TOP 30 Properties in Holiday, Florida

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Watersong Resort Villa for rent House of Orange is a stunning vacation rental located at 916 Orange Cosmos Boulevard in Davenport, Florida, United States. This beautiful property is managed by a real estate and travel agency, offering vacation villas for rent directly from the owner. The House of Orange villa in Holten, The Netherlands, can accommodate up to 6 people in 3 bedrooms. The vacation villa at Watersong Resort in Davenport, near Orlando, Florida, can accommodate up to 8 people in 4 bedrooms. Both properties offer a luxurious and comfortable stay for guests looking to enjoy a relaxing holiday.

Green Heart Entertainment is a unique institution located at 8600 Commodity Circle in Orlando, Florida. As a real estate and travel agency, we specialize in providing our clients with top-notch services to help them find their dream homes or plan unforgettable vacations. Our team of experienced professionals is dedicated to ensuring that every client receives personalized attention and expert guidance throughout the entire process. Whether you are looking to buy a new property or book a once-in-a-lifetime trip, Green Heart Entertainment is here to make your dreams a reality. Visit us today and let us help you turn your visions into unforgettable experiences.

Kosta Coast Vacations Team is a reputable institution located at 2727 Ulmerton Road in Clearwater, Florida, United States. As a dual real estate and travel agency, we specialize in providing top-notch services for all your vacation and property needs. Whether you are looking to buy or rent a vacation home, or plan an unforgettable getaway, our team of experienced professionals is dedicated to helping you find the perfect solution. With a strong focus on customer satisfaction and personalized service, Kosta Coast Vacations Team is your go-to destination for all things related to real estate and travel in the beautiful state of Florida.

Blue Water House Rentals is a premier lodging institution located at 13337 Gulf Boulevard in Madeira Beach, Florida. Situated in the heart of this beautiful beach town, our rentals offer guests a luxurious and comfortable stay just steps away from the sandy shores of the Gulf of Mexico. With a variety of rental options to choose from, including beachfront villas and cozy cottages, Blue Water House Rentals is the perfect choice for a relaxing getaway. Our friendly staff is dedicated to providing top-notch service and ensuring that each guest has a memorable and enjoyable stay. Experience the best of Madeira Beach at Blue Water House Rentals.

Getaway on Gladiolus is a real estate and travel agency located at 234 Gladiolus Street in Anna Maria, Florida, United States. Our pro housekeepers ensure a thorough cleaning and provide fresh linens before every stay, and our 24/7 guest care and local teams are always available. This single-level home on the north end of Anna Maria Island offers a private pool with a spillover spa, an at-home putting green, and a game room. Just a short walk away from beautiful beaches, great restaurants, and charming shops, the location of this home is unbeatable.

Gulf Coast Vacation Rentals is a premier real estate and travel agency located at 243 North Lime Avenue in Sarasota, Florida. We specialize in providing luxurious vacation rental properties along the stunning Gulf Coast of Florida. Our expert team is dedicated to helping you find the perfect rental for your next getaway, whether you're looking for a beachfront condo, a private villa, or a cozy cottage. With a wide range of properties to choose from and exceptional customer service, Gulf Coast Vacation Rentals is your go-to destination for an unforgettable vacation experience in the Sunshine State. Visit us today and start planning your dream vacation!

iTrip Vacations - St Petersburg Beaches is a real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida, United States. Specializing in short-term rentals, they offer professional property management services for owners looking to maximize their rental income without the stress. Located in the beautiful coastal city of Oceanside, California, iTrip Vacations offers family-friendly activities and experiences for the ultimate vacation memories. From scenic beaches to historic landmarks, cultural experiences, and outdoor adventures, Oceanside has something for everyone.

Nautical Landings is a charming lodging institution located at 2673 Saint Joseph Drive East in Dunedin, Florida, United States. Situated in a picturesque coastal town, Nautical Landings offers guests a peaceful and relaxing stay near the beautiful beaches of the Gulf Coast. With comfortable accommodations and a welcoming atmosphere, this institution is the perfect choice for travelers looking to experience the best of Florida's nautical charm. Whether you're seeking a romantic getaway or a family vacation, Nautical Landings provides a cozy and convenient home base for exploring all that Dunedin has to offer.

