The 30 Best Island luxury rentals in Florida

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Cabanas of Treasure Island is a charming lodging institution located at 12035 Gulf Boulevard in the picturesque Treasure Island, Florida. Nestled just steps away from the pristine sandy beaches of the Gulf of Mexico, this cozy retreat offers a delightful stay for guests looking to unwind and relax in a tropical paradise. The cabanas are tastefully decorated and equipped with modern amenities to ensure a comfortable and enjoyable stay. With its convenient location, guests can easily explore the nearby attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a fun family vacation, Cabanas of Treasure Island is the perfect choice for your next stay in Florida.

Emerald Island Resort is a luxurious lodging destination located in Kissimmee, Florida, United States. Nestled in a tropical paradise, this resort offers guests a tranquil and relaxing getaway surrounded by lush greenery and sparkling waters. With a range of accommodation options, from spacious villas to cozy condos, Emerald Island Resort provides the perfect retreat for families, couples, and solo travelers alike. Guests can enjoy a variety of amenities including a clubhouse, swimming pools, fitness center, and more. Whether you're looking for a fun-filled vacation or a peaceful escape, Emerald Island Resort has everything you need for a memorable stay in the Sunshine State.

Treasure Island Beach Club is a charming lodging establishment located at 11750 Gulf Boulevard in the beautiful Treasure Island, Florida. Situated right on the pristine shores of the Gulf of Mexico, this beach club offers guests a relaxing and luxurious retreat. The accommodations are stylish and comfortable, providing the perfect home away from home during your stay. Guests can enjoy stunning ocean views, direct beach access, and a range of amenities including a pool, fitness center, and on-site dining options. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, Treasure Island Beach Club is the ideal destination for your next beach vacation.

Island Gulf Resort is a charming lodging establishment located at 13912 Gulf Boulevard in Madeira Beach, Florida. Situated along the stunning Gulf of Mexico, this resort offers guests a tranquil and picturesque retreat. The resort features comfortable accommodations, including spacious rooms and suites with modern amenities. Guests can relax by the outdoor pool, soak up the sun on the nearby sandy beaches, or explore the local shops and restaurants. With its prime location and welcoming atmosphere, Island Gulf Resort is the perfect destination for a relaxing beach getaway in the heart of Florida.

Indian Shores Vacation Rentals is a modern beachfront oasis located at 19727 Gulf Boulevard in Indian Shores, Florida. This institution offers lodging, real estate, and travel agency services for those looking for a family-friendly tropical getaway. The contemporary homes provide spacious living areas, upscale amenities, and easy access to the beautiful beaches of St Pete. Guests can enjoy leisurely strolls on the sandy beach, soak up the Florida sunshine from their private patio, and indulge in water activities and local attractions. Whether seeking relaxation or outdoor adventures, Indian Shores has something for everyone. Guests can immerse themselves in the local culture, explore nearby attractions, or simply unwind by the pool.

Tropic Terrace of Treasure Island is a charming boutique-style resort located directly on the pristine white sands of the Gulf of Mexico in Treasure Island, Florida. Offering studio, one and two bedroom suites with fully-equipped kitchens, guests can relax in the lush tropical courtyard while enjoying stunning views of the Gulf and a warm beach breeze. Whether you prefer to unwind and do nothing or seek adventure, Tropic Terrace has something for everyone. From parasailing to jet skiing, there are plenty of activities to keep you entertained. With great restaurants and shops just a beachfront walk away, guests can easily explore the area. And don't forget to witness the breathtaking world-famous sunsets right from your suite's balcony. Each suite is individually owned, providing a unique decor and furnishings for a personalized experience. Whether you choose a studio efficiency, one bedroom or two bedroom suite, Tropic Terrace is the perfect location for your stay in Treasure Island.

Sunset Vistas 303N: Sandy Toes is a luxurious yet affordable lodging option located at 12000 Gulf Boulevard in Treasure Island, Florida. This stunning property offers a perfect blend of luxury and affordability, making it an ideal choice for travelers looking for a comfortable and budget-friendly stay. Whether you're looking to relax on the sandy beaches or explore the vibrant city of Treasure Island, Sunset Vistas 303N is the perfect home base for your adventures. Book your stay now and experience the best of Florida's Gulf Coast!

