TOP 30 Vacation home for rent in Holiday, Florida

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HomeStay Lodge is a cozy and welcoming lodging institution located at 6305 Mobile Highway in Pensacola, Florida. Our lodge offers comfortable accommodations for guests looking for a home away from home during their stay in the beautiful city of Pensacola. With a convenient location and friendly staff, HomeStay Lodge is the perfect choice for travelers seeking a comfortable and affordable place to stay. Book your room with us today and experience true southern hospitality at HomeStay Lodge.

Gateway Inn is a welcoming lodging establishment located at 601 South Navy Boulevard in Pensacola, Florida, United States. Situated in a convenient location, Gateway Inn offers comfortable and affordable accommodations for travelers looking to explore the beautiful city of Pensacola. With a range of amenities and friendly staff, guests can enjoy a relaxing stay at this charming institution. Whether you are visiting for business or pleasure, Gateway Inn is the perfect choice for your accommodation needs.

Best Western Gateway To The Keys is a charming lodging institution located at 411 South Krome Avenue in Florida City, Florida. Situated just a short drive away from the beautiful Florida Keys, this hotel serves as the perfect gateway to all the wonders the area has to offer. Guests can enjoy comfortable accommodations, modern amenities, and friendly service during their stay. Whether you are visiting for business or leisure, Best Western Gateway To The Keys provides a convenient and welcoming home base for your travels in South Florida.

Tiki Beach Condominiums is a charming lodging option located at 468 Abalone Court in Fort Walton Beach, Florida. Nestled along the beautiful coastline of the Gulf of Mexico, this institution offers guests a relaxing and comfortable stay in spacious and well-appointed condos. With easy access to the beach, guests can enjoy stunning ocean views and the sound of waves crashing against the shore. The property also features amenities such as a swimming pool, barbecue area, and easy access to nearby attractions and restaurants. Whether you're looking for a peaceful retreat or a fun-filled beach vacation, Tiki Beach Condominiums is the perfect choice for your stay in Fort Walton Beach.

Commodore's Retreat is a luxurious waterfront lodging establishment located at 561 Eastern Lake Road in Santa Rosa Beach, Florida. This stunning property offers guests a unique blend of comfort and elegance, with spacious accommodations and breathtaking views of the surrounding landscape. As both a real estate and travel agency, Commodore's Retreat specializes in providing guests with unparalleled vacation experiences. Whether you are looking to rent a vacation home, purchase a property, or plan a memorable getaway, their team of experts is dedicated to helping you find the perfect solution for your needs.

Villa Lago Sandestin is a luxurious Mediterranean-style lodging institution located at 1962 Baytowne Loop in Miramar Beach, Florida. Situated within the gated Sandestin community, guests have access to world-class amenities such as golf courses, beaches, and shopping. The homes in Villa Lago feature Italian and rustic architectural motifs, with three and four-bedroom floorplans ranging from 1,600 to 2,700 sq feet. Constructed between 2007 and 2018, these homes boast tall 10' ceilings and updated features, including garages. Residents can enjoy stunning views of the Baytowne golf course and water features, with some homes overlooking the manicured greens of the fairways. Amenities include a private community pool, fitness center, clubhouse, and congregation room, as well as access to two Sandestin Owners Association pools. Whether you are looking for a year-round residence or a vacation home, Villa Lago Sandestin offers flexibility for short or long-term rentals. With easy access to the Village of Baytowne Wharf and nearby attractions, Villa Lago Sandestin is the perfect destination for those seeking upscale golf course living on the Emerald Coast.

Villa 29 at Hidden Dunes is a luxurious lodging option located in Miramar Beach, Florida, United States. This beautiful villa offers guests a comfortable and stylish retreat, with spacious rooms, modern amenities, and stunning views of the surrounding area. Perfect for a relaxing beach getaway or a fun-filled family vacation, Villa 29 at Hidden Dunes is the ideal choice for those looking to experience the beauty and charm of the Florida coast. With its convenient location and top-notch service, this institution is sure to provide guests with an unforgettable stay.

