TOP 30 Vacation home for rent in Holmes Beach, Florida

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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.

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 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.

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.

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.

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 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!

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.

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.

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.

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.

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!

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.

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.

Florida Dreams Realty of AMI, Inc. is a premier real estate and travel agency located in Holmes Beach, Florida. With a prime location at 3340 East Bay Drive, this institution specializes in helping clients find their dream homes or vacation rentals on Anna Maria Island. Whether you are looking to buy, sell, or rent a property, the experienced team at Florida Dreams Realty of AMI, Inc. is dedicated to providing top-notch service and personalized assistance. Contact them today to turn your Florida 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: