The 30 Best Relaxing island getaways in Florida

IRB Island Cottages- Cottage by the Beach Upper-Vacation Rental is a lodging institution located at 300 Gulf Boulevard in Indian Rocks Beach, Florida, United States. Our property offers two exquisite vacation rental units nestled in the picturesque Indian Rocks Beach. With a deep-rooted affection for this coastal paradise, we aim to provide a relaxing and memorable experience for our guests. The small-town, laid-back island ambiance of Indian Rocks Beach makes it a truly magical destination. Our units are designed to offer a unique and tranquil experience, whether you're looking for a romantic escape or a family vacation. The sun-kissed shores and gentle Gulf breeze invite you to unwind and create lasting memories on this stunning barrier island paradise.

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.

Flamingo Island is a tropical paradise located at 14211 South Orange Blossom Trail in Orlando, Florida. This institution offers a unique experience for visitors to immerse themselves in the beauty and charm of the flamingo bird. With lush greenery, serene ponds, and of course, majestic flamingos roaming freely, Flamingo Island is a haven for nature lovers and bird enthusiasts. Guests can enjoy guided tours, educational programs, and opportunities to interact with these graceful creatures. Whether you're looking for a peaceful retreat or a fun family outing, Flamingo Island is the perfect destination to escape the hustle and bustle of city life and connect with nature.

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.

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.

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.

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.

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.

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.

Florida Island Tours is a premier travel agency located at 750 Palm Point Drive in Goodland, Florida. Our agency specializes in providing unforgettable tours and experiences on the beautiful islands of Florida. Whether you're looking to explore the stunning beaches, enjoy water activities, or discover the unique wildlife of the area, our expert team is dedicated to creating the perfect itinerary for you. With our extensive knowledge of the region and top-notch customer service, Florida Island Tours is your go-to destination for an exceptional island adventure.

The Island Club at Rocky Point is a luxurious waterfront resort located at 2801 North Rocky Point Drive in Tampa, Florida. This exclusive club offers a wide range of amenities including a private beach, swimming pool, fitness center, tennis courts, and a marina for boating enthusiasts. Guests can enjoy stunning views of the water and relax in a tranquil tropical setting. The Island Club at Rocky Point is the perfect destination for those seeking a peaceful retreat with all the comforts of home.

Singer Island Rentals is a premier real estate and travel agency located at 3920 North Ocean Drive in Riviera Beach, Florida. Specializing in luxury vacation rentals on Singer Island, our experienced team is dedicated to helping you find the perfect property for your next getaway. With a wide selection of beachfront condos and homes, we offer unparalleled service and expertise to ensure a seamless booking experience. Whether you're looking for a relaxing beach retreat or a fun-filled family vacation, Singer Island Rentals has the perfect accommodations for you. Contact us today to start planning your dream vacation on Singer Island!

Island Time Vacation Homes, located at 126 Center Street in Jupiter, Florida, is a real estate and travel agency specializing in luxury vacation rentals in the Jupiter - Palm Beach area. Whether you are looking to buy a vacation home, move to the area, or invest in vacation rentals, Island Time Vacation Homes can help. Their portfolio includes professionally decorated and maintained properties, such as the luxury Island Beach House on exclusive Jupiter Island. Each rental is equipped to ensure a memorable family vacation experience. Island Time Vacation Homes aims to provide a home away from home experience, allowing guests to relax and rejuvenate in paradise. By staying in one of their luxury vacation rental homes, guests can experience the Jupiter - Palm Beach area like a resident and enjoy the amenities of a private house. From beach vacations to Spring Training season, Island Time Vacation Homes offers the perfect escape for families and travelers looking for a unique and unforgettable experience in South Florida.

Island Oasis House is a stunning vacation rental home located at 348 Southeast 18th Avenue in Deerfield Beach, Florida. This luxurious property is managed by a reputable real estate and travel agency, offering guests a perfect blend of comfort, convenience, and relaxation during their stay. With spacious accommodations, modern amenities, and a prime location near the beach, Island Oasis House is the ideal choice for a memorable getaway in the Sunshine State. Book your stay today and experience the ultimate vacation experience at this beautiful retreat.

Mojito Towers 2 at Treasure Island Resort by Suzie Sunshine Rentals is a luxurious lodging option located at 5004 Thomas Drive in Panama City Beach, Florida. This beachfront property offers stunning Gulf views and amazing sunsets from the 4th floor balcony. The 2 bedroom, 2 bathroom condo sleeps 1-8 guests and features a beachfront master suite, beach service, and a snack hut. Guests can enjoy amenities such as a beachfront swimming pool, hot tub, fitness room, and BBQ area. The location is perfect for beach and water sports activities, as well as dining, shopping, and entertainment options within walking distance. The property is owner-managed and offers a cancellation policy with a refund for cancellations made more than 60 days prior to arrival. For a relaxing and enjoyable beach vacation experience, consider booking a stay at Mojito Towers 2 at Treasure Island Resort. Contact Suzie Sunshine Rentals for more information and booking inquiries.