The Lido Islander is a premier institution located at 528 South Polk Drive in Sarasota, Florida. As a multi-faceted establishment, it serves as a lodging facility, real estate agency, and travel agency all in one. Whether you are looking for a luxurious place to stay, seeking to invest in property on Lido Key, or planning your next vacation, the Lido Islander offers a one-stop solution for all your needs. With a prime location in the beautiful city of Sarasota, the Lido Islander provides top-notch services and accommodations to ensure a memorable experience for all guests and clients.

Suntide Island Beach Club is a charming beachfront lodging institution located at 850 Benjamin Franklin Drive in Sarasota, Florida, United States. This tropical oasis offers guests a relaxing and rejuvenating stay with its cozy accommodations and stunning views of the Gulf of Mexico. The resort features a variety of amenities including a heated outdoor pool, beach access, BBQ grills, and complimentary Wi-Fi. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply soak up the sun, Suntide Island Beach Club is the perfect destination for your next vacation getaway.

Island House Beach Resort is a charming lodging located at 6150 Midnight Pass Road in the beautiful Siesta Key, Florida. This beachfront resort offers guests a peaceful retreat with stunning views of the Gulf of Mexico. The resort features cozy accommodations, a sparkling outdoor pool, and direct access to the white sandy beaches. Guests can relax in the tropical gardens, take a dip in the ocean, or explore the nearby shops and restaurants. Whether you're looking for a romantic getaway or a fun family vacation, Island House Beach Resort is the perfect destination for a relaxing stay in paradise.

Siesta Key Island Rentals is a premier lodging, real estate, and travel agency located at 515 Beach Road in Siesta Key, Florida. Our agency specializes in providing luxurious vacation rentals on the beautiful Siesta Key Island, offering a wide range of accommodations to suit every traveler's needs. Whether you're looking for a beachfront condo, a cozy cottage, or a spacious villa, we have the perfect rental for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation on Siesta Key is unforgettable. Contact us today to book your dream vacation rental on Siesta Key Island!

Sunkissed Vacation Rental is a charming lodging option located at 19 Alcanta Lane in the picturesque Key Largo, Florida. This vacation rental offers a cozy and comfortable stay for guests looking to relax and unwind in the beautiful surroundings of the Florida Keys. The property is conveniently located near a variety of attractions, including beaches, restaurants, and outdoor activities. With its welcoming atmosphere and convenient location, Sunkissed Vacation Rental is the perfect choice for a memorable getaway in Key Largo.

The Palms of Treasure Island is a luxurious lodging destination and real estate agency located at 10315 Gulf Boulevard in the beautiful city of Treasure Island, Florida. With stunning views of the Gulf of Mexico and top-notch amenities, this institution offers a perfect blend of comfort and convenience for both travelers and potential homeowners. Whether you are looking for a relaxing vacation spot or a permanent residence in paradise, The Palms of Treasure Island is the ideal choice for those seeking a premium accommodation experience.

Seahorse Cottages of Treasure Island is a charming lodging establishment located on the beautiful Gulf Boulevard in Treasure Island, Florida. Nestled in a picturesque setting, this institution offers cozy and comfortable cottages for guests looking for a relaxing beach getaway. The cottages are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. With its convenient location near the beach, guests can easily enjoy sunbathing, swimming, and water sports. Seahorse Cottages of Treasure Island is the perfect choice for those seeking a peaceful retreat in a stunning seaside location.

Island House is a cozy lodging institution located at 1428 Collins Avenue in Miami Beach, Florida. Our clean, comfortable, and spacious rooms, studios, and suites are all reasonably priced, making you feel right at home. Just one block away from the beach, our location allows easy access to all that South Beach has to offer, including restaurants, shopping, and nightlife. Situated in the heart of South Beach, you won't need a car as everything is within walking distance or a short Uber ride away. Enjoy a complimentary continental breakfast each morning and borrow beach towels at no charge. Daily maid service is provided unless you prefer privacy with a "do not disturb" sign on your door.

Ocean Breeze West #601 Condo Rental is a luxurious real estate agency located at 14623 Perdido Key Drive in Pensacola, Florida, United States. This stunning beachfront condo offers breathtaking views of the Gulf of Mexico and is the perfect vacation rental for those looking to relax and unwind in style. With modern amenities, spacious living areas, and a prime location near popular attractions, Ocean Breeze West #601 Condo Rental is the ideal choice for your next getaway. Book your stay today and experience the ultimate beachfront living experience.

