The 30 Best Upscale vacation rentals in Fort Myers, Florida

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Florida Luxury Rentals is a premier vacation rental agency located at 2501 East Commercial Boulevard in Fort Lauderdale, Florida. Offering a wide selection of luxurious properties, from beachfront villas to upscale condos, our rentals provide the perfect accommodation for your next getaway to the Sunshine State. With top-notch amenities, stunning views, and personalized concierge services, Florida Luxury Rentals ensures a truly unforgettable stay for every guest. Experience the ultimate in comfort and relaxation with our exclusive properties in one of the most desirable destinations in the United States. Book your dream vacation with us today!

Oasis Ft Myers is a luxurious waterfront condominium complex located at 3000 Oasis Grand Boulevard in Fort Myers, Florida. Situated along the Caloosahatchee River, this stunning property offers residents breathtaking views and a resort-style living experience. The amenities at Oasis Ft Myers include a swimming pool, fitness center, tennis courts, and a concierge service. With its prime location and upscale features, Oasis Ft Myers is the perfect place to call home in sunny Southwest Florida.

Luminary Hotel & Co., Autograph Collection is a luxurious lodging destination located at 2200 Edwards Drive in Fort Myers, Florida. This upscale hotel offers a unique and sophisticated experience for guests, with beautifully designed rooms and suites, top-notch amenities, and exceptional service. Situated in the heart of downtown Fort Myers, guests can enjoy easy access to shopping, dining, and entertainment options. Whether you are visiting for business or pleasure, Luminary Hotel & Co. provides a memorable stay in a stunning setting.

The Landings Yacht, Golf & Tennis Club is a premier dining destination located at 4420 Flagship Drive in Fort Myers, Florida. This institution offers a luxurious experience with its exquisite food and breathtaking views of the water. Whether you're a fan of golf, tennis, or simply looking for a delicious meal, The Landings Yacht, Golf & Tennis Club has something for everyone. Come and enjoy the ultimate dining experience in the heart of Southwest 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.

Strandview Tower is a stunning beachfront institution located at 4560 Estero Boulevard in Fort Myers Beach, Florida. With breathtaking views of the Gulf of Mexico, this luxurious tower offers upscale accommodations and top-notch amenities for guests looking to relax and unwind in style. Enjoy spacious rooms, a sparkling swimming pool, and easy access to the sandy shores just steps away. Whether you're looking for a romantic getaway or a fun-filled family vacation, Strandview Tower is the perfect destination for your next beach retreat.

Estero Country Club is a premier institution located in Fort Myers, Florida, offering a wide range of amenities for members and guests. From a state-of-the-art gym and health facilities to a luxurious restaurant serving delicious meals, this institution has something for everyone. Whether you're looking to stay fit, enjoy a gourmet meal, or simply relax in a beautiful setting, Estero Country Club is the perfect destination. Visit us at 19501 Vintage Trace Circle and experience the ultimate in leisure and wellness.

Welcome to Rick Harrison, REALTOR - MVP Realty, your trusted partner in real estate located at 16276 Willow Stream Lane, North Fort Myers, Florida 33917. As a premier real estate agency, we specialize in helping you find your dream home in the beautiful Southwest Florida area. Our commitment is to provide you with exceptional service, whether you're buying, selling, or investing in property. Explore our featured listings, including stunning homes like the impeccably upgraded 4-bed, 2.5-bath family residence in the serene, gated community of Gladiolus Preserve. This move-in-ready home boasts a new roof, impact glass windows, and a state-of-the-art electric hybrid water heater. With its modern design, open-concept living spaces, and luxurious master suite, it offers a perfect blend of elegance and functionality. Enjoy community amenities such as a sparkling pool, playground, and more, all with low HOA fees and no city or CDD taxes.

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 Tracey Gore Realtor, your premier real estate agency located at 2100 Estero Boulevard, Fort Myers Beach, Florida. As the leading expert in beachfront properties, Tracey Gore offers unparalleled knowledge and insight into the local real estate market. With 100 feet of stunning beachfront frontage adorned with mature palm trees, Tracey Gore Realtor is your gateway to coastal elegance and luxury living. Whether you're searching for a custom showcase residence on San Carlos Island or a unique Gulf-side parcel, Tracey Gore Realtor presents a rare opportunity to own prime real estate in one of Florida's most sought-after locations. Our portfolio features a diverse range of properties, including newly built homes with breathtaking Gulf views, canal-front pool homes with direct Gulf access, and exquisite waterfront penthouses with private garages.