TOP 30 Luxury vacation homes for rent in Clearwater, Florida

The Alexander at Countryside Apartments is a premier real estate agency located at 2524 Alexander Place in Clearwater, Florida, United States. Our luxurious apartments offer modern amenities and spacious living areas, perfect for individuals and families looking for a comfortable and convenient place to call home. With a prime location in the beautiful Countryside neighborhood, residents have easy access to shopping, dining, entertainment, and outdoor recreational activities. Our friendly and professional staff are dedicated to providing exceptional service and ensuring that our residents feel right at home. Experience the ultimate in apartment living at The Alexander at Countryside Apartments.

Grande Bay Apartments is a premier real estate agency located at 2909 Gulf to Bay Boulevard in Clearwater, Florida. Our luxurious apartments offer stunning views of the bay and are designed to provide residents with a comfortable and upscale living experience. Our professional team is dedicated to helping you find the perfect apartment that meets your needs and exceeds your expectations. With a convenient location near shopping, dining, and entertainment options, Grande Bay Apartments is the ideal place to call home in Clearwater. Contact us today to schedule a tour and see why Grande Bay Apartments is the perfect choice for your next home.

Caddy's Beach Apartments is a real estate and travel agency located at 9001 West Gulf Boulevard in Treasure Island, Florida, United States. At Caddy's Waterfront locations, visitors can enjoy the best happy hour specials along Florida's Gulf Coast, with drink specials available at Caddy's locations in Clearwater, Tampa Bay, and Bradenton. Caddy's Treasure Island, Madeira Beach, John's Pass, Indian Shores, and Bradenton locations offer live music Sunset Sessions, where guests can grab a drink and enjoy the beat. Visitors can also earn rewards points for every $1 spent at Caddy's and view the Happy Hour specials, cocktail of the month, and other drink promotions. Private Beach Cabanas for breakfast, daytime, or sunset events can be booked at Caddy's, and seasonal food highlighting seafood and American cuisine is available. Come visit Caddy's Beach Apartments for a memorable experience on the Florida coast.

Siesta Coast Capital, LLC is a reputable real estate agency located at 2631 McCormick Drive in Clearwater, Florida. With a team of experienced professionals, they specialize in assisting clients with buying, selling, and investing in properties along the beautiful Siesta Coast. Whether you are looking for a vacation home, rental property, or a permanent residence, Siesta Coast Capital, LLC is dedicated to providing top-notch service and expertise to help you achieve your real estate goals. Contact them today to start your real estate journey in the stunning coastal region of Florida.

Aluna Largo Apartments is a resort-style community located at 14330 58th Street North in Clearwater, Florida. Situated between Clearwater and St. Petersburg, this centrally located apartment complex offers spacious homes ranging up to 1560 square feet. Just minutes away from the renowned Clearwater Beach, which has been named the #1 beach in the US by Trip Advisor, Aluna Largo is the perfect place to call home. With one, two, and three-bedroom floor plans available, residents can enjoy features such as patios or balconies, washers/dryers, ceiling fans, walk-in closets, and patio storage. The community is located in Pinellas County, close to the finest beaches and a short drive to Tampa and St. Petersburg via nearby major highways.

Rental Houses, LLC is a reputable real estate agency located at 2240 Belleair Road in Clearwater, Florida, United States. We specialize in providing high-quality rental properties for individuals and families looking for their perfect home. Our team of experienced agents are dedicated to helping clients find the ideal rental house that meets their needs and budget. Whether you are looking for a cozy apartment, spacious townhouse, or luxurious waterfront estate, Rental Houses, LLC has a diverse selection of properties to choose from. Contact us today to begin your search for the perfect rental home in Clearwater, Florida.

The Residences at Sandpearl is a luxurious real estate agency located at 11 Baymont Street in Clearwater, Florida. Nestled in the heart of Clearwater Beach, this prestigious institution offers a collection of exquisite waterfront properties with breathtaking views of the Gulf of Mexico. With unparalleled amenities and impeccable service, The Residences at Sandpearl provide a sophisticated and elegant living experience for those seeking the ultimate in coastal luxury. Experience the epitome of beachfront living at this exclusive address in Clearwater, Florida.

Grandview Tiki Hut Cottage is a charming lodging option located at 636 Mandalay Avenue in Clearwater, Florida. This unique cottage offers a tropical oasis for guests looking for a relaxing getaway. The cottage is managed by a real estate agency and travel agency, ensuring that guests have a seamless and enjoyable experience during their stay. With its cozy accommodations and beachfront location, Grandview Tiki Hut Cottage is the perfect destination for those seeking a peaceful retreat in the heart of Clearwater.