Island Time Beach Rentals is a real estate and travel agency located at 8477 Gulf Boulevard in Navarre, Florida, United States. Our goal is to make your stay unforgettable without breaking the bank. We pride ourselves on transparency and do not charge any hidden or extra fees to our valued customers. If you are looking for a peaceful retreat away from the chaos of city life, look no further. Our deluxe property offers uninterrupted serenity, providing the perfect escape for those seeking relaxation and tranquility. Visit Island Time Beach Rentals for a truly unforgettable experience.

Century 21 Island View Realty is a premier real estate agency located at 8443 Gulf Boulevard in Navarre, Florida. Specializing in luxury beachfront properties and vacation rentals, our experienced agents are dedicated to helping clients find their dream home or perfect getaway. Whether you are looking to buy, sell, or rent, our team is committed to providing top-notch service and expert guidance throughout the entire process. Contact us today to start your real estate journey with Century 21 Island View Realty.

Okaloosa Island Condo Rental is a premier real estate and travel agency located at 885 Santa Rosa Boulevard in Fort Walton Beach, Florida. We specialize in providing luxurious and comfortable condo rentals on beautiful Okaloosa Island. Our properties offer stunning views of the Gulf of Mexico, convenient access to white sandy beaches, and top-notch amenities for a truly unforgettable vacation experience. Whether you are looking for a romantic getaway, a family vacation, or a relaxing retreat, Okaloosa Island Condo Rental has the perfect accommodations for you. Book your stay with us today and start planning your dream beach vacation in sunny Florida!

the elevator to be at the lazy river or the beach in just seconds. This unit has two master suites and an additional bunkroom, making it perfect for families or groups. With a view of the pool and a partial view of the Gulf, B203 offers a peaceful and relaxing atmosphere for your vacation. B205 is a second floor unit with a beautiful view of the pool and a partial view of the Gulf of Mexico. This condo has two master suites and a bunkroom, providing plenty of space for your family or friends. With easy access to the pool and beach, B205 is the perfect spot for a fun and relaxing getaway. B307 is a third floor unit with a stunning view of the pool and the Gulf of Mexico. This condo has two master suites and a bunkroom, offering plenty of space for your group. With easy access to the pool and beach, B307 is the ideal spot for a memorable vacation. B313 is a third floor unit with a view of the pool and a partial view of the Gulf of Mexico. This condo has two master suites and a bunkroom, providing ample space for your family or friends. With easy access to the pool and beach, B313 is the perfect place to unwind and enjoy a beach vacation.

Luxury At Pirates Bay is a prestigious lodging institution located at 214 Miracle Strip Parkway Southwest in Fort Walton Beach, Florida. This exclusive establishment offers guests a luxurious and unforgettable experience in a beautiful coastal setting. With top-notch amenities, stunning ocean views, and impeccable service, Luxury At Pirates Bay is the perfect destination for those seeking a truly indulgent getaway. Whether you're looking for a romantic escape or a relaxing vacation, this upscale lodging institution will exceed all your expectations. Come and experience the ultimate in luxury at Pirates Bay.

Adventure awaits vacation rental is a unique lodging option located at 9600 Grand Sandestin Boulevard in Miramar Beach, Florida, United States. Situated at 152 Captiva Circle within the Tops'l Resort, this institution offers a range of exciting activities for guests to enjoy. Guests can take a private charter yacht from Sandestin Harbor to various destinations such as Crab Island, snorkeling spots, dolphin cruises, and sunset cruises. Guests can easily access information about the properties through Airbnb links provided by the institution. By booking directly through Adventure awaits vacation rental, guests can save on the fees typically charged by Airbnb or VRBO. The institution also has a dedicated staff available to ensure that all guest needs are met during their stay.