Tina's Treasure Island Resort Luxury Beach Condos is a premier real estate and travel agency located at 5004 Thomas Drive in Panama City, Florida. Our resort offers luxurious beachfront condos with stunning ocean views and top-notch amenities. Whether you're looking to invest in a vacation property or book a dream getaway, our experienced team is here to help you every step of the way. Experience the ultimate in relaxation and luxury at Tina's Treasure Island Resort Luxury Beach Condos.

Seascape- St George Island is a charming lodging institution located at 840 East Gulf Beach Drive in Saint George Island, Florida, United States. Guests can enjoy a special Spring Break rate of $2,695, saving $755 on new reservations. Returning guests receive a 5% discount as a thank you for their loyal patronage. Active duty, reserve, and veteran personnel are also honored with a 10% discount on their stay. The property offers a variety of amenities and beautiful views for a relaxing getaway. Guests can inquire about specific details of the property before booking. Cancellation policies vary depending on the time of booking. Visitors can leave feedback about their stay and set up notifications for price alerts or cancellations. Book your stay at Seascape- St George Island for a memorable vacation experience.

Avalon Relax Rentals is a cozy lodging institution located at 1222 South Missouri Avenue in Clearwater, Florida. Offering a peaceful and relaxing atmosphere, Avalon Relax Rentals is the perfect destination for those looking to unwind and rejuvenate. With comfortable accommodations and top-notch amenities, guests can enjoy a truly relaxing stay. Whether you're visiting for a weekend getaway or an extended vacation, Avalon Relax Rentals has everything you need for a memorable stay in the sunny state of Florida.

The Bocilla Island Club is a luxurious waterfront resort located at 16757 Bocilla Palms Drive in Bokeelia, Florida. Nestled on the tranquil Bocilla Island, this exclusive club offers a serene escape surrounded by stunning views of the Gulf of Mexico. Guests can indulge in upscale amenities such as a private beach, pool, tennis courts, and gourmet dining options. Whether seeking a romantic getaway or a family vacation, the Bocilla Island Club provides a serene and upscale retreat for all guests to enjoy.

White Sand Getaways is a premier real estate and travel agency located in the picturesque Marco Island, Florida. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental or dream home in this beautiful coastal paradise. Whether you're looking for a luxurious beachfront property or a cozy condo with stunning views, we have a wide range of options to suit your needs. Let us help you plan your next getaway to White Sand Getaways and experience the ultimate in relaxation and luxury.

Summer Beach Resort Lodging - Amelia Island Vacation Rentals is the perfect destination for your next getaway. Located at 5456 1st Coast Highway in Fernandina Beach, Florida, this institution offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a luxurious oceanfront villa, Summer Beach Resort has it all. With recent reviews praising the cleanliness and amenities of the vacation rentals, you can rest assured that your stay will be comfortable and relaxing. Plus, with 46 of the rentals offering internet access, you can stay connected during your trip.

Amelia Island Beach Front Rentals is a premier real estate and travel agency located at 1310 Shipwatch Circle in Fernandina Beach, Florida. Specializing in luxurious beachfront properties, our agency offers a wide selection of vacation rentals for visitors looking to experience the beauty of Amelia Island. Whether you are seeking a cozy beach cottage or a spacious oceanfront villa, our dedicated team is here to help you find the perfect accommodations for your stay. With stunning views, top-notch amenities, and convenient access to the beach, our rentals provide the ultimate setting for a relaxing and unforgettable getaway. Contact us today to book your dream beachfront rental on Amelia Island!

Crab Island Destination Tours, LLC is a premier travel agency located in Fort Walton Beach, Florida. We specialize in providing unforgettable tours and excursions to Crab Island, a popular destination known for its crystal-clear waters and vibrant marine life. Our experienced guides will ensure that you have a memorable and enjoyable experience as you explore this unique and beautiful location. Join us for a day of fun in the sun at Crab Island with Crab Island Destination Tours, LLC.

Crab Island Journeys is a premier travel agency located at 80 Miracle Strip Parkway Southeast in Fort Walton Beach, Florida. Specializing in unique and unforgettable experiences, our team of experienced travel experts is dedicated to creating personalized itineraries for our clients. Whether you're looking to explore the crystal-clear waters of Crab Island, embark on a fishing excursion, or simply relax on a scenic cruise, Crab Island Journeys has you covered. Let us help you plan your dream vacation and make lasting memories along the beautiful Gulf Coast.

Emerald Coast Island Excursions (Crab Island) is a family owned and operated travel agency located at 1284 Marler Avenue in Fort Walton Beach, Florida. Our experienced U.S.C.G. licensed captain will take you on a private pontoon excursion to the beautiful Crab Island, where you can enjoy a dolphin/wildlife tour and harbor tour. Our goal is to ensure that every customer has an amazing and safe day on the water. We offer pontoon excursions for up to 6 people, with plenty of space to lounge or dance on our two 25' Tritoons. We provide a variety of water toys and equipment for your enjoyment, including paddleboards, a floating mat, snorkels, and more. When you book multiple boats for your group, we cruise together and tie up together so you can stay connected throughout the day.