Vacation getaways in Holmes Beach, Florida

My Big Fat Beach House is a real estate and travel agency located at 301 72nd Street in Holmes Beach, Florida. Our family-owned business offers the perfect backdrop for creating unforgettable memories with your loved ones. Located on Anna Maria Island, our beach house is the ideal vacation destination with warm gulf waters and white sand beaches just steps away. You can enjoy the comforts of our home while we are away, creating memories that will last a lifetime.

Tidal Daze Vacation Home is a charming real estate and travel agency located at 203 72nd Street in Holmes Beach, Florida, United States. Our agency specializes in providing luxurious vacation homes for rent in the beautiful coastal town of Holmes Beach. With stunning views of the ocean and easy access to the beach, Tidal Daze Vacation Home offers the perfect retreat for those looking to relax and unwind. Whether you're planning a family vacation or a romantic getaway, our friendly staff is dedicated to helping you find the perfect rental property to suit your needs. Book your dream vacation with Tidal Daze Vacation Home today and experience the ultimate beachfront escape.

Island Retreat Vacations is a premier real estate and travel agency located at 5354 Gulf Drive in Holmes Beach, Florida, United States. Specializing in luxury vacation rentals on beautiful islands, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect retreat for your next getaway. Our team of experienced agents is dedicated to providing exceptional service and ensuring that your vacation is unforgettable. Book your island retreat with us today and experience the ultimate in relaxation and luxury.

Beach Dreams is a travel agency located at 207 66th Street in Holmes Beach, Florida. Specializing in creating unforgettable beach vacations, Beach Dreams offers a wide range of services to help you plan the perfect getaway. From booking accommodations to arranging activities and excursions, their team of experienced travel agents are dedicated to making your dream beach vacation a reality. Whether you're looking for a relaxing beach retreat or an action-packed adventure by the sea, Beach Dreams is your go-to destination for all things beach-related. Start planning your next beach vacation with Beach Dreams today!

Beach House Resort is a luxurious waterfront lodging destination located at 3001 Gulf Drive in Holmes Beach, Florida. This stunning resort offers a range of accommodation options, from cozy rooms to spacious suites, all with breathtaking views of the Gulf of Mexico. As a real estate agency, Beach House Resort also provides opportunities for guests to purchase their own piece of paradise in this beautiful coastal town. Additionally, the resort's travel agency services can help guests plan and book unforgettable excursions and activities during their stay. Whether you're looking for a relaxing getaway or a new investment opportunity, Beach House Resort is the perfect choice for your next vacation.

Welcome to Holmes Beach, Florida, a stunning natural feature located at 310 58th Street in the heart of Holmes Beach, Florida. Nestled on the beautiful Anna Maria Island, this picturesque location offers a serene escape for nature lovers and beachgoers alike. With its pristine white sandy beaches, crystal-clear turquoise waters, and breathtaking sunsets, Holmes Beach is the perfect destination for relaxation and outdoor activities. Whether you're looking to sunbathe, swim, fish, or explore the diverse marine life, this natural paradise provides an unforgettable experience for visitors of all ages. Embrace the tranquil atmosphere and discover the charm and beauty that make Holmes Beach a true gem on Florida's Gulf Coast. Come visit us and create memories that will last a lifetime.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Garth Brooks Beach House, a charming and unique tourist attraction nestled in the heart of Holmes Beach, Florida. Located at 105 White Avenue, just steps away from the pristine sands and crystal-clear waters of the Gulf of Mexico, our beach house offers a delightful escape for visitors seeking relaxation and fun in the sun. Experience the vibrant local culture and breathtaking natural beauty that Holmes Beach has to offer. Whether you're here to enjoy a leisurely day at the beach, explore the nearby shops and eateries, or simply unwind in a serene coastal setting, Garth Brooks Beach House is the perfect starting point for your adventures.

Welcome to Holmes Beach, a premier tourist attraction located at 4000 Gulf Drive, Holmes Beach, Florida. Nestled on the stunning Anna Maria Island, our location offers an idyllic escape for visitors seeking sun, sand, and sea. Holmes Beach is renowned for its pristine beaches, crystal-clear waters, and breathtaking sunsets, making it a perfect destination for relaxation and recreation. Whether you're looking to unwind on the soft sandy shores, explore the vibrant marine life, or indulge in water sports, Holmes Beach has something for everyone. Our area is rich with local charm, featuring a variety of dining options, boutique shopping, and cultural experiences that capture the essence of Florida's Gulf Coast.

The Chateau Anna Maria, located at 5325 Marina Drive, Holmes Beach, Florida, offers a unique dining experience with a French-inspired menu. The restaurant is known for its Le Premier early bird menu, served daily from 3 pm to 5 pm, featuring a 3-course meal for $45. Guests can also enjoy a Military discount by informing their server of their service status. The restaurant has received rave reviews for its excellent food presentation and preparation, creating a cosmopolitan dining experience in an upscale country setting. Featured on the Food Network's TV series Summer Rush, The Chateau Anna Maria is part of the Top 100 Restaurants in America, with additional locations in New York and Sarasota, Florida.

