The 30 Best Island getaways in Florida City, Florida

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Seacret Shores Vacation Rental in Indian Pass, Port St. Joe, Florida is a charming real estate and travel agency located at 2610 Indian Pass Road. This beautiful home offers a master bedroom with a king size bed, office area, and stunning views of the Gulf. The updated master bath features a double vanity and walk-in shower. The office area in the master suite overlooks the Gulf, providing a peaceful work environment. Seacret Shores is the perfect retreat for those who enjoy fishing, shelling, beach walks, golf cart rides, and nature photography. The house has a cozy old Florida feel and is located close to restaurants and shopping, yet offers tranquility away from the hustle and bustle.

Top Gun on St. George Island is a premier lodging, real estate, and travel agency located at 665 East Gulf Beach Drive in Saint George Island, Florida. Our institution offers luxurious accommodations, stunning beachfront properties, and personalized travel services to make your stay on the island unforgettable. Whether you're looking for a relaxing getaway or a real estate investment opportunity, Top Gun on St. George Island has everything you need to make your dreams a reality. Visit us today and experience the ultimate in island living.

Experience the ultimate beach vacation at the beautiful Summer Salt Cottage on St. George Island. Located at 501 East Gulf Beach Drive in Eastpoint, Florida, this charming vacation rental offers a bright and airy interior perfect for a relaxing getaway. The fully equipped kitchen, open concept living area, and spacious porch provide a comfortable space for quality family time. Step outside and immerse yourself in the breathtaking views of the Gulf and the private pool below. The outdoor living space features a fenced swimming pool, outdoor half bath, and cozy lounge area. With three comfortable bedrooms, including a kids' room, Summer Salt Cottage can accommodate your whole family. Explore the island's natural beauty through outdoor activities like swimming, kayaking, and fishing. Enjoy fresh seafood at local dining establishments and make unforgettable memories on St. George Island. Book your stay today and experience luxury and comfort at Summer Salt Cottage.

Island Place Condo Rentals is a reputable real estate agency located at 550 1st Street in the charming town of Cedar Key, Florida. Specializing in vacation rentals, they offer a variety of luxurious condos for visitors looking to experience the beauty and tranquility of this unique island destination. With stunning views of the Gulf of Mexico and top-notch amenities, Island Place Condo Rentals provides the perfect accommodations for a relaxing getaway. Whether you're looking for a romantic escape or a family vacation, their friendly staff is dedicated to helping you find the perfect rental to suit your needs. Book your stay today and discover the magic of Cedar Key at Island Place Condo Rentals.

Florida Freedom is a real estate and travel agency located at 4012 Breakview Drive in Orlando, Florida, United States. Find your perfect vacation rental with no service fees at this oasis in Midtown Manhattan. With hundreds of happy guests and 5-star reviews, you can enjoy a 7th floor, corner, oceanfront property with free beach lounges and western views. This institution also offers a secluded cabin with endless Blue Ridge Mountains views, as well as beautifully renovated vacation villas and properties close to the best beaches in the area. Whether you're looking for a relaxing getaway in the North Georgia mountains or a dreamy Hilton Head Island vacation, Florida Freedom has the perfect property for you. List your vacation rental with Houfy, the largest vacation rentals direct booking advertising platform with over 60,000 properties worldwide. Guests and hosts can save money by booking directly on Houfy, which offers verified listings and reviews for a seamless booking experience. Build your brand and grow your business with Houfy's booking and tracking tools, and give travelers the confidence to book your home for their next vacation.

Birds Nest Apartments on Anna Maria Island is a charming vacation rental located at 403 Gulf Drive South in Bradenton Beach, Florida. This cozy lodging option offers a peaceful retreat for guests looking to unwind and relax in a beautiful beachfront setting. The apartments are well-appointed and feature all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies with stunning views of the Gulf of Mexico. With its convenient location near the beach and various attractions, Birds Nest Apartments is the perfect choice for a memorable getaway on Anna Maria Island.

Island Vacation Properties is a premier real estate and travel agency located at 3001 Gulf Drive in Holmes Beach, Florida, United States. Specializing in luxury vacation rentals, they offer a wide range of properties on beautiful islands for travelers seeking a relaxing and memorable getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Island Vacation Properties has the perfect accommodation for your next island vacation. Their team of experienced agents are dedicated to providing exceptional service and helping clients find their dream rental property. Book your island escape with Island Vacation Properties and experience the ultimate vacation experience.

