The 30 Best Captiva island vacation homes in Florida

Captiva Beach Resort is a charming boutique lodging option located in the heart of Sarasota, Florida. Situated at 6772 Sarasea Circle, this resort offers a unique blend of relaxation and luxury for guests looking to escape the hustle and bustle of everyday life. With a laid-back beach vibe, Captiva Beach Resort provides comfortable accommodations and a convenient location just steps away from the pristine white sands of the Gulf Coast. Whether you're looking for a cozy room for a weekend getaway or a stylish outfit for a day at the beach, this institution has you covered. Experience the ultimate in seaside relaxation at Captiva Beach Resort.

The Island Club at North Captiva, located at 4421 Bartlett Parkway in Captiva, Florida, is a luxurious retreat offering private beaches, water sports, dining, and entertainment accessible via exclusive ferry transport. With luxury rental homes, pools, and amenities, this institution caters to guests seeking a remote island getaway. Whether you choose to explore the island or relax poolside, the friendly staff will pamper you in paradise. Escape to North Captiva Island, a stunning oasis just offshore in Lee County, Southwest Florida. With its white sandy beaches, daytime activities, great dining options, and vibrant nightlife, this island has something for everyone. Indulge in luxurious accommodations and discover why The Island Club provides the most romantic getaways and unforgettable family memories, with superior inclusions compared to any other luxury beach resort in Florida.

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.

Aloha Baby Vacation Rental is a charming beachfront accommodation located at 15351 Captiva Drive in Captiva, Florida. This cozy retreat offers a relaxing and comfortable stay for families and friends looking to enjoy a tropical getaway. The property features spacious and well-appointed vacation homes with stunning views of the Gulf of Mexico. Guests can unwind on the white sandy beaches, take a dip in the crystal-clear waters, or simply relax on the private lanai while soaking in the breathtaking sunsets. With its convenient location and warm hospitality, Aloha Baby Vacation Rental is the perfect destination for a memorable beach vacation in the United States.

Captiva Beach is a stunning tourist attraction located at 14770 Captiva Drive in Captiva, Florida, United States. Known for its pristine white sand, crystal clear waters, and breathtaking sunsets, this beach is a popular destination for visitors looking to relax and unwind in paradise. Whether you're looking to soak up the sun, take a leisurely stroll along the shore, or enjoy water sports like swimming and kayaking, Captiva Beach offers something for everyone. With its beautiful scenery and tranquil atmosphere, it's no wonder why this beach is a must-visit destination for those seeking a slice of tropical paradise.

Kingfisher Vacation Rentals offers a wide range of vacation rentals on the beautiful Sanibel and Captiva Islands in Florida. Located at 2402 Palm Ridge Road, Sanibel, this real estate and travel agency provides luxurious accommodations for visitors looking to experience the stunning beaches and natural beauty of the Gulf Coast. Whether you're looking for a cozy beachfront cottage or a spacious waterfront villa, Kingfisher Vacation Rentals has the perfect option for your island getaway. With personalized service and local expertise, they are dedicated to helping you make the most of your vacation in paradise.

Sanibel Captiva Island Vacations is a premier real estate and travel agency located at 11513 Andy Rosse Lane in Captiva, Florida. Our guests enjoy free, exclusive access to the amenities at ‘Tween Waters Island Resort & Spa. We offer professionally-cleaned vacation homes with 24/7 guest support for worry-free travel experiences. With the guaranteed best rates on our vacation rentals, you can stay for four days, four months, or even four seasons - vacation your way. If you're considering becoming a vacation rental homeowner, look no further than Sanibel Captiva Island Vacations. As part of Sanibel Captiva Beach Resorts, a trusted name in Southwest Florida lodging management since 1931, we offer top-rated resorts and exceptional service. Our portfolio includes vacation rentals, restaurants, entertainment venues, marinas, spa services, and recreational activities for all to enjoy. Book your dream vacation with us today!

Island Vacations of Sanibel & Captiva is a premier real estate and travel agency located on the beautiful islands of Sanibel and Captiva in Florida, United States. With a prime location at 1101 Periwinkle Way, this institution offers a wide range of vacation rental properties, from cozy beachfront condos to luxurious waterfront estates. Their team of experienced agents are dedicated to helping visitors find the perfect accommodation for their island getaway, ensuring a memorable and relaxing vacation experience. Whether you're looking for a romantic retreat or a family-friendly beach escape, Island Vacations of Sanibel & Captiva has something for everyone. Book your dream vacation today and discover the beauty of these enchanting islands.