Welcome to Oasis by the Water Vacation Rental located at 5 Seacrest Beach Boulevard East in Panama City Beach, Florida. This newly renovated unit overlooks the largest pool on 30A and offers a luxurious 3 bedroom, 3 bathroom condo in the heart of Seacrest Beach. The Villas at Seacrest only have 2 units on each floor, providing easy access to this stunning condo. As you enter, you will find a king bedroom with a private bath, a bedroom with a queen bed, twin bunk bed, and twin trundle, as well as a king master suite with its own bathroom featuring a walk-in shower, soaking tub, and dual vanities. The chef's kitchen is newly renovated with high-end appliances, a wine bar, and a large granite island that seats 6, along with a dining room table that seats 6.

A-Lure Vacation Rental for Two is a charming lodging option in Saint George Island, Florida. Located at 308 Marks Street, this cozy rental is perfect for couples looking for a romantic getaway. As a real estate and travel agency, A-Lure Vacation Rental for Two offers top-notch accommodations and personalized service to ensure a memorable stay. With its prime location near the beach and various attractions, guests can enjoy a relaxing and enjoyable vacation experience. Book your stay at A-Lure Vacation Rental for Two today and create unforgettable memories with your loved one.

The Wahoo, Island Rental House is a beautiful vacation rental located at 319 Howell Street, Saint George Island, Florida. This three-bedroom, two-bathroom house sleeps six and is fully equipped with a kitchen, towels, and linens provided. There are no cleaning fees or hidden fees, making it a hassle-free vacation option. St. George Island is a 22-mile barrier island known for its stunning white sand beaches and laid-back atmosphere. The island is home to the reconstructed St. George Island Lighthouse and offers fabulous fishing opportunities in the Apalachicola Bay and Gulf of Mexico.

Island Breeze is a premier real estate and travel agency located at 2136 Sea Fern Way on the beautiful Saint George Island in Florida, United States. Our agency specializes in providing top-notch services for those looking to buy, sell, or rent properties on this stunning island paradise. Whether you're searching for your dream beachfront home or planning a relaxing vacation getaway, our team of experienced professionals is here to help make your island dreams a reality. Contact Island Breeze today and let us help you find your own slice of paradise in Saint George Island.

Fickling & Company Vacation Rentals is a premier real estate and travel agency located at 112 Franklin Boulevard in Saint George Island, Florida. Specializing in luxury vacation rentals, our experienced team is dedicated to providing top-notch service and helping guests find the perfect accommodations for their getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, we have a wide selection of properties to choose from. With our prime location on the beautiful Saint George Island, you can trust Fickling & Company Vacation Rentals to make your vacation unforgettable.

Island Time is a real estate and travel agency located at 1912 Nautilus Road in Saint George Island, Florida, United States. Enjoy the Gulf breezes from the decks of their cozy home, just steps away from the beach. The top floor great room offers sunshine and stunning views of the Gulf through sliding glass doors. The living area features a 60” flat screen TV and comfortable seating for family gatherings. The fully equipped kitchen and dining area make meal prep and dining easy. A private pool adds to the amenities of this serene paradise. The three first-floor bedrooms have direct deck access and flat screen TVs. The master bedroom has a king-size bed and private bathroom, overlooking the pool. The second bedroom has a queen bed with a view of the tropical paradise, while the bunk room has a twin bed, twin/full bunk bed with a full trundle, and a view of the pool. The house can sleep ten with the queen sofa bed in the living room.

Wander St. George Island is a premier real estate and travel agency located at 840 West Gorrie Drive in Saint George Island, Florida. Specializing in luxury vacation rentals and property sales, our team of experienced professionals is dedicated to helping clients find their perfect getaway on this beautiful barrier island. Whether you're looking for a relaxing beachfront retreat or a lucrative investment opportunity, Wander St. George Island has the expertise and resources to make your dream a reality. Contact us today to start planning your next adventure in this idyllic coastal paradise.

Anchor Realty Florida, located at 131 Franklin Boulevard in Eastpoint, Florida, is a premier real estate agency specializing in luxury beachfront properties in Northwest Florida. With over 50 years of experience, Anchor Realty Florida is your key to finding the perfect property in St. George Island, Santa Rosa Beach (30A), Destin, Port St. Joe, Cape San Blas, Tallahassee, Panama City Beach, Pensacola, and beyond. Whether you're looking for a vacation home, investment property, or permanent residence, our team of experienced agents is here to help you every step of the way. Visit one of our office locations in Pensacola, St. George Island, Port St. Joe, or Tallahassee to start your real estate journey today.