TOP 10 Vacation home booking in Holmes Beach, Florida

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.

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 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!

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.

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.

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.

AMI Locals is a premier real estate and travel agency located in Holmes Beach, Florida. Our team of dedicated professionals is committed to providing top-notch service in helping clients find their perfect vacation rental or dream home on Anna Maria Island. With a focus on personalized attention and local expertise, we strive to make the process of buying, selling, or renting property as seamless as possible. Whether you are looking for a beachfront villa or a cozy cottage, AMI Locals has the resources and knowledge to make your real estate dreams a reality. Contact us today at 3018 Avenue C to start your journey towards finding the perfect property in paradise.

Located at 304 63rd Street in Holmes Beach, Florida, the Tarpon House on Anna Maria Island is not your average vacation rental. This institution, which combines elements of a real estate agency and a travel agency, offers a truly luxurious experience for guests. Boasting one of the largest private pools and hot tubs on the island, the Tarpon House is a backyard oasis like no other. The property is filled with entertainment options, including a ping pong table, foosball table, putting green, pool basketball hoop, and a Tiki Hut stocked with games and toys for all ages. Designed and furnished by Judy C. Whitlock, this vacation home features 4 bedroom en-suites, including 3 King beds and a bunk room for the kids. The kitchen is fully equipped with all the appliances you could need, and there are two separate dining areas, a large island/living area, and even a gaming room for added fun. With plenty of space for large families and groups, the Tarpon House is the perfect choice for a multigenerational vacation.

Wish Upon A Starfish is a real estate and travel agency located at 411 80th Street in Holmes Beach, Florida, United States. This Key West style 3 bedroom home offers a peaceful and relaxing retreat on Anna Maria Island. With vaulted ceilings, an open floor plan, and a private heated pool, this paradise found is perfect for families looking for a beach getaway. The fully equipped kitchen, spacious front deck, and cozy living room provide all the comforts of home. The home is family-friendly, with amenities such as a pack n' play, high chair, and baby gates provided. Children will love the bunk bed room with its own private bathroom, while adults can relax in the Queen size guest bedroom with an adjustable bed.

Tangerine House is a unique institution located at 112 77th Street in Holmes Beach, Florida. As a real estate agency, we specialize in helping clients find their dream homes in the beautiful coastal area of Florida. Our team of experienced agents is dedicated to providing top-notch service and expertise to assist buyers and sellers in navigating the real estate market. In addition to our real estate services, Tangerine House also operates as a travel agency, offering personalized vacation planning services for those looking to explore the stunning beaches and attractions of Florida. Whether you are in search of a permanent residence or a relaxing getaway, Tangerine House is here to help make your dreams a reality. Visit us today to start your journey towards finding the perfect home or planning your next unforgettable vacation.

AMI Adventures Boat Tours is a travel agency located at 5325 Marina Drive in Holmes Beach, Florida, United States. We offer a variety of exciting activities such as Dolphin tours, Sunset Cruises, Fishing Charters, Parasailing, Banana boat rides, Jet ski Rentals and tours, and more. Owned and Operated by true Anna Maria Island Natives, we are dedicated to providing you with the best experiences our home has to offer. In addition to our regular tours and activities, we now offer Comedy Tours every Friday night for a unique and entertaining experience. Whether you're looking for a relaxing sunset cruise or a fast-paced banana boat ride, we have something for everyone in the family to enjoy. Book your adventure with AMI Adventures Boat Tours for a vacation that you'll never forget!

Nessie Tours is a reputable travel agency located at 312 57th Street in Holmes Beach, Florida. We specialize in providing unforgettable guided tours and excursions to various destinations in the United States and beyond. Our experienced team of travel experts is dedicated to creating customized itineraries that cater to the unique interests and preferences of our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking expedition, or a cultural exploration, Nessie Tours has the perfect trip for you. Book your next vacation with us and let us turn your travel dreams into reality.

Welcome to Villa #1 Sailfish by AMI Locals, your perfect getaway on beautiful Anna Maria Island. Nestled at 3605 Gulf Drive, Holmes Beach, Florida, this charming two-bedroom, two-bath villa is a mere two-minute stroll from the pristine Gulf of Mexico beaches. Part of the picturesque Island West Resort, Villa #1 Sailfish offers a delightful blend of comfort and convenience, ideal for families, couples, and friends traveling together. Highlights of Villa #1 Sailfish include:

Welcome to Miller Time, your perfect getaway nestled in the heart of Holmes Beach, Florida. Located at 314 58th Street, our charming lodging offers a serene escape just moments away from the pristine shores of the Gulf of Mexico. Whether you're seeking a peaceful retreat or an adventure-filled vacation, Miller Time provides the ideal setting for relaxation and exploration. Our accommodations are designed for comfort and convenience, featuring well-appointed rooms and modern amenities to ensure a memorable stay. Enjoy the laid-back atmosphere of Holmes Beach, with its inviting local shops, delicious dining options, and vibrant community events, all within a short stroll from your doorstep.