Mister Roberts Resort Wear is a premier clothing store located at 5330 Gulf Drive in Holmes Beach, Florida. Specializing in stylish and comfortable resort wear for men, women, and children, our store offers a wide selection of high-quality clothing and accessories perfect for a day at the beach or a night out on the town. From swimwear and cover-ups to sandals and hats, we have everything you need to look and feel your best while enjoying the beautiful Florida sunshine. Visit us today and let our friendly staff help you find the perfect outfit for your next vacation or weekend getaway.

Irene's Resort Wear is a charming clothing store located at 5308 Marina Drive in Holmes Beach, Florida. Specializing in stylish and comfortable resort wear, this boutique offers a wide selection of clothing and accessories perfect for a day at the beach or a night out on the town. Whether you're looking for a breezy sundress, a trendy swimsuit, or the perfect pair of sandals, Irene's has something for everyone. Come visit us and let our friendly staff help you find the perfect outfit for your next vacation or getaway.

Waterline Villas & Marina, Autograph Collection is a luxurious lodging destination located at 5325 Marina Drive in Holmes Beach, Florida, United States. This stunning waterfront property offers a unique and upscale experience for guests looking to relax and unwind in a beautiful coastal setting. With spacious villas, a marina for boating enthusiasts, and top-notch amenities, Waterline Villas & Marina is the perfect choice for a memorable vacation or getaway. Enjoy breathtaking views, world-class dining options, and impeccable service during your stay at this exceptional institution.

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.

Angelinos Sea Lodge is a charming lodging establishment located at 2818 Avenue East in Holmes Beach, Florida. This institution offers cozy accommodations with stunning ocean views, perfect for a relaxing beach getaway. In addition to providing lodging services, Angelinos Sea Lodge also operates as a real estate agency, helping guests find their dream beachfront property in the area. As a travel agency, they can assist visitors with planning their vacation, from booking flights to organizing excursions and activities. Whether you're looking for a place to stay or seeking assistance in purchasing a beachfront property, Angelinos Sea Lodge has you covered.

Bay Breezes at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This vacation retreat offers two bedrooms and one bathroom, tastefully decorated in a coastal theme for a perfect beach getaway. Guests can enjoy a private patio with stunning water views across the bay, as well as a shared pool, BBQ area, and easy access to both Gulf and Bay beaches. The interior features a relaxing seating area with a large TV, a well-equipped kitchen, and comfortable bedrooms with premium mattresses. The resort-style heated swimming pool and outdoor living spaces provide ample opportunities for relaxation and enjoyment. With a maximum of one car allowed for parking and pet-friendly accommodations, Bay Breezes at Bayside Bungalow is the ideal choice for a memorable vacation experience in Bradenton Beach, Florida.

Alamanda Villa is a charming lodging institution located at 102 39th Street in the beautiful beach town of Holmes Beach, Florida, United States. This cozy villa offers a peaceful and relaxing atmosphere for guests looking to unwind and enjoy a beach getaway. With its convenient location near the ocean, guests can easily access the sandy shores and enjoy the warm Florida sun. The villa offers comfortable accommodations and modern amenities to ensure a pleasant stay for all visitors. Whether you're looking for a romantic retreat or a fun family vacation, Alamanda Villa is the perfect choice for your stay in Holmes Beach.

Heron Hideaway at Driftwood #1 is a charming lodging option located at 5108 Gulf Drive in Holmes Beach, Florida, United States. This cozy retreat offers a peaceful and serene atmosphere, perfect for a relaxing getaway. The accommodations are beautifully decorated and fully equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the surrounding area, including the nearby beach and wildlife. Whether you're looking for a romantic escape or a family vacation, Heron Hideaway at Driftwood #1 is the perfect choice for your next trip to Florida.

Bayside Cutie at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This one-bedroom, one-bathroom getaway offers a private patio area for enjoying the Florida sunshine. Guests can take advantage of the shared pool, BBQ area, and proximity to both the Bay beach and Gulf beach. The interior of the living space exudes a warm, beachy atmosphere, with a comfortable sofa, TV, and fully equipped kitchen. The primary bedroom features chic furnishings and an ensuite bathroom with a walk-in shower. Additional sleeping space is available on the sleeper sofa in the living room. Bayside Bungalow is part of a unique bayside duplex with resort-style amenities, including a heated swimming pool, laundry room, and outdoor living area with BBQ grills and a cabana. Guests can also explore the nearby restaurants and boutiques. Whether you're looking for a relaxing retreat or a fun-filled beach vacation, Bayside Cutie at Bayside Bungalow has something for everyone.

