The 30 Best Vacation rental properties in Naples, Florida

Welcome to Cape Waterfront Living, your trusted real estate agency located at 2326 Del Prado Boulevard South, Cape Coral, Florida. With over 27 years of experience in the real estate industry, we pride ourselves on our deep roots and commitment to the community of Southwest Florida. Our journey began in a small town in central Illinois, where we embraced mid-western values such as honesty, hard work, and loyalty. Since relocating to Cape Coral in 1985, we have dedicated ourselves to raising our family and serving our neighbors with the same principles. We understand that buying or selling a home is a significant milestone, and we are here to guide you through the process with trust and expertise.

Welcome to Florimod Cape Coral, your trusted real estate agency located at 2626 Southwest 4th Place, Cape Coral, Florida. Specializing in making your dream home a reality, we are dedicated to helping you find the perfect property tailored to your desires and preferences. Discover the charm of Cape Coral, often referred to as the "Venice of the USA," with its over 600 kilometers of waterways, making it a "Waterfront Wonderland" in the southwest of Florida's Sunshine State. If you prefer serene living in beautiful single-family homes with pools over the bustling tourist hotspots, Cape Coral is the ideal location for you. It's a paradise for water enthusiasts, sun lovers, and boating aficionados.

Welcome to Lona Leugers, Leugers Group, Brokered by LPT Realty – your trusted real estate agency located at 4427 Southeast 16th Place, Cape Coral, Florida. Nestled in a picturesque beach community in Southwest Florida, our office is strategically positioned between Fort Myers and Naples, offering you access to some of the most stunning outdoor activities and sparkling beaches in the region. Discover the charm of Sugar Sand Beach, quaint cottages, and the timeless allure of Old Florida. Indulge in some of the best seafood the world has to offer, or simply relax on the pristine shores of Fort Myers Beach. Whether you're looking to lounge by the sea or explore vibrant local culture, this area has something for everyone.

Welcome to The Koffman Group - Royal Shell Real Estate, your trusted partner in navigating the dynamic real estate market of Southwest Florida. Located at 1105 Cape Coral Parkway East, Cape Coral, Florida 33904, we are committed to providing you with unparalleled service and expertise in finding your dream home or investment property. Our website, www.capecoralrealestatenow.com, serves as Southwest Florida's premier real estate search engine, utilizing the Southwest Florida Regional MLS for the most accurate and up-to-date listings. Whether you're considering relocating to the picturesque cities of Fort Myers, Cape Coral, Bonita Springs, or exploring the serene landscapes of Sanibel Island and Naples, our platform offers a seamless property search experience, more precise than other popular real estate sites.

Welcome to WeSellPlaces.com, your premier real estate agency located at 13941 Eagle Ridge Lakes Drive, Fort Myers, Florida 33912. Specializing in Southwest Florida real estate, we are dedicated to helping you find the perfect home that matches your desired lifestyle and budget. Whether you're seeking a vibrant community with amenities like pools, fitness centers, golf courses, and tennis courts, or a simpler lifestyle where the association takes care of the exterior maintenance, we have the expertise to guide you. At WeSellPlaces.com, we understand that shopping for a home can be stressful. That's why our entire team is committed to turning your home-buying journey into an exciting adventure. We provide valuable resources and links to educate and assist you in making informed decisions about your real estate investments in Southwest Florida.

Welcome to Jonathans Bay, your premier real estate agency located at Jonathans Bay Drive, Fort Myers, Florida 33908. Specializing in resort-style luxury properties, we offer a diverse range of homes and lots that cater to every lifestyle. Whether you're seeking a serene retreat or a vibrant community atmosphere, our listings are sure to impress. Explore prime real estate opportunities like the 1.1-acre lot at 645 Euclid Ave, Naples, perfect for commercial and professional development. Or consider building your dream home on the high and dry half-acre lot in Lehigh Acres, offering ample space and a peaceful environment. If you're looking for a move-in ready residence, our stunning 3-bedroom townhouse in the sought-after Pelican Ridge community or the impeccably upgraded 4-bedroom home in Gladiolus Preserve might be just what you need.

Welcome to Estero Homes For Sale, your premier real estate agency located in the heart of Estero, Florida. Situated at 20352 Ardore Lane, Estero, FL 33928, our dedicated team of real estate professionals is committed to helping you navigate the vibrant Estero real estate market with ease and expertise. As the #1 real estate agents in Estero, we specialize in finding the perfect single-family homes for our clients, whether you're a first-time homebuyer, looking to downsize, or seeking a luxurious vacation retreat. Our extensive knowledge of the local market ensures that we can offer personalized guidance tailored to your specific needs and preferences.

