TOP 30 Best Premium holiday home rentals in Holiday, Florida

Solstice at Wilton is a luxurious lodging institution located at 517 Northeast 23rd Street in Wilton Manors, Florida, United States. It is the newest and most popular destination for travelers seeking quality Gay accommodations. The Solstice Family welcomes guests to their new HOME away from HOME, designed to provide a relaxing and fun resort environment where guests can just be themselves. The institution offers a variety of accommodations, including the Island City Master Suite, Junior Suites, Cabana House, and Pinnacle Deluxe Suites, all specially designed for comfort and relaxation. Guests can enjoy indoor and outdoor amenities such as a tropical pool, jacuzzi, outdoor dining table, private decks, and unforgettable views.

Welcome to BELLEAIR Rent-A-Car, your premier choice for quality car rentals in the Indian Rocks Beach, St. Pete, and Tampa Bay areas. Conveniently located at 204 4th Avenue North, Indian Rocks Beach, Florida 33785, we offer a hassle-free car rental experience with a wide selection of vehicles to meet your needs. Whether you're a local resident or visiting our beautiful beaches, BELLEAIR Rent-A-Car provides flexible rental options, including long-term rentals and affordable rates, ensuring you have the perfect vehicle for your journey. Our commitment to excellent customer service has earned us a 5-star reputation among local businesses.

Royal Destinations is a premier real estate and travel agency located in the beautiful Santa Rosa Beach, Florida. Our experienced team of professionals is dedicated to helping clients find their dream vacation rental or property in this stunning coastal community. With a wide range of luxury homes, condos, and beachfront properties, we strive to provide top-notch service and personalized attention to ensure a memorable experience for all our clients. Whether you are looking for a relaxing beach getaway or a lucrative investment opportunity, Royal Destinations is here to help you every step of the way. Visit us at 727 Serenoa Road and let us make your royal vacation dreams a reality.

Located at 3145 Commodore Plaza in Miami, Florida, Casa Xabi is a unique dining experience that brings the flavors of the Basque Country to the United States. Chef Xabi, hailing from San Sebastian, has created a menu that combines traditional Basque dishes with a modern twist. With a deep love for his hometown and its culinary traditions, Chef Xabi believes that food is a celebration of culture. Each dish at Casa Xabi is carefully crafted to transport guests to the heart of Basque Country, offering a taste of heritage and passion.

MarBay Suites is a premium lodging institution located at 3110 Philippe Parkway in Safety Harbor, Florida, United States. With a variety of room options including family rooms, suites with king or queen beds, and fully equipped kitchens, MarBay Suites offers a comfortable and convenient stay for all guests. Amenities include free high-speed WiFi, flat-panel televisions, kitchenettes, and more. The vacation homes offered by MarBay Suites are spacious and ideal for large families or groups, with modern amenities such as smart TVs, sound systems, and fully equipped kitchens. Outdoor living spaces include pergolas, fire pits, and BBQ grills, perfect for enjoying the Florida sunshine. The properties also feature unique touches like saunas, tiki bars, and putting greens.

The Capri at Siesta is a charming lodging institution located at 6782 Sarasea Circle in Sarasota, Florida, United States. Situated in the beautiful and elegant surroundings of Sarasota and Siesta Key, The Capri offers comfortable rooms with kitchenettes, premium beds, and large flat screen TVs at competitive rates. Our goal is to provide guests with the best beach vacation experience on Siesta Key. We have recently renovated our hotel to create stylish and well-appointed guest rooms, a private garden courtyard for outdoor dining, and a heated pool for relaxation. Just a few steps away from our property is a private path lined with tropical flora that leads to the world-renowned Siesta Key Beach, known for its powdery white sand, gentle surf, and stunning sunsets.

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.