Bluegreen Resort Sixty-Six is a charming lodging establishment located at 6600 Gulf Drive in Holmes Beach, Florida, United States. This resort offers guests a relaxing and luxurious retreat with stunning views of the Gulf of Mexico. The accommodations are spacious and beautifully decorated, providing a comfortable and inviting atmosphere for guests to unwind and recharge. The resort also features a range of amenities including a swimming pool, fitness center, and on-site dining options. Whether you're looking for a romantic getaway or a fun-filled family vacation, Bluegreen Resort Sixty-Six is the perfect destination for your next trip to Florida.

Villa #4 Sand Dollar is a charming lodging located at 3605 Gulf Drive in Holmes Beach, Florida, United States. This cozy villa offers a relaxing retreat just steps away from the beautiful beaches of Anna Maria Island. The villa is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location, guests can easily explore the island's attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, Villa #4 Sand Dollar provides the perfect accommodation for your stay in sunny Florida.

Island Trader is a charming store located at 5336 Gulf Drive in Holmes Beach, Florida. This hidden gem offers a wide variety of unique and handcrafted items that capture the essence of island living. From beach-inspired decor to locally made souvenirs, Island Trader is the perfect place to find that special memento of your time in paradise. Whether you're a local looking to add some coastal flair to your home or a visitor in search of the perfect gift, Island Trader has something for everyone. Come explore our store and discover the beauty and charm of island life.

Anchor Inn is a cozy beachfront bar located at 3007 Gulf Drive in Holmes Beach, Florida. With a laid-back atmosphere and stunning views of the Gulf of Mexico, this institution is the perfect spot to unwind and enjoy a cold drink with friends. Whether you're looking to relax after a day at the beach or catch the game on one of their big screen TVs, Anchor Inn has something for everyone. Come experience the relaxed vibe and friendly service that makes this bar a favorite among locals and visitors alike.

Island Shopping Center is a bustling shopping mall located at 5414 Marina Drive in Holmes Beach, Florida, United States. This popular destination offers a wide variety of stores and services, including clothing boutiques, gift shops, restaurants, and more. Visitors can enjoy a day of shopping, dining, and entertainment all in one convenient location. With its charming island atmosphere and convenient location, Island Shopping Center is a must-visit destination for locals and tourists alike.

Joie Inn is a charming lodging establishment located at 3501 Gulf Drive in Holmes Beach, Florida, United States. Offering a cozy and comfortable retreat for guests, Joie Inn provides a peaceful and relaxing atmosphere for those looking to unwind and enjoy a leisurely vacation. With thoughtfully appointed rooms and friendly service, guests can expect a delightful stay at this inviting inn. Perfectly situated near the beach and other local attractions, Joie Inn is the ideal destination for a memorable getaway in beautiful Florida.

Blissful Bay at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This three-bedroom, two-bathroom condo is beautifully decorated with a beachy theme, perfect for a relaxing getaway. Situated just across the street from the Bay beach, guests can enjoy easy access to the water as well as nearby restaurants and boutiques. The open living space features comfortable seating and a rustic dining room table, while the kitchen is fully equipped with essential dishware and appliances. The primary bedroom offers a cozy king-sized bed and ensuite bathroom, while both guest rooms boast picturesque water views. The property also includes a resort-style heated swimming pool, BBQ area, and laundry room. With its convenient location and comfortable amenities, Blissful Bay at Bayside Bungalow is the perfect choice for a memorable stay on Anna Maria Island.

Bay Vista at Bayside Bungalow is a luxurious lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This second-floor condo offers stunning views of the bay from its 180-degree wrap-around windows, allowing guests to watch sailboats, dolphins, and beautiful sunrises. The unit features three bedrooms, two bathrooms, and a fully equipped kitchen with stainless steel appliances. Guests can relax in the cozy living area or enjoy meals at the rustic dining table. The property also offers shared amenities such as a resort-style heated swimming pool, BBQ area, and cabana. With its convenient location near Gulf and Bay beaches, restaurants, and boutiques, Bay Vista at Bayside Bungalow is the perfect vacation destination for a relaxing and enjoyable stay in Bradenton Beach, Florida.

Villa #2 Shrimp is a vibrant and beautifully decorated studio located at 3605 Gulf Drive in Holmes Beach, Florida. This lodging option is just a 2-minute walk to the beach and is dog-friendly. Guests can enjoy a shared pool, BBQ grill, and close proximity to restaurants and grocery stores. The bungalow has a kitchenette with stainless steel appliances, a cozy bistro table for two, and a comfortable outdoor seating area surrounded by tropical landscaping. The main bathroom features a sparkling walk-in shower and the unit includes a king bed. The property is part of the Islands West Resort, which offers several other villas for rent. Guests can easily explore Anna Maria Island with a trolley stop nearby. Managed by AMI Locals, this property is perfect for a relaxing vacation in a residential area. Previous guests have praised the location, pool, and overall experience, making it a highly recommended choice for a getaway.