Welcome to South Land & Realty, your premier real estate agency located at 1335 Santos Road, Fort Myers Beach, Florida 33931. Specializing in the vibrant Fort Myers Beach (Estero Island) market and its surrounding areas, we are your gateway to one of the hottest real estate destinations in the country. With 7 miles of pristine sugar sand beaches, breathtaking sunsets, and a year-round beautiful climate, it's no wonder buyers from around the globe are drawn to this idyllic island paradise. Whether you're looking for a vacation home, an investment property, or a primary residence, Fort Myers Beach offers a range of options, from charming cottages to luxurious condos. The island's gently sloping beaches and controlled development ensure a perfect balance of natural beauty and modern convenience. As a popular vacation spot, many visitors fall in love with the area and choose to make it their permanent home.

Welcome to Sky Coastal Realty, your premier real estate agency located at 9990 Coconut Road, Bonita Springs, Florida. As a trusted name in the real estate industry, we specialize in helping you find your dream home or investment property in the beautiful Southwest Florida region. Our team of dedicated professionals is passionate about matching clients with properties that suit their lifestyle and needs. Whether you're looking for a serene retreat in a gated 55 community, a luxurious coastal villa, or a spacious family home with stunning golf course views, Sky Coastal Realty has an extensive portfolio to explore.

Welcome to Hovland Real Estate, your trusted partner in navigating the dynamic real estate market of Naples, Florida. Conveniently located at 808 Wiggins Pass Road, our agency is dedicated to providing personalized and professional services to meet all your real estate needs. Whether you are buying, selling, or renting, our experienced team is here to guide you every step of the way. At Hovland Real Estate, we pride ourselves on our deep local knowledge and commitment to excellence. We understand that every client is unique, and we tailor our approach to ensure your specific goals are met. Our comprehensive services cover residential properties, luxury homes, vacation rentals, and investment opportunities.

Welcome to 10020 Siesta Bay Drive, your trusted real estate agency located in the heart of Naples, Florida. Situated at 10020 Siesta Bay Drive, our agency is dedicated to providing exceptional real estate services to both buyers and sellers in this beautiful region. With a deep understanding of the local market, our team of experienced professionals is committed to helping you find the perfect property or achieve the best value for your home. Whether you're looking for a luxurious waterfront property, a cozy family home, or an investment opportunity, we offer a diverse range of listings to suit your needs. Our personalized approach ensures that we understand your unique requirements and work diligently to meet them. At 10020 Siesta Bay Drive, we pride ourselves on our integrity, professionalism, and dedication to client satisfaction.

Welcome to Vanderbilt Realty, LLC, your trusted partner in real estate located at 11983 Tamiami Trail North, Naples, Florida 34110. As a premier real estate agency, we are dedicated to providing exceptional service and expert guidance to both buyers and sellers in the vibrant Naples area. Our team of experienced professionals is committed to helping you navigate the dynamic real estate market with ease and confidence. Whether you are looking to find your dream home, sell your property, or invest in real estate, Vanderbilt Realty, LLC offers a comprehensive range of services tailored to meet your unique needs. We pride ourselves on our in-depth market knowledge, personalized approach, and unwavering commitment to client satisfaction.

Welcome to The Beachside Agency, your premier real estate partner located in the heart of Naples, Florida. Situated at 870 8th Court East, our agency is dedicated to providing exceptional real estate services tailored to meet your unique needs. Whether you're buying, selling, or renting, our team of experienced professionals is here to guide you every step of the way. At The Beachside Agency, we understand that finding the perfect property is more than just a transaction—it's a journey. Our commitment to personalized service ensures that we listen carefully to your requirements and work diligently to turn your real estate dreams into reality. Naples offers a stunning array of beachside properties, and we are here to help you discover the best that this beautiful area has to offer.

Welcome to The Debbie Brown Team, your trusted real estate agency located in the heart of beautiful Naples, Florida. Situated at 879 Vanderbilt Beach Road, our dedicated team of experienced professionals is committed to providing exceptional service and expertise to both buyers and sellers in the vibrant Naples community. With a deep understanding of the local market, The Debbie Brown Team specializes in helping clients find their dream homes, investment properties, and vacation getaways. Our personalized approach ensures that each client receives tailored guidance and support throughout every step of the real estate process.

Welcome to Luxury & Beach Realty, Inc., your premier real estate agency located at 999 Vanderbilt Beach Road in the beautiful city of Naples, Florida. Nestled in the heart of one of the most sought-after coastal areas, we specialize in connecting discerning buyers and sellers with exquisite properties that epitomize luxury and beachfront living. At Luxury & Beach Realty, Inc., we pride ourselves on our deep local knowledge and personalized service. Our team of experienced real estate professionals is dedicated to understanding your unique needs and helping you navigate the dynamic Naples real estate market with ease and confidence. Whether you're searching for a stunning waterfront estate, a sophisticated condo with breathtaking ocean views, or an investment property that offers both value and elegance, we have the expertise and resources to make your real estate dreams a reality.

