The 30 Best Island getaways in Florida City, Florida

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Mermaids Crossing Beach Vacation Rental on Anna Maria Island in Florida offers stunning vacation rental properties for visitors looking to enjoy a relaxing beach getaway. Situated at 207B 69th Street in Holmes Beach, this real estate and travel agency specializes in providing luxurious accommodations with breathtaking views of the Gulf of Mexico. Whether you're seeking a romantic escape or a fun-filled family vacation, Mermaids Crossing has the perfect rental for you. Experience the beauty of Anna Maria Island and make unforgettable memories at Mermaids Crossing Beach Vacation Rental.

Cortez Florida Vacations is a charming lodging institution located in the historic Cortez fishing village at 4507 125th Street West, Bradenton, Florida. Situated just over the bridge from Anna Maria Island, this waterfront property offers a tranquil escape with five beautifully restored 1936 cottages. Each cottage features modern amenities while maintaining its original charm, including fully equipped kitchens, televisions, Wi-Fi, and antique doors. Guests can relax in the private Courtyard, enjoy views of the bay, or host events in the 1,000 square-foot Boathouse event space. The property can accommodate up to 32 overnight guests and offers venue packages for up to 150 guests. Shopping, dining, museums, spas, and the famous white sand beaches of Anna Maria Island are all within walking or biking distance. Owners Heidi and John Banyas created Cortez Florida Vacations after designing their own fairytale wedding space in the village. They aim to provide excellent service and help guests create lasting memories in this piece of old Florida paradise. Whether you're looking for a quiet getaway or a venue for a special event, Cortez Florida Vacations has something for everyone.

AnnaMaria Island Beach Cottage is a charming and cozy beachfront property located at 2813 Avenue East in Holmes Beach, Florida. This beautiful cottage is managed by a reputable real estate and travel agency, offering guests a relaxing and luxurious vacation experience. With stunning ocean views, modern amenities, and a prime location just steps away from the sandy shores of AnnaMaria Island, this cottage is the perfect getaway for those looking to unwind and enjoy the beauty of the Gulf Coast. Whether you're seeking a romantic retreat, a family vacation, or a solo adventure, AnnaMaria Island Beach Cottage is the ideal destination for your next beach getaway.

Florida Dreams Realty of AMI, Inc. is a premier real estate and travel agency located in Holmes Beach, Florida. With a prime location at 3340 East Bay Drive, this institution specializes in helping clients find their dream homes or vacation rentals on Anna Maria Island. Whether you are looking to buy, sell, or rent a property, the experienced team at Florida Dreams Realty of AMI, Inc. is dedicated to providing top-notch service and personalized assistance. Contact them today to turn your Florida dreams into reality.

Located at 304 63rd Street in Holmes Beach, Florida, the Tarpon House on Anna Maria Island is not your average vacation rental. This institution, which combines elements of a real estate agency and a travel agency, offers a truly luxurious experience for guests. Boasting one of the largest private pools and hot tubs on the island, the Tarpon House is a backyard oasis like no other. The property is filled with entertainment options, including a ping pong table, foosball table, putting green, pool basketball hoop, and a Tiki Hut stocked with games and toys for all ages. Designed and furnished by Judy C. Whitlock, this vacation home features 4 bedroom en-suites, including 3 King beds and a bunk room for the kids. The kitchen is fully equipped with all the appliances you could need, and there are two separate dining areas, a large island/living area, and even a gaming room for added fun. With plenty of space for large families and groups, the Tarpon House is the perfect choice for a multigenerational vacation.

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.

1 Island Hideaway is a premier real estate and travel agency located at 165 Anchorage Street in Fort Myers Beach, Florida. Our agency specializes in providing luxurious and secluded hideaways on the beautiful islands of Florida. Whether you are looking for a private vacation rental or a permanent residence, our team of experienced agents will help you find the perfect island oasis to escape to. With stunning views, pristine beaches, and top-notch amenities, 1 Island Hideaway is your one-stop shop for all your island living needs. Contact us today to start your journey to paradise.

