The 30 Best Luxury hotel stay in Holiday, Florida

579 Little Harbor is a charming lodging institution located at 579 Bahia Beach Boulevard in Ruskin, Florida, United States. Situated along Southern California's coastline, this cozy retreat offers a perfect setting for a relaxing and memorable vacation experience. Whether you're looking to explore the scenic beaches, historic landmarks, cultural experiences, or outdoor adventures, 579 Little Harbor is the ideal place to stay. With the rise in popularity of short-term rentals, 579 Little Harbor offers professional property management services specialized in short-term rentals, ensuring a stress-free and enjoyable experience for guests. The town of Keystone, where the institution is located, is known for its friendly atmosphere and welcoming community, making visitors feel right at home.

Bella Sirena Inn is a charming lodging establishment located at 635 Corey Avenue in St. Pete Beach, Florida, just minutes away from the beach. Our clean and spacious rooms are equipped with modern amenities such as free WiFi, microwave, refrigerator, coffee/tea brewer, air conditioning, and flat-screen TV. We also offer ADA accessible options for guests with special needs. Please note that turn down service is not provided unless requested. Smoking is strictly prohibited inside the rooms, and guests will be subject to a minimum charge of $100 for violating our nonsmoking policy. By booking with us, guests agree to adhere to our policies.

Sandcastle Resort at Lido Beach is a charming lodging destination located right on the beautiful shores of Lido Beach in Sarasota, Florida. With its prime location at 1540 Benjamin Franklin Drive, guests can enjoy stunning views of the Gulf of Mexico and easy access to the soft sandy beach just steps away. The resort offers comfortable accommodations, a range of amenities including a pool, on-site dining options, and friendly service. Whether you're looking for a relaxing beach getaway or a fun-filled vacation, Sandcastle Resort at Lido Beach is the perfect choice for your stay in sunny Sarasota.

Solterra Beach Villa is a luxurious vacation rental located in Davenport, Florida, just a short drive away from Disney World. This 5-bedroom, 5-bathroom villa is privately owned and operated, offering a 5-star experience for guests. As soon as you step inside, you'll be greeted with a bright and inviting atmosphere, thanks to the large windows and cathedral ceilings in the living room. The open-concept kitchen, dining, and living area provide plenty of space for your family to come together and create lasting memories. With two master suites, each equipped with a king-sized bed, comfort is never compromised. The main floor master suite even has direct access to the pool. The villa also features a Mickey Mouse-themed twin room that kids will love, as well as a loft area with games and entertainment for the whole family to enjoy. The garage has been transformed into a theater room, perfect for watching movies or the big game.

Grenelefe Golf and Tennis Resort is a premier lodging destination located at 3271 Camelot Drive in Haines City, Florida, United States. Nestled in a picturesque setting, this resort offers top-notch accommodations and amenities for guests looking to enjoy a relaxing getaway. With its beautiful golf courses and tennis facilities, Grenelefe is the perfect destination for sports enthusiasts and leisure travelers alike. Whether you're looking to improve your swing on the green or unwind on the court, this resort has something for everyone. Experience luxury and comfort at Grenelefe Golf and Tennis Resort.

Trafalgar Village Resort is a charming lodging destination nestled in the heart of Kissimmee, Florida. Located at 2501 Old Kent Circle, this resort offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. The resort features a variety of amenities including a swimming pool, fitness center, and beautifully landscaped grounds. With its convenient location near popular attractions such as Disney World and Universal Studios, Trafalgar Village Resort is the perfect choice for families and couples looking to experience all that central Florida has to offer. Book your stay today and discover the beauty and relaxation of Trafalgar Village Resort.

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.

Golden Host Resort Sarasota is a charming lodging institution located in the heart of Sarasota, Florida. Situated at 4675 North Tamiami Trail, this resort offers a comfortable and relaxing stay for guests looking to experience the beauty of the Sunshine State. The resort boasts well-appointed rooms, a sparkling outdoor pool, and a convenient location near popular attractions such as Siesta Key Beach and the Ringling Museum. Whether you're visiting for business or pleasure, Golden Host Resort Sarasota provides a welcoming atmosphere and top-notch hospitality for all guests.

Lake Wales Campground is a peaceful retreat nestled in the heart of Lake Wales, Florida. Located at 15898 US Highway 27, this charming campground offers a variety of lodging options for visitors looking to immerse themselves in the beauty of nature. Whether you prefer to pitch a tent, park your RV, or stay in a cozy cabin, Lake Wales Campground has something for everyone. The well-maintained park features lush greenery, serene walking trails, and a tranquil lake perfect for fishing or kayaking. Escape the hustle and bustle of everyday life and unwind in the natural surroundings of Lake Wales Campground.

