TOP 30 Island luxury rentals in Sanibel, Florida

A Sanibel-Captiva Vacation Connection is a reputable real estate and travel agency located at 16600 Arbor Ridge Drive in Fort Myers, Florida. Specializing in vacation rentals and property management services on the beautiful islands of Sanibel and Captiva, our experienced team is dedicated to providing top-notch accommodations and exceptional customer service. Whether you're looking for a cozy beachfront condo or a luxurious vacation home, we have a wide range of options to suit your needs. Let us help you plan your dream getaway to this stunning destination in Southwest Florida.

Adventures in Paradise in Fort Myers Beach is a premier tourist attraction and travel agency located at 645 Old San Carlos Boulevard in beautiful Fort Myers Beach, Florida. With multiple departure locations including Snug Harbor Marina and Port Sanibel Marina, visitors can easily book online or visit their website to plan their next adventure. Whether it's exploring the waters of Sanibel Island or St. Petersburg, Adventures in Paradise offers a variety of excursions and activities for all to enjoy. Contact them at 1.239.472.8443 for more information and to start planning your unforgettable experience in paradise.

Sanibel Rentals is a premier travel agency located at 1629 Sand Castle Road in the beautiful coastal town of Sanibel, Florida, United States. We specialize in providing top-quality rental accommodations for visitors looking to experience all that Sanibel has to offer. Our wide range of rental options includes beachfront homes, cozy cottages, and luxurious condos, all equipped with modern amenities and stunning views of the Gulf of Mexico. Whether you're planning a romantic getaway, a family vacation, or a solo retreat, Sanibel Rentals has the perfect vacation rental for you. Experience the ultimate relaxation and tranquility of Sanibel Island with a stay at one of our exceptional properties. Book your dream vacation with Sanibel Rentals today.

Welcome to Avis Car Rental at Southwest Florida International Airport in Fort Myers, Florida. Conveniently located at 11005 Terminal Access Road, our branch offers a seamless car rental experience for travelers looking to explore the beautiful city of Fort Myers and beyond. Exclusive Offers: Take advantage of our special promotion: enjoy one day free of daily time and mileage charges on rentals of intermediate (group C) to 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 and surcharges may apply. This offer is valid at Avis locations in the contiguous U.S. (excluding the New York Metro area), and an advance reservation is required.

Welcome to Sanibel Lighthouse Parking, your convenient and reliable parking solution located in the beautiful Sanibel, Florida 33957. Situated just a stone's throw away from the iconic Sanibel Lighthouse, our parking facility offers a perfect starting point for your island adventure. Whether you're here to enjoy the pristine beaches, explore the scenic trails, or visit the historic lighthouse, our spacious and secure parking area provides easy access to all the attractions. Our friendly staff is dedicated to providing excellent service, ensuring a hassle-free experience for both locals and visitors alike. With affordable rates and ample parking spaces, you can relax and enjoy your time on Sanibel Island without worrying about your vehicle.

Welcome to Dana Foster, John R. Wood Island Real Estate, your premier destination for exceptional real estate services in Sanibel, Florida. Conveniently located at 1019 Periwinkle Way, our office is dedicated to helping you find your dream home or investment property in the beautiful Sanibel and Captiva Islands area. With a deep understanding of the local market and a commitment to personalized service, Dana Foster and the team at John R. Wood Island Real Estate are here to guide you through every step of the buying or selling process. Whether you're seeking a charming beachfront cottage, a luxurious island estate, or a lucrative rental property, our expertise and local insights ensure a seamless and rewarding real estate experience. Visit us today to explore the endless possibilities that await you in this tropical paradise.

Welcome to Sanibel Captiva Waterfront Real Estate, your premier destination for exceptional real estate services in the heart of Sanibel, Florida. Conveniently located at 1019 Periwinkle Way, our agency specializes in connecting clients with the finest waterfront properties that Sanibel and Captiva Islands have to offer. Whether you are looking to buy your dream coastal home, invest in a vacation property, or sell your current residence, our experienced team is dedicated to providing personalized, professional guidance every step of the way. With an in-depth knowledge of the local market and a passion for the island lifestyle, we are committed to helping you find the perfect property that meets your needs and exceeds your expectations. Discover the beauty and tranquility of island living with Sanibel Captiva Waterfront Real Estate—where your paradise awaits. Visit us today and let us make your real estate dreams a reality.