Welcome to JosephinePerilli.com, your trusted real estate agency located at 1495 Pine Ridge Road, Naples, Florida. We are dedicated to providing exceptional real estate services to help you find your dream home or sell your property with ease. Our team of experienced professionals is committed to offering personalized and comprehensive solutions tailored to meet your unique needs. At JosephinePerilli.com, we understand that buying or selling a home is a significant milestone, and we strive to make the process as seamless and stress-free as possible. Whether you are searching for a luxurious beachfront property, a cozy family home, or an investment opportunity in the vibrant Naples area, we have the local expertise and market knowledge to guide you every step of the way.

Welcome to Carla Masse | Sunrizon Realty, your trusted partner in the vibrant real estate market of Southwest Florida. Located at 3757 Tamiami Trail North, Naples, Florida, our agency specializes in helping clients navigate the dynamic housing landscape, whether you're buying or selling a home. With a proven track record and deep knowledge of the local community, our team, led by the exceptional Carla Masse, is dedicated to delivering seamless and successful real estate experiences. Clients commend Carla and her team for their professionalism, efficiency, and personalized service, which ensure that every transaction is smooth and stress-free.

Welcome to Berkshire Hathaway HomeServices Florida Realty, your trusted partner in real estate and travel services located in the heart of Naples, Florida. Situated at 4130 Tamiami Trail North, our agency is dedicated to providing exceptional service and expertise in both the real estate and travel industries. As a leading real estate agency, we specialize in helping clients navigate the dynamic Florida property market. Whether you're buying, selling, or investing, our team of experienced professionals is committed to ensuring a seamless and rewarding experience. We offer a comprehensive range of services, including property listings, market analysis, and personalized guidance to help you find your dream home or ideal investment property.

Welcome to The Bello's Group, your trusted real estate agency located at 5425 Golden Gate Parkway, Naples, Florida 34116, United States. We specialize in offering unique vacation properties with guaranteed rental returns, providing our clients with investment opportunities that promise both enjoyment and financial growth. Our journey began over five years ago with our first major client, Brendon Burchard. Since then, we have dedicated ourselves to empowering thought leaders and entrepreneurs by helping them launch impactful online training programs. Our expertise in online marketing is not just a service we offer—it's the core of our operations. Having developed over five proprietary online courses and coaching programs, we understand the intricacies of digital marketing and are well-equipped to guide you from your starting point to achieving tangible results.

Welcome to The Resop Team, where we invite you to escape the ordinary and embrace the Florida dream. Located at 99 9th Street North, Naples, Florida 34102, our real estate agency is your gateway to extraordinary properties in the heart of Naples. We are not just real estate agents; we are lifestyle curators, dedicated to unlocking doors to beachfront mansions, sprawling estates, and hidden gems that redefine luxury living. Since retiring from Major League Baseball in 2014, Chris and his wife Kara have embarked on an exceptional journey in real estate. In less than a decade, this dynamic duo has achieved over $1.2 billion in sales. Their success is rooted in humility and hard work, reflecting intentional effort and an unwavering commitment to excellence, which has earned them the trust and confidence of their clients.

Welcome to Paradise Coast Investors, LLC, your premier real estate agency located in the heart of beautiful Naples, Florida. Situated at 118 Penny Lane, Naples, FL 34112, our agency is dedicated to helping you find your perfect piece of paradise along Florida's stunning Gulf Coast. At Paradise Coast Investors, LLC, we specialize in a wide range of real estate services, including residential and commercial property sales, investment opportunities, and vacation rentals. Our team of experienced and knowledgeable real estate professionals is committed to providing personalized service tailored to meet your unique needs and preferences.

Welcome to House Edge Real Estate Company, your trusted partner in navigating the vibrant and dynamic real estate market of Naples, Florida. Situated conveniently at 365 5th Avenue South, Naples, FL 34102, our agency is dedicated to providing exceptional real estate services tailored to meet your unique needs. At House Edge Real Estate Company, we pride ourselves on our deep local knowledge, extensive industry experience, and unwavering commitment to client satisfaction. Whether you're buying, selling, or investing in property, our team of professional and passionate agents is here to guide you every step of the way. We specialize in a wide range of real estate services, including residential sales, luxury properties, investment opportunities, and vacation homes.

