TOP 30 Best Florida gulf coast vacation rentals in Holiday, Florida

Big Daddy's Beach Rentals, LLC is a premier tourist attraction located at 10121 Sinton Drive in Pensacola, Florida, United States. With a variety of rental options including luxury pontoon boats, stand-up paddle boards, kayaks, and golf carts, we have everything you need for a fun-filled beach holiday. Our pontoon boats are equipped with bluetooth stereo systems, bimini shade tops, and safety equipment, while our paddle boards and kayaks come with paddles and life jackets at no extra cost. Our six-passenger golf carts feature comfortable seating, sound systems, headlights, and storage compartments for your convenience. Located in the heart of Big Lagoon, our prime location offers easy access to swimming, cruising, and dolphin watching opportunities. Customers can enjoy easy parking and convenient pick-up and drop-off at Southwind Marina. Book online today or give us a call at (251)210-7800 to experience the best water sports area on the Gulf Coast!

Vacation Anna Maria is a premier real estate and travel agency located at 107 Pine Avenue in Anna Maria, Florida. Specializing in luxurious vacation rentals and property management services, Vacation Anna Maria offers guests a wide array of stunning beachfront properties to choose from. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, our dedicated team is committed to helping you find the perfect vacation rental for your stay on Anna Maria Island. With exceptional customer service and local expertise, Vacation Anna Maria is your go-to destination for a memorable and relaxing getaway in the beautiful Sunshine State.

Kingfisher Vacation Rentals offers a wide range of vacation rentals on the beautiful Sanibel and Captiva Islands in Florida. Located at 2402 Palm Ridge Road, Sanibel, this real estate and travel agency provides luxurious accommodations for visitors looking to experience the stunning beaches and natural beauty of the Gulf Coast. Whether you're looking for a cozy beachfront cottage or a spacious waterfront villa, Kingfisher Vacation Rentals has the perfect option for your island getaway. With personalized service and local expertise, they are dedicated to helping you make the most of your vacation in paradise.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

DL Vacation Rentals is a lodging, real estate, and travel agency located at 1098 Tivoli Drive in Naples, Florida, United States. We prioritize providing our guests with a comfortable and relaxing experience during their stay. We understand the importance of a good night's sleep, which is why all of our Briarwood and Naples vacation rentals feature high-quality mattresses and white cotton linens. Our duvet covers are professionally cleaned between each renter to ensure a fresh and inviting atmosphere. At DL Vacation Rentals, we believe that a vacation rental should be more than just a place to stay – it should be a place to create lasting memories with loved ones. Whether you are looking to escape the hustle and bustle of everyday life, relax on the beautiful beaches of Naples, or simply have fun exploring all that this vibrant city has to offer, our vacation rentals are the perfect choice for your next getaway. Book with us and make your vacation truly unforgettable.

Gulf Coast Ponies is a travel agency located in Myakka City, Florida, United States. Our institution offers guided horseback rides and various equine services, all led by experienced equestrians to ensure the safety of our guests and horses. Whether you are a beginner or an experienced rider, we cater to your individual experience and comfort level. Join us for a memorable equestrian experience at Gulf Coast Ponies!

Rad Bikes, Beach, Surf and Rentals is your one-stop shop for all things fun in the sun in Redington Shores, Florida. We offer a wide range of rental equipment including bikes, kayaks, stand up paddle boards, surf boards, beach chairs, umbrellas, beach carts, snorkel gear, vacation gear, and more. Our store is also a full service bike and electric motor sports repair center, so you can get your gear serviced and ready to go before hitting the beach. We offer delivery and pickup options for rentals and bike services, making it convenient for you to enjoy your time in Redington Shores and the surrounding areas. Whether you're exploring Redington Shores, Indian Shores, North Redington Beach, Redington Beach, Indian Rocks Beach, Madeira Beach, or Belleair Beach, we've got you covered.

Be Our Guest Vacation Homes is a premier real estate and travel agency located at 6335 County Road 30A in Port St. Joe, Florida, United States. We specialize in providing luxurious vacation rental homes for visitors looking to experience the beauty of the Gulf Coast. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and memorable stay for our guests. Whether you're looking for a beachfront retreat or a cozy cottage in a charming neighborhood, we have the perfect vacation home for you. Let us help you create unforgettable memories on your next getaway to Florida's stunning coast.