Welcome to Engel & Völkers Sanibel, your premier real estate agency located at 1101 Periwinkle Way, Sanibel, Florida. Nestled in the heart of this picturesque island, our agency is dedicated to providing exceptional real estate services to both buyers and sellers. Whether you're searching for your dream beachfront home, a serene vacation property, or looking to sell your current residence, our team of experienced real estate advisors is here to guide you every step of the way. At Engel & Völkers Sanibel, we pride ourselves on our personalized approach, in-depth market knowledge, and commitment to excellence. Discover the beauty and charm of Sanibel Island with us and let us help you find your perfect piece of paradise. Visit our office or contact us today to begin your real estate journey.

Welcome to Sanibel Captiva Islands Specialist: Jennifer McSorley, your premier real estate expert in the heart of Sanibel, Florida. Conveniently located at 1630 Periwinkle Way, our business is dedicated to helping you find your dream property on the beautiful Sanibel and Captiva Islands. With years of experience and a deep understanding of the local market, Jennifer McSorley offers personalized service tailored to your unique needs and preferences. Whether you're looking to buy, sell, or invest, Jennifer's expertise and passion for the islands ensure a seamless and rewarding real estate experience. From charming beach cottages to luxurious waterfront estates, we provide comprehensive listings and insightful guidance to help you make informed decisions. Our commitment to excellence and client satisfaction has made us a trusted name in the community.

Welcome to Milay Lombardo, your trusted partner in real estate on Sanibel Island and throughout Southwest Florida. Conveniently located at 2341 Palm Ridge Road, Sanibel, Florida, we specialize in providing exceptional real estate services to help you find your dream home or investment property in this beautiful region. With a deep understanding of the local market, our team is dedicated to offering personalized service and expert guidance, ensuring a seamless experience whether you are buying, selling, or investing. Explore the stunning landscapes, vibrant communities, and unparalleled lifestyle that Southwest Florida has to offer with the support of Milay Lombardo. Let us help you make your real estate dreams a reality. Visit us today and discover why we are the preferred choice for real estate services in Sanibel Island and beyond.

Welcome to Sana Bell Island, your serene escape nestled in the heart of Sanibel, Florida. Located at Sanibel, FL 33957, our charming lodging offers a tranquil retreat for those seeking a perfect blend of comfort and nature. Surrounded by the island’s lush landscapes and pristine beaches, Sana Bell Island provides an ideal setting for relaxation and adventure. Our accommodations are thoughtfully designed to offer a cozy and inviting atmosphere, ensuring a memorable stay for couples, families, and solo travelers alike. Each room is equipped with modern amenities to cater to your every need, while maintaining a warm and welcoming ambiance.

Welcome to Sanibel Beach Club, your idyllic retreat located at 626 Nerita Street, Sanibel, Florida. Nestled in the heart of the enchanting Sanibel Island, our lodging offers a unique experience that captures the true essence of the "Sanibel magic." Whether you're planning a family getaway, a trip with friends, or a romantic escape, our welcoming atmosphere is perfect for creating unforgettable memories. Our comfortable accommodations provide the perfect base for exploring the natural beauty and charm of Sanibel Island. From sun-soaked beaches to lush tropical landscapes, there's something for everyone to enjoy. At Sanibel Beach Club, we pride ourselves on providing exceptional service and a warm, friendly environment that makes you feel right at home.

The Moke and Cabana Club is a unique car rental and store located at 634 North Yachtsman Drive in Sanibel, Florida. Specializing in the iconic Moke vehicles and stylish cabanas, the club offers a one-of-a-kind experience for those looking to explore the beautiful beaches and scenic roads of Sanibel. Whether you're looking to cruise around in a Moke or relax in a luxurious cabana, The Moke and Cabana Club has everything you need for a memorable stay in sunny Florida.

Upriver RV Resort is a luxurious camping destination located along the tranquil Caloosahatchee River in North Fort Myers, Florida. This prime location is home to a variety of wildlife, including manatees, fish, and birds, making it the perfect spot for nature lovers. The resort offers a range of amenities for guests to enjoy, including boating, fishing, and recreational activities. With easy access to the Gulf of Mexico, Sanibel and Captiva Islands, and Fort Myers Beach, Upriver RV Resort is the ideal choice for a relaxing getaway. Whether you prefer lounging on the beach or exploring nearby National Parks, this resort has something for everyone. Come and experience the perfect blend of tranquility and community at Upriver RV Resort.

