TOP 10 Luxury hotel offers in Holiday, Florida

Tuscana Resort is a beautiful lodging option located at 1351 Tuscan Terrace in Davenport, Florida, United States. This resort offers a relaxing and luxurious experience for guests looking to enjoy their stay in the Sunshine State. Please note that the company previously managing the rental aspect of the resort, Aston, is no longer associated with Tuscana Resort. However, the owners and management are still available to assist you with booking your stay. Most bookings can be made through Airbnb or VRBO, where you can find individual condo units available for rent. For your convenience, the links to book these units are provided on this page. Don't miss the opportunity to stay at Tuscana Resort and enjoy a wonderful vacation experience in Florida.

Ivory Sands Beach Suites offers a luxurious and contemporary lodging experience just steps away from the renowned Clearwater Beach in Florida. Our boutique suites are designed with high-end finishes and amenities to provide guests with a truly indulgent stay. Located at 433 Coronado Drive, our suites are within a 2-minute walk to the main beach, activities, restaurants, and retail stores. Enjoy the convenience of being able to start exploring the area as soon as you check into your suite, without the hassle of on-site commuting.

Bayside Inn and Marina is a charming waterfront lodging located at 11365 Gulf Boulevard in Treasure Island, Florida. Situated on the beautiful Gulf Coast, this institution offers guests a relaxing and picturesque getaway. With comfortable accommodations, stunning views of the marina, and easy access to the beach, Bayside Inn and Marina is the perfect destination for those looking to unwind and enjoy the beauty of the Florida coast. Whether you're seeking a romantic retreat or a fun-filled family vacation, this institution has everything you need for a memorable stay.

Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Anna Cabana Resort by Island Vacation Properties is a charming lodging located at 3709 Gulf Drive in Holmes Beach, Florida, United States. This resort offers a relaxing and comfortable stay in a tropical paradise setting. Guests can enjoy spacious and well-appointed accommodations, a sparkling swimming pool, and easy access to the beautiful Gulf of Mexico beaches. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Anna Cabana Resort is the perfect destination. Experience the laid-back island lifestyle and create unforgettable memories at this wonderful resort.

Anna Maria Island Beach Sands is a charming lodging institution located at 601 Gulf Drive North in Bradenton Beach, Florida. Situated right on the beautiful shores of Anna Maria Island, this beachfront property offers guests stunning ocean views and easy access to the pristine sandy beaches. The accommodations are cozy and comfortable, perfect for a relaxing getaway by the sea. With its convenient location, guests can enjoy a variety of water activities, shopping, dining, and exploring the local attractions. Whether you're looking for a romantic escape or a fun family vacation, Anna Maria Island Beach Sands provides the perfect setting for a memorable stay in sunny Florida.

Manatee Palms is a charming lodging institution located at 1128 Manatee Avenue East in Bradenton, Florida. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The comfortable accommodations and friendly staff make Manatee Palms the perfect choice for a weekend getaway or a longer stay. With its convenient location and affordable rates, this hidden gem is a must-visit destination for anyone looking to experience the beauty of Bradenton. Come and unwind at Manatee Palms, where relaxation and comfort await.

573 Tampa Bay Beach Townhouse is a charming canal side townhome located in the beautiful bayside community of Little Harbor in Ruskin, Florida. This cozy lodging option offers unique decorations and all the necessary amenities for a comfortable stay. Guests can enjoy easy access to the resort's private beach, restaurants, and pool. The townhouse features canal side views, perfect for relaxing and watching boats pass by. Guests may even spot a manatee or two from the Queen Bedroom balcony. The spacious living area includes comfortable furniture, a 55" flat screen TV, and a balcony with patio seating. The dining area has seating for 4, with additional seating at the breakfast bar. The modern kitchen is equipped with granite countertops, black appliances, and all the cookware and dinnerware needed for a family meal. Guests can also enjoy free Wi-Fi, local calling, and cable TV. Previous guests have raved about their experiences, praising the location, cleanliness, and helpfulness of the property managers. Little Harbor Beach Resort and Marina offers a variety of amenities, including a golf course, restaurants, marinas, boat rentals, fishing pier, beach access, pool, spa tub, and more. Whether you're looking for a relaxing beach getaway or an adventurous waterside vacation, 573 Tampa Bay Beach Townhouse is the perfect choice.

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.

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.

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.