Perdido Key Office - Premier Island Management Group is a reputable real estate and travel agency located at 14112 Perdido Key Drive in Pensacola, Florida. Specializing in premier properties and vacation rentals in the beautiful Perdido Key area, this institution offers top-notch services to both buyers and sellers. With a team of experienced professionals and a strong reputation for excellence, Perdido Key Office - Premier Island Management Group is the go-to destination for all your real estate and travel needs in the United States.

Island Princess - Salt Water Vacations is a real estate and travel agency located at 520 Santa Rosa Boulevard in Fort Walton Beach, Florida, United States. Specializing in vacation rentals and property sales along the beautiful Gulf Coast, Island Princess offers a wide range of accommodation options for travelers looking to experience the ultimate beach getaway. By submitting your information, you can receive marketing promotional content from Salt Water Vacations to stay updated on the latest vacation deals and property listings. Start planning your dream beach vacation with Island Princess - Salt Water Vacations today!

Beach Vacation Getaways, LLC. is a premier institution located at 40 West Bay Shore Drive on Saint George Island in Florida. Specializing in vacation rentals and real estate sales on Florida's Forgotten Coast, our dedicated team is committed to using their expertise and local knowledge to help you find the perfect beach getaway or dream home. Whether you're looking for a St. George Island or Cape San Blas vacation rental, we have a wide selection of properties to choose from. From luxurious custom-built homes like Turtles Cove with stunning bay views to cozy cottages like Bayside Bliss with private fishing docks, we have something for everyone. We also offer property management services for those looking to invest in rental properties on the Forgotten Coast. For a personalized experience and expert advice, contact Andrew Ison, our experienced Broker at Beach Vacation Realty. Choose Beach Vacation Getaways, LLC. for an unforgettable beach vacation experience on Florida's beautiful coast.

EXP Realty, led by Broker Associate Jessica Barber, is a premier real estate institution located in the picturesque coastal towns of St. George Island, Apalachicola, and Carrabelle in Florida. Situated at 406 Southeast Avenue B in Carrabelle, this agency offers top-notch services for buying and selling properties in these charming seaside communities. With a focus on personalized attention and expert guidance, Jessica Barber and her team are dedicated to helping clients find their dream homes or investment properties in this beautiful region. Whether you are looking for a beachfront getaway or a waterfront retreat, EXP Realty is your go-to destination for all your real estate needs on the Gulf Coast.

The Honeymoon Island Beach House is a fully furnished, smoke-free waterfront lodging facility located at 2683 Saint Joseph Drive East in Dunedin, Florida. The two-bedroom, one-bath rentals are situated in a safe and quiet neighborhood, with each unit featuring a fully equipped kitchen with granite countertops and stainless steel appliances, Plantation Shutters, and Travertine Floors. Guests can enjoy the convenience of having a manager on-site to take care of all the details while they relax and enjoy their time on or off the water. The ground floor units are all on one level from the parking lot throughout the unit and out to the dock. Amenities include central heat and A/C, WIFI, wall-mounted smart TVs with cable and Netflix, and outdoor teak dining areas.

Dreamcatcher Island is a charming lodging establishment situated on the picturesque Homosassa River in Homosassa, Florida. This tranquil island retreat offers a unique and unforgettable experience for guests looking to escape the hustle and bustle of everyday life. Surrounded by lush greenery and pristine waters, Dreamcatcher Island provides a serene and peaceful atmosphere perfect for relaxation and rejuvenation. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, this hidden gem is the perfect destination. Come and experience the magic of Dreamcatcher Island for yourself.

Extreme Getaway Homes LLC is a premier real estate and travel agency located at 274 Ronald Reagan Parkway in Davenport, Florida, United States. Our VIP Hollywood Experience offers 16 luxurious suites, 20 rooms, 20 full bathrooms, 2 half bathrooms, a spa, pool, lazy river, and more. Our Mission to Mars estate is a one-of-a-kind destination, providing a luxurious travel experience and exceptional service within a exclusive 15,000 square foot setting. Adventure Island was designed for groups to stay together without the hassle of planning activities and services, blending the privacy of a villa with the luxury of a hotel.