Liv Vacations is a real estate and travel agency located at 16821 Panama City Beach Parkway in Panama City Beach, Florida. Founded by avid travelers, Liv was created to provide a more personalized and attentive experience for guests. Our focus on consistent communication, tailored guest experiences, and meticulously clean properties sets us apart from larger management companies. At Liv Vacations, we strive to ensure that every guest has a memorable and enjoyable stay in our beautiful properties.

Anchor Down Real Estate & Rentals on Anna Maria Island offers top Bradenton & Anna Maria Island vacation rentals. Located at 9801 Gulf Drive in Anna Maria, Florida, this institution serves as a lodging, real estate, and travel agency. With a "No Worry Guest Guarantee" from reservation to check-out, Anchor Down Vacation Rentals provides the finest homes on the Florida Gulf Coast. Guests can enjoy spacious accommodations, beautiful outdoor areas, and excellent customer service. Whether you're looking for a family gathering, a romantic getaway, or a relaxing vacation, Anchor Down Vacation Rentals has the perfect property for you. Book today and experience the beauty of Anna Maria Island with Anchor Down!

The Gulf Beach Resort is a charming lodging facility located at 140 51st Avenue West in St. Pete Beach, Florida. Situated on the beautiful Gulf Coast, this resort offers guests a relaxing and enjoyable stay with stunning views of the ocean. The resort features comfortable accommodations, a swimming pool, beach access, and a variety of amenities to make your stay memorable. Whether you're looking for a romantic getaway or a fun family vacation, The Gulf Beach Resort is the perfect destination for your next trip to sunny Florida.

Levique Tours and Rentals is a bar and travel agency located at 15015 Madeira Way in Madeira Beach, Florida. Specializing in crafting water sport experiences on Florida's Gulf Coast, they offer a variety of activities such as jet ski rentals, tiki boat cruises, kayak and paddle board rentals, as well as SeaDoo Jet Ski and Moped Scooter rentals. Whether you're looking for excitement or relaxation, Levique Tours and Rentals has something for everyone. Customers rave about the friendly and knowledgeable staff, with Captain Bob, Kohlton, and Julie receiving high praise. With options for group tours or private rentals, this is the #1 place in Madeira Beach to experience all of your favorite water and land activities. Visit Levique Tours and Rentals for an unforgettable adventure on the beautiful Gulf Coast of Florida.

Holiday Water Sports in Fort Myers Beach, Florida offers thrilling water sports adventures for visitors to enjoy. With three convenient locations along Fort Myers Beach, including at 275 Estero Boulevard, there is a spot near you to experience jet skiing, dolphin tours, and more. Owned by locals Kevin and Sharon Faircloth since 1991, this family-owned business is dedicated to providing exceptional service and unforgettable experiences on the water. One of the highlights at Holiday Water Sports is the Dolphin Adventure Tour on WaveRunners, where guests can ride powerful Yamaha WaveRunners while encountering playful dolphins, shy manatees, and beautiful birds in their natural environment. Private and group tours are available for booking online, making it easy to plan your Florida water sports adventure.

Holiday Inn Express & Suites Ruskin - Sun City, an IHG Hotel, is a comfortable and convenient lodging option located in Ruskin, Florida. Situated at 226 Teco Road, this hotel offers modern amenities and spacious accommodations for guests looking to explore the nearby attractions such as Sun City Center and the beautiful beaches of the Gulf Coast. With a complimentary breakfast buffet, outdoor pool, fitness center, and free Wi-Fi, guests can enjoy a relaxing stay while visiting the Sunshine State. Whether traveling for business or leisure, Holiday Inn Express & Suites Ruskin - Sun City provides a welcoming atmosphere and excellent service for all guests.

Holiday Inn Express Pensacola Beach is a charming hotel located on Fort Pickens Road in the beautiful Pensacola Beach, Florida. As part of the IHG Hotel chain, this institution offers comfortable and affordable lodging options for visitors looking to explore the stunning beaches and attractions of the area. The hotel features modern amenities, spacious rooms, a complimentary breakfast buffet, a fitness center, and a refreshing outdoor pool. With its convenient location near the beach, restaurants, and shops, Holiday Inn Express Pensacola Beach is the perfect choice for a relaxing and enjoyable stay in this coastal paradise.

