TOP 30 Island getaways in Florida

1130 results found

Welcome to the LegoLand Pirate Island Hotel located at 1 Legoland Way in Cypress Gardens, Florida, United States. Ahoy mateys! Get ready for an unforgettable adventure at our pirate-themed hotel where the possibilities for building and playing are endless. Stay in a pirate-themed room, build your own LEGO pirate ship with the help of our friendly pirates, and indulge in a delicious meal at Shipwreck Restaurant. The Pirate Island Hotel is the perfect destination for young pirates and their crew, offering a unique and exciting experience. Plus, our hotel is conveniently located just steps away from the entrances to LEGOLAND Florida and Peppa Pig Theme Park.

The Anna Maria Island Inn is a charming lodging establishment located at 2200 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers guests a peaceful and relaxing getaway just steps away from the Gulf of Mexico. The inn features comfortable accommodations, stunning ocean views, and convenient access to the island's attractions and activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, the Anna Maria Island Inn is the perfect choice for your stay in Florida.

Treasure Island Beach Resort is a luxurious lodging destination located at 10800 Gulf Boulevard in the beautiful Treasure Island, Florida. This beachfront resort offers stunning views of the Gulf of Mexico and provides guests with a tranquil and relaxing atmosphere. The resort features modern and stylish accommodations, including spacious rooms and suites with upscale amenities. Guests can enjoy a variety of on-site facilities such as a heated outdoor pool, fitness center, and beach access. The resort's prime location also allows guests to easily explore the nearby attractions, restaurants, and shopping options. Whether you are looking for a romantic getaway or a fun family vacation, Treasure Island Beach Resort provides the perfect setting for a memorable stay.

Sunrise Garden Resort on Anna Maria Island by Vacasa is a charming lodging option located at 512 Spring Avenue in Anna Maria, Florida, United States. Whether you are planning a romantic getaway, a family vacation, or a solo retreat, this resort offers a variety of vacation rentals to suit your needs. Guests can enjoy the convenience of internet access in 16 of the vacation rentals, allowing them to stay connected during their stay. Additionally, pet owners can bring their furry friends along, as 16 of the homes at Sunrise Garden Resort are dog-friendly (be sure to check individual listings for any restrictions).

Island's End Resort is a beachfront, cottage-style hotel located at 1 Pass a Grille Way in St. Pete Beach, Florida. Situated at the southernmost tip of historic Pass-A-Grille, this oasis offers a tranquil escape surrounded by the crystal blue waters of the Gulf of Mexico and the Intercoastal Waterway. Guests can relax and unwind at this private hideaway, where they can stroll out to the fishing dock and watch dolphins swim by, hunt for shells on the private beach, or take a short walk to the 5-mile long public beach for a leisurely swim. The resort offers unobstructed views of the emerald bay, allowing guests to experience stunning sunrises and sunsets.

Sun Island Motel is a charming lodging option situated at 8301 Blind Pass Road in the beautiful St. Pete Beach, Florida. This cozy motel offers comfortable accommodations and a relaxing atmosphere for guests looking to unwind and enjoy a beach getaway. With its convenient location near the beach and various attractions, Sun Island Motel is the perfect choice for those seeking a peaceful and enjoyable stay in the sunshine state. Whether you're looking to relax by the pool or explore the local area, this motel provides a welcoming and affordable option for your stay in St. Pete Beach.

Blue Waters Treasure Island is a lodging institution located at 8105 West Gulf Boulevard in Treasure Island, Florida. With 13 comfortable guest rooms, each featuring a full kitchen and seating area, guests can enjoy a relaxing beach vacation. The outdoor heated pool and picnic area are just steps away from beautiful Sunset Beach. Free self parking is available onsite for convenience. Whether you prefer lounging by the pool or soaking up the sun on the beach, Blue Waters Treasure Island offers a perfect retreat for a beach getaway. To book your stay, please call (727) 295-6076.

Anna Maria Island Beach Resort is a charming lodging located at 105 39th Street in Holmes Beach, Florida. Situated on the beautiful Anna Maria Island, this resort offers guests a relaxing and luxurious beachfront experience. With stunning views of the Gulf of Mexico, guests can enjoy pristine white sandy beaches and crystal clear waters right at their doorstep. The resort features comfortable accommodations, a swimming pool, and easy access to a variety of dining and shopping options. Whether you're looking for a romantic getaway or a fun family vacation, Anna Maria Island Beach Resort is the perfect destination for a memorable stay in sunny Florida.

Silver Surf Anna Maria Island is a charming lodging located at 1301 Gulf Drive North in Bradenton Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere with stunning views of the Gulf of Mexico. The institution features comfortable and well-appointed rooms, perfect for a beach getaway or a romantic escape. Guests can enjoy amenities such as a swimming pool, free Wi-Fi, and easy access to the beach. Whether you're looking for a weekend retreat or an extended stay, Silver Surf Anna Maria Island provides a perfect home away from home on beautiful Anna Maria Island.

