Portofino Island Resort is the ultimate destination for those seeking a luxurious and unforgettable experience.

Located at 165 Fort Pickens Road in Pensacola Beach, Florida, The Pensacola Beach Resort offers a serene and relaxing retreat by the beautiful Emerald Coast. Wake up to the sound of ocean waves and enjoy the refreshing sea breeze throughout your stay. With a focus on creating special moments and unforgettable experiences, this lodging institution is the ideal place to gather with loved ones, soak up the sun, and indulge in adventurous activities. The guest rooms at The Pensacola Beach Resort are inspired by the coastal landscape, featuring complimentary amenities and premium extras for a comfortable stay. Start your day with a cup of coffee on your balcony overlooking the sunrise, or relax in your cozy bed with crisp white linens.

Emerald Isle - Condo Rentals by Premier Island Management Group is a premier lodging destination located in Pensacola Beach, Florida. As a leading real estate and travel agency, we offer luxurious condo rentals for visitors looking to experience the beauty of the Emerald Coast. Our properties are located at 22 Via De Luna Drive, providing convenient access to the beach and nearby attractions. With top-notch amenities and exceptional customer service, Emerald Isle is the perfect choice for your next vacation getaway. Book with us today and experience the ultimate beachfront retreat in Pensacola Beach.

Premier Island Management Group is a prestigious institution located at 10 Portofino Drive on the beautiful Pensacola Beach in Florida, United States. As a leading lodging, real estate, and travel agency, we offer top-notch services to cater to all your accommodation, property, and vacation needs. Our dedicated team of professionals is committed to providing exceptional customer service and ensuring a memorable experience for all our clients. Whether you are looking for a luxury vacation rental, a new property investment, or assistance with planning your dream getaway, Premier Island Management Group is your one-stop destination for all your hospitality and real estate needs. Visit us today and let us help you turn your dreams into reality.

Ocean Breeze West #601 Condo Rental is a luxurious real estate agency located at 14623 Perdido Key Drive in Pensacola, Florida, United States. This stunning beachfront condo offers breathtaking views of the Gulf of Mexico and is the perfect vacation rental for those looking to relax and unwind in style. With modern amenities, spacious living areas, and a prime location near popular attractions, Ocean Breeze West #601 Condo Rental is the ideal choice for your next getaway. Book your stay today and experience the ultimate beachfront living experience.

Anchor Realty Florida, located at 131 Franklin Boulevard in Eastpoint, Florida, is a premier real estate agency specializing in luxury beachfront properties in Northwest Florida. With over 50 years of experience, Anchor Realty Florida is your key to finding the perfect property in St. George Island, Santa Rosa Beach (30A), Destin, Port St. Joe, Cape San Blas, Tallahassee, Panama City Beach, Pensacola, and beyond. Whether you're looking for a vacation home, investment property, or permanent residence, our team of experienced agents is here to help you every step of the way. Visit one of our office locations in Pensacola, St. George Island, Port St. Joe, or Tallahassee to start your real estate journey today.

Perdido Key Office - Premier Island Management Group is a reputable real estate and travel agency located at 14112 Perdido Key Drive in Pensacola, Florida. Specializing in premier properties and vacation rentals in the beautiful Perdido Key area, this institution offers top-notch services to both buyers and sellers. With a team of experienced professionals and a strong reputation for excellence, Perdido Key Office - Premier Island Management Group is the go-to destination for all your real estate and travel needs in the United States.

Island Escape at Lost Key is a premier real estate and travel agency located at 14581 Salt Meadow Drive in Pensacola, Florida. Specializing in luxury vacation rentals and property sales, our team is dedicated to providing top-notch service and helping clients find their perfect island getaway. Whether you're looking for a relaxing beachfront retreat or a stunning waterfront property, Island Escape at Lost Key has you covered. Contact us today to start planning your dream vacation or finding your ideal island home.

Welcome to Avis Car Rental, your trusted partner for convenient and affordable car rentals in Pensacola, Florida. Located at 7171 North Davis Highway, right by the University Town Plaza and near I-10, we offer a wide selection of vehicles to suit your travel needs. Whether you're a local resident needing a temporary vehicle or a visitor eager to explore the vibrant city of Pensacola, we've got you covered. Special Offer: Enjoy one day free of daily time and mileage charges on intermediate (group C) through full-size four-door (group E) cars with a minimum three-day rental. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are extra. Optional items such as LDW and other surcharges may apply. This offer cannot be used for one-way rentals and is valid only at Avis locations in the contiguous U.S., excluding the New York Metro area. An advanced reservation is required, and the rental must begin on or before 12/31/24. Terms and conditions apply.

