TOP 30 Luxury getaway in Holmes Beach, Florida

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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.

Castnetter Beach Resorts is a charming lodging located at 4102 4th Avenue in Holmes Beach, Florida. Nestled just steps away from the pristine shores of the Gulf of Mexico, this resort offers a relaxing and luxurious getaway for guests looking to unwind and soak up the sun. With spacious and beautifully appointed rooms, a sparkling outdoor pool, and easy access to the beach, Castnetter Beach Resorts is the perfect destination for a beach vacation. Whether you're looking to relax on the sand, explore the local shops and restaurants, or simply enjoy the stunning ocean views, this resort has everything you need for a memorable stay. Book your stay today and experience the beauty of Holmes Beach at Castnetter Beach Resorts.

Sunset Beach Condo is a luxurious beachfront property located at 108 52nd Street in Holmes Beach, Florida. This stunning condo offers breathtaking views of the sunset over the Gulf of Mexico, creating a serene and peaceful atmosphere for guests to enjoy. With spacious and beautifully decorated accommodations, guests can relax in style and comfort during their stay. The property also features a range of amenities including a swimming pool, hot tub, and direct access to the beach. Whether you're looking for a romantic getaway or a fun-filled family vacation, Sunset Beach Condo is the perfect choice for your next trip to Florida.

Holmes Beach Latitude Attitude is a premier real estate and travel agency located at 4001 Gulf Drive in the charming town of Holmes Beach, Florida. Our team of experienced professionals are dedicated to helping clients find their dream vacation rental or investment property in this beautiful coastal community. Whether you're looking to buy, sell, or rent, we have the expertise and resources to make your real estate experience seamless and successful. Additionally, our travel agency services can help you plan the perfect getaway to this idyllic beach town. Let Holmes Beach Latitude Attitude guide you to the perfect property or vacation rental that suits your needs and budget.

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.

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.

Buddy's Beach House is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. This beachy chic property is just 2 blocks away from the ocean, making it the perfect getaway for those looking to relax and unwind by the water. The house sleeps 4 guests and features two bedrooms with queen size beds, luxurious linens, and comfortable mattresses. The property also includes 1.5 bathrooms and a fabulous outdoor shower for rinsing off after a day at the beach.

Beach Retreats Vacation Rentals & Property Management is a premier real estate and travel agency located at 5306 Holmes Boulevard in beautiful Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals and top-notch property management services for discerning clients looking to experience the ultimate beach getaway. Whether you are seeking a cozy beachfront cottage or a spacious waterfront villa, our team of experts is dedicated to helping you find the perfect accommodations for your dream vacation. With a focus on exceptional customer service and attention to detail, Beach Retreats Vacation Rentals & Property Management is committed to ensuring that your stay in Holmes Beach is unforgettable. Contact us today to start planning your next beach retreat!

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.

A Paradise Vacation Rentals is a premier real estate and travel agency located at 5201 Gulf Drive in Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rental properties for those seeking a paradise getaway on the beautiful Gulf Coast of Florida. With a wide selection of beachfront condos, waterfront villas, and cozy cottages, we offer the perfect accommodations for every traveler. Our dedicated team of professionals is committed to providing exceptional service and ensuring that your vacation experience is nothing short of extraordinary. Book your dream vacation with A Paradise Vacation Rentals and make unforgettable memories in paradise.

Island Real Estate Vacations on Anna Maria Island is a premier real estate and travel agency located at 3909 East Bay Drive in Holmes Beach, Florida. With a wide range of vacation rental properties available, they provide visitors with the perfect accommodations to enjoy all that this beautiful island has to offer. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, Island Real Estate Vacations has something for everyone. Their knowledgeable staff is dedicated to ensuring a seamless and memorable vacation experience for all guests. Experience the beauty and tranquility of Anna Maria Island with Island Real Estate Vacations.

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.

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.

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.

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.

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.

LaPlage 5 is a luxurious beachfront resort located at 6422 Gulf Drive in Holmes Beach, Florida, United States. This stunning property offers guests a perfect blend of relaxation and sophistication, with spacious accommodations and top-notch amenities. Enjoy breathtaking views of the Gulf of Mexico from your private balcony, take a dip in the sparkling pool, or unwind on the pristine sandy beach just steps away. Indulge in gourmet dining options, rejuvenate at the spa, or explore the charming shops and restaurants in the area. LaPlage 5 is the ultimate destination for a memorable beach getaway on Anna Maria Island.

Villa Paradise is a luxurious beachfront institution located at 5608 Holmes Boulevard in Holmes Beach, Florida, United States. This stunning property offers guests a paradise-like experience with its spacious and beautifully decorated accommodations, breathtaking views of the Gulf of Mexico, and top-notch amenities. Whether you're looking to relax by the pool, soak up the sun on the white sandy beaches, or explore the nearby shops and restaurants, Villa Paradise has everything you need for a perfect vacation getaway. Come and experience the ultimate in luxury and comfort at Villa Paradise.