Welcome to Mai Tai Suites in Dunedin, Florida! Located just off the Dunedin Causeway and only a mile from Honeymoon Island, our vacation rentals are the perfect choice for a workcation, girls getaway, or simply a beach vacation. We are a dog-friendly establishment that welcomes up to two dogs without any additional pet fees. Our newly refurbished 2 bedroom, 1 bathroom vacation rentals offer modern and clean accommodations for your stay. Enjoy cooking in the full-size kitchens or visit nearby restaurants like Frenchy’s Outpost for delicious food and drinks. Downtown Dunedin, with its great restaurants, entertainment, and shopping, is just a short drive away.

Harbor Lane Court offers luxurious vacation rentals on the beautiful Anna Maria Island in Florida. Located at 4509 Gulf Drive in Holmes Beach, this lodging institution provides guests with a serene and comfortable stay just steps away from the stunning Gulf of Mexico. Enjoy spacious accommodations, modern amenities, and a prime location for exploring the island's charming shops, restaurants, and attractions. Immerse yourself in the laid-back island lifestyle and create unforgettable memories at Harbor Lane Court.

Anna Maria Island Accommodations is a premier real estate and travel agency located at 3018 Avenue C in Holmes Beach, Florida. Specializing in vacation rentals and property management, our team is dedicated to providing top-notch accommodations and exceptional service to our clients. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, we have a wide range of options to suit your needs. Our knowledgeable staff is here to help you find the perfect vacation rental for your stay on beautiful Anna Maria Island. Contact us today to start planning your dream getaway!

Island Real Estate of Anna Maria Island, Inc. is a premier real estate and travel agency located at 6101 Marina Drive, Holmes Beach, Florida, United States. Specializing in vacation rentals on the beautiful Anna Maria Island, our agency offers a wide range of beachfront properties with stunning views of the Gulf of Mexico. With over 50 years of experience, our dedicated staff is committed to providing top-notch customer service and ensuring that every guest has a relaxing and memorable stay. From cozy beachfront cottages to luxurious oceanfront mansions, we have the perfect rental for every taste and budget. Our team of local experts are available 24/7 to assist with any questions or concerns, and can provide recommendations for the best local spots and experiences to enjoy during your stay. Whether you're looking for a quick getaway or a long-term investment, Island Real Estate has you covered. Book your Anna Maria Island rental today and experience the beauty and charm of Florida's hidden gem.

Islander Properties Inc. is a versatile institution located at 330 South Gulf Boulevard in Placida, Florida. As a general contractor, real estate agency, and travel agency all rolled into one, we offer a wide range of services to meet your needs. Whether you're looking to build your dream home, buy or sell property, or plan your next vacation getaway, our experienced team is here to assist you every step of the way. Trust Islander Properties Inc. for all your construction, real estate, and travel needs in the beautiful state of Florida.

Island Attitude Realty is a premier real estate and travel agency located at 1249 Beach Road in Englewood, Florida. Specializing in properties with stunning waterfront views and beachfront access, our team of experienced agents is dedicated to helping clients find their dream home or vacation rental on the beautiful Gulf Coast. With a laid-back island attitude and a commitment to excellent customer service, Island Attitude Realty is your go-to destination for all your real estate and travel needs in sunny Florida.

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.

Sanibel Island Vacation Condo Rental is a premier real estate and travel agency located at 5117 Sea Bell Road in beautiful Sanibel, Florida. We offer a variety of luxurious vacation condo rentals for visitors looking to experience the ultimate island getaway. Our properties are conveniently located near the beach, shopping, dining, and other attractions, making it easy for guests to explore all that Sanibel has to offer. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, our team is dedicated to helping you find the perfect accommodations for your stay. Book with us today and start planning your dream vacation on Sanibel Island!

Sanibel Island Condo Rentals at Blind Pass offers beautiful and spacious accommodations in a tropical paradise. Located at 5117 Sea Bell Road in Sanibel, Florida, this institution provides guests with a peaceful and luxurious retreat. With easy access to the stunning beaches of Sanibel Island and the amenities of Blind Pass Condominiums, visitors can relax and unwind in style. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, Sanibel Island Condo Rentals at Blind Pass has the perfect accommodations for your needs. Enjoy the beauty of the island and all it has to offer from the comfort of your own private condo.

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 Vacations - Island Vacation Rentals is a real estate and travel agency located at 2330 Palm Ridge Road in Sanibel, Florida, United States. They offer a variety of high-quality vacation rentals on Sanibel Island, perfect for a relaxing getaway. Following Hurricane Ian, their properties have been repaired and are ready for rentals in 2023. Whether you're looking for a classic beach cottage, a spacious pool home, or a private retreat near the beach, Sanibel Vacations has something for everyone. With updated furnishings, modern amenities, and beautiful decor, their rentals provide the perfect escape for your next vacation. Book your stay with Sanibel Vacations and experience the beauty of Sanibel Island in style.