Captiva Beach Villa 2126 is a stunning beachfront condo located at 2126 Gulf Beach Villas in Captiva, Florida. This luxurious property is managed by a reputable real estate agency and travel agency, offering guests the perfect combination of comfort and convenience. With breathtaking views of the Gulf of Mexico, direct access to the beach, and top-notch amenities, Captiva Beach Villa 2126 is the ideal vacation destination for those looking to relax and unwind in paradise. Book your stay today and experience the beauty of Captiva Island in style.

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.

Green Tortuga Vacation Rental Home is a luxurious real estate and travel agency located at 4511 Cutlass Drive in Captiva, Florida, United States. Offering two exquisite properties, Green Tortuga and Tortuga Sunset, guests can experience the ultimate vacation getaway on North Captiva Island. The spacious open floor plans, private pools, and hot tubs provide a serene and luxurious atmosphere for up to 10 guests. North Captiva Island is a hidden gem, offering pristine beaches, lush vegetation, and remarkable wildlife. Accessible only by boat or small plane, this barrier island provides a tranquil escape from the hustle and bustle of everyday life. Guests can enjoy the beauty of nature, go birdwatching, shelling, or simply relax on the white sand beaches.

South Seas Sanibel & Captiva Properties is a reputable real estate agency located in the picturesque area of Captiva, Florida. With a prime address at 5400 South Seas Plantation Road, this institution specializes in helping clients buy, sell, and rent properties in the stunning Sanibel and Captiva Islands. Whether you are looking for a luxurious vacation rental or your dream beachfront home, the experienced team at South Seas Sanibel & Captiva Properties is dedicated to providing top-notch service and finding the perfect property to suit your needs.

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.

Kingfisher Vacation Rentals is a premier real estate and travel agency located at 11528 Andy Rosse Lane in Captiva, Florida. Specializing in luxury vacation rentals, Kingfisher offers a wide selection of stunning properties for visitors looking to experience the beauty of Captiva Island. From beachfront villas to cozy cottages, their expert team is dedicated to helping guests find the perfect accommodation for a memorable getaway. With top-notch customer service and local expertise, Kingfisher Vacation Rentals is the go-to destination for those seeking a truly unforgettable vacation experience in sunny Florida.

Tortuga Sunset Vacation Rental is a luxurious real estate and travel agency located at 4540 Seair Lane in Captiva, Florida, United States. Offering two exquisite properties, Green Tortuga and Tortuga Sunset, guests can enjoy a tranquil and luxurious vacation experience on the idyllic North Captiva Island. With spacious open floor plans, private pools, hot tubs, and the option to enhance your stay with an exclusive Island Club Membership add-on, Tortuga Sunset Vacation Rental provides the perfect escape for groups of up to 10 guests. North Captiva Island is a hidden gem, offering pristine white sand beaches, lush vegetation, and remarkable opportunities for birdwatching and shelling. Accessible only by boat or small plane, this barrier island provides a secluded and intimate atmosphere for nature lovers and vacation-goers alike. Visitors can also witness sea turtles during turtle season, making North Captiva Island a must-visit destination for conservationists and wildlife enthusiasts.

Islander Realty is a reputable real estate agency located in the beautiful beach town of Captiva, Florida, United States. Specializing in luxury properties, waterfront homes, and vacation rentals, our experienced team of agents is dedicated to helping clients find their dream homes or investment properties in this stunning coastal area. With a deep knowledge of the local market and a commitment to exceptional customer service, Islander Realty is the go-to agency for all your real estate needs in Captiva. Contact us today to start your property search or to list your home with us.

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.

Dream Vacation Rentals is a premier real estate and travel agency located at 2323 Wooster Lane in Sanibel, Florida. Specializing in vacation rentals on the stunning Sanibel Island and Captiva Island, our team is dedicated to helping you find the perfect accommodation for your dream getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, we have a wide selection of properties to choose from. With our personalized service and local expertise, we ensure that your vacation experience is seamless and unforgettable. Welcome to Dream Vacation Rentals, where your dream vacation becomes a reality.

Gypsy Wind Island Beach Home is a luxurious beachfront property located at 4611 Oro Pesos Lane in Captiva, Florida. This stunning vacation home offers breathtaking views of the Gulf of Mexico and is the perfect destination for those looking to relax and unwind in paradise. As a real estate and travel agency, we provide top-notch customer service and can help you find the perfect rental for your next beach getaway. With spacious accommodations, modern amenities, and a prime location just steps from the sand, Gypsy Wind Island Beach Home is the ultimate escape for your next vacation. Book your stay with us today and experience the beauty of Captiva Island in style.