Welcome to Avis Car Rental, conveniently located at 2430 Airport Boulevard, Pensacola, Florida 32504, just a short walk from the baggage claim area at Pensacola International Airport (PNS). Whether you're visiting for business or leisure, our wide range of vehicles is designed to meet all your travel needs. From sporty muscle cars and luxury SUVs to family-friendly minivans and spacious passenger vans, Avis offers the perfect vehicle for every adventure along Florida’s stunning Gulf Coast. Take advantage of our special offer: enjoy one day free of daily time and mileage charges on rentals ranging from intermediate (group C) to full-size four-door (group E) cars, when you book a minimum three-day rental. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are extra, and optional items like LDW may apply. This offer is valid at Avis locations in the contiguous U.S. (excluding the New York Metro area) and requires an advance reservation. Terms and conditions apply, and blackout periods may affect availability.

Welcome to Pensacola, Florida, where our sugar sand beaches are just the beginning of your unforgettable vacation experience. Nestled along the Gulf Coast, Pensacola offers nearly 500 years of rich history, unique shopping experiences, and luxurious accommodations that promise to make your stay truly special. Immerse yourself in Pensacola's unique travel experience. Whether you want to explore the serene beauty of Pensacola Beach and Perdido Key from anywhere in the world via our beach webcams or visit in person to witness the pristine beach conditions, Pensacola welcomes you with open arms.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Anchor Realty Florida, your premier destination for luxury beachfront real estate in Northwest Florida since 1962. Located at 225 North Pace Boulevard, Suite 111, Pensacola, FL 32505, our agency specializes in connecting you with the finest properties across the region. Whether you're seeking a stunning home along the pristine shores of St. George Island, the vibrant communities of Santa Rosa Beach (30A), the bustling locale of Destin, or the serene landscapes of Port St. Joe, Cape San Blas, and beyond, we have you covered. Our expertise extends throughout Escambia and Santa Rosa Counties, as well as the picturesque areas of Apalachicola, Carrabelle, and Mexico Beach. We also serve the broader Tallahassee region, including Southwood and Crawfordville. At Anchor Realty Florida, we cater to diverse real estate needs, offering a wide array of properties such as hotels, strip malls, single stores, apartments, and industrial properties.

Welcome to Nan Harper, Island Realty of Pensacola Beach, your trusted partner in finding your dream coastal property. Conveniently located at 45 Via De Luna Drive, Pensacola Beach, Florida, our locally-owned real estate agency specializes in providing personalized services to meet all your buying, selling, and renting needs. With an extensive portfolio of stunning beachfront homes, charming cottages, and luxurious condos, we are dedicated to helping you discover the perfect piece of paradise. Our team of experienced professionals is committed to delivering unparalleled customer service, offering expert guidance and insights into the vibrant Pensacola Beach real estate market. Whether you're looking for a permanent residence, a vacation getaway, or an investment property, Nan Harper, Island Realty of Pensacola Beach, is here to make your coastal living dreams a reality. Visit us today and let us help you find your perfect island escape.

Lost Key Resort is a charming lodging located at 14306 Beach Heather Court in picturesque Pensacola, Florida. Nestled in a tranquil setting, this resort offers a perfect blend of luxury and comfort for guests looking to escape the hustle and bustle of everyday life. With spacious accommodations, top-notch amenities, and stunning views of the surrounding area, Lost Key Resort provides a relaxing retreat for travelers seeking a memorable vacation experience. Whether you're looking to unwind by the pool, hit the nearby beaches, or explore the local attractions, Lost Key Resort is the perfect destination for your next getaway.

Indigo Condominium is a luxurious high-rise condominium located on Perdido Key, Florida. With two towers offering two, three, and four bedroom floor plans, each unit features private foyer entrances, full kitchens, floor to ceiling beach views, private balconies, and covered parking. The gated community boasts nearly three hundred palm trees throughout the landscaped grounds, creating a tropical paradise. The pool area is highlighted by a 133,000-gallon pool, poolside Gazebo, zero-entry area for children, and a 13-person hot tub heated year-round. Just steps away from the private 500 feet of sugar-white sand beach, guests can relax on loungers with umbrellas while enjoying the Gulf waters. Perdido Key offers a family-friendly atmosphere with restaurants, shops, fishing charters, golf, water sports, and sightseeing opportunities. Visit the Amenities page for more information. (Indigo Association does not rent units directly, visit www.VRBO.com for rental details).

Perdido Key RV Resort & Marina is a unique waterfront RV park located on the beautiful tropical island of Perdido Key in Pensacola, Florida. Our full-service RV park offers deep water boat slip rentals in the intercoastal waterway, just minutes away from the Gulf of Mexico. In addition to RV site rentals, we also have luxury condos available for those looking for a break from the road or sea. Our resort offers all the amenities you would expect from a luxury resort, including electricity, water, cable, and internet. We have waste pump out stations for boats and sewer hookups for RVs, as well as a supply store, bathhouse, and laundry facility on-site. Guests can enjoy our swimming pool, private sandy beach, picnic and grilling area, and activities like horseshoes. We are also a pet-friendly resort with amenities for furry family members.