Oceania by Holiday Isle Properties is a luxurious lodging institution located at 720 Gulf Shore Drive in the beautiful city of Destin, Florida, United States. Situated right on the Gulf Coast, this property offers stunning views of the ocean and easy access to the pristine white sand beaches. With spacious and well-appointed accommodations, guests can enjoy a relaxing and comfortable stay in this tropical paradise. Whether you're looking for a romantic getaway, a family vacation, or a fun trip with friends, Oceania by Holiday Isle Properties provides the perfect setting for a memorable experience.

The St George Island Florida Beach Cam is a must-visit destination located on the beautiful Saint George Island in Florida, United States. This institution offers a unique experience for visitors to enjoy the stunning views of the beach through their live webcam. Whether you're planning a trip to the area or simply want to take in the beauty of the beach from afar, the St George Island Florida Beach Cam is the perfect place to do so. Stop by this store and travel agency to get all the information you need for your visit to this picturesque location.

Pensacola Beach Gulf Pier is a popular tourist attraction located at 41 Fort Pickens Road in Pensacola Beach, Florida. Stretching out into the crystal clear waters of the Gulf of Mexico, this iconic pier offers stunning views of the coastline and is a favorite spot for fishing, sightseeing, and enjoying the beautiful beach scenery. Visitors can stroll along the pier, watch the sunset, or try their luck at catching fish. With its convenient location and picturesque setting, Pensacola Beach Gulf Pier is a must-visit destination for anyone looking to experience the natural beauty of the Florida coast.

Holiday Isle Properties, Inc. is a renowned real estate and travel agency located in the picturesque city of Destin, Florida, United States. With a prime location at 842 U.S. 98, this institution specializes in offering a wide range of vacation rentals, beachfront properties, and luxury accommodations for visitors looking to experience the ultimate beach getaway. With a team of experienced agents and a commitment to exceptional customer service, Holiday Isle Properties, Inc. is dedicated to helping clients find their perfect vacation rental or investment property in the stunning Destin area. Whether you are looking for a relaxing beach vacation or a lucrative real estate investment, Holiday Isle Properties, Inc. is your go-to destination for all your property needs in Destin, Florida.

Located at 1200 Siesta Bayside Drive in Siesta Key, Florida, Gulf & Bay Club Bayside is a real estate and travel agency offering stylish accommodations and residential-style amenities for a tranquil retreat. Nestled amidst serene waterways and lush greenery, this tropical hideaway provides a haven of comfort and relaxation. Guests can unwind by two heated swimming pools, stay active in the fitness center, or enjoy friendly matches on the tennis and pickleball courts. Each individually owned residency offers convenience with a private garage and in-unit washer and dryer. Just a short stroll away from Siesta Key Village, guests can easily explore the stunning Siesta Key and Crescent Beach, with golf-cart taxis and the Siesta Key tram available for transportation. Escape to this personalized retreat in Siesta Key and indulge in the best of tropical living at Gulf & Bay Club Bayside.

Pointe South Condominium Vacation Rentals offers luxurious and comfortable accommodations in Fort Myers Beach, Florida. Located at 5000 Estero Boulevard, this institution provides a perfect getaway for those looking to enjoy the sun, sand, and surf of the Gulf Coast. With spacious condos equipped with modern amenities, guests can relax and unwind in style. Whether you're looking for a romantic retreat, a family vacation, or a group getaway, Pointe South Condominium Vacation Rentals has something for everyone. Enjoy stunning views, easy access to the beach, and a range of activities and attractions nearby. Make your next vacation unforgettable with a stay at Pointe South Condominium Vacation Rentals.

Luxury Coastal Vacations is a premier real estate and travel agency located at 13700 Perdido Key Drive in Pensacola, Florida. Specializing in luxury vacation rentals along the stunning Gulf Coast, our agency offers a wide range of exquisite properties for those seeking a truly unforgettable getaway. From lavish beachfront villas to exclusive penthouse suites, we cater to the discerning traveler looking for a top-notch vacation experience. Our dedicated team of professionals is committed to providing exceptional service and ensuring that every guest has a memorable and relaxing stay. Whether you're looking for a romantic escape, a family retreat, or a group getaway, Luxury Coastal Vacations has the perfect property for you. Experience the ultimate in coastal luxury with us.