Villa Florence is a charming institution located at 4104 6th Avenue in Holmes Beach, Florida, United States. This elegant villa offers a tranquil and luxurious retreat for guests looking to escape the hustle and bustle of everyday life. With its beautiful architecture, lush gardens, and stunning views of the surrounding area, Villa Florence provides a peaceful and relaxing atmosphere for visitors to enjoy. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Villa Florence has everything you need to make your stay unforgettable. Experience the beauty of Holmes Beach and indulge in the comfort and hospitality of Villa Florence.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

Nautilus Condominiums is a luxurious real estate and travel agency located at 7100 Gulf Drive in Holmes Beach, Florida, United States. Our stunning beachfront condos offer breathtaking views of the Gulf of Mexico and provide the perfect setting for a relaxing vacation or a permanent home. With top-notch amenities and a prime location, Nautilus Condominiums is the ideal choice for those looking to experience the beauty and tranquility of Anna Maria Island. Contact us today to learn more about our available properties and start planning your next getaway in paradise.

Sandy Point Condominiums by A Paradise Vacation Rentals is a premier real estate and travel agency located at 3607 East Bay Drive in Holmes Beach, Florida. Offering luxurious and spacious condominiums for vacation rentals, Sandy Point Condominiums provides guests with a paradise-like experience on the beautiful shores of Florida. With top-notch amenities and a prime location, guests can enjoy a relaxing and unforgettable getaway at this exclusive property. Experience the ultimate vacation escape at Sandy Point Condominiums by A Paradise Vacation Rentals.

Island Vacation Properties is a premier real estate and travel agency located at 3001 Gulf Drive in Holmes Beach, Florida, United States. Specializing in luxury vacation rentals, they offer a wide range of properties on beautiful islands for travelers seeking a relaxing and memorable getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Island Vacation Properties has the perfect accommodation for your next island vacation. Their team of experienced agents are dedicated to providing exceptional service and helping clients find their dream rental property. Book your island escape with Island Vacation Properties and experience the ultimate vacation experience.

Laplage 9 is a luxurious beachfront vacation rental located at 6426 Gulf Drive in Holmes Beach, Florida. This stunning property offers guests a serene and stylish retreat with breathtaking views of the Gulf of Mexico. With spacious accommodations, modern amenities, and a prime location just steps from the sandy shores, Laplage 9 is the perfect destination for a relaxing getaway on Anna Maria Island. Whether you're looking to soak up the sun, explore the local attractions, or simply unwind in paradise, Laplage 9 has everything you need for a memorable vacation experience.

Anna Maria Island Accommodations is a premier real estate and travel agency located at 3018 Avenue C in Holmes Beach, Florida. Specializing in vacation rentals and property management, our team is dedicated to providing top-notch accommodations and exceptional service to our clients. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, we have a wide range of options to suit your needs. Our knowledgeable staff is here to help you find the perfect vacation rental for your stay on beautiful Anna Maria Island. Contact us today to start planning your dream getaway!

Island Real Estate of Anna Maria Island, Inc. is a premier real estate and travel agency located at 6101 Marina Drive, Holmes Beach, Florida, United States. Specializing in vacation rentals on the beautiful Anna Maria Island, our agency offers a wide range of beachfront properties with stunning views of the Gulf of Mexico. With over 50 years of experience, our dedicated staff is committed to providing top-notch customer service and ensuring that every guest has a relaxing and memorable stay. From cozy beachfront cottages to luxurious oceanfront mansions, we have the perfect rental for every taste and budget. Our team of local experts are available 24/7 to assist with any questions or concerns, and can provide recommendations for the best local spots and experiences to enjoy during your stay. Whether you're looking for a quick getaway or a long-term investment, Island Real Estate has you covered. Book your Anna Maria Island rental today and experience the beauty and charm of Florida's hidden gem.

Anna Maria Vacations is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at 3018 Avenue C, this institution specializes in providing top-notch vacation rental properties on Anna Maria Island. Whether you are looking for a beachfront condo, a cozy cottage, or a luxurious villa, Anna Maria Vacations has a wide selection of accommodations to suit every traveler's needs. With exceptional customer service and a commitment to creating unforgettable vacation experiences, Anna Maria Vacations is the perfect choice for your next getaway to this beautiful destination.

Lizzie Lu's Island Retreat is a premier real estate and travel agency located at 6000 Marina Drive in Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals on the beautiful Anna Maria Island, offering guests a tranquil and unforgettable island experience. With a wide range of properties to choose from, ranging from cozy beachfront cottages to spacious waterfront villas, Lizzie Lu's Island Retreat is dedicated to providing top-notch accommodations and exceptional customer service. Whether you are looking for a relaxing getaway or a fun-filled family vacation, let Lizzie Lu's Island Retreat help you find the perfect rental for your stay in paradise.

Azure Bliss Vacation Rental is a top-notch real estate and travel agency located at 304 60th Street in the beautiful Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals for those looking to escape to paradise. With a wide selection of properties ranging from beachfront villas to cozy condos, we offer the perfect accommodations for every traveler's needs. Our dedicated team is committed to ensuring that each guest has a memorable and stress-free stay, making us a trusted choice for vacation planning in the area. Whether you're seeking a romantic getaway or a family-friendly retreat, Azure Bliss Vacation Rental has the perfect property waiting for you. Book your dream vacation with us today and experience the ultimate relaxation and comfort in sunny Florida!