Islands West Resort is a charming lodging establishment located at 3605 Gulf Drive in Holmes Beach, Florida. Situated on the beautiful Gulf Coast of the United States, this resort offers guests a peaceful and relaxing retreat surrounded by stunning ocean views and pristine beaches. The resort features comfortable accommodations, friendly staff, and a range of amenities to ensure a memorable stay for all guests. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Islands West Resort is the perfect destination for your next trip to Florida.

MI Happy Place Island Resort is a charming lodging located at 301 42nd Street, Holmes Beach, Florida, United States. Our resort offers a full size pool that is heated and chilled as needed to ensure a great vacation experience. Whether you are planning a family reunion, a romantic beach wedding, a corporate function, or just a fun getaway, our resort is the ideal setting for all occasions. The recently renovated and remodeled units at MI Happy Place Island Resort offer casual elegance and a beachy, fun decor that welcomes you to relax in style. Each unit comes with a full kitchen, luxurious bath linens, and incredibly comfortable beds. You can choose to spend your days lounging by the pool and having a barbecue, both of which are included with your stay.

Haley's at Anna Maria Island Inn is a charming lodging establishment located at 8102 Gulf Drive in Holmes Beach, Florida, United States. Situated on beautiful Anna Maria Island, this cozy inn offers comfortable accommodations and personalized service for a relaxing and enjoyable stay. Guests can enjoy easy access to the beach, as well as nearby shopping, dining, and recreational activities. With its tranquil atmosphere and convenient location, Haley's at Anna Maria Island Inn is the perfect choice for a memorable getaway on Florida's Gulf Coast.

Anna Cabana Resort by Island Vacation Properties is a charming lodging located at 3709 Gulf Drive in Holmes Beach, Florida, United States. This resort offers a relaxing and comfortable stay in a tropical paradise setting. Guests can enjoy spacious and well-appointed accommodations, a sparkling swimming pool, and easy access to the beautiful Gulf of Mexico beaches. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Anna Cabana Resort is the perfect destination. Experience the laid-back island lifestyle and create unforgettable memories at this wonderful resort.

The Blue Dolphin Inn by Island Vacation Properties is a charming lodging located at 780 Jacaranda Road in Anna Maria, Florida, United States. This cozy inn offers comfortable accommodations and a peaceful atmosphere for guests looking to relax and unwind. With its convenient location near the beach and local attractions, the Blue Dolphin Inn is the perfect destination for a beach getaway or a weekend retreat. Experience warm hospitality and personalized service at this lovely property during your stay in Anna Maria.

The Pelican Post at Anna Maria Island Inn is a charming lodging located at 202 1st Street North in Bradenton Beach, Florida. This cozy inn offers comfortable accommodations and a peaceful atmosphere for guests looking to unwind and relax. With its convenient location near the beach and various attractions, The Pelican Post is the perfect choice for a memorable stay on Anna Maria Island. Whether you're seeking a romantic getaway or a family vacation, this welcoming inn provides all the comforts and amenities you need for a pleasant stay in sunny Florida.

The Retreat at Anna Maria Island Inn is a charming lodging establishment located at 2305 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With cozy accommodations, stunning ocean views, and a convenient location near the beach, shops, and restaurants, The Retreat is the perfect destination for a weekend getaway or extended vacation. Whether you're looking to unwind by the pool, explore the island's natural beauty, or simply relax in your comfortable room, The Retreat at Anna Maria Island Inn has everything you need for a memorable stay.

Anna Maria Island Beach Sands is a charming lodging institution located at 601 Gulf Drive North in Bradenton Beach, Florida. Situated right on the beautiful shores of Anna Maria Island, this beachfront property offers guests stunning ocean views and easy access to the pristine sandy beaches. The accommodations are cozy and comfortable, perfect for a relaxing getaway by the sea. With its convenient location, guests can enjoy a variety of water activities, shopping, dining, and exploring the local attractions. Whether you're looking for a romantic escape or a fun family vacation, Anna Maria Island Beach Sands provides the perfect setting for a memorable stay in sunny Florida.

White Sands Beach Resort on Anna Maria Island is a charming lodging option located at 6504 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers guests a peaceful and relaxing retreat with stunning views of the Gulf of Mexico. With comfortable accommodations, a sparkling swimming pool, and easy access to the sandy shores, White Sands Beach Resort is the perfect destination for a beach getaway. Enjoy the laid-back atmosphere and warm hospitality of this beautiful resort on Anna Maria Island.

Anna Maria Island Dream Inn is a charming lodging establishment located at 2502 Gulf Drive North in Bradenton Beach, Florida. Situated on the picturesque Anna Maria Island, this dreamy inn offers guests a peaceful and relaxing retreat by the Gulf of Mexico. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, take a dip in the sparkling pool, or simply relax on the sandy beaches just steps away. With its convenient location and warm hospitality, Anna Maria Island Dream Inn is the perfect choice for a memorable seaside getaway.

Escape to an island paradise at Palm Tree Villas, located at 207 66th Street in Holmes Beach, Florida. Our charming lodging institution offers a relaxing getaway surrounded by lush palm trees and just steps away from the beautiful beaches of Anna Maria Island. Enjoy spacious villas equipped with modern amenities, a private pool, and a serene tropical garden. Whether you're looking for a romantic retreat or a family vacation, Palm Tree Villas is the perfect destination for your island getaway.