Molokai Villas is a charming lodging option located at 16591 Perdido Key Drive in Pensacola, Florida. Nestled in a beautiful coastal setting, Molokai Villas offers guests a peaceful and relaxing retreat. The villas are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning views of the Gulf of Mexico from their private balconies or take a short stroll to the nearby beach. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Molokai Villas is the perfect choice for your next visit to Pensacola.

Welcome to The Crossings Apartments, located at 4648 Crossing Court in Pace, Florida. Our newly constructed 2 and 3 bedroom luxury coastal inspired apartment homes are just a short drive away from the greater East Pensacola FL area. At The Crossings, you will experience relaxing coastal living with easy access to beaches, schools, and public parks. Our convenient location puts you just minutes away from a variety of restaurants, shopping centers, and entertainment attractions.

Santa Rosa Dunes is a charming beachfront institution located at 900 Fort Pickens Road in Pensacola Beach, Florida, United States. This beautiful property offers stunning views of the Gulf of Mexico and easy access to the pristine white sands of Santa Rosa Island. The institution features spacious and well-appointed accommodations, perfect for a relaxing beach getaway. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, and barbecue areas. Santa Rosa Dunes is the ideal destination for those looking to unwind and soak up the sun in a tranquil beachfront setting.

Discover Perdido Key Beach: A Southern Sanctuary for Nature and Adventure Welcome to Perdido Key Beach, a hidden gem located at 14202 Perdido Key Drive, Pensacola, Florida. Named after the Spanish term for "lost island," Perdido Key remains true to its roots as a Southern sanctuary, offering a haven for both people and wildlife. Nestled on a narrow strip of land along the far western shores of Florida and the far eastern shores of Alabama, Perdido Key boasts a unique blend of natural beauty, coastal living, and southern charm.

Welcome to LaDonna Braidlow, Your Emerald Coast Realtor, where finding your perfect home is more than just a transaction—it's a journey we embark on together. Nestled in the picturesque Perdido Key, Florida, at 14112 Perdido Key Drive, our realty service is dedicated to making your home-buying experience as seamless and enjoyable as possible. LaDonna Braidlow is passionate about people and real estate, bringing a wealth of knowledge and an unwavering commitment to each client’s unique needs. Whether you're searching for a charming family home, an investment property, or a tranquil retreat near the beach, LaDonna is here to listen, guide, and work tirelessly to match you with a property that feels just right.

Welcome to Team Perdido - Pete King Realtor/Team Leader, your trusted real estate agency located at 13578 Perdido Key Drive, Pensacola, Florida. As part of the renowned Pointe South Real Estate, one of the most productive realty companies in the Pensacola/Alabama Beaches area, we pride ourselves on offering unparalleled service in the real estate market. Our dedicated team, led by one of the top agents on the “Key,” is committed to providing expert guidance and support whether you are buying or selling a property. At Team Perdido, we understand the importance of having a Realtor who comprehends the market dynamics and customer reactions to pricing and value. Our knowledgeable and high-energy team, along with our diligent administrative staff, works tirelessly to build strong relationships with our clients. For sellers, we ensure that all disclosures and paperwork are meticulously handled, allowing you to make informed decisions about listing your property. For buyers, we focus on matching you with properties that meet your needs and financial criteria, guiding you through the entire process from contract signing to closing.

Welcome to Dawn Marino Realtor, your trusted real estate agency located in the heart of Pensacola, Florida, at 5553 Ponte Verde Road. Specializing in the beautiful Perdido Key area, Dawn Marino offers expertise in one of Northwest Florida's most stunning beachfront communities. Whether you're looking for a luxury condo, a charming beach house, or a serene home facing the Intracoastal Waterway, Dawn Marino is here to guide you every step of the way. Perdido Key is a paradise for those who love the beach, boating, and nature. Stretching over sixteen miles between Southwest Pensacola and Alabama, this barrier island is a top vacation destination, known for its pristine beaches and diverse real estate options. With 60% of the island protected as parkland, it offers a unique blend of natural beauty and modern living.

Welcome to Anchor Realty Florida, your premier destination for luxury beachfront real estate in Northwest Florida. Since 1962, we have been dedicated to helping clients find their dream properties across stunning coastal locations such as St. George Island, Santa Rosa Beach (30A), Destin, Port St. Joe, Cape San Blas, Tallahassee, Panama City Beach, Pensacola, and beyond. Located at 230 Reid Avenue, Port St. Joe, Florida, our Port St. Joe office is at the heart of one of Florida's most beautiful coastal communities. Whether you are looking to buy or sell a home, invest in commercial properties like hotels, strip malls, or industrial spaces, or explore opportunities for apartments and single stores, our expert team is here to guide you every step of the way.