Welcome to Anclote Village Marina, your premier destination for an unforgettable boating experience on the Anclote River. Located at 1029 Baillies Bluff Road in Holiday, Florida, our marina is perfectly positioned at the mouth of the river, offering seamless access to the Gulf of Mexico and the charming town of Tarpon Springs. Whether you're an avid angler or a casual boater, we provide everything you need for a perfect day on the water. Our state-of-the-art 200-slip dry storage facility ensures your boat is secure, utilizing advanced technology and a powerful 17,000-pound capacity forklift for effortless handling. We also offer floating docks for vessels up to 50 feet and dry storage racks for boats up to 35 feet. For those just passing through, our transient slips provide convenient short-term docking options.

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.

Destin Dreamers is a dynamic institution located in the heart of Miramar Beach, Florida, United States. Specializing in real estate and travel services, Destin Dreamers is dedicated to helping clients fulfill their dreams of owning a piece of paradise or embarking on unforgettable travel experiences. With a team of experienced professionals and a passion for customer satisfaction, Destin Dreamers is committed to providing top-notch service and guidance every step of the way. Whether you're looking to buy a vacation home or plan the trip of a lifetime, Destin Dreamers is here to make your dreams a reality. Visit us at 12272 U.S. 98 and let us help you turn your dreams into memories.

Vista Cay By Millenium is a luxurious lodging institution located at 4874 Cayview Avenue in Orlando, Florida. This stunning property offers guests a perfect blend of comfort and convenience, with spacious and elegantly designed accommodations. Whether you're visiting for business or pleasure, Vista Cay By Millenium provides a tranquil oasis in the heart of the bustling city. Enjoy top-notch amenities, impeccable service, and breathtaking views of the surrounding area. Experience a truly unforgettable stay at Vista Cay By Millenium.

All Vacation Dreams is a premier real estate and travel agency located at 6965 Piazza Grande Avenue in Orlando, Florida. Our vacation homes are the perfect place to create lasting memories with friends and loved ones. Stay near the magic in our homes and experience the ultimate vacation experience. Choose a vacation rental for your next trip to Florida and find your dream villa to start your magical moments. All Vacation Dreams is the best choice for your vacation, providing top-quality homes and exceptional customer service since 2002.

The Villas of St. George Condominiums offer a luxurious and relaxing retreat on the beautiful Saint George Island in Florida, United States. Nestled at 240 West Gorrie Drive, this institution provides a serene atmosphere with stunning views of the surrounding area. With spacious and well-appointed villas, guests can enjoy modern amenities and a peaceful environment just steps away from the beach. Whether you're looking for a romantic getaway or a family vacation, the Villas of St. George Condominiums are the perfect choice for your next escape.

Prime Waters at the Cambria Madeira Beach is a waterfront hotel located at 15015 Madeira Way in Madeira Beach, Florida, United States. This institution offers a refined and relaxed stay, encouraging guests to unwind and enjoy the beautiful surroundings. With a marina on-site and just a short distance from the beach, guests can easily explore the area by land or sea. The rooftop infinity pool and bar provide stunning views of the sunset, perfect for sipping cocktails and taking in the scenery. The fully equipped gym, elevated courtyard, and free Wi-Fi offer additional amenities for guests to enjoy. The hotel's restaurant, Prime Waters, serves locally sourced dishes in a relaxed setting, while the rooftop bar, Ember, offers refreshing drinks and breathtaking sunsets.

Jamaica Royale is a charming lodging institution located at 5830 Midnight Pass Road in Siesta Key, Florida, United States. Nestled in the heart of one of Florida's most popular beach destinations, Jamaica Royale offers guests a relaxing and comfortable stay just steps away from the beautiful white sands of Siesta Key Beach. With a range of accommodations to choose from, including cozy condos and spacious villas, guests can enjoy all the comforts of home while experiencing the beauty of the Gulf Coast. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Jamaica Royale is the perfect choice for your next Siesta Key adventure.

Casiola Orlando is a premier real estate and travel agency located at 6751 Forum Drive in Orlando, Florida. Our team of experienced professionals is dedicated to providing top-notch service to help you find the perfect vacation rental or investment property in the Orlando area. Whether you're looking for a cozy condo near the theme parks or a luxurious villa with all the amenities, we have a wide range of options to suit your needs. Trust Casiola Orlando to make your next trip to the Sunshine State truly unforgettable.

