TOP 30 Island vacation rentals in Fort Myers Beach, Florida

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Holiday Water Sports in Fort Myers Beach, Florida offers thrilling water sports adventures for visitors to enjoy. With three convenient locations along Fort Myers Beach, including at 275 Estero Boulevard, there is a spot near you to experience jet skiing, dolphin tours, and more. Owned by locals Kevin and Sharon Faircloth since 1991, this family-owned business is dedicated to providing exceptional service and unforgettable experiences on the water. One of the highlights at Holiday Water Sports is the Dolphin Adventure Tour on WaveRunners, where guests can ride powerful Yamaha WaveRunners while encountering playful dolphins, shy manatees, and beautiful birds in their natural environment. Private and group tours are available for booking online, making it easy to plan your Florida water sports adventure.

Located at 11508 Andy Rosse Lane in Captiva, Florida, the Captiva Island Inn is a charming lodging option that also serves as a real estate and travel agency. Just a stone's throw away from the beautiful Captiva Beach and a variety of fantastic restaurants, this inn offers the perfect location in the heart of Captiva Village. Captiva Island is known for its stunning tropical beauty, with sugary white sand beaches and sprawling natural parks. The island offers a plethora of fun activities such as parasailing, kayaking, golf cart rentals, dining at top-notch restaurants, and more.

The Fort Myers / Pine Island KOA Holiday is a picturesque campground located at 5120 Stringfellow Road in Saint James City, Florida, United States. This beautiful destination offers a variety of lodging options including RV sites, cabins, and tent sites. Guests can enjoy a peaceful retreat surrounded by nature, with amenities such as a swimming pool, playground, and picnic areas. The park is conveniently located near attractions such as Pine Island, Fort Myers Beach, and Sanibel Island, making it the perfect base for exploring the area. Whether you're looking for a relaxing getaway or an outdoor adventure, the Fort Myers / Pine Island KOA Holiday has something for everyone.

Villa Palm Island is a vacation home located in Cape Coral, Florida, USA. Situated in the exclusive Pelican Area, surrounded by canals and just minutes away from Cape Harbour, Tarpon Point marinas, and the beautiful beaches of Cape Coral and Fort Myers Beach, Villa Palm Island offers a unique and luxurious vacation experience. The spacious three-bedroom, two-bathroom villa is set on a large corner lot with a tropical palm garden, providing a peaceful and private retreat. The fully air-conditioned living area includes a large luxury kitchen, dining room, breakfast area, and more, accommodating up to six guests comfortably. The south-facing heated pool and terrace allow guests to enjoy the Florida sun from sunrise to sunset, with the option of a child safety fence around the pool for added peace of mind. Complimentary amenities include bicycles, high-speed internet, cable TV, and a navigation device. Conveniently located just 30 minutes from Fort Myers airport, Villa Palm Island offers guests a piece of paradise and the opportunity to experience the best of Florida's Gulf Coast. Whether relaxing by the pool, renting a motorboat to explore the canals and islands, or cruising on a Harley-Davidson, guests can create unforgettable memories at Villa Palm Island. Book your stay now and experience the ultimate Florida vacation at Villa Palm Island in Cape Coral.

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway is a cozy and modern lodging option located at 20091 Summerlin Road in Fort Myers, Florida. Just a short drive away from the beautiful Sanibel Island, this hotel offers comfortable rooms and suites with all the amenities needed for a relaxing stay. Guests can enjoy a complimentary breakfast, outdoor pool, fitness center, and free Wi-Fi. Whether you're traveling for business or pleasure, La Quinta Inn & Suites is the perfect choice for your stay in Fort Myers.

Pink Shell Beach Resort & Marina is a full-service beachfront getaway located on Estero Island in Fort Myers, Florida. Surrounded by the Matanzas Pass and the Gulf of Mexico, our 12-acre resort has evolved from a single cottage built in 1950 to a premier destination for families and friends to create lasting memories. We offer special offers for guests, including discounts for military personnel and wedding packages. Our resort features extraordinary views, clean and safe beaches perfect for kids, and a friendly and professional staff. Guests can enjoy amenities such as a pool with warm water, luxury suites with fully stocked kitchens, and daily breakfast. The Pink Shell Resort is a great place for a family vacation, with easy access to nearby attractions and a family-friendly atmosphere. Book your stay with us and experience the best of the Gulf Coast of Florida at Pink Shell Beach Resort & Marina.

Estero Island Beach Villas offers luxurious beachfront accommodations in Fort Myers Beach, Florida. Our villas provide a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. Situated on the beautiful Estero Boulevard, our property boasts stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches. As a lodging institution, we take pride in providing top-notch amenities and services to ensure our guests have a comfortable and memorable stay. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Estero Island Beach Villas has something for everyone.

