The 30 Best Luxurious getaway in Holmes Beach, Florida

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Four Beach Lovers is a charming lodging establishment located at 2908 Avenue East in the picturesque town of Holmes Beach, Florida. This cozy retreat is perfect for those who have a deep love for the beach and all it has to offer. With comfortable accommodations and a welcoming atmosphere, Four Beach Lovers is the ideal spot for a relaxing getaway by the sea. Whether you're looking to soak up the sun, take a leisurely stroll along the shore, or simply unwind with a good book, this institution is the perfect place to indulge your love for the beach. Come experience the beauty and tranquility of Holmes Beach at Four Beach Lovers.

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.

Anna Maria Beach Resort is a charming lodging located at 6306 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, guests can unwind in comfortable accommodations and enjoy the natural beauty of Anna Maria Island. The resort's convenient location allows for easy access to nearby attractions, restaurants, and activities, making it the perfect destination for a memorable beach vacation. Whether you're looking to soak up the sun on the sandy shores or explore the island's quaint shops and galleries, Anna Maria Beach Resort provides the ideal setting for a truly unforgettable getaway.

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.

Umbrella Beach Resort is a charming lodging establishment located at 3805 Gulf Drive in Holmes Beach, Florida, United States. Nestled along the pristine shores of the Gulf of Mexico, this resort offers guests a tranquil and relaxing beachfront getaway. With spacious and well-appointed accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Umbrella Beach Resort is the perfect destination for those seeking a peaceful escape by the sea. Whether you're looking to unwind on the beach, explore the local attractions, or simply soak up the sun, this resort provides a welcoming and comfortable retreat for all travelers.

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.

Tropical Breeze Beach Club is a charming lodging located at 6802 Gulf Drive in Holmes Beach, Florida. This beachfront institution offers guests a relaxing and rejuvenating stay in a tropical paradise. With stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches, Tropical Breeze Beach Club is the perfect destination for a beach getaway. The accommodations are comfortable and well-appointed, with all the amenities needed for a memorable stay. Whether you want to relax by the pool, take a leisurely stroll on the beach, or explore the local attractions, Tropical Breeze Beach Club has something for everyone. Come and experience the beauty and tranquility of this hidden gem on Florida's Gulf Coast.

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.

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.

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.

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.

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.

Villa #3 Seahorse is a charming lodging establishment located at 3605 Gulf Drive in Holmes Beach, Florida, United States. This cozy villa offers a relaxing tropical atmosphere with stunning views of the Gulf of Mexico. Guests can enjoy a peaceful getaway with easy access to the beach, as well as nearby dining and shopping options. The villa features comfortable accommodations, a fully equipped kitchen, and a private outdoor patio for guests to unwind and soak up the sunshine. Whether you're looking for a romantic retreat or a family vacation, Villa #3 Seahorse is the perfect destination for a memorable stay on Anna Maria Island.

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.