TOP 30 Best Holiday home rentals in Holiday, Florida

Once Upon A Beach Vacation Rentals is a charming real estate agency located at 411 Pine Avenue in the beautiful beach town of Anna Maria, Florida. Our agency specializes in providing top-notch vacation rental properties for visitors looking to experience the ultimate beach getaway. Whether you're seeking a cozy beachfront cottage or a luxurious seaside villa, our dedicated team is here to help you find the perfect accommodations for your dream vacation. With our convenient location and personalized service, Once Upon A Beach Vacation Rentals is your go-to destination for a memorable and relaxing beach vacation in sunny Florida.

30A Rental Properties is a premier real estate and travel agency located in Santa Rosa Beach, Florida. Our dedicated team of experts works tirelessly to ensure that our luxury vacation rental properties are meticulously maintained and ready for our guests. Through routine maintenance and deep cleanings, we uphold the highest standards of cleanliness and ensure that our properties perform at their best. We pride ourselves on providing top-notch guest relations and quick response times, offering a personalized touch that sets us apart. Our Home Management Program caters to homeowners looking for full-service property management, specializing in luxury beach vacation rentals along the stunning Emerald Gulf coastline.

Carillon Beach Rentals is a premier real estate and travel agency located at 211 Village Way in Panama City Beach, Florida. Specializing in luxury vacation rentals, they offer a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront condo or a spacious family home, Carillon Beach Rentals has the perfect accommodation for your next getaway. With impeccable customer service and attention to detail, they strive to make your vacation experience unforgettable. Book your dream vacation rental with Carillon Beach Rentals today and start planning your trip to the beautiful beaches of Florida.

WellHome Parkside Vacation Home at Windsor Hills Resort is a luxurious lodging option located in Kissimmee, Florida. Situated at 7715 Comrow Street, this vacation home offers a tranquil and relaxing environment for guests looking to unwind and rejuvenate. As a real estate agency, WellHome Parkside Vacation Home provides guests with top-notch accommodation options, ensuring a comfortable and unforgettable stay. The resort also features a spa where guests can indulge in a variety of rejuvenating treatments and massages.

Beach Bum BB Vacation Rentals is a premier real estate and travel agency located at 22A Via De Luna Drive in the beautiful Pensacola Beach, Florida. Our agency specializes in providing luxurious vacation rentals for beach lovers and sun-seekers looking for the perfect getaway. With a wide selection of properties ranging from cozy beachfront condos to spacious waterfront villas, we strive to offer our guests a truly unforgettable vacation experience. Whether you're looking for a relaxing retreat or an action-packed adventure, Beach Bum BB Vacation Rentals has the perfect accommodation for your next beach vacation. Book with us today and let us help you create lasting memories by the sea.

The Wandering Turtle is a charming vacation home located at 1881 Alhambra Street in Navarre, Florida. As a real estate and travel agency, we offer a unique and relaxing getaway experience for our guests. Nestled in a serene and picturesque setting, our vacation home provides a peaceful retreat for travelers looking to escape the hustle and bustle of everyday life. With comfortable accommodations and personalized service, The Wandering Turtle is the perfect destination for a memorable vacation in the United States.

the elevator to be at the lazy river or the beach in just seconds. This unit has two master suites and an additional bunkroom, making it perfect for families or groups. With a view of the pool and a partial view of the Gulf, B203 offers a peaceful and relaxing atmosphere for your vacation. B205 is a second floor unit with a beautiful view of the pool and a partial view of the Gulf of Mexico. This condo has two master suites and a bunkroom, providing plenty of space for your family or friends. With easy access to the pool and beach, B205 is the perfect spot for a fun and relaxing getaway. B307 is a third floor unit with a stunning view of the pool and the Gulf of Mexico. This condo has two master suites and a bunkroom, offering plenty of space for your group. With easy access to the pool and beach, B307 is the ideal spot for a memorable vacation. B313 is a third floor unit with a view of the pool and a partial view of the Gulf of Mexico. This condo has two master suites and a bunkroom, providing ample space for your family or friends. With easy access to the pool and beach, B313 is the perfect place to unwind and enjoy a beach vacation.

Nautical Properties Vacation Rentals is a premier real estate and travel agency located at 104 North Gulf Boulevard in Panama City Beach, Florida. Our agency specializes in providing luxurious vacation rental properties with stunning views of the Gulf of Mexico. Whether you are looking for a beachfront condo or a spacious beach house, our team of expert agents is dedicated to helping you find the perfect accommodation for your next getaway. With top-notch customer service and a wide selection of properties to choose from, Nautical Properties Vacation Rentals is your go-to destination for an unforgettable beach vacation in Florida. Contact us today to book your dream vacation rental!