A Windswept Beach House is a charming lodging option located at 13311 Oleander Drive in Panama City Beach, Florida. Situated right on the beach, this cozy house offers stunning views of the ocean and a peaceful atmosphere perfect for relaxation. Guests can enjoy the sound of the waves and the gentle sea breeze from the comfort of their own private beachfront accommodation. With its convenient location and comfortable amenities, A Windswept Beach House is the ideal destination for a beach getaway in the United States.

WoodSpring Suites Davenport FL is a comfortable and convenient lodging option located at 702 Champions Dr in Davenport, Florida. This extended stay hotel offers spacious and well-equipped rooms with all the amenities needed for a relaxing stay. Guests can enjoy a fully equipped kitchen, free Wi-Fi, and access to on-site laundry facilities. The hotel is conveniently located near popular attractions such as Disney World and Universal Studios, making it a great choice for both leisure and business travelers. With its affordable rates and excellent customer service, WoodSpring Suites Davenport FL is the perfect choice for your next stay in the Sunshine State.

Margaritaville Cottages Orlando is a charming lodging institution located at 8011 Fins Up Circle in Kissimmee, Florida, United States. Nestled in a tropical paradise, this resort offers a relaxing and fun-filled getaway for guests of all ages. The cottages are beautifully decorated in a laid-back island style, creating a cozy and inviting atmosphere. Guests can enjoy a range of amenities including a pool, restaurant, and activities for the whole family. Whether you're looking to unwind by the pool or explore the nearby attractions, Margaritaville Cottages Orlando is the perfect destination for your next vacation.

Windsor at Westside Resort & Clubhouse is a popular lodging destination located at 2100 Tripoli Court in Kissimmee, Florida. Established in 2015 by Pulte Homes, this resort community offers a unique experience for guests of all ages. The 10,000 sq.ft. clubhouse features a kid's activity center, Tu Casa Bar and Lounge, a game room, and a resort-style pool with a waterslide, lazy river, hot tub, and Kids' water playground. Tu Casa Bar & Lounge offers poolside dining with a variety of delicious food options and a full-service bar serving liquor, beer, wine, and frozen favorites. The resort includes single-family pool homes and townhomes ranging from 4 to 9 bedrooms, perfect for family vacations. With popular attractions like Disney, Sea World, Universal Studios, and Legoland nearby, Windsor at Westside Resort is the ideal destination for your next family trip.

Mark's Sunrise Lakes Villa is a charming and inviting institution located at 1500 Morning Star Drive in Clermont, Florida. This beautiful villa offers a serene and picturesque setting, perfect for a relaxing getaway or a fun-filled vacation. With spacious and comfortable accommodations, guests can enjoy all the comforts of home while taking in the stunning views of the surrounding lakes and lush landscape. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply soak up the Florida sunshine, Mark's Sunrise Lakes Villa is the perfect destination for your next escape.

Westridge Resort Villas is a charming lodging facility located at 209 Ambersweet Way in Davenport, Florida, United States. Nestled in a peaceful and picturesque neighborhood, this resort offers comfortable and spacious villas for guests to enjoy a relaxing stay. With modern amenities, a beautiful outdoor pool, and easy access to nearby attractions, Westridge Resort Villas is the perfect choice for travelers looking for a home away from home in the Sunshine State.

Monticello Motel is a charming lodging establishment located at 28550 US Highway 27 in Dundee, Florida. Our motel offers comfortable and affordable accommodations for travelers looking to explore the beautiful surroundings of central Florida. With spacious rooms, friendly staff, and convenient amenities, Monticello Motel is the perfect choice for your next stay in the area. Whether you're visiting for business or leisure, our motel provides a relaxing atmosphere for guests to unwind and enjoy their time away from home. Experience true Southern hospitality at Monticello Motel during your stay in Dundee, Florida.