Beach Place is a cozy and inviting lodging establishment located at 5605 Avenida Del Mare in Sarasota, Florida. Situated just steps away from the beautiful beaches of the Gulf Coast, Beach Place offers guests a relaxing and unforgettable vacation experience. The charming accommodations are perfect for couples, families, and solo travelers looking to escape the hustle and bustle of everyday life. With its convenient location and comfortable amenities, Beach Place is the ideal destination for those seeking a peaceful retreat by the sea.

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.

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.

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.

Marriott Sanibel Harbour Resort & Spa is a luxurious lodging institution located at 17260 Harbour Pointe Drive in Fort Myers, Florida, United States. Situated on the stunning Sanibel Island, this resort offers breathtaking views of the Gulf of Mexico and a serene atmosphere for guests to relax and unwind. The resort features spacious rooms and suites, a world-class spa, multiple dining options, a fitness center, and a marina for water activities. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, Marriott Sanibel Harbour Resort & Spa provides the perfect setting for a memorable stay.

Sundial of Sanibel Ocean View Condo K303 is a luxurious lodging institution located at 1501 Middle Gulf Drive in the beautiful island of Sanibel, Florida. This oceanfront condo offers stunning views of the crystal-clear waters of the Gulf of Mexico and is equipped with modern amenities to ensure a comfortable stay for guests. The institution provides a serene and relaxing atmosphere, perfect for those looking to unwind and enjoy the natural beauty of Sanibel. With its prime location and top-notch facilities, Sundial of Sanibel Ocean View Condo K303 is the ideal choice for a memorable vacation experience.

DiamondHead Beach Resort is a luxurious yet affordable lodging option located on Estero Island in Fort Myers Beach, Florida. Guests can relax and recharge with a beach retreat, indulging in activities such as searching for seashells, dining on flavorful cuisine, and exploring the island. The newly updated suites provide spacious accommodations for guests to rest in between activities. With a tropical beachfront pool, volleyball court, bikes for rent, and watersports available through Holiday Water Sports, there is no shortage of things to do. The resort also offers exceptional dining options at Cabañas, where guests can enjoy island cuisine and signature drinks. For those looking to explore the area, the local beach trolley offers easy access to seaside cafes, shops, and dive bars. And with fully furnished balconies overlooking the stunning sunsets, guests can truly unwind and enjoy the beauty of Estero Island. Welcome to island time at DiamondHead Beach Resort!

The Spa at Tween Waters Inn, located at 15951 Captiva Drive in Captiva, Florida, is a luxurious beauty salon, hair care, and spa facility. As the official beach resort of Captiva Island, it offers a perfect blend of historic charm, luxury amenities, and natural beauty. Nestled between private Gulf of Mexico beaches and Pine Island Sound, this resort is the ideal vacation destination for relaxation and adventure. Guests can choose from charming seaside cottages that have hosted famous guests throughout history. The resort offers a variety of activities, including kayaking, paddleboarding, and private boat tours. Beachfront cabanas and poolside loungers provide the perfect spots to unwind.

Sunshine Island Inn is a charming lodging located at 642 East Gulf Drive in Sanibel, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a tropical paradise. With its convenient location just steps away from the beach, guests can enjoy easy access to the sun, sand, and surf. The inn features comfortable accommodations, friendly staff, and a welcoming atmosphere that will make you feel right at home. Whether you're seeking a romantic getaway or a family vacation, Sunshine Island Inn is the perfect destination for your next trip to Sanibel.

Sun Retreats Naples East is a charming lodging establishment located at 3180 Beck Boulevard in Naples, Florida. As an RV park, it offers a peaceful and relaxing retreat for travelers looking to experience the beauty of Southwest Florida. Nestled in a serene setting, guests can enjoy the convenience of full hook-up sites, modern amenities, and easy access to nearby attractions such as beaches, shopping, and dining. Whether you're passing through or planning a longer stay, Sun Retreats Naples East provides a comfortable and welcoming environment for all travelers.

Naples Vacation Rentals and Beach Rentals by Vacasa is a real estate and travel agency located at 2800 Davis Boulevard, Naples, Florida, United States. Offering a variety of vacation homes in the charming coastal city of Naples, Florida, this institution provides the perfect accommodations for a sun-drenched vacation. With luxurious amenities such as golf courses, outdoor pools, and proximity to the Gulf of Mexico, guests can enjoy a relaxing and fun-filled stay. Whether you're interested in shopping, fishing, or exploring nature preserves, Naples has something for everyone. With 61 pet-friendly homes and 232 rentals with internet access, Naples Vacation Rentals and Beach Rentals by Vacasa ensures that guests have everything they need for a comfortable stay. The professional housekeeping team takes care of cleaning and restocking amenities, so guests can simply relax and enjoy their vacation. From art galleries to boat tours to fresh seafood, Naples offers a wide range of activities for all ages.