Beach House on Siesta is a premier real estate and travel agency located at 669 Avenida De Mayo in the beautiful Siesta Key, Florida. Our agency specializes in providing luxurious beachfront properties for sale or rent, offering stunning views and top-notch amenities. Whether you are looking to invest in a vacation home or plan a dream getaway, our team of experienced agents is here to assist you every step of the way. Escape to paradise with Beach House on Siesta and experience the ultimate beachfront living in the United States.

Rez Rentals LLC is a premier real estate and travel agency located at 1960 Stickney Point Road in Sarasota, Florida. Specializing in vacation rentals and property management, we offer a wide range of accommodations to suit every traveler's needs. Our team of experienced agents is dedicated to providing exceptional customer service and helping clients find the perfect rental property for their stay in the beautiful Sarasota area. Whether you're looking for a beachfront condo, a cozy cottage, or a luxury villa, Rez Rentals LLC has you covered. Contact us today to start planning your dream vacation!

Escape to the tranquil countryside with a stay at our Farmhouse Vacation Rental in Kissimmee, Florida. Nestled at 2214 Stonehedge Loop, this charming property offers a peaceful retreat away from the hustle and bustle of city life. As a lodging, real estate, and travel agency all in one, we provide guests with the ultimate getaway experience. Whether you're looking for a weekend escape or a longer stay, our farmhouse rental is the perfect place to unwind and relax. Enjoy the beauty of nature, explore the surrounding area, and create lasting memories with your loved ones. Book your stay with us today!

Oasis Home Rental LLC is a premier rental agency located at 985 Dartmoor Circle in Nokomis, Florida. We offer a wide range of luxurious and well-appointed vacation homes for short-term rentals in the beautiful and sunny state of Florida. Our properties are meticulously maintained and fully equipped to provide guests with a comfortable and unforgettable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Oasis Home Rental LLC has the perfect property for your next getaway. Contact us today to book your dream vacation rental in Florida!

Royal Shell Vacations is a premier real estate agency located at 1870 Clayton Court in Fort Myers, Florida. As the largest vacation rental company in Southwest Florida, we offer a wide range of vacation rentals from Captiva Island to Ocala. Our goal is to make vacation rental planning a breeze for our guests, providing unique amenities and services to ensure a stress-free experience. With over 500 vacation rental homes and condos on Sanibel and Captiva Islands, as well as thousands more in Cape Coral, Fort Myers, Ocala, and beyond, we can accommodate nightly, weekly, monthly, and annual stays. Each property comes in a variety of styles and sizes, offering the perfect vacation rental for every traveler.

Sunny Dream Vacation Rentals is a premier real estate and travel agency located in Cape Coral, Florida. Our experienced team is dedicated to helping you find the perfect vacation rental for your next getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, we have a wide selection of properties to choose from. Our convenient location on Del Prado Boulevard South makes it easy to stop by and discuss your vacation plans with us. Let Sunny Dream Vacation Rentals make your dream vacation a reality.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

Villa Sea Star Dream House is a luxurious vacation rental located at 426 Southwest 47th Street in Cape Coral, Florida. As part of Florida First Class Villas, this real estate and travel agency offers a wide range of vacation homes in the Cape Coral, Naples, Matlacha, and Fort Myers area. The Sea Star Dream House is a beautiful 3-bedroom, 2-bathroom property with stunning views of the gulf access canal. Guests can enjoy a private saltwater pool, outdoor seating options, and excellent canal fishing right from the dock. The house is tastefully decorated with all the comforts of home, including complimentary wireless internet and smart TVs. Conveniently located near shopping, dining, and entertainment, this vacation rental is the perfect choice for a relaxing beach retreat or an adventurous tour of Cape Coral. Guests with service animals are welcome, but must adhere to ADA regulations. The cancellation policy allows for a refund if cancelled more than 60 days in advance. Book your stay at Villa Sea Star Dream House for a trip you'll never forget!