Holiday Inn Express & Suites Gulf Breeze - Pensacola Area, an IHG Hotel, is a charming lodging option located at 50 Daniel Drive in Gulf Breeze, Florida, United States. This hotel offers comfortable and modern accommodations for guests looking to explore the beautiful Gulf Coast region. With a convenient location near Pensacola, guests can enjoy easy access to the beach, shopping, dining, and attractions. The hotel features a range of amenities including a complimentary breakfast, outdoor pool, fitness center, and free Wi-Fi. Whether visiting for business or leisure, Holiday Inn Express & Suites Gulf Breeze is the perfect choice for a relaxing stay on the Florida coast.

Holiday Inn Club Vacations Panama City Beach Resort is a luxurious lodging option located at 17001 Front Beach Road in Panama City Beach, Florida, United States. This resort offers spacious and comfortable accommodations with stunning views of the Gulf of Mexico. Guests can enjoy a range of amenities including a pool, fitness center, and on-site dining options. With its prime location near the beach and popular attractions, Holiday Inn Club Vacations Panama City Beach Resort is the perfect destination for a relaxing and memorable vacation.

Holiday Inn Club Vacations Sunset Cove Resort is a luxurious lodging destination located at 571 West Elkcam Circle in Marco Island, Florida, United States. This resort offers a peaceful and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. Guests can enjoy spacious accommodations, top-notch amenities, and personalized service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind on the beach, Sunset Cove Resort is the perfect choice for your next vacation getaway.

Beach Rentals At Navarre is a premier real estate agency located at 8573 Gulf Boulevard in Navarre, Florida. We specialize in providing top-quality beach rentals for those looking to experience the beauty of the Gulf Coast. Our properties range from cozy beachfront cottages to luxurious oceanfront villas, perfect for a relaxing vacation or a family getaway. With stunning views, convenient amenities, and exceptional customer service, Beach Rentals At Navarre is your go-to destination for the ultimate beach vacation experience. Book your dream rental today and create memories that will last a lifetime.

Tropic Winds Vacation Rentals is a real estate and travel agency located at 17643 Front Beach Road in Panama City Beach, Florida, United States. All of their vacation properties are situated directly on the beach, offering guests a romantic weekend getaway or a relaxing retreat. The accommodations are comfortable, clean, and accompanied by friendly and personal service to cater to all vacation needs. Guests can enjoy the beautiful beaches of Panama City Beach, known for being the "World's most Beautiful Beaches", as well as explore local attractions such as the Pier Park Entertainment District, Gulf World, Shell Island Tours, and Water Parks. Tropic Winds Vacation Rentals can be found on major vacation rental platforms like Expedia, VRBO, Trip Advisor, and Booking.com, but booking directly through them allows guests to avoid costly booking fees. For pricing and availability, guests can visit their website or contact them directly at (850) 290-4174 or info@tropicwindsrentals.com.

Welcome to Fishing Pier at Anclote Gulf Park, your ultimate destination for a relaxing and enjoyable fishing experience in Holiday, Florida. Located at 2305 Baillies Bluff Road, our picturesque pier offers breathtaking views of the Gulf of Mexico and is a haven for both novice and seasoned anglers. Whether you're a local resident or a visitor, our fishing pier provides the perfect spot to cast your line and unwind. Surrounded by the natural beauty of Anclote Gulf Park, you'll find a serene and family-friendly environment where you can spend quality time with loved ones or enjoy a peaceful day by yourself.

Cape San Blas Vacation Rentals, Inc. is a reputable real estate and travel agency located at 4320 Cape San Blas Road in Port St. Joe, Florida. Specializing in vacation rentals in the stunning Cape San Blas area, this agency offers a wide range of properties to choose from, whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condominium. Their team of experienced agents are dedicated to helping you find the perfect vacation rental to suit your needs and ensure a memorable stay on the beautiful Gulf Coast. With their excellent customer service and attention to detail, Cape San Blas Vacation Rentals, Inc. is your go-to agency for a relaxing and unforgettable getaway in Florida.

Pelican Walk Rentals is a premier real estate and travel agency located at 6905 Thomas Drive in Panama City, Florida. We specialize in providing top-notch vacation rental properties along the stunning Gulf Coast. Our team of experienced agents are dedicated to helping you find the perfect rental for your next beach getaway. Whether you're looking for a cozy condo or a luxurious beachfront villa, we have a wide selection of properties to choose from. Let Pelican Walk Rentals make your vacation dreams a reality!