TOP 10 Vacation hotels in Holmes Beach, Florida

Located at 2710 Gulf Drive North in Holmes Beach, Florida, Cedar Cove Resort & Cottages offers a perfect blend of boutique beachfront luxury and classic "Old Florida" charm. Surrounded by lush coconut palms and vibrant orchids, this resort provides a tranquil setting for guests to relax and unwind. With 19 unique beachside suites, studios, and Key West-style cottages, each offering modern amenities and services, guests can truly embrace the laid-back island lifestyle. Guests rave about the friendly staff, pristine private beach, and convenient access to local restaurants and shops. The resort's location on Anna Maria Island allows for easy exploration of the seven miles of sun-kissed sand and turquoise waters along the Gulf of Mexico. The Anna Maria Island Trolley offers free transportation around the island, making it simple for guests to discover all that this beautiful destination has to offer.

Alamanda Villa is a charming lodging institution located at 102 39th Street in the beautiful beach town of Holmes Beach, Florida, United States. This cozy villa offers a peaceful and relaxing atmosphere for guests looking to unwind and enjoy a beach getaway. With its convenient location near the ocean, guests can easily access the sandy shores and enjoy the warm Florida sun. The villa offers comfortable accommodations and modern amenities to ensure a pleasant stay for all visitors. Whether you're looking for a romantic retreat or a fun family vacation, Alamanda Villa is the perfect choice for your stay in Holmes Beach.

Heron Hideaway at Driftwood #1 is a charming lodging option located at 5108 Gulf Drive in Holmes Beach, Florida, United States. This cozy retreat offers a peaceful and serene atmosphere, perfect for a relaxing getaway. The accommodations are beautifully decorated and fully equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the surrounding area, including the nearby beach and wildlife. Whether you're looking for a romantic escape or a family vacation, Heron Hideaway at Driftwood #1 is the perfect choice for your next trip to Florida.

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.

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.

Joie Inn is a charming lodging establishment located at 3501 Gulf Drive in Holmes Beach, Florida, United States. Offering a cozy and comfortable retreat for guests, Joie Inn provides a peaceful and relaxing atmosphere for those looking to unwind and enjoy a leisurely vacation. With thoughtfully appointed rooms and friendly service, guests can expect a delightful stay at this inviting inn. Perfectly situated near the beach and other local attractions, Joie Inn is the ideal destination for a memorable getaway in beautiful 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.

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.

Breakers 3 is a charming institution located at 103 45th Street in Holmes Beach, Florida. This beachfront property offers a serene and relaxing atmosphere for guests looking to unwind and enjoy the beautiful surroundings of the Gulf Coast. With spacious accommodations and top-notch amenities, Breakers 3 is the perfect destination for a memorable vacation experience. Whether you're looking to soak up the sun on the pristine beaches or explore the local attractions, Breakers 3 is the ideal choice for your next getaway in the United States.

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.

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.

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.

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!

View of the Gulf is a charming lodging establishment located at 7201 Gulf Drive in Holmes Beach, Florida, United States. Situated right on the stunning shores of the Gulf of Mexico, this institution offers guests breathtaking views of the crystal-clear waters and white sandy beaches. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can relax on the private balcony and enjoy the soothing sound of the waves or take a dip in the on-site pool. Whether you're looking for a romantic getaway or a fun-filled family vacation, View of the Gulf is the perfect place to unwind and create lasting memories by the sea.

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.

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.

Coldwell Banker Realty is a premier real estate agency located at 100 North Tamiami Trail in Sarasota, Florida. Our office is conveniently situated near the Ritz and Westin, making it easily accessible for all of Sarasota. With over 150 agents, we have a strong customer service reputation and make a significant impact on the real estate market in Sarasota and Manatee Counties. Our office serves a wide range of areas including Sarasota, Bradenton, Bradenton Beach, Lakewood Ranch, Longboat Key, Siesta Key, Venice, Nokomis, Osprey, Anna Maria, and Holmes Beach. We offer a variety of properties including luxury homes, condominiums, new construction, resales, commercial properties, condo-hotels, and fractional ownership. Our experienced agents have received national recognition for their dedication and production.

Welcome to Anna María Island Parking, your convenient and reliable parking solution located in the heart of Holmes Beach, Florida. Situated at 4000 Gulf Drive, our facility offers easy access to the beautiful beaches and vibrant attractions of Anna María Island. Whether you're here for a day at the beach, a shopping spree, or a dining experience, our parking lot provides a safe and secure place to leave your vehicle. Our spacious parking area is designed to accommodate a variety of vehicles, ensuring that you can find the perfect spot for your car, SUV, or motorbike. With well-marked spaces and clear signage, parking with us is hassle-free and straightforward. We pride ourselves on maintaining a clean and organized environment, making your visit as pleasant as possible.

Welcome to 5600-5698 Flotilla Dr Parking, your convenient and reliable parking solution located in the heart of Holmes Beach, Florida. Situated at 5600-5698 Flotilla Drive, our facility offers easy access to the beautiful beaches and vibrant local attractions of Holmes Beach. Whether you're visiting the area for a short getaway or require long-term parking, our well-maintained lot provides a safe and secure environment for your vehicle. Enjoy peace of mind with our well-lit premises and easy-to-navigate layout, designed to accommodate a variety of vehicles. We are committed to offering a hassle-free parking experience, ensuring that your visit to the stunning Gulf Coast is as enjoyable and stress-free as possible. Choose 5600-5698 Flotilla Dr Parking for your next trip and experience the convenience and security you deserve.

Welcome to Zino Adventures LLC, your premier parking solution located in the heart of Holmes Beach, Florida. Conveniently situated at 552 Manatee Avenue, our facility offers easy access to the beautiful beaches and vibrant attractions of Holmes Beach and the surrounding areas. Whether you're heading out for a day at the beach, exploring the local shops, or dining at nearby restaurants, Zino Adventures LLC provides safe, reliable, and affordable parking options to meet your needs. Our well-maintained parking facility ensures your vehicle is secure while you enjoy all that this charming coastal community has to offer. Experience peace of mind and convenience with Zino Adventures LLC, where your parking needs are our top priority. Visit us today and let your adventures begin!

Welcome to Palm Dr/74th St Transit Station, your convenient gateway to exploring the beautiful surroundings of Holmes Beach, Florida. Nestled in the heart of the stunning Anna Maria Island, our transit station provides easy access to the pristine beaches, charming local shops, and delightful dining experiences that make this area a true gem on Florida's Gulf Coast. Whether you're a resident or a visitor, Palm Dr/74th St Transit Station offers reliable and efficient transportation options to help you navigate the island with ease. Enjoy the warm, welcoming atmosphere and let us be your starting point for unforgettable adventures in Holmes Beach.