Casa Bonita Grande is a luxurious lodging institution located at 25900 Hickory Boulevard in the beautiful coastal town of Bonita Springs, Florida, United States. This grand estate offers guests a unique and unforgettable experience with its stunning architecture, spacious accommodations, and breathtaking views of the Gulf of Mexico. Whether you are seeking a relaxing getaway or a special event venue, Casa Bonita Grande provides the perfect setting for a memorable stay. Immerse yourself in luxury and comfort at this exquisite destination on the Florida coast.

Mizner Place at Weston Town Center is a luxurious lodging institution located at 1775 Bonaventure Boulevard in Weston, Florida. Nestled in the master-planned community of Weston, the resort offers upscale accommodations in the heart of this beautiful area. With top-rated golf courses, boutique shopping, gourmet dining options, tennis courts, and spa facilities nearby, guests can enjoy a variety of activities during their stay. The resort features one- and two-bedroom suites that are elegantly appointed and spacious, totaling 1,500 square feet. Mizner Place at Weston Town Center has been awarded a Gold Crown Status with RCI since 2007, recognizing its high standards in hospitality and amenities. Additionally, the resort has received Tripadvisor's Travelers' Choice Award for its exceptional service and guest reviews.

Gables Inn is a charming lodging establishment situated at 730 South Dixie Highway in the beautiful city of Coral Gables, Florida. This cozy inn offers comfortable accommodations and personalized service to ensure a memorable stay for all guests. Conveniently located near shopping, dining, and local attractions, Gables Inn is the perfect choice for travelers looking for a relaxing and convenient place to stay in the heart of Coral Gables. With its welcoming atmosphere and attentive staff, Gables Inn is a home away from home for visitors exploring the vibrant city of Coral Gables.

Casa Paradiso is a charming lodging institution located at 152 West 10th Street in the vibrant city of Jacksonville, Florida, United States. Nestled in a picturesque neighborhood, Casa Paradiso offers a cozy and welcoming atmosphere for guests looking for a peaceful retreat. With comfortable accommodations and personalized service, guests can enjoy a relaxing stay while exploring all that Jacksonville has to offer. Whether you are visiting for business or pleasure, Casa Paradiso is the perfect home away from home.

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.

The Westin Fort Lauderdale Beach Resort is a luxurious lodging option located at 321 North Fort Lauderdale Beach Boulevard in Fort Lauderdale, Florida. Situated right on the beautiful beachfront, this resort offers stunning ocean views and a relaxing atmosphere for guests to enjoy. With modern amenities, spacious rooms, and top-notch service, The Westin Fort Lauderdale Beach Resort is the perfect destination for a beach getaway or a business trip. Guests can unwind at the outdoor pool, indulge in delicious cuisine at the on-site restaurant, or take advantage of the nearby shopping and entertainment options. Experience a true taste of paradise at The Westin Fort Lauderdale Beach Resort.

Hôtel Gaythering is a unique and welcoming institution located on Lincoln Road in Miami Beach, Florida. This establishment offers a combination of a bar, lodging, and spa services, making it the perfect destination for a relaxing and enjoyable stay. The hotel prides itself on creating a safe and inclusive space for all guests, with a focus on LGBTQ travelers. The stylish and modern accommodations provide a comfortable retreat, while the on-site bar offers a lively atmosphere for socializing and enjoying delicious drinks. Guests can also indulge in the spa services, including massages and facials, for a truly rejuvenating experience. Whether you're looking for a place to unwind or a vibrant spot to socialize, Hôtel Gaythering has something for everyone.

Bay Harbor One Vacation is a premier lodging and real estate agency located at 1100 100th Street in the beautiful Bay Harbor Islands of Florida, United States. Our institution offers luxurious vacation rentals and properties for sale in one of the most sought-after destinations in South Florida. With stunning waterfront views, top-notch amenities, and a prime location near shopping, dining, and entertainment options, Bay Harbor One Vacation is the perfect choice for a relaxing getaway or a permanent residence in paradise. Come experience the ultimate in luxury living at Bay Harbor One Vacation.