The Diamond on the Island at Emerald Island Resort is a luxurious vacation rental house located in Kissimmee, Florida. Situated in the prestigious Emerald Island Resort, this stunning property offers the perfect combination of comfort, style, and convenience for your Disney vacation. With spacious accommodations, modern amenities, and a prime location just minutes away from Walt Disney World, this rental house is the ideal choice for families and groups looking to experience the magic of Orlando. Book your stay at The Diamond on the Island and make unforgettable memories on your next Florida getaway. Contact our real estate and travel agency located at 8578 Sunrise Key Drive to learn more about our exclusive vacation rental options.

Emerald Island Resort offers luxurious villa and townhouse rentals in the heart of Kissimmee, Florida. Situated on Emerald Island Boulevard, this stunning property is the perfect choice for travelers looking for a memorable vacation experience. Whether you're looking for a relaxing getaway or an action-packed adventure, Emerald Island Resort has something for everyone. With top-notch amenities, spacious accommodations, and a convenient location near all the attractions, this resort is the ideal destination for your next vacation. Book your stay with Emerald Island Resort today and make unforgettable memories in the Sunshine State.

Emerald Island Resort Orlando is a luxurious real estate and travel agency located at 8532 Sunrise Key Drive in Kissimmee, Florida. Our resort offers a range of stunning vacation homes and villas for rent, perfect for families and groups looking to experience the magic of Orlando. With top-notch amenities such as a clubhouse, swimming pools, and sports facilities, guests can enjoy a relaxing and unforgettable stay just minutes away from the world-famous theme parks and attractions. Come experience the beauty and convenience of Emerald Island Resort Orlando for your next vacation getaway.

Aloha Retreat @ Windsor Island Resort is a luxurious 6 bedroom, 4.5 bathroom villa located at 1210 Aloha Boulevard in Davenport, Florida, United States. Situated just 8 miles away from Disney, this property is part of the brand new Windsor Island Resort which offers top-notch amenities such as a lazy river, water slides, mini golf, heated pool, gym, spa, bar, and arcade. The house features a private heated pool, game room, themed rooms, and fast wifi. Grocery stores like Publix and CVS are conveniently located just 1 mile away. Please note that pets are not allowed and smoking is strictly prohibited on the property. The resort has security measures in place including video cameras at the main entrance. Guests must provide photo ID upon booking and all adult guests must provide full names to be registered.

The Windsor Island Resort Sales Office by Pulte Homes is a premier general contractor located at 1931 Summer Dr in Davenport, Florida. This exclusive resort community offers luxury homes and top-notch amenities, making it a highly sought-after destination for homebuyers. Unfortunately, all properties at this resort have been sold out. Contact us for more information on upcoming projects and availability.

Grand Island Resort is a charming lodging and RV park located at 13318 Sea Breeze Lane in Grand Island, Florida, United States. Surrounded by beautiful scenery and offering a range of amenities, this resort is the perfect destination for a relaxing getaway. Guests can enjoy spacious and comfortable accommodations, as well as access to a variety of recreational activities such as swimming, fishing, and hiking. Whether you're looking for a peaceful retreat or an exciting outdoor adventure, Grand Island Resort has something for everyone. Come and experience the beauty of Florida's nature at this wonderful institution.

Florida Vacation Connection is a premier lodging, real estate, and travel agency located at 3720 Gulf of Mexico Drive in Longboat Key, Florida. We specialize in providing top-notch vacation rentals, real estate services, and travel accommodations for those looking to experience the beauty and excitement of Florida. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental, buy or sell property, and plan unforgettable travel experiences in this stunning destination. Whether you're looking for a beachfront condo, a luxury estate, or a customized vacation package, Florida Vacation Connection has everything you need to make your Florida getaway truly unforgettable.