South Seas, located at 5400 Plantation Road in Captiva, Florida, is a luxurious lodging institution that has been a favorite destination for families for generations. Situated on the beautiful Sanibel and Captiva Islands, South Seas offers guests an unforgettable experience where the destination truly comes to life. This year, South Seas is embarking on a new chapter, with plans to enhance guest experiences, expand services and amenities, and restore the resort to its original grandeur. The secluded 330-acre retreat is also a wildlife nature preserve, offering guests the opportunity to explore the stunning beauty of the Florida Gulf Coast.

The Palmview Inn is a charming lodging establishment located at 706 Donax Street in Sanibel, Florida. Offering comfortable accommodations and personalized service, this inn is the perfect choice for travelers looking for a relaxing and enjoyable stay on the beautiful island of Sanibel. In addition to providing lodging services, The Palmview Inn also operates as a real estate agency, helping visitors find their dream vacation home or investment property in the area. As a travel agency, they can also assist guests with booking tours, activities, and transportation during their stay. Whether you're visiting for business or pleasure, The Palmview Inn is your home away from home in Sanibel.

Colony Inn is a charming lodging establishment located at 419 East Gulf Drive in Sanibel, Florida, United States. This cozy inn offers comfortable accommodations for guests looking to relax and unwind in a peaceful setting. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. The friendly staff at Colony Inn are dedicated to providing top-notch service and hospitality to all guests. With its convenient location near the beach and other attractions, Colony Inn is the perfect choice for a memorable stay in Sanibel.

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

BreakAway Vacation Properties is a premier real estate and travel agency located in the picturesque Sanibel, Florida. Our team is dedicated to helping you find the perfect vacation rental for your getaway, whether you're looking for a cozy beachfront condo or a luxurious waterfront villa. With years of experience in the industry, we provide top-notch customer service and personalized recommendations to ensure you have a memorable and stress-free vacation experience. Contact us today to start planning your dream vacation at BreakAway Vacation Properties.

The Coconut Cabana is a unique vacation rental located at 3597 San Carlos Drive in Saint James City, Florida. Following the devastation caused by Hurricane Ian on Pine Island, the property has undergone renovations and is now ready for guests to enjoy. The main house, Villa Key West, exudes the charm and style of a Key West home, with plenty of space and privacy. The Coconut Cabana is a separate guesthouse adjacent to the main house, offering accommodation for up to 2 people. The property boasts stunning grounds filled with exotic flowers, trees, and plants from around the world, as well as native Florida flora. Guests can enjoy swimming, boating, fishing, kayaking, and shelling right at their doorstep. Nearby attractions such as Ft Myers Beach, Sanibel Island, Cayo Costa State Park, and Boca Grande are just a short boat or ferry ride away. Villa Key West features one of the largest private pools on Pine Island, providing a relaxing oasis for guests to enjoy.

Charlotte House is a charming lodging option located at 302 East Charlotte Avenue in Punta Gorda, Florida. This small bungalow has an open floor plan that makes it feel larger than its 750 square feet. With 2 bedrooms, Charlotte House can comfortably sleep 5 guests in beds - one room with a queen bed, another with two twin beds, and a bonus room with a daybed. Situated in the historic town of Punta Gorda on Charlotte Harbor, where the Peace River meets the Gulf of Mexico, Charlotte House offers easy access to wonderful restaurants, cocktails, and stunning sunsets. The town is centrally located between two famous beaches - Siesta Key in Sarasota to the north and Sanibel Island to the south. Outdoor enthusiasts will enjoy activities such as boating and fishing, as well as beautiful parks and pickleball courts along the Harbor. Punta Gorda also hosts a variety of events throughout the year, including block parties, wine and jazz festivals, and dragon boat races.

Royal Shell Vacations is a premier real estate agency located at 1870 Clayton Court in Fort Myers, Florida. As the largest vacation rental company in Southwest Florida, we offer a wide range of vacation rentals from Captiva Island to Ocala. Our goal is to make vacation rental planning a breeze for our guests, providing unique amenities and services to ensure a stress-free experience. With over 500 vacation rental homes and condos on Sanibel and Captiva Islands, as well as thousands more in Cape Coral, Fort Myers, Ocala, and beyond, we can accommodate nightly, weekly, monthly, and annual stays. Each property comes in a variety of styles and sizes, offering the perfect vacation rental for every traveler.

West End Paradise is a charming lodging institution located at 1389 Tahiti Drive in the beautiful Sanibel, Florida. Situated in the West End of the island, this paradise offers a serene and peaceful environment for guests to relax and unwind. With comfortable accommodations and breathtaking views of the surrounding nature, West End Paradise is the perfect destination for a tranquil getaway. Whether you're looking to explore the nearby beaches, go kayaking in the mangroves, or simply lounge by the pool, this institution provides the ideal setting for a memorable vacation experience. Book your stay at West End Paradise and discover the true essence of island living.