Arena Villas at Blue Angel is a luxurious residential community located in the heart of Pensacola, Florida. Situated at 7137 North Blue Angel Parkway, this stunning property offers a perfect blend of comfort and convenience. The spacious villas are designed with modern amenities and stylish finishes, providing residents with a truly upscale living experience. With easy access to shopping, dining, and entertainment options, as well as beautiful beaches and outdoor recreational activities, Arena Villas at Blue Angel is the ideal place to call home. Experience the best of Florida living at this prestigious address.

Villa del Mar is a luxurious apartment complex located at 500 Sabal Palm Circle in Altamonte Springs, Florida. Our residents have access to three beautiful pools, perfect for enjoying the sunny Florida weather. We also offer three convenient laundry facilities, a playground for children, and two car care centers for all your vehicle maintenance needs. Our door-to-door valet trash service adds an extra level of convenience to your daily routine. With a variety of floor plans available, including studios, one, two, and three-bedroom options, there is something for everyone at Villa del Mar. Contact us for pricing and to schedule a tour of our exceptional amenities.

Villas At Seacrest Beach LLC is a luxurious residential complex situated at 5 Seacrest Beach Boulevard East in Panama City, Florida, United States. This exclusive community offers beautifully designed villas with top-notch amenities, including a pool, fitness center, and private beach access. Residents can enjoy stunning ocean views and a peaceful atmosphere, making it the perfect retreat for those looking for a relaxing and upscale living experience. With its prime location near the beach and convenient access to nearby restaurants and shops, Villas At Seacrest Beach LLC is the ideal choice for those seeking a coastal paradise.

Upstay is a unique institution located at 5728 Major Boulevard in Orlando, Florida, United States. As a hybrid real estate and travel agency, Upstay offers a one-of-a-kind experience for clients looking to invest in vacation properties or book accommodations for their next getaway. With a team of experienced professionals who are knowledgeable about both the real estate market and travel industry, Upstay provides personalized services to help clients find the perfect property or vacation rental that meets their needs and preferences. Whether you're looking to buy a second home in a popular tourist destination or plan a memorable vacation with your loved ones, Upstay is the go-to institution for all your real estate and travel needs.

HarborView Grande is a luxurious real estate and travel agency located at 530 South Gulfview Boulevard in Clearwater, Florida. This institution offers stunning vacation rentals with beautiful views of Clearwater Bay and the famous white sandy beaches. The condos feature modern amenities such as a new AC system with UV light protection, corian counters, and GE profile appliances. Guests can enjoy a heated pool and spa, as well as easy access to restaurants, shopping, and water activities on Clearwater Beach. With a weekly minimum rental and great prices, HarborView Grande is the perfect vacation spot. For reservations, contact Diane at 413-532-3221 or diane@outercoast.com. Explore the nearby restaurants and attractions, such as Frenchy’s, Amici’s Italian Eatery, and Clearwater Aquarium. Experience the best of Clearwater Beach at HarborView Grande!

Forgotten Shores Properties is a premier real estate and travel agency located at 249 U.S. 98 in Eastpoint, Florida, United States. Specializing in beachfront properties and vacation rentals, our team of experienced agents is dedicated to helping clients find their perfect slice of paradise along the forgotten shores of Florida. Whether you are looking to buy a home, rent a vacation property, or plan a getaway to the beautiful Gulf Coast, Forgotten Shores Properties is here to assist you every step of the way. Contact us today to start your journey to the Forgotten Shores!

Casa Du SoleO is a charming Italian restaurant located in Tamarac, Florida. Situated at 6969 Royal Palm Court, this cozy eatery offers a warm and inviting atmosphere for guests to enjoy authentic Italian cuisine. From homemade pasta dishes to wood-fired pizzas, Casa Du SoleO prides itself on serving delicious food made with quality ingredients. Whether you're looking for a romantic dinner for two or a casual meal with friends, Casa Du SoleO is the perfect spot to savor traditional Italian flavors in a relaxed setting. Visit us today and experience a taste of Italy right here in Tamarac.