Cottages to Castles of Sanibel & Captiva, Inc. is a boutique vacation rental agency located at 2427 Periwinkle Way in Sanibel, Florida, United States. Since 1997, we have been representing unique privately owned cottages, condominiums, homes, and estates on the Islands, providing personalized service to help our guests find their home away from home and create lasting memories. Our properties offer a range of amenities and are located in idyllic, scenic, and tranquil settings. Sanibel and Captiva Islands are paradise destinations without the need for a passport, offering sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater, and more. We understand the value of your vacation time and strive to exceed your expectations with our level of service and quality properties.

Sea Star North Captiva is a premier real estate and travel agency located at 4501 Smugglers Drive in the beautiful island of Captiva, Florida. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, Sea Star North Captiva offers unparalleled service to clients looking to explore this stunning destination. Whether you're looking to purchase a dream vacation home or plan the perfect getaway, our team of knowledgeable agents is dedicated to helping you find the perfect property or itinerary to suit your needs. Experience the magic of Captiva with Sea Star North Captiva as your trusted partner in real estate and travel.

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.

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.

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.

7 Palms Home is a beautiful vacation rental located in Cape Coral, Florida. This modern yet cozy home is the perfect family getaway, offering a range of activities including lounging by the pool, kayaking, fishing, boating, and playing games. The property features a new dock and boat lift, providing direct access to the Gulf of Mexico. Guests can bring their own boat or rent one nearby to explore the surrounding islands such as Ft Myers Beach, Sanibel Island, and Captiva Island. The downtown area of Cape Coral is within walking distance, offering a variety of restaurants and attractions. The home is also close to parks, beaches, water parks, and other recreational activities. 7 Palms Home enforces strict policies to ensure a pleasant stay for all guests, including a firm cancellation policy, check-in and check-out times, noise regulations, and no smoking policies. Any damages or violations will result in charges to the booking party. Unfortunately, pets are not allowed at this time. Choose 7 Palms Home for your next family vacation and create lasting memories with your loved ones.

Capt. Shawn Kelly's Sanibel Captiva Charters is a premier travel agency located at 15107 Captiva Drive in Captiva, Florida. Specializing in charters and tours around the stunning Sanibel and Captiva Islands, this institution offers unforgettable experiences on the water. Whether you're looking to explore the pristine beaches, encounter local wildlife, or simply relax and enjoy the beautiful surroundings, Capt. Shawn Kelly's Sanibel Captiva Charters has something for everyone. With experienced captains and top-of-the-line boats, you can trust that your adventure will be safe, enjoyable, and truly memorable. Plan your next vacation with Capt. Shawn Kelly's Sanibel Captiva Charters and make the most of your time in this breathtaking corner of the United States.

Welcome to On Island, your ultimate gateway to the vibrant life of Sanibel and Captiva Islands. Conveniently located at 975 Rabbit Road, Sanibel, Florida 33957, our store is your one-stop destination for all things island-related. Immerse yourself in the spirit of the islands with our curated selection of island gear that lets you carry a piece of paradise wherever you go. At On Island, we are more than just a store; we are your connection to the heart of Sanibel and Captiva. Stay updated with our local "news" and enjoy stunning pictures that capture the essence of island life. Our insider guide, crafted by locals, offers you the best recommendations on where to eat, play, and stay, ensuring you experience the islands like a true native.

Welcome to Orange Grove 55 RV and Home Community, your ideal destination for a relaxed and vibrant lifestyle in beautiful Fort Myers, Florida. Nestled at 647 Nuna Avenue, just outside the bustling city, our community offers an affordable, laid-back atmosphere perfect for active adults aged 55 and over. Whether you're looking to park your RV or settle into a manufactured home, Orange Grove provides the perfect blend of comfort and convenience. Our prime location near I-75 ensures easy access to Fort Myers' lively downtown and the stunning Gulf of Mexico. Residents and guests can indulge in a variety of activities, from boating, fishing, and swimming to exploring local casinos, enjoying MLB Spring training, or hitting the golf course. Nature lovers will appreciate the area's parks and natural beauty, while Captiva Beach and Island offer a picturesque escape with its movie-like scenery, stunning sunsets, and opportunities for wildlife viewing and kayaking.

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 South Seas Sanibel & Captiva Properties, your premier real estate agency located in the heart of Sanibel, Florida. Nestled at 1451 Middle Gulf Drive, our agency specializes in providing exceptional real estate services throughout the stunning Sanibel and Captiva Islands. Whether you're looking to buy, sell, or invest in a piece of paradise, our team of experienced and dedicated professionals is here to guide you every step of the way. We pride ourselves on our deep local knowledge, personalized service, and commitment to helping you find your dream property. Explore the serene beauty and vibrant communities of Sanibel and Captiva with South Seas Sanibel & Captiva Properties, where your island lifestyle begins. Visit us today and discover why we are the trusted choice for all your real estate needs in this beautiful corner of Southwest Florida.