TOP 30 Beach vacation home rentals in Holmes Beach, Florida
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A Paradise Vacation Rentals
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 - Anna Maria Island
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.
Four Beach Lovers
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 Beach Resort
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.
Anna Cabana Resort by Island Vacation Properties
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.
Fun and More Rentals
Fun and More Rentals is a vibrant store located at 5347 Gulf Drive in Holmes Beach, Florida. We specialize in providing a wide range of rental items to make your vacation or event even more enjoyable. From beach chairs and umbrellas to bicycles and paddleboards, we have everything you need to have a fun-filled time in the sun. Our friendly staff is dedicated to ensuring that you have a seamless rental experience, so come visit us today and let us help you make the most of your time in beautiful Florida.
Cypress Winds Apartment Homes
Cypress Winds Apartment Homes is a charming community located at 6904 Manatee Avenue West in Bradenton, Florida. Situated just minutes from Holmes Beach, this prime location offers easy access to beautiful beaches, shopping centers, and business districts. The renovated kitchens in our spacious 1, 2, and 3 bedroom apartments feature stainless steel appliances and wood-style flooring. Each apartment also includes a screened lanai and ceiling fans for your comfort. Our community is surrounded by acres of lush tropical landscaping, with amenities such as two cobblestone-lined swimming pools, picnic and barbecue areas, a sand volleyball court, playground, and off-leash dog park. Whether you're looking to relax by the pool or enjoy a game of volleyball, Cypress Winds has everything you need to feel at home.
Beach Life At The Pointe Apartment 2
Beach Life At The Pointe Apartment 2 is a charming accommodation located at 105 36th Street in Holmes Beach, Florida. This cozy apartment offers a relaxing and comfortable stay just steps away from the beautiful beaches of the Gulf Coast. With a fully equipped kitchen, spacious living area, and private balcony, guests can enjoy all the comforts of home while soaking up the sun and sea breeze. Whether you're looking to unwind on the beach, explore the local shops and restaurants, or simply relax in the tranquility of the island, Beach Life At The Pointe Apartment 2 is the perfect retreat for your beach getaway.
Holmes Beach Latitude Attitude
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.
Beach House Real Estate
Beach House Real Estate is a premier institution located at 5309 Gulf Drive in Holmes Beach, Florida, United States. Specializing in lodging, real estate, and travel services, Beach House Real Estate offers a wide range of beachfront properties for sale or rent. Whether you are looking for a vacation rental, a new home by the beach, or assistance with planning your next travel adventure, our experienced team is here to help. With a prime location on the Gulf Coast, Beach House Real Estate is your one-stop destination for all your beachfront property and travel needs.
Casa Sierra Rental
Casa Sierra Rental is a reputable real estate agency located at 205 36th Street in Holmes Beach, Florida, United States. We specialize in providing top-notch rental properties for vacationers looking to experience the beauty of Anna Maria Island. Our team is dedicated to helping clients find the perfect rental home that fits their needs and budget. Whether you are looking for a cozy beach cottage or a luxurious waterfront villa, Casa Sierra Rental has a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Anna Maria Island!
Harbor Lane Court - Vacation Rentals on Anna Maria Island, FL
Harbor Lane Court offers luxurious vacation rentals on the beautiful Anna Maria Island in Florida. Located at 4509 Gulf Drive in Holmes Beach, this lodging institution provides guests with a serene and comfortable stay just steps away from the stunning Gulf of Mexico. Enjoy spacious accommodations, modern amenities, and a prime location for exploring the island's charming shops, restaurants, and attractions. Immerse yourself in the laid-back island lifestyle and create unforgettable memories at Harbor Lane Court.
SeaBreeze Vacation LLC
SeaBreeze Vacation LLC is a full-service real estate and travel agency located at 5372 Gulf Drive in Holmes Beach, Florida, United States. Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week to help you find the perfect vacation home on Anna Maria Island. We offer a variety of homes for couples, families, and large groups, with amenities such as pet-friendly options, properties with docks, and golf cart rentals for easy island exploration. When you book directly with SeaBreeze Vacation, you can enjoy the best rates with no hidden fees. Our flexible cancellation policy allows you to cancel bookings up to 14 days before check-in and receive a refund. Our staff, who are either island locals or longtime transplants, are always available to assist with any needs or maintenance during your stay.
Vacation Cottages Anna Maria Island | Holmes beach cottage Rentals
Vacation Cottages Anna Maria Island offers charming and comfortable cottage rentals in the picturesque Holmes Beach, Florida. Located at 206 Haverkos Court, our real estate and travel agency specializes in providing guests with the perfect vacation getaway. Whether you're looking for a romantic retreat or a family-friendly escape, our cottages are the ideal choice. With easy access to the stunning Anna Maria Island beaches and a variety of local attractions, our rentals provide the perfect home base for your next vacation. Book your stay with us today and experience the beauty and relaxation of Holmes Beach!
Buddy's Beach House
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.
My Big Fat Beach House
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
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.
Beach Dreams
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!
Island Tides Vacation Rental
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.
AMI Beaches Real Estate
Welcome to AMI Beaches Real Estate, your trusted partner in finding your dream home or investment property on the stunning Anna Maria Island. Conveniently located at 5309 Gulf Drive, Holmes Beach, Florida, our dedicated team of real estate professionals is committed to providing personalized and comprehensive services tailored to meet your unique needs. At AMI Beaches Real Estate, we specialize in a wide range of real estate services, including residential sales, vacation rentals, and investment opportunities. Whether you are looking to buy, sell, or rent, our extensive knowledge of the local market and unwavering dedication to client satisfaction ensures a seamless and rewarding experience.
Islands West Resort
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.
Angelinos Sea Lodge
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
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.
Bayside Cutie at Bayside Bungalow
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.
Bay Vista at Bayside Bungalow
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
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
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.
Rent The Keys
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
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.
Lazy Palm Cottage
Lazy Palm Cottage is a little piece of paradise located in Holmes Beach on Anna Maria Island, Florida. This classic 1930's beach cottage has been beautifully renovated to offer all the modern comforts needed for a fabulous vacation. With 3 bedrooms and 2 baths, the split floor plan comfortably sleeps 6 guests. The cottage is bright and spacious, with over 1500 sq ft of indoor living space and an additional 380 sq ft of covered outdoor porches. Guests can enjoy the large open living area, lower family room leading to the private pool, and another sitting room off the kitchen. The fully equipped kitchen features dual sinks, an extra refrigerator for drinks, and an ice maker. Outside, guests can relax by the heated private pool, on the poolside patio with chaise lounges, or under the covered patio with ceiling fans. An outdoor shower and propane gas grill are also available for guests to use.
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