Royal Shell Vacations is a premier real estate and travel agency located in Cape Coral, Florida. With a wide range of vacation rentals available in popular Florida destinations such as Sanibel Island, Captiva Island, Naples, and Ocala, Royal Shell makes vacation planning a breeze. Whether you're looking for a beachfront condo, a cozy mountain retreat, or a luxury estate near horse farms, Royal Shell has the perfect vacation rental for you. With over 500 vacation rental homes and condos in Sanibel and Captiva Islands alone, Royal Shell is the largest vacation rental company in Southwest Florida. Their expert team is dedicated to providing guests and owners with unique amenities and services to ensure a stress-free vacation experience. From nightly stays to long-term rentals, Royal Shell offers a variety of rental options to suit your needs.

Sand Dollar is a prestigious real estate and travel agency located at 2020 Whelk Way, Saint George Island, Florida, United States. With a dedicated team of professionals, Sand Dollar specializes in helping clients find their dream vacation home or investment property in this beautiful coastal community. Whether you're looking for a beachfront condo, a charming cottage, or a luxurious estate, Sand Dollar has the expertise and resources to make your real estate dreams a reality. Additionally, their travel agency services cater to those seeking the perfect vacation rental for their stay on Saint George Island. With a commitment to exceptional service and personalized attention, Sand Dollar is the go-to destination for all your real estate and travel needs in Saint George Island.

CoralVilla is your German partner for vacation homes and boats in Cape Coral, Florida. Located at 4706 Chiquita Boulevard South, we offer exclusive vacation homes and boats for your next sunny getaway in one of Florida's most popular vacation destinations. With fine sandy beaches, a maritime climate, diverse flora and fauna, and numerous shopping and entertainment attractions, Cape Coral has everything you could desire. Our prime location on the west coast of Florida and wide selection of luxurious vacation villas allow us to offer exclusive properties at affordable prices. We provide our customers with all the benefits of German reliability: top-notch service and comprehensive on-site support are our top priorities. All of the properties we offer boast modern ambiance and high living comfort, whether you're looking for a budget-friendly vacation home or a luxurious villa. Browse our website to choose from a wide range of luxury villas, vacation homes, and boats in Cape Coral. What better way to explore the beautiful surroundings of Cape Coral and its countless waterways than by boat? Gorgeous beaches and secluded islands await your boating adventure, with dolphins to accompany you in the water.

Sun-N-Fun Tours & Charters is a travel agency located at 18400 San Carlos Boulevard in Fort Myers Beach, Florida. Specializing in private charters, they offer trips on their custom built Trident 3510 Tour boat to destinations such as Bonita Springs, Sanibel, Captiva, and Ft Myers. Operating Monday to Friday from 8am to 5pm and Saturdays from 8am to 12pm, they provide a unique and personalized experience for all their customers. Contact them at captdan@sunnfuncharters.com to book your next adventure.

Raptiva is a premier travel agency located at 1619 Periwinkle Way in Sanibel, Florida, United States. Our team of experienced travel experts is dedicated to providing top-notch service and creating unforgettable travel experiences for our clients. Whether you're looking to plan a relaxing beach getaway, an adventurous hiking trip, or a luxurious cruise, Raptiva has you covered. Contact us today to start planning your dream vacation!

Gulf Beach Condominium - ILoveSanibel.com is a premier real estate and travel agency located at 527 East Gulf Drive in Sanibel, Florida, United States. Our agency specializes in offering luxurious beachfront condominiums for sale and vacation rentals in the beautiful Sanibel area. With stunning views of the Gulf of Mexico and top-notch amenities, our properties provide the perfect getaway for families, couples, and individuals looking to experience the natural beauty of Sanibel Island. Whether you are looking to invest in a vacation home or plan a relaxing beach retreat, Gulf Beach Condominium - ILoveSanibel.com is your go-to destination for all your real estate and travel needs.

Flip Side Charter is a premier travel agency located on Coconut Drive in Sanibel, Florida. Specializing in custom tailored travel experiences, Flip Side Charter offers a wide range of services to ensure that every trip is unique and unforgettable. From luxury yacht charters to exotic destination packages, our team of experienced professionals is dedicated to providing top-notch service and creating memories that will last a lifetime. Whether you're looking for a relaxing beach getaway or an adventurous excursion, Flip Side Charter has you covered. Book your next dream vacation with us and let us take care of all the details so you can focus on making memories that will last a lifetime.