Island Paradise Cottages of Madeira Beach offers a relaxing and picturesque retreat for visitors to the sunny shores of Florida. Nestled in the heart of Madeira Beach, this charming lodging institution provides cozy and well-appointed cottages for guests to enjoy during their stay. Just a short walk from the beach, guests can soak up the sun, swim in the crystal-clear waters, or simply unwind on the sandy shores. With its convenient location and comfortable accommodations, Island Paradise Cottages is the perfect choice for a memorable beach getaway in Madeira Beach.

Pleasure Island is a vibrant shopping mall located at 1590 East Buena Vista Drive in Lake Buena Vista, Florida, United States. This bustling institution offers a wide variety of shops, boutiques, and eateries for visitors to explore and enjoy. From trendy fashion stores to unique souvenir shops, Pleasure Island has something for everyone. Whether you're looking for the latest fashion trends or a special gift to take home, this shopping destination has you covered. Come experience the excitement and endless shopping opportunities at Pleasure Island.

Ocean Club Hotel Treasure Island is a luxurious boutique hotel located on the stunning beaches of Treasure Island, Florida. Guests can enjoy easy access to John's Pass Marina, where nightly festivities and live entertainment await. The hotel offers a range of fine dining options, shopping, and children's activities. With its seaside elegance, Ocean Club provides a relaxing and upscale experience for vacationers. Don't miss out on the Sunset Drum Circle and the annual Treasure Island Kite Festival for even more fun during your stay.

Island Inn Beach Resort is a charming lodging located on the beautiful Gulf Boulevard in Treasure Island, Florida. This beachfront resort offers guests a relaxing and picturesque getaway with stunning views of the Gulf of Mexico. The resort features comfortable accommodations, a sparkling outdoor pool, direct beach access, and friendly staff ready to assist with any needs. Whether you're looking to soak up the sun on the sandy shores or explore the local attractions, Island Inn Beach Resort is the perfect destination for a memorable beach vacation.

The Islander Resort is a charming lodging establishment situated at 17006 Gulf Boulevard in the beautiful North Redington Beach, Florida. This beachfront resort offers guests a relaxing and peaceful retreat with stunning views of the Gulf of Mexico. The resort features comfortable accommodations, a sparkling swimming pool, a private beach area, and easy access to a variety of local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, The Islander Resort provides the perfect setting for a memorable stay in sunny Florida.

Shoreline Island Resort is a charming lodging institution located at 14200 Gulf Boulevard in Madeira Beach, Florida, United States. Situated in the heart of miles of stunning white sand beaches, this all adult (21 ) resort offers a perfect blend of comfortable conveniences and leisure amenities in a relaxed, family-owned beachfront setting. The newly remodeled rooms and apartments at Shoreline Island Resort provide all the comforts of home with a tropical, inviting atmosphere. Guests can enjoy breathtaking views of the Gulf of Mexico from their private balconies.

The Sands of Treasure Island is a charming lodging facility located at 11800 Gulf Boulevard in the beautiful Treasure Island, Florida. This beachfront institution offers guests a peaceful retreat with stunning views of the Gulf of Mexico. The Sands of Treasure Island provides comfortable accommodations, excellent amenities, and friendly service to ensure a memorable stay for all visitors. Whether you're looking for a relaxing beach vacation or an adventurous getaway, The Sands of Treasure Island is the perfect choice for your next trip to Florida.

Situated at 7600 Palm Island Drive in Placida, Florida, Palm Island Resort offers a unique lodging experience. From May to October, the private beach serves as a nesting ground for sea turtles, and guests are encouraged to help protect these creatures by keeping lights off and giving them space. The resort aims to create a sustainable environment while providing a luxurious and fulfilling experience for visitors. Visitors can enjoy the sensory harmony of the private beaches, where the five senses combine to create a profound sixth sense of fulfillment. The resort offers various transportation options, safety guidelines, and dining choices for guests to enjoy a relaxing and memorable stay. The gift shop provides souvenirs to commemorate the trip, and the Palm Concierge services can help enhance the island experience with activities and events.

Island House is a charming institution located at 2580 North Beach Road in Englewood, Florida. This unique establishment offers a variety of services including lodging, real estate, and travel assistance. Whether you are looking for a relaxing getaway, a new property investment, or help planning your next vacation, Island House has you covered. With a prime location in sunny Florida, Island House is the perfect destination for those seeking a memorable and enjoyable experience.

Palm Island Resort Adm is a luxurious lodging facility located at 7075 Placida Road in Englewood, Florida, United States. This resort offers a tranquil and scenic escape for guests looking to relax and unwind in a tropical paradise. With its stunning beachfront location, upscale accommodations, and top-notch amenities, Palm Island Resort Adm provides the perfect setting for a memorable vacation experience. Whether you're seeking a romantic getaway, a family vacation, or a peaceful retreat, this resort has everything you need for a truly unforgettable stay.