Barbados Golf View Villa is a spacious and relaxing lodging located at 3046 Barbados Lane in Haines City, Florida. This family-friendly retreat is perfect for those looking to escape the hustle and bustle of everyday life and enjoy some quality time together. The villa features 4 bedrooms and 3 bathrooms, as well as a private pool and game room for added entertainment. Golf enthusiasts will love the proximity to Southern Dunes Golf & Country Club, as well as other nearby golf courses. For those looking for theme park fun, Walt Disney World and Universal Studios are just a short drive away. Other nearby attractions include ICON Park, SeaWorld Orlando, and downtown Orlando.

Flip Flop Cottages is a charming lodging institution located at 8254 Midnight Pass Road in Sarasota, Florida. Our cozy cottages are perfect for those looking for a relaxing getaway near the beautiful beaches of the Gulf Coast. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the laid-back atmosphere and tropical surroundings, making it an ideal destination for a beach vacation. Whether you're looking to unwind by the pool or explore the nearby attractions, Flip Flop Cottages offers a memorable experience for all guests.

LJ's Cottages at Point of Rocks is a charming lodging option located at 1021 Point of Rocks Road in Sarasota, Florida. This unique property offers cozy cottages for rent, making it the perfect destination for travelers looking for a relaxing and comfortable stay. As a real estate agency, LJ's Cottages also offers opportunities to purchase vacation homes in this picturesque area. Additionally, the on-site travel agency can help guests plan their perfect getaway, whether it be exploring the local attractions or simply relaxing on the nearby beaches. Experience the beauty of Sarasota at LJ's Cottages at Point of Rocks.

Matlacha Cottages & Villa is a charming lodging institution located at 4760 Pine Island Road in Matlacha, Florida, United States. Situated on the open sunset waters of the Matlacha Aquatic Preserve, this establishment offers two 2-bedroom/2-bath cottages for guests to enjoy. For those seeking a more budget-friendly option, there is also the choice to book a studio accommodation. Whether you are looking for a relaxing getaway or a fun-filled vacation, Matlacha Cottages & Villa provides a peaceful and picturesque setting for your stay.

Myerside Resort and Cottages is a charming lodging option located at 145 School Street in Fort Myers Beach, Florida, United States. Nestled in a picturesque setting, this resort offers a peaceful retreat for guests looking to unwind and relax. The cottages are well-appointed and feature modern amenities for a comfortable stay. Guests can enjoy the beautiful surroundings, take a dip in the pool, or simply relax on the beach just steps away. With its convenient location and welcoming atmosphere, Myerside Resort and Cottages is the perfect choice for a memorable vacation in Fort Myers Beach.

Villas by Christine is a charming lodging institution located at 220 7th Avenue North in Safety Harbor, Florida, United States. Each villa has its own front entrance, private back patio, and driveway, providing guests with a sense of privacy and exclusivity. The fully stocked kitchens come equipped with large appliances and everything needed for a quality home-cooked meal. To start your day off right, drip coffee machines and a variety of teas are provided. Guests can relax and enjoy the Harbor Life experience, feeling like honorary locals. The villas are conveniently located just steps away from Main Street Safety Harbor, allowing easy access to restaurants, boutiques, parks, and the town's many festivals. The cozy villas, representing favorite destinations such as Italia, Key West, and Safety Harbor, have been a passion project for over 17 years, welcoming over 1,000 guests.

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.

Experience Kissimmee, Florida, located at 215 Celebration Place, is a local government office that invites you to enjoy a world of vacation fun in the heart of Florida. With sunny skies, beautiful rivers, and sparkling lakes, Kissimmee is the perfect destination for adventure and relaxation. Explore world-famous theme parks, outdoor activities, legendary golf courses, and a variety of attractions for all ages. Indulge in delicious dining options, exciting entertainment districts, and vibrant festivals throughout the year. Choose from a wide range of accommodations, from vacation rentals to luxury resorts, in the Vacation Home Capital of the World®. Join hosts Jen Bonner and Ming Chen on The Kissimmee Experience and discover all that this vibrant city has to offer. Embrace diversity and inclusivity at Experience Kissimmee, where all visitors are welcomed with open arms.