Hunnewell's Cottages is a charming lodging establishment located at 2060 US Highway 27 in Avon Park, Florida. Nestled in a peaceful and scenic area, this institution offers cozy and comfortable cottages for guests to relax and unwind. Each cottage is equipped with modern amenities and is tastefully decorated to create a warm and inviting atmosphere. Guests can enjoy the tranquility of the surrounding nature while being conveniently located near local attractions and amenities. Whether you are looking for a romantic getaway or a family vacation, Hunnewell's Cottages is the perfect destination for a memorable stay in the heart of 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.

Shephard's Beach Resort is a luxurious lodging destination located at 619 South Gulfview Boulevard in Clearwater, Florida. Situated right on the stunning Gulf Coast, this resort offers guests a perfect beachside getaway with breathtaking ocean views and top-notch amenities. From spacious rooms and suites to a variety of dining options and entertainment venues, Shephard's Beach Resort has everything you need for a memorable stay. Whether you're looking to relax by the pool, enjoy water sports on the beach, or dance the night away at the on-site nightclub, this resort has something for everyone. Come experience the ultimate in beachfront luxury at Shephard's Beach Resort.

Siesta Key Beachside Villas is a charming lodging option located at 124 Columbus Boulevard in the beautiful city of Sarasota, Florida, United States. Situated just steps away from the pristine white sands and crystal-clear waters of Siesta Key Beach, this beachside retreat offers guests a relaxing and luxurious stay. The villas are tastefully decorated and equipped with modern amenities, providing a comfortable and convenient home away from home. Whether you're looking to unwind by the pool, explore the vibrant local area, or simply soak up the sun on the beach, Siesta Key Beachside Villas is the perfect choice for your next vacation getaway.

Southern Dunes is a prestigious institution located at 110-300 Highway 17 in Davenport, Florida, United States. This renowned establishment offers top-notch amenities and facilities for its members and guests. Situated in a beautiful and serene setting, Southern Dunes is the perfect destination for those looking to relax and enjoy a round of golf on its pristine course. With impeccable service and a welcoming atmosphere, Southern Dunes is a premier destination for golf enthusiasts and those seeking a luxurious retreat in the heart of Florida.

The Gasparilla Inn & Club is a luxurious lodging institution located at 500 Palm Avenue in Boca Grande, Florida. This historic and charming hotel offers elegant accommodations, impeccable service, and a range of amenities for guests to enjoy during their stay. With its picturesque surroundings and top-notch facilities, the Gasparilla Inn & Club is the perfect destination for a relaxing getaway or special event. Experience the ultimate in comfort and hospitality at this iconic Florida retreat.

Encore Harbor Lakes is a charming campground and RV park located in the picturesque Port Charlotte, Florida. Situated at 3737 El Jobean Road, this institution offers a serene and tranquil setting for guests to enjoy a relaxing getaway. The park features well-maintained grounds, spacious RV sites, and cozy lodging options for visitors seeking a comfortable stay. Guests can take advantage of the on-site amenities including a swimming pool, clubhouse, and recreational activities. Whether you're looking to unwind in nature or explore the nearby attractions, Encore Harbor Lakes is the perfect destination for a memorable vacation experience.

Villa Aqua Pearl is a luxurious waterfront retreat located at 150 Island Court in Rotonda West, Florida. This stunning institution offers a serene and tranquil setting with breathtaking views of the water. The villa features modern amenities and stylish decor, providing guests with a comfortable and unforgettable stay. Whether you are looking for a romantic getaway, a family vacation, or a relaxing escape, Villa Aqua Pearl is the perfect destination. Experience the beauty of Florida's Gulf Coast while enjoying the comforts of this elegant retreat.

Siesta Heron Suites & Villas is a luxurious lodging option located at 8254 Midnight Pass Road in Siesta Key, Florida. Whether you are looking to relax, unwind, or decompress, this institution is the perfect choice for your stay. Whether you are enjoying family fun, a romantic getaway, celebrating a special event, or simply treating yourself to a much-needed vacation, Siesta Heron has everything you need for a memorable beach experience. With a perfect blend of casual elegance and tranquility, this institution is just a few steps away from creating beautiful beach memories. Book your stay now and experience the ultimate relaxation at Siesta Heron Suites & Villas.

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.

The Suites at Fishermen's Village is a luxurious lodging establishment located at 1200 West Retta Esplanade in the charming coastal town of Punta Gorda, Florida. Situated within the picturesque Fishermen's Village waterfront complex, this institution offers guests spacious and elegantly appointed suites with stunning views of the marina and surrounding area. Guests can enjoy a range of amenities including a pool, fitness center, and on-site dining options. With its prime location and top-notch facilities, The Suites at Fishermen's Village provides a perfect retreat for travelers looking for a relaxing and unforgettable stay in Southwest Florida.