Florida Beach Rentals is a premier real estate and travel agency located at 516 Mandalay Avenue in Clearwater, Florida, United States. With a dedicated staff of over 30 people, we ensure that our properties are maintained to the highest standards. As the largest vacation rental company in the area, with over 33,765 bookings and counting, we offer a wide range of beachfront properties for your perfect getaway. Come and experience our sugar soft beaches, world-famous picture-perfect sunsets, and warm Gulf waters. Book your dream vacation with Florida Beach Rentals today.

Sand Key Realty is a top-rated real estate agency located in Clearwater, Florida. Situated at 790 South Gulfview Boulevard, our expert team of realtors are dedicated to helping clients find their dream home or investment property in the beautiful Sunshine State. With a wealth of local knowledge and experience, we offer personalized service and guidance throughout the entire buying or selling process. Whether you are looking for a beachfront condo, a family home, or a luxury estate, Sand Key Realty is here to make your real estate dreams a reality. Contact us today to start your real estate journey in Clearwater, Florida.

Welcome to Madeira Beach Getaway, a real estate and travel agency located at 337 Rex Place in Madeira Beach, Florida, United States. Surrounded by scenic beauty and attractive tourist attractions, we are centrally located to provide you with the best vacation experience. Clearwater/St. Pete beaches are consistently voted as top beaches in the US, and we offer you the opportunity to relax and rejuvenate in this beautiful area. Our two heated swimming pools are perfect for a refreshing swim, with one just 50 feet from our unit. Our two-bedroom unit can accommodate up to six guests, making it perfect for families or groups.

Mandalay Beach Club is a luxurious beachfront condominium located at 11 San Marco Street in Clearwater, Florida. This exclusive institution offers stunning views of the Gulf of Mexico and top-notch amenities such as a heated swimming pool, fitness center, and direct access to the pristine white sand beach. The spacious and elegantly appointed units feature modern furnishings, fully equipped kitchens, and private balconies overlooking the ocean. Residents and guests can enjoy a relaxing and upscale lifestyle at Mandalay Beach Club, with easy access to nearby restaurants, shops, and entertainment options. Whether you're looking for a vacation getaway or a permanent residence, Mandalay Beach Club offers the perfect blend of comfort, convenience, and luxury.

Coldwell Banker Realty is a high-profile real estate agency located at 3474 Tampa Road in Palm Harbor, Florida. With over 150 agents, our office is dedicated to serving your needs in every aspect of selling or purchasing real estate. We have a long history of being one of the top performing offices globally, thanks to our passion for customer service and agent development. Our team takes pride in training, coaching, and mentoring our agents to achieve extraordinary results. Whether you are a customer looking to buy or sell a property, or an agent looking to grow your business, you can expect dedication and support from our experienced team.

Amorose & Associates Realty, Inc. is a premier real estate agency located at 553 South Duncan Avenue in Clearwater, Florida. With a team of experienced and knowledgeable real estate professionals, we are dedicated to providing top-notch services to our clients in buying, selling, and renting properties. Our commitment to excellence, integrity, and personalized service sets us apart in the industry. Whether you are looking for your dream home, investment property, or commercial space, Amorose & Associates Realty, Inc. is here to help you every step of the way. Contact us today to experience the difference of working with a trusted and reliable real estate agency.

Holiday Villa 103 Beach is a charming real estate and travel agency located at 19610 Gulf Boulevard in Indian Shores, Florida. Situated along the beautiful Gulf Coast, this institution offers stunning beachfront villas for rent and sale. The Sun Coast Beach Trolley conveniently stops near the condo, providing easy access to popular destinations like Clearwater Beach and St. Pete's Beach. For just $5, guests can purchase an all-day ride pass and explore the area at their leisure. We recommend downloading the trolley app on your phone for added convenience. Experience the ultimate beach getaway at Holiday Villa 103 Beach!

The Regatta Beach Club Condominium, located at 880 Mandalay Avenue in Clearwater, Florida, is a proud and welcoming community committed to creating a friendly environment for all visitors. With a minimum 90-day rental period, the Regatta Beach Club offers a private and protected beach area for residents to enjoy. The institution also hosts events and activities that celebrate the history of Clearwater Beach and the RBC, once known as one of the notorious Kipling Hotels in the 1920s. The community is dedicated to ongoing improvements, such as the recent dedication of a fitness center in honor of Buckshot, and encourages member participation in decision-making processes through surveys. The Regatta Beach Club is also mindful of environmental concerns, such as protecting sea turtles from disorