The 30 Best Florida home rentals in Holiday, Florida

Access Hideaways is a premier real estate and travel agency located at 8970 Candy Palm Road in Kissimmee, Florida. Specializing in luxury vacation rentals and property sales, our team of experts is dedicated to helping clients find the perfect hideaway for their next getaway. Whether you're looking for a cozy cabin in the mountains or a beachfront villa, we have a wide range of options to suit every taste and budget. With personalized service and attention to detail, Access Hideaways is your go-to destination for creating unforgettable travel experiences. Contact us today to start planning your dream vacation or investment property.

Mad Men Magic Kingdom House is a unique lodging institution located at 2751 Emerald Island Boulevard in Kissimmee, Florida, United States. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is only a short walk to the beach. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, located just 6 miles from Walt Disney World. We also offer a 6 bedroom, 4 full bath lakefront home near Wisp Ski Resort with a modern rustic vibe and a retro game room.

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.

Solterra Sunset Villa is a luxurious private retreat located at 4401 Acorn Court in Davenport, Florida. This stunning real estate property, managed by a reputable travel agency, offers breathtaking southwest facing lake views within the prestigious Solterra Resort. As part of a gated community, guests can enjoy an extra level of security and exclusive access to resort amenities just one block away. The villa features 6 bedrooms, 4.5 bathrooms, and can accommodate up to 12 guests. The first floor of the villa boasts a spacious living room, dining room, and fully equipped kitchen with access to a patio overlooking the lake. A master bedroom suite with a king-size bed and ensuite bathroom is also located on this floor, along with a convenient half bathroom and laundry room.

Orlando Luxury Escapes is a premier real estate and travel agency located at 4840 Cayview Avenue in Orlando, Florida. Specializing in luxury vacation rentals and properties, our team of experts offers unparalleled service and expertise to help clients find their dream escape in the Sunshine State. Whether you're looking for a lavish vacation rental or a high-end property investment, Orlando Luxury Escapes is dedicated to providing top-notch service and personalized attention to make your experience unforgettable. Contact us today to start planning your next luxury getaway in Orlando.

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.

Collwood Condos is a premier real estate and travel agency located at 13440 Gulf Lane in beautiful Madeira Beach, Florida. Our agency specializes in providing luxurious and comfortable condominiums for both short-term vacation rentals and long-term stays. With stunning views of the Gulf of Mexico and easy access to the beach, Collwood Condos offers the perfect combination of relaxation and convenience for all of our guests. Whether you're looking for a weekend getaway or a new permanent residence, our experienced team is dedicated to helping you find the perfect property to suit your needs. Contact us today to start planning your next unforgettable stay at Collwood Condos.

Greater Orlando Property Management is a leading property management company located at 249 Maitland Avenue in Altamonte Springs, Florida. With a strong presence in the Greater Orlando area, we specialize in managing residential and commercial properties to ensure they are well-maintained and profitable for our clients. Our team of experienced professionals provide top-notch services including tenant screening, rent collection, property maintenance, and more. Trust Greater Orlando Property Management to handle all your property management needs with efficiency and expertise.

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.

Haven Beach Hideaways is a premier real estate and travel agency located at 610 Gulf Boulevard in Indian Rocks Beach, Florida. Our agency specializes in providing luxurious beachfront vacation rentals for those seeking the ultimate getaway experience. With stunning views of the Gulf of Mexico and top-notch amenities, our properties offer the perfect retreat for relaxation and rejuvenation. Whether you are looking for a romantic escape or a family-friendly vacation, Haven Beach Hideaways can help you find the perfect rental to suit your needs. Contact us today to start planning your dream beach vacation!

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.

Vunique Vacations is a premier real estate and travel agency located at 1144 Tallevast Road in Sarasota, Florida. We specialize in providing unique and unforgettable vacation experiences for our clients. Whether you're looking for a luxury beachfront property or a charming villa in the countryside, our team of experts is here to help you find the perfect vacation rental. With years of experience in the industry, we have established relationships with top properties around the world to ensure that you have access to the best accommodations. Contact us today to start planning your dream vacation with Vunique Vacations.

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.

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.

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.

PMI Sarasota is a reputable real estate asset management company located at 1800 2nd Street in Sarasota, Florida. As a full-service agency, we offer professional residential and short-term services using state-of-the-art technology to keep property owners informed and tenants satisfied. Our locally owned and operated office is part of a well-established franchise that has been revolutionizing the property management industry for nearly two decades. We pride ourselves on our proven marketing methods to attract high-quality tenants, thorough screening process, on-time rent payments, prompt maintenance services, worry-free accounting, and legal compliance. Our team conducts regular inspections to ensure your property remains in optimal condition and offers premier residential property management services. For those interested in short-term rentals, we provide hospitality services to enhance guest satisfaction and create memorable experiences.

Magnolia House is a premier real estate and travel agency located at 1954 Magnolia Street in the beautiful city of Sarasota, Florida. Our dedicated team of professionals is committed to helping clients find their dream home or plan the perfect vacation getaway. With years of experience and expertise in the local real estate market, we are proud to offer personalized service and customized solutions to meet the unique needs of each client. Whether you are looking to buy, sell, or rent a property, or in need of assistance planning a memorable trip, Magnolia House is here to help every step of the way. Visit us today and let us turn your real estate and travel dreams into reality.

Saddlebag Lake Resort Association is a picturesque lodging institution located at 499 Saddle Bag Road in Lake Wales, Florida, United States. Situated among orange groves and overlooking the tranquil Saddlebag Lake, this resort is a 55 community consisting of 790 owners who are part of the Saddlebag Lake Owners Association. Guests can enjoy a peaceful and relaxing stay surrounded by natural beauty and a close-knit community atmosphere.

The Anchorage on Siesta Key is a luxurious vacation rental institution located at 6415 Midnight Pass Road in Sarasota, Florida, United States. The management is known for their excellent communication and ensuring a smooth stay for all guests. Visitors rave about the extraordinary rental homes and the pleasant and friendly staff. The institution offers a top-notch vacation experience, with guests returning year after year. The Anchorage is the perfect place to book your holiday with Global Vacation Rentals, especially for events like the Fourth of July in Siesta Key or the Sarasota Powerboat Grand Prix Festival. Don't miss out on the opportunity to stay at this amazing institution!

LuLu's Key House is a charming lodging located at 5247 Calle Menorca in Siesta Key, Florida. Offering competitive rates at $185 per night, this oasis in the heart of Siesta Key Village is just a short walk away from the beach. Guests can enjoy a range of free activities daily, including access to a heated communal pool, communal washers and dryers, and a locked beach cart with beach towels and umbrella. The second level 1 bedroom, 1 bath condo has been completely renovated with high-end finishings, including crown molding, solid stone counters, stainless kitchen appliances, and porcelain plank tile. The living room is beautifully decorated in serene beach colors, with a flat screen TV and queen sofa sleeper. The modern kitchen is fully stocked, and the bedroom features a queen bed with memory foam mattress.

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.

Welcome to Villa Paradise Isle Vacation Rental in Cape Coral, Florida. This real estate and travel agency is located at 2126 Southeast 14th Terrace in Cape Coral, Florida, United States. Villa Paradise Isle offers a luxurious 4-bedroom vacation rental equipped with all the amenities you need for a memorable holiday. Each bedroom features a 50" Roku Smart TV, and the villa also includes bikes, kayaks, fishing gear, and beach gear for outdoor enthusiasts. The fully equipped kitchen has a double oven, dishwasher, and microwave drawer, while the living area boasts a 70" Vizio Smart TV and Bluetooth speaker. The villa has a pool with a cascading waterfall spa, outdoor bar, and dock with gulf canal views. Enjoy entertainment options such as board games, an indoor shuffleboard table, and an arcade with over 5,000 games. The villa is conveniently located near local beaches, parks, restaurants, and entertainment options. Contact Villa Paradise Isle for more information about booking your dream vacation in Cape Coral, Florida.

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!

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.

Tropical Sands Group and Sands Property Management LLC is a well-established institution located at 26381 South Tamiami Trail in Bonita Springs, Florida, United States. With a commitment to providing exceptional property management services, they specialize in managing a diverse portfolio of properties including residential, commercial, and vacation rentals. Their experienced team of professionals work tirelessly to ensure that each property is maintained to the highest standards and that tenants are satisfied with their living or working environment. Whether you are a property owner looking for reliable management services or a tenant in search of a new rental, Tropical Sands Group and Sands Property Management LLC is dedicated to meeting your needs with professionalism and expertise.

Haze Estate is a luxurious real estate and travel agency located at 26010 Morton Avenue in Bonita Springs, Florida. This stunning holiday home offers everything you need for a memorable Sunshine State getaway, with lush landscaping, plenty of space, and privacy. The 4,500-square-foot Estate features 3 bedrooms, 3 full baths, and 2 half baths, with a variety of sleeping arrangements including bunk beds and a sleeper sofa. Amenities include a fully equipped kitchen, free WiFi, flat-screen TVs with Roku, and more. Located close to beaches, kayaking, boat tours, shopping, and more, Haze Estate is the perfect destination for your Florida vacation. Book your stay through Air Bnb or Vrbo and experience the beauty of Bonita Springs at Haze Estate.

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.