Woody's RV Resort is a charming lodging establishment located at 11501 US Highway 27 South in Sebring, Florida. This resort offers a relaxing and comfortable stay for guests looking to enjoy the beauty of the Sunshine State. With spacious RV sites, modern amenities, and friendly staff, Woody's RV Resort is the perfect destination for travelers seeking a peaceful retreat. Whether you're looking to explore the nearby attractions or simply unwind in a tranquil setting, Woody's RV Resort has everything you need for a memorable stay. Book your stay today and experience the best of Florida hospitality at Woody's RV Resort.

7521 Mourning Terraces at Reunion - Regal Managers is a luxurious lodging institution located at 7521 Mourning Dove Circle in Kissimmee, Florida, United States. Managed by Regal Managers, this establishment offers top-notch accommodations with stunning views and impeccable service. Whether you are visiting for a relaxing getaway or a special event, 7521 Mourning Terraces at Reunion is the perfect choice for a memorable stay. With its elegant design, convenient location, and exceptional amenities, this institution ensures a truly regal experience for all guests.

Solstice Punta Gorda is a charming lodging institution located at 521 Drury Lane in Punta Gorda, Florida, United States. Nestled in a peaceful and scenic area, Solstice Punta Gorda offers a relaxing and comfortable stay for guests looking to unwind and rejuvenate. The institution features well-appointed rooms, attentive staff, and a range of amenities to ensure a memorable stay for all visitors. Whether you are traveling for business or pleasure, Solstice Punta Gorda provides a welcoming and inviting atmosphere for all guests.

The Overlook is a charming lodging institution located at 10512 U.S. 98 in Sebring, Florida. Surrounded by lush greenery and offering stunning views of the surrounding landscape, The Overlook provides a peaceful and serene retreat for travelers. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can relax on the outdoor patio or take a dip in the pool while soaking in the beauty of the natural surroundings. With friendly staff and a warm atmosphere, The Overlook is the perfect destination for those seeking a tranquil getaway in the heart of Florida.

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.

Siesta Sands Beach Resort is a charming lodging located at 1001 Point of Rocks Road in Sarasota, Florida. Situated right on the beautiful shores of the Gulf of Mexico, this resort offers guests a relaxing and luxurious beachfront experience. With spacious and well-appointed accommodations, guests can enjoy stunning ocean views, direct beach access, and a range of amenities including a pool, hot tub, and BBQ area. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Siesta Sands Beach Resort provides the perfect setting for a memorable stay in sunny Florida.

Ten35 Seaside Rentals is a premier lodging institution located at 1035 Seaside Drive in the beautiful city of Sarasota, Florida. Offering luxurious and comfortable accommodations, Ten35 is the perfect destination for those looking to relax and unwind by the seaside. With stunning views of the ocean and top-notch amenities, guests can enjoy a truly unforgettable stay. Whether you're planning a romantic getaway or a family vacation, Ten35 Seaside Rentals has everything you need for a memorable experience. Book your stay today and experience the ultimate in seaside luxury.

Wild Plum is a charming lodging institution nestled in the heart of Sarasota, Florida. Located at 1105 Point of Rocks Road, this tranquil retreat offers a peaceful and serene setting for guests to relax and unwind. Surrounded by lush greenery and beautiful landscapes, Wild Plum provides a cozy and comfortable atmosphere for visitors to enjoy. Whether you are seeking a romantic getaway or a peaceful escape from the hustle and bustle of everyday life, Wild Plum is the perfect destination. With its convenient location and warm hospitality, this institution is sure to provide a memorable and enjoyable stay for all guests.

Watersong Villa Rental is a luxurious lodging institution located at 548 Orange Cosmos Boulevard in Davenport, Florida, United States. With accommodation for up to 12 guests, this villa offers every possible amenity in a luxury gated development surrounded by lakes, forest, and wildlife. Just a 25-minute drive to Disney World, Watersong is perfectly situated for exploring the wealth of attractions that Orlando has to offer, including Universal Studios, Seaworld, Legoland, golf courses, and top-class shopping. The villa has received rave reviews from guests who have enjoyed the spacious layout, comfortable bedrooms, heated pool, and jacuzzi. The hosts, Richard and Nichola, are dedicated and helpful, ensuring a memorable and relaxing stay. Watersong Resort is a prestigious, gated community of luxury holiday villas nestled in a peaceful conservation site, offering the perfect retreat and base for your Florida vacation.

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.