Getaway on Gladiolus is a real estate and travel agency located at 234 Gladiolus Street in Anna Maria, Florida, United States. Our pro housekeepers ensure a thorough cleaning and provide fresh linens before every stay, and our 24/7 guest care and local teams are always available. This single-level home on the north end of Anna Maria Island offers a private pool with a spillover spa, an at-home putting green, and a game room. Just a short walk away from beautiful beaches, great restaurants, and charming shops, the location of this home is unbeatable.

Anna Maria Island is a charming institution located at 5315 Gulf Drive in Holmes Beach, Florida, United States. This unique establishment offers a variety of services including food, real estate agency, restaurant, and travel agency. Whether you are looking to enjoy a delicious meal, find your dream home, or plan a vacation getaway, Anna Maria Island has something for everyone. With its picturesque location and exceptional offerings, it is the perfect destination for those seeking a memorable experience on the beautiful Gulf Coast.

Calico Anna Maria Island is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at the address 4001 5th Avenue, this institution specializes in helping clients find their perfect vacation rental or dream home on the beautiful Anna Maria Island. With a team of knowledgeable and experienced agents, Calico offers personalized services to meet the unique needs of each client. Whether you are looking for a beachfront property, a cozy cottage, or a luxury villa, Calico Anna Maria Island is your go-to destination for all things real estate and travel on this picturesque island.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

Bird Island is a picturesque park and popular tourist attraction located at 5621 Stanford Road in Jacksonville, Florida, United States. This beautiful island is home to a diverse array of bird species, making it a must-visit destination for birdwatchers and nature enthusiasts. Visitors can explore the island's lush vegetation, tranquil ponds, and scenic walking trails while observing the various bird species in their natural habitat. Whether you're looking to relax and unwind in nature or embark on an exciting bird-watching adventure, Bird Island offers a unique and unforgettable experience for all who visit.

Island Tropical Vacations is a premier real estate and travel agency located at 170 Ibis Street in beautiful Fort Myers Beach, Florida. Specializing in luxurious vacation rentals and properties on picturesque tropical islands, our team of experienced agents is dedicated to helping clients find the perfect getaway destination. Whether you're looking for a secluded beachfront villa or a vibrant resort experience, Island Tropical Vacations has something for everyone. Book your dream vacation with us today and experience the ultimate in island paradise.

ALOHA FLORIDA, LLC is a premier real estate and travel agency located at 19976 South Tamiami Trail in Estero, Florida. We specialize in hand-selected luxury houses that undergo regular checks to ensure excellence. Our expertise is unmatched, and we strive to make your dreams come true. Choose from a variety of additional services to enhance your recreation and relaxation package from the start. Our villas serve as the perfect starting point for exploring white sandy beaches, tropical nature, challenging golf courses, fine restaurants, and stylish boutiques.

Experience the ultimate luxury living at this direct Gulf front home on a private beach on exclusive Keewaydin Island. Located at 10455 Keewaydin Is, Naples, Florida, United States, this property offers breathtaking views of the Gulf of Mexico and unparalleled privacy. Whether you're looking for a permanent residence or a vacation getaway, this real estate agency can help you find the perfect property on this secluded island paradise. Don't miss out on the opportunity to own a piece of this hidden gem in Southwest Florida. Contact the travel agency today to schedule a viewing and start living your dream beachfront lifestyle.

Amelia Island Vacations is a premier real estate and travel agency located at 4810 1st Coast Highway in Fernandina Beach, Florida. Specializing in vacation rentals, property management, and real estate sales, our dedicated team is committed to providing exceptional service and helping clients find their perfect getaway on beautiful Amelia Island. Whether you're looking for a beachfront condo, a cozy cottage, or a luxurious estate, Amelia Island Vacations has a wide range of properties to suit every taste and budget. Let us help you make your dream vacation a reality on Amelia Island.