Florida First Class Villas is a premier real estate and travel agency located at 4706 Chiquita Boulevard South in Cape Coral, Florida. Slip into your flip-flops and indulge in the luxury of our vacation rentals in Cape Coral, Naples, Matlacha, and Fort Myers. With a diverse range of accommodations to fit every budget, we ensure that quality and comfort are never compromised. Whether you're looking for opulence or a cozy retreat, Florida First Class Villas guarantees a memorable stay for every guest. Our commitment to First Class Service extends from pre-booking to post-vacation, ensuring a seamless and unforgettable experience. Your dream vacation becomes a reality with Florida First Class Villas. Choose from our 25 properties, each offering a unique experience in the beautiful Southwest Florida area. From waterfront hideaways with stunning canal views to spacious homes with heated pools and Gulf access, we have something for everyone. Experience the best of Cape Coral with our luxurious vacation rentals. Book your stay with Florida First Class Villas today.

Kathy Nesbit Vacations, Inc. is a premier real estate and travel agency located at 7205 Estero Boulevard in Fort Myers Beach, Florida, United States. Specializing in vacation rentals, property management, and real estate sales, Kathy Nesbit Vacations offers a wide range of exquisite properties for visitors looking to experience the beauty of Southwest Florida. With a dedicated team of professionals, exceptional customer service, and a passion for creating unforgettable vacation experiences, Kathy Nesbit Vacations, Inc. is your go-to destination for all your vacation needs in Fort Myers Beach.

Island Tropical Vacations is a premier real estate and travel agency located at 170 Ibis Street in beautiful Fort Myers Beach, Florida. Specializing in luxurious vacation rentals and properties on picturesque tropical islands, our team of experienced agents is dedicated to helping clients find the perfect getaway destination. Whether you're looking for a secluded beachfront villa or a vibrant resort experience, Island Tropical Vacations has something for everyone. Book your dream vacation with us today and experience the ultimate in island paradise.

Villa Vanilla Sky is a charming lodging located at 10661 Ankeny Lane in Bonita Springs, Florida. This peaceful retreat offers a serene atmosphere with stunning views of the surrounding landscape. The villa is tastefully decorated with a touch of elegance and comfort, providing guests with a relaxing and enjoyable stay. Whether you're looking for a romantic getaway or a peaceful escape from the hustle and bustle of everyday life, Villa Vanilla Sky is the perfect destination. Enjoy the tranquility of this beautiful property and make unforgettable memories during your stay in this little slice of paradise.

Phase III Real Estate Services is a premier real estate agency located at 9301 Gulf Shore Drive in Naples, Florida. With over 35 years of experience, Phase III and Vanderbilt Vacation offer only the finest properties in Naples at affordable prices. Many properties have direct beach access or are within walking distance to the beautiful area beaches. Whether you're looking for a week-long getaway or an entire season in paradise, Phase III will cater to your every need. As members of the Naples Board of Realtors and the Naples Area Chamber of Commerce, we strive to make every traveler's visit the best it can possibly be. We specialize in vacation rentals and sales in Naples, known as the crown jewel of Southwest Florida. With crystal blue waters, sun-kissed beaches, and a variety of attractions, Naples offers something for everyone. From shopping and golfing to dining and entertainment, Naples has it all. Our properties are located directly on the Gulf of Mexico, offering breathtaking sunsets and incredible sunrises on Vanderbilt Bay.

Amalfi Vacation Rental is a charming lodging option located at 730 95th Avenue North in Naples, Florida, United States. This institution offers a cozy and comfortable stay for visitors looking to enjoy a relaxing vacation in the beautiful Naples area. With well-appointed accommodations and convenient amenities, guests can unwind and recharge in a serene setting. Whether you're looking for a weekend getaway or an extended stay, Amalfi Vacation Rental provides the perfect home away from home. Book your stay today and experience the best of Naples hospitality.