Mickey Mouse Homes is a unique institution located at 7731 Teascone Boulevard in Kissimmee, Florida. As a lodging, real estate, and travel agency all rolled into one, Mickey Mouse Homes offers a one-of-a-kind experience for visitors looking to stay in the magical world of Disney. Our expert team is dedicated to providing top-notch accommodations, real estate options, and travel services to make your stay in Kissimmee unforgettable. Whether you're looking to rent a vacation home, buy a property near Disney World, or plan an unforgettable Disney vacation, Mickey Mouse Homes has you covered. Come stay with us and experience the magic of Disney like never before!

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.

Jupiter Holidays Spanish Villa is a real estate and travel agency located at 16301 131st Way North in Jupiter, Florida. Our Mediterranean-style vacation rental villa sits on 1.2 acres of lush tropical landscape in Jupiter Farms, providing seclusion and privacy for a relaxing getaway. Just 10 miles north of Palm Beach Gardens, our villa offers easy access to popular attractions in the area. Our spacious villa features 5 comfortable bedrooms, 3 bathrooms, a large full kitchen, and is newly furnished with a full set of linens. Guests can enjoy the private oceanfront pool with stunning views, as well as amenities such as umbrellas, chairs, cooler, beach towels, and children's buckets and shovels.

Dolce Vita Vacation Rentals Inc, located in Boca Raton, Florida, is a premier real estate and travel agency specializing in South Florida vacation rentals and property management. With over a decade of experience, we offer superior service to make your rental experience stress-free. Our goal is to help you achieve the "sweet life" with passive income from your vacation rental property. Whether you are looking to purchase a second home or already own one in South Florida, we are here to assist you every step of the way. Let us help you create and live your own version of la dolce vita.

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.

Memories Vacation Home Management is a premier real estate and travel agency located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our mission is to provide top-notch vacation home management services for property owners and unforgettable vacation experiences for travelers visiting the area. With a team of dedicated professionals, we offer a wide range of services including property maintenance, marketing, and booking assistance. Whether you are looking to rent out your vacation home or searching for the perfect rental property for your next trip, Memories Vacation Home Management is here to make your experience seamless and stress-free. Contact us today to learn more about our services and start creating lasting memories in Kissimmee, Florida.

Roelens Vacation Rentals is a premier travel agency located at 677 North Washington Boulevard in Sarasota, Florida, United States. We specialize in providing high-quality vacation rental properties for visitors looking to experience the beauty and excitement of the Sarasota area. Our team is dedicated to helping our clients find the perfect accommodation for their stay, whether they are looking for a beachfront condo, a cozy cottage, or a luxury villa. With our attention to detail and commitment to customer satisfaction, Roelens Vacation Rentals ensures that every guest has a memorable and enjoyable vacation experience. Contact us today to start planning your dream getaway to Sarasota!

Forbes Home Watch is a trusted institution located at 1527 Southeast 42nd Terrace in Cape Coral, Florida. We specialize in providing professional home watching services to ensure the security and maintenance of your property while you are away. Our team of experienced professionals offers regular inspections, maintenance checks, and emergency response services to give you peace of mind while you are away from home. With Forbes Home Watch, you can trust that your property is in safe hands.

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.

Welcome Home Rental Properties is a reputable real estate and travel agency located at 214 Tallwood Road in Jacksonville Beach, Florida. We offer a wide range of rental properties for vacationers and long-term residents alike. Our team is dedicated to providing top-notch customer service and helping clients find their ideal home away from home. Whether you're looking for a beachfront condo or a cozy cottage, Welcome Home Rental Properties has something for everyone. Come experience the best of Florida living with us!

Tropical Florida Rentals, LLC is a charming lodging institution located at 2311 Northeast 32nd Court in Lighthouse Point, Florida, United States. Our tropical oasis offers a variety of vacation rental options, including cozy cottages, spacious villas, and luxurious beachfront homes. Whether you're looking for a relaxing getaway or an adventure-filled vacation, our accommodations provide the perfect home base for exploring all that the Sunshine State has to offer. With top-notch amenities, personalized service, and a prime location near the beach, restaurants, and attractions, Tropical Florida Rentals, LLC is the ideal choice for your next vacation in paradise.

Palm Beach Vacation Rentals is a premier real estate and travel agency located at 501 Palm Street in the vibrant city of West Palm Beach, Florida. Our agency specializes in offering luxurious vacation rental properties in the beautiful Palm Beach area, providing our clients with top-notch accommodations and exceptional service. Whether you're looking for a beachfront villa, a downtown condo, or a cozy cottage, we have the perfect vacation rental for you. Contact us today to start planning your dream getaway in sunny Palm Beach!

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.