Located at 1400 Estero Boulevard in Fort Myers Beach, Florida, the Lani Kai Island Resort is a top-notch lodging establishment developed by the Conidaris Family for over 40 years. With a passion for creating a fun and energetic environment, the resort offers beautiful beach views from every room, ensuring guests are always close to the action. Enjoy delicious meals and refreshing cocktails at the resort's amazing restaurants and bars, all while taking in the stunning view. Guests can participate in a variety of beach activities throughout the day, from volleyball to parasailing, and dance the night away to live music acts. The resort also offers event planning services for weddings, business retreats, and more, ensuring a memorable experience for all guests. For those missing the beach, a 24/7 live stream of Fort Myers Beach is available for viewing.

San Carlos RV Park & Islands is a charming campground and lodging facility located in the picturesque Fort Myers Beach, Florida. Situated at 18701 San Carlos Boulevard, this beautiful park offers a serene and peaceful retreat for travelers looking to relax and unwind. The park features spacious RV sites with full hookups, as well as cozy cabins for those seeking a more traditional lodging experience. Guests can enjoy a range of amenities including a swimming pool, picnic areas, and a clubhouse.

Located at 6620 Estero Boulevard in Fort Myers Beach, Florida, GullWing Beach Resort offers homelike vacation rentals perfect for a beach getaway. With a contemporary tropical flair and luxurious island elements, our modern beachfront rentals are the perfect place to relax and unwind. Enjoy the tropical pool area, swim in the ocean, or take a stroll along the sandy shores in search of seashells. Conveniently located with a stop directly in front of the resort, guests can easily explore nearby shops, cafes, and bars. Watch spectacular sunsets from your private balcony, fully furnished and screened-in for your comfort. Whether you want to relax by the pool or venture out to discover the local attractions, GullWing Beach Resort has something for everyone.

Grace River Island Resort is a hidden gem located at 14524 Riverside Drive in Fort Myers, Florida. This private tropical island vacation home is nestled on the Caloosahatchee River, accessible via a land bridge that transforms it into a peninsula. Whether you are looking for a memorable family vacation, a romantic honeymoon, an intimate wedding venue, or simply some time away, Grace River Island Resort offers the perfect setting. The resort features a spacious 6-bedroom, 8-bathroom house that can accommodate up to 20 guests, making it ideal for family reunions or group getaways. Guests can enjoy a large air-conditioned bonus room, a 2000 sq ft deck overlooking the river with market lighting, a heated swimming pool, a beautiful gazebo, an upscale courtyard, and a grassy point with stunning sunsets. The bridal suite upstairs is perfect for wedding preparations, while the groomsman area downstairs provides a space for the guys to relax before the ceremony.

Royal Shell Vacations is a leading real estate and travel agency located in Sanibel, Florida. With over 500 vacation rental homes and condos on Sanibel and Captiva Islands, as well as properties in Cape Coral, Fort Myers, Ocala, and beyond, we offer a wide range of accommodations to suit your needs. Our experienced team is dedicated to providing exceptional service to ensure your vacation planning is stress-free and enjoyable. Whether you're looking for a beachfront getaway, a mountain retreat, or an equestrian experience, we have the perfect vacation rental for you. From the serene beaches of Sanibel to the vibrant nightlife of Fort Myers Beach, each location offers a unique experience for travelers. With our flexible booking options and special deals, booking with Royal Shell is easy and cost-effective. Let us help you create lasting memories on your next vacation in Florida or North Carolina.

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.

Island Winds Condominiums is a stunning beachfront property located at 6610 Estero Boulevard in Fort Myers Beach, Florida. As a real estate agency and travel agency, we offer luxurious condominiums for sale or rent, perfect for those looking for a relaxing vacation or a permanent waterfront residence. Our prime location provides breathtaking views of the Gulf of Mexico and easy access to the beach. With top-notch amenities and a friendly staff, Island Winds Condominiums is the perfect destination for your next getaway or investment opportunity.

Royal Shell Vacations is a premier real estate and travel agency located at 15050 Captiva Drive in Captiva, Florida. With a wide range of vacation rental options available, from Captiva Island to Ocala, Royal Shell makes vacation planning a breeze. Since 1996, we have been the largest vacation rental company in Southwest Florida, offering unique amenities and services to make your stay stress-free and memorable. Our portfolio includes over 500 vacation rental homes and condos in Sanibel and Captiva Islands, with even more options in Cape Coral, Fort Myers, Ocala, and beyond. Whether you're looking for a nightly, weekly, monthly, or annual stay, our variety of styles and sizes ensure the perfect vacation rental for you.

1 Island Hideaway is a premier real estate and travel agency located at 165 Anchorage Street in Fort Myers Beach, Florida. Our agency specializes in providing luxurious and secluded hideaways on the beautiful islands of Florida. Whether you are looking for a private vacation rental or a permanent residence, our team of experienced agents will help you find the perfect island oasis to escape to. With stunning views, pristine beaches, and top-notch amenities, 1 Island Hideaway is your one-stop shop for all your island living needs. Contact us today to start your journey to paradise.