Welcome to Gramercy Vale Real Estate, your premier real estate agency located in the heart of Naples, Florida. Situated at 365 5th Avenue South, our agency is dedicated to providing exceptional service and expertise in the dynamic and vibrant real estate market of Southwest Florida. Whether you're looking to buy, sell, or invest in residential or commercial properties, our experienced team of professionals is here to guide you every step of the way. At Gramercy Vale Real Estate, we pride ourselves on our deep local knowledge and commitment to personalized service. We understand that every client has unique needs and goals, and we tailor our approach to ensure the best possible outcomes. Our extensive network, cutting-edge technology, and market insights empower us to deliver results that exceed expectations.

Welcome to REMAX BLUE SKIES - The Key Team - Randy Keys, your premier destination for all your real estate and general contracting needs in beautiful Naples, Florida. Conveniently located at 821 5th Avenue South, our team is dedicated to providing exceptional service and expertise to both buyers and sellers in the vibrant Naples community. As a leading real estate agency, we specialize in helping our clients find their dream homes, investment properties, and vacation getaways. Whether you're looking to buy or sell, our experienced agents are here to guide you through every step of the process, ensuring a seamless and stress-free experience.

Welcome to Premier Sotheby's International Realty, your trusted partner in luxury real estate located in the heart of Naples, Florida. Situated at 390 Broad Avenue South, our esteemed agency is dedicated to delivering exceptional real estate services to discerning clients in the vibrant Naples community and beyond. At Premier Sotheby's International Realty, we pride ourselves on our commitment to excellence, integrity, and personalized service. Our team of experienced real estate professionals possesses unparalleled knowledge of the local market and is adept at navigating the complexities of the real estate landscape. Whether you're looking to buy or sell a luxury home, invest in a vacation property, or explore rental opportunities, we are here to guide you every step of the way.

Welcome to Real Estate, your trusted partner in finding the perfect property in the beautiful city of Naples, Florida. Conveniently located at 7931 Cordoba Place, Naples, FL 34113, our agency specializes in providing personalized real estate services to meet your unique needs. Whether you're looking to buy, sell, or rent, our team of experienced professionals is dedicated to offering expert guidance and tailored solutions to help you navigate the dynamic real estate market in Southwest Florida. At Real Estate, we pride ourselves on our deep knowledge of the local market and our commitment to exceptional customer service. We offer a wide range of properties, from luxurious waterfront homes and cozy condos to investment opportunities and vacation rentals. Our goal is to make your real estate journey as smooth and rewarding as possible.

Welcome to Jack Spring - The GEM Team, your premier real estate agency located at 12276 Tamiami Trail East, Naples, Florida 34113. Specializing in exceptional service for our most discerning clients, we are committed to providing a new level of expertise and attentive customer care for real estate ventures throughout Southwest Florida. Founded by Jack, who brings over 30 years of experience in real estate law, contracts, title, escrow, and marketing, The GEM Team ensures that your property is expertly marketed and that every aspect of your transaction is handled with the utmost professionalism and precision. Jack believes that listening carefully to clients' needs and leveraging years of problem-solving experience are key to achieving outstanding success.

Welcome to Krystal Bernhardt PA - Real Estate Agent, your trusted partner in navigating the vibrant real estate market of Marco Island, Florida. Located at 886 Park Avenue, our agency specializes in finding your dream home or investment property in this tropical paradise known for its stunning waterfront properties and luxurious beachfront living. Marco Island is a haven for those seeking natural beauty, endless recreational activities, and a serene lifestyle. With over 6 miles of pristine white beaches, a growing artificial reef, and opportunities for sports fishing, golf, tennis, and sightseeing tours, Marco Island offers a wealth of adventures and some of the finest weather in the country year-round.

Welcome to SUNRIZON REALTY, your trusted real estate agency located at 1721 San Marco Road, Marco Island, Florida. At SUNRIZON REALTY, we pride ourselves on delivering exceptional service and expertise to our clients, whether you're buying, selling, or investing in property. Our team, led by the renowned Carla and Kara, is dedicated to ensuring a seamless and successful real estate experience. With extensive knowledge of the Marco Island and Naples markets, we cater to your specific needs, guiding you through every step of the process with professionalism and care.

Welcome to Nagel Exklusive Immobilien Inc. Traum Urlaub Florida, your premier destination for luxury lodging and real estate services in the beautiful Cape Coral, Florida. Located at 1222 Southeast 47th Street, our business offers a unique blend of travel agency expertise, real estate acumen, and exclusive accommodations to make your dream vacation a reality. Indulge in the vast, white sandy beaches of Southwest Florida while staying in our luxurious villas situated near the shore. Whether you're a sunbather, a golf enthusiast, or a boating aficionado, we have the perfect vacation rental to suit your desires. Discover our range of Bowriders, deck boats, and cabin boats available for rent, and set sail on unforgettable boating adventures where you can watch dolphins swim or simply relax by your private pool.