Enclave by Vacasa is a real estate and travel agency located at 3655 Scenic Highway 98 in Destin, Florida. This sun-kissed paradise offers pristine beaches, turquoise waters, and endless activities for both relaxation and adventure. With 83 pet-friendly homes and 1738 vacation rentals with internet access, Enclave by Vacasa ensures a comfortable and connected stay for all guests. Their professional housekeeping team ensures that each home is clean and well-stocked for a stress-free arrival. Located along Florida's Emerald Coast, Destin boasts stunning shorelines, crystal-clear waters, and a vibrant coastal vibe. The city's white sandy beaches, made of pure Appalachian quartz, stay cool even in the summer heat and create the emerald tint of the water. Visitors can enjoy water sports, renowned seafood, and a range of outdoor activities in this postcard-perfect coastal landscape.

The Coquina House is a charming lodging facility located at 460 Sturdivant Avenue in Atlantic Beach, Florida. This historic institution offers a unique and cozy atmosphere for guests looking to relax and unwind by the beach. The property features beautifully decorated rooms, modern amenities, and a welcoming staff dedicated to ensuring a comfortable stay for all visitors. With its convenient location near the beach and various attractions, The Coquina House is the perfect choice for a memorable getaway in Atlantic Beach.

CaliFlorida Dreamin' STR is a premier real estate agency located at 7935 Sweet Retreat Lane in Perdido Key, Florida. Specializing in vacation rentals and investment properties, our team of experienced agents is dedicated to helping clients find their dream home or rental property in the beautiful coastal area of Perdido Key. With a focus on personalized service and attention to detail, we strive to make the buying or renting process as smooth and stress-free as possible. Whether you're looking for a beachfront condo, a luxury villa, or a cozy cottage, CaliFlorida Dreamin' STR is here to help you find the perfect property to suit your needs and lifestyle. Contact us today to start your real estate journey in paradise!

Pensacola Breeze is a real estate and travel agency located in Pensacola, Florida, United States. Save your spot along white sand beaches, family-friendly activities, and the Gulf of Mexico’s emerald waters with a Pensacola vacation rental. The city has a rich cultural history, stunning coastal scenery, and kid-friendly fun. Explore Pensacola Beach with a gulf-front beach condo and never miss a wave. With 40 homes allowing dogs and 163 homes with internet access, you can stay connected and bring your furry friend along. Our professional housekeepers ensure that all homes are clean and well-stocked for your arrival. Whether you're here for the history or the beaches, there's something for everyone at our Pensacola vacation homes. From sandy beaches to historic landmarks, Pensacola offers a friendly and welcoming atmosphere for your next Florida getaway. Explore the Emerald Coast with Pensacola condo rentals and enjoy all that this coastal city has to offer.

Grayton Coast Properties is a reputable real estate agency located in the charming town of Santa Rosa Beach, Florida. Our team of experienced agents are dedicated to helping clients find their dream properties along the stunning Grayton Coast. Whether you are looking for a beachfront vacation home, a cozy cottage in the historic district, or a luxurious waterfront estate, we have the expertise and resources to make your real estate dreams a reality. Visit us at 133 Defuniak Street to start your journey towards finding the perfect property along the beautiful Grayton Coast.

Heritage Key Villas is a luxurious resort located at 2089 Heritage Key Boulevard in Kissimmee, Florida, United States. This stunning property offers spacious and beautifully appointed villas, perfect for families or groups looking for a comfortable and stylish accommodation option. Guests can enjoy a range of amenities including a sparkling swimming pool, a fitness center, and a clubhouse. The resort is conveniently located near popular attractions such as Walt Disney World and Universal Studios, making it the ideal base for exploring all that central Florida has to offer. Experience the ultimate in relaxation and convenience at Heritage Key Villas.

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.