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.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

Vacasa of Fort Myers is a real estate and travel agency located at 15050 Elderberry Lane in Fort Myers, Florida. Specializing in vacation rentals, Vacasa offers a wide range of homes and condos for visitors looking to enjoy the sunny weather and beautiful beaches of Fort Myers. With options for families, couples, retirees, and seasonal residents, Vacasa has something for everyone. Their vacation rentals are well-maintained by a professional team of housekeepers, ensuring that each home is clean, stocked with amenities, and ready for guests to relax and enjoy their stay. Many of their homes are dog-friendly, allowing visitors to bring their furry friends along for the trip. Additionally, a large number of properties have internet access, keeping guests connected throughout their stay.

Island Tropical Vacations is a premier real estate and travel agency located at 170 Ibis Street in beautiful Fort Myers Beach, Florida. Specializing in luxurious vacation rentals and properties on picturesque tropical islands, our team of experienced agents is dedicated to helping clients find the perfect getaway destination. Whether you're looking for a secluded beachfront villa or a vibrant resort experience, Island Tropical Vacations has something for everyone. Book your dream vacation with us today and experience the ultimate in island paradise.

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.

Cruisin' Tikis Fort Myers Beach is a unique travel agency located at 450 Harbor Court in Fort Myers Beach, Florida. Step aboard one of our custom-built tiki boats and enjoy a one-of-a-kind experience cruising the beautiful waters of Fort Myers Beach. Our experienced captains will take you on a relaxing and scenic tour, where you can soak up the sun and enjoy the stunning views. Whether you're looking for a fun day out on the water or a memorable sunset cruise, Cruisin' Tikis Fort Myers Beach is the perfect choice for your next adventure. Book your trip today and make memories that will last a lifetime.

Holiday Adventure Tours and Boat Rental is a premier travel agency located at 275 Estero Boulevard in Fort Myers Beach, Florida. We specialize in providing unforgettable adventures and experiences for our clients, including boat rentals for exploring the beautiful waters of Florida. Whether you're looking for a relaxing day on the water or an exciting adventure, our knowledgeable staff is here to help you plan the perfect trip. Come visit us and let us help you create memories that will last a lifetime.

Mid Island Water Sports at The Wyndham is a premier tourist attraction and travel agency located at 6890 Estero Boulevard in Fort Myers Beach, Florida. We offer a variety of exciting activities such as Jet Ski Rentals/Tours, Parasailing, Dolphin Tours, and Beach Chair Rentals. Our experienced and friendly staff are dedicated to providing top-notch customer service and ensuring your safety and satisfaction. With over 30 years of experience, we are a family-owned business with two convenient locations on the island, close to the best dolphin viewing areas. Our guided dolphin tours are a must-try, where you can drive your own wave runner alongside our knowledgeable tour guides. Whether you're looking for an adrenaline-pumping adventure or a relaxing day at the beach, Mid Island Water Sports has something for everyone. Book your reservation today and make unforgettable memories on your trip to beautiful Fort Myers Beach!

Check In Vacation Rentals is a real estate and travel agency located at 6080 Estero Boulevard in Fort Myers Beach, Florida. Our stunning vacation rentals are the perfect starting point for your vacation in Southwest Florida. With powder-white sand beaches and endless sunshine, the Gulf of Mexico is sure to captivate visitors of all ages. Located on the islands of Fort Myers Beach and Lovers Key, our vacation rentals offer easy access to excellent shelling, nature watching, and fishing opportunities. Immerse yourself in the natural splendor of Florida's most romantic destination and enjoy unforgettable views with Check In Vacation Rentals. Your vacation starts here - book your stay today!

Universal Vacations Naples is a real estate and travel agency located at 2800 Davis Boulevard in Naples, Florida, United States. Specializing in Fort Myers vacation rentals, the agency offers a variety of homes and condos perfect for any occasion. With options for oceanfront condos, family houses, and pet-friendly accommodations, Universal Vacations Naples ensures that guests feel right at home during their stay. The agency boasts a selection of 139 vacation rentals that allow dogs, as well as 300 properties with internet access for guests to stay connected throughout their trip. Professional housekeepers are also on hand to ensure that each property is thoroughly cleaned and stocked with amenities, making for a hassle-free arrival and relaxing stay.

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Welcome to Fort Myers Beach Vacations/Sunny Daze, your premier destination for unforgettable getaways and real estate opportunities on the stunning shores of Fort Myers Beach, Florida. Located at 612 Estero Boulevard, our dedicated team is committed to helping you discover the perfect vacation rental or property investment in this tropical paradise. As both a real estate and travel agency, we offer a unique blend of services to meet all your needs. Whether you're seeking a relaxing beachfront retreat, an adventurous island excursion, or a lucrative real estate investment, we provide personalized assistance and expert advice to turn your vision into reality.

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.

Bayside Park is a beautiful waterfront park located in Fort Myers Beach, Florida, United States. This serene and picturesque park offers stunning views of the bay and is the perfect place to relax and unwind. Visitors can enjoy a leisurely stroll along the walking paths, have a picnic on the grassy areas, or simply sit and take in the peaceful surroundings. Bayside Park is a popular spot for locals and tourists alike, and is a great place to escape the hustle and bustle of city life. Whether you're looking for a quiet place to read a book or a peaceful spot to watch the sunset, Bayside Park is the ideal destination for nature lovers and outdoor enthusiasts.