Seaglass Beach House offers luxurious rental properties in the beautiful coastal town of Naples, Florida. Our exclusive portfolio of properties are meticulously curated to provide guests with a truly unforgettable vacation experience. Located at 625 8th Street South, our real estate and travel agency specializes in offering top-tier accommodations with stunning ocean views and access to pristine beaches. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, Seaglass Beach House has the perfect rental for you. Book your stay with us today and indulge in the ultimate luxury beachfront experience.

Nomade Villa Collection is a premier real estate and travel agency located in Miami, Florida. With over 25 years of experience in luxury lifestyle management, our team has scoured the globe to find the best Luxury Villa and Mansion Rentals for vacation or corporate enjoyment. Situated in Miami, one of the hottest villa and luxury rental home destinations in the world, Nomade Villa Collection offers unique, modern waterfront mansions in sought-after areas such as Brickell, Miami Beach, Coconut Grove, and Star Island. We also provide glamorous homes in Los Angeles, Malibu, Santa Monica, Bel Air, and the Hollywood Hills.

Dream Exotic Rentals is a premier real estate and travel agency located in the beautiful town of Palmetto Bay, Florida. Our team specializes in providing luxurious and exotic rental properties for those looking to experience a truly unforgettable vacation. From beachfront villas to high-end condos, we have a wide range of properties to suit every traveler's needs. Whether you are planning a romantic getaway, a family vacation, or a corporate retreat, our dedicated staff is here to help you find the perfect rental for your needs. Contact us today to start planning your dream vacation!

Hyde Beach House Resort by Suite Vacays is a luxurious lodging option located at 4010 South Ocean Drive in Hollywood, Florida. This stunning resort offers a perfect blend of comfort and style, with modern amenities and breathtaking ocean views. As a real estate agency, Hyde Beach House Resort also provides opportunities for guests to invest in their own piece of paradise. Whether you're looking for a relaxing vacation or a lucrative investment, Hyde Beach House Resort by Suite Vacays is the ideal choice for a memorable stay in sunny Florida.

By The Sea Vacation Villas is a premier real estate and travel agency located in the charming town of Lauderdale-by-the-Sea, Florida. Our vacation villas offer luxurious accommodations right by the sea, providing guests with stunning views and easy access to the beach. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, our team is dedicated to helping you find the perfect rental property for your needs. With a wide range of villas to choose from, each equipped with modern amenities and personalized service, By The Sea Vacation Villas ensures a memorable and relaxing stay in this beautiful coastal destination. Visit us at 233 Commercial Boulevard and let us help you plan your dream vacation by the sea.

Walker Vacation Rentals is a premier real estate and travel agency located at 2775 East Oakland Park Boulevard in Fort Lauderdale, Florida. Specializing in luxury vacation rentals, our experienced team is dedicated to providing top-notch service and helping you find the perfect accommodation for your next getaway. Whether you're looking for a beachfront condo, a spacious villa, or a cozy cottage, we have a wide range of options to choose from. Trust Walker Vacation Rentals to make your vacation dreams a reality.

Beach Vacation Rentals is a top-rated real estate and travel agency located at 112 Federal Highway in Pompano Beach, Florida. Our boutique lodgings offer affordable extended stay cottages, condos, and apartments just a short walk from one of the world's best beaches. Whether you're looking for a family vacation, romantic getaway, or business trip, we have clean, quiet, tropical, and pet-friendly options for your stay. Our romantic, historic 1940s studio and 1/1 cottages feature tropical garden views and large screened-in porches, providing a quiet retreat in the heart of the beach area. The Yacht & Beach Club 2/2 condo on the Intracoastal Waterway is perfect for both business and vacation travelers, with a heated pool and easy access to shops and restaurants.

R&R Beach House, LLC is a premier real estate and travel agency located at 2616 North Ocean Boulevard in Fort Lauderdale, Florida, United States. Specializing in beachfront properties and vacation rentals, R&R Beach House offers a wide range of luxurious accommodations for those looking to relax and unwind by the sea. With a dedicated team of professionals, they provide personalized service to ensure that each client finds their perfect beach retreat. Whether you're looking to buy a dream beach house or plan a memorable beach vacation, R&R Beach House, LLC is your go-to destination for all things beach-related.