Gulfcoast Holiday Homes, located at 1900 Main Street in Sarasota, Florida, is a trusted real estate agency and travel agency specializing in vacation rentals, real estate transactions, and property management. Our team of Rental Specialists, Real Estate Experts, and Property Managers are dedicated to helping you find the perfect property to rent, buy, or sell in the beautiful Suncoast area. With a wide range of rental properties in Sarasota and Bradenton, we make it easy for you to find a place that suits your needs, giving you more vacation time to enjoy. Our experienced professionals are committed to protecting and maintaining your property, providing you with peace of mind.

Booming Vacation Homes is a premier real estate and travel agency located in Orlando, Florida. Our expert team specializes in providing luxurious vacation homes for rent in the most sought-after destinations. Whether you're looking for a cozy beachfront cottage or a spacious villa with a private pool, we have the perfect accommodations for your dream vacation. With a prime location at 8600 Commodity Circle, we are conveniently situated near all of the top attractions in Orlando. Let Booming Vacation Homes help you plan the perfect getaway for an unforgettable experience.

Holiday Realty LLC & StoreyLakeResort.com is a renowned real estate and travel agency located at 5401 South Kirkman Road in Orlando, Florida, United States. With over 24 years of experience, Holiday Realty LLC is an independent Florida Real Estate Brokerage specializing in selling vacation homes near Disney World. At StoreyLakeResort.com, owned by Holiday Realty LLC, you can explore a wide range of vacation homes for rent and for sale at Storey Lake Resort in Kissimmee, Florida. Please note that StoreyLakeResort.com is not affiliated with The Hideaway Club or Lennar Homes. Visit us today to find your dream vacation home in Central Florida!

Gertrude Rentals, located at 360 Canal Road in Siesta Key, Florida, is a real estate and travel agency offering over 60 units in the Beach Village or Lagoon area. With only the best locations available, there is a perfect fit for every group and budget. The team at Gertrude Rentals consists of natives, transplants, visitors, and locals who all share a common goal of understanding the importance of your vacation time. Situated near North America's best white sand beaches, our units are within walking distance to world-famous shopping, dining, and entertainment. Each unit offers unique features such as private pools, ocean-views, lagoon front decks, lazy hammocks, tiki-huts, and rooftop sun-decks. Whether you are looking for a relaxing beach vacation or an adventure-filled getaway, Gertrude Rentals has something for everyone.

Joseph Ellen Properties is a boutique vacation rental management and real estate agency located in the heart of Jacksonville, Florida. Our team specializes in providing personalized services to both property owners and travelers, ensuring a seamless and enjoyable experience for all parties involved. Whether you are looking to rent out your property or find the perfect vacation rental, our dedicated staff is here to assist you every step of the way. With a prime location in one of Florida's most desirable cities, Joseph Ellen Properties is your go-to destination for all your real estate and travel needs. Visit us at 2406 Graham Avenue and let us help you make your next vacation or property investment a success.

Barefoot Trace Vacation Rentals is a premier real estate and travel agency located at 6240 A1A South in St. Augustine, Florida. We offer a wide selection of luxurious vacation rentals along the stunning coastline of Florida, providing guests with the perfect home away from home for their holiday. From beachfront condos to spacious villas, our properties are meticulously maintained and equipped with all the amenities needed for a relaxing and enjoyable stay. Our dedicated team is committed to ensuring that every guest has a memorable and seamless experience, from booking to check-out. Whether you're looking for a romantic getaway, a family vacation, or a group retreat, Barefoot Trace Vacation Rentals has the perfect accommodation for you. Come and experience the beauty of St. Augustine with us!

Dune Vacation Rentals, located in Santa Rosa Beach, Florida, is a premier lodging, real estate, and travel agency specializing in luxury 30a vacation rentals. With a dedicated team focused on meeting the needs of both guests and property owners, Dune Vacation Rentals operates on the principle of partnership. Owners are viewed as partners in managing their properties to maximize financial returns, enhance property values, and provide exceptional guest experiences. Dune Vacation Rentals offers professional property management services, ensuring that your investment is well taken care of. By booking directly through Dune Direct, guests can enjoy the lowest prices, avoid online travel agency fees, and receive loyalty discounts. Direct booking also provides the flexibility to make changes to reservations and access last-minute discounts not available through third-party marketers.

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!

Orlando Short Term Rentals is a premier real estate and travel agency located at 1050 Plaza Drive in Kissimmee, Florida. Specializing in providing top-notch short term rental properties in the Orlando area, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're visiting for a family vacation, business trip, or special event, our team is dedicated to helping you find the perfect rental property to make your stay unforgettable. With a focus on customer satisfaction and personalized service, Orlando Short Term Rentals is your go-to destination for a seamless and enjoyable rental experience in the Sunshine State.