Ariel Dunes By Ocean Reef Resorts is a premier real estate and travel agency located at 112 Seascape Drive in Destin, Florida. Our agency specializes in luxury vacation rentals, beachfront properties, and investment opportunities in the beautiful Destin area. With a team of experienced agents and a wide range of properties to choose from, we are dedicated to helping our clients find their perfect vacation home or investment property. Whether you are looking for a relaxing beach getaway or a profitable real estate investment, Ariel Dunes By Ocean Reef Resorts is here to assist you every step of the way. Contact us today to start your journey to owning a piece of paradise in Destin, Florida.

Calypso Tower III by Panhandle Getaways is a premier real estate and travel agency located at 15928 Front Beach Road in Panama City Beach, Florida, United States. Our luxurious beachfront property offers stunning views of the Gulf of Mexico and top-of-the-line amenities for guests to enjoy during their stay. Whether you're looking to invest in a vacation property or book a memorable getaway, our experienced team is dedicated to providing exceptional service and helping you make the most of your time in beautiful Panama City Beach.

BabyQuip Baby Gear Rentals Aubrie Rose is a convenient and reliable option for renting baby gear in Lake Worth Beach, Florida. Located at 6750 Hypoluxo Road, this store offers a variety of high-quality baby equipment for rent in Palm Beach, Martin County, Broward County, and Palm Beach Airport. Customers have the option to pick up and return their gear at a designated location, saving on delivery charges. The owner, Aubrie Rose, is praised for her excellent communication and customer service. Renting gear such as the Snoo has made traveling with a baby much easier for many satisfied customers. Contact Aubrie Rose directly for more information or to make a reservation.

HomeTowne Studios Orlando South is a cozy and convenient lodging option located at 9435 Delegates Drive in Orlando, Florida. This institution offers comfortable and affordable accommodations for both short and long-term stays. The rooms are well-equipped with amenities such as a kitchenette, free Wi-Fi, and cable TV. Guests can also enjoy the outdoor pool and barbecue area. The friendly staff is always ready to assist guests with any needs they may have. Whether you are visiting Orlando for business or pleasure, HomeTowne Studios Orlando South is the perfect choice for a comfortable and enjoyable stay.

Pasa Tiempo Waterfront Resort is a charming lodging located at 7141 Bay Street in the beautiful St. Pete Beach, Florida. This waterfront resort offers a serene and relaxing atmosphere with stunning views of the bay. Guests can enjoy comfortable accommodations, a sparkling swimming pool, and easy access to the beach. The resort is perfect for those looking to unwind and escape the hustle and bustle of everyday life. Experience a peaceful retreat at Pasa Tiempo Waterfront Resort.

Casa Grandview is a charming lodging establishment located at 1410 Georgia Avenue in West Palm Beach, Florida. This unique property offers a variety of luxurious accommodations, including suites, cottages, and villas, all beautifully decorated and equipped with modern amenities. As a real estate agency, Casa Grandview also offers vacation rentals and real estate services for those looking to purchase or rent a property in the West Palm Beach area. Additionally, as a travel agency, Casa Grandview can help guests plan their perfect getaway, whether it be a romantic weekend escape or a family vacation. With its convenient location and personalized service, Casa Grandview is the ideal destination for those seeking a memorable and relaxing stay in West Palm Beach.

Coastal Cottage is a charming furniture store and home goods store located at 300 Corey Avenue in St. Pete Beach, Florida. With a wide selection of coastal-inspired furniture, decor, and accessories, Coastal Cottage is the perfect place to find everything you need to create a relaxing and stylish beach house aesthetic. In addition to their retail offerings, Coastal Cottage also offers general contracting services for those looking to renovate or remodel their homes. Whether you're looking for a unique piece of furniture or need help with a home improvement project, Coastal Cottage has you covered. Visit them today and bring a touch of the beach into your home!

Angelfish @ The Retreat at Miramar is a charming institution located at 55 Wadleigh Way in Miramar Beach, Florida. This serene retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy a truly rejuvenating experience. The institution features luxurious accommodations, top-notch amenities, and impeccable service to ensure a memorable stay for all visitors. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Angelfish @ The Retreat at Miramar is the perfect destination for your next escape.