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.

Sanibel Island Condos is a premier real estate and travel agency located at 979 East Gulf Drive in Sanibel, Florida, United States. We specialize in offering luxurious and comfortable condo rentals on the beautiful Sanibel Island. Our condos are fully equipped with modern amenities and offer stunning views of the Gulf of Mexico. Whether you are looking for a relaxing beach vacation or a romantic getaway, Sanibel Island Condos has the perfect accommodation for you. Our friendly and knowledgeable staff are dedicated to ensuring that your stay is unforgettable. Book your stay with us today and experience the beauty and tranquility of Sanibel Island.

Pine Island Vacation Rental Homes is a premier real estate and travel agency located at 5459 Pine Island Road in Bokeelia, Florida. Our agency specializes in providing luxurious vacation rental homes on the beautiful Pine Island. Whether you are looking for a relaxing beachfront villa or a cozy cottage nestled in the tropical landscape, we have the perfect accommodations for your getaway. Our team of experienced professionals is dedicated to ensuring that your vacation experience is unforgettable. Book your dream vacation rental with Pine Island Vacation Rental Homes today and let us help you create lasting memories in paradise.

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.

Marco Island RENTAL Properties, Inc. is a premier lodging, real estate, and travel agency located at 237 North Collier Boulevard in beautiful Marco Island, Florida. With a wide range of rental properties to choose from, we offer luxurious accommodations for your vacation or long-term stay. Our experienced team of agents can help you find the perfect property to meet your needs, whether you're looking for a beachfront condo, a cozy villa, or a spacious vacation home. Trust Marco Island RENTAL Properties, Inc. to make your stay on Marco Island unforgettable.

Marco Island Condo for Rent offers luxurious and comfortable accommodations at 180 Seaview Court in Marco Island, Florida. Our spacious condos feature modern amenities and breathtaking views of the Gulf of Mexico. With easy access to the beach, shopping, and dining, our convenient location makes it the perfect choice for your next vacation. Whether you're looking for a relaxing getaway or an exciting adventure, Marco Island Condo for Rent has everything you need for an unforgettable stay in paradise. Book your stay with us today!

South Seas West Beachfront Condo offers luxury beachfront rentals on Marco Island, Florida. Located at 320 Seaview Court, this stunning property is managed by a reputable real estate and travel agency. Guests can enjoy breathtaking views of the Gulf of Mexico from their private balcony, relax on the white sandy beaches, and take advantage of the many amenities offered on-site. With spacious accommodations and top-notch customer service, South Seas West Beachfront Condo is the perfect destination for a relaxing beach getaway.

Tradewinds Condominium Marco Island is a premier real estate and travel agency located at 180 Seaview Court in Marco Island, Florida. Our expert team specializes in helping clients find their perfect condominium rental or purchase on the beautiful Marco Island. With stunning ocean views, luxurious amenities, and top-notch customer service, Tradewinds Condominium is the ideal choice for those looking to experience the ultimate in island living. Contact us today to start planning your dream getaway or investment property on Marco Island.

Marco Island Family Condo is a premier real estate and travel agency located at 380 Seaview Court in Marco Island, Florida, United States. Our agency specializes in providing luxurious and affordable family-friendly condominiums for rent or sale on the beautiful Marco Island. With stunning ocean views, top-notch amenities, and a prime location near popular attractions, our condos are the perfect choice for families looking to create unforgettable memories together. Whether you are looking for a vacation rental or a permanent residence, Marco Island Family Condo has the perfect property for you. Contact us today to start planning your dream family getaway!

Marco Island Vacation Properties, Inc. is a premier real estate and travel agency located at 847 North Collier Boulevard in beautiful Marco Island, Florida. Specializing in vacation rentals, property management, and real estate sales, our experienced team is dedicated to providing top-notch service to both property owners and vacationers. Whether you are looking to rent a luxurious beachfront condo for a relaxing getaway or interested in purchasing your own piece of paradise, Marco Island Vacation Properties, Inc. is here to help make your dreams a reality. Contact us today to start planning your unforgettable vacation in sunny Marco Island!

Marco Escapes is a premier real estate and travel agency located on beautiful Marco Island, Florida. Our vacation rentals offer luxurious accommodations with stunning ocean views and top-notch amenities. Whether you're looking for a beachfront condo or a spacious villa, we have the perfect rental for your getaway. Our friendly staff are dedicated to providing exceptional customer service and ensuring that your vacation is a memorable one. Book with us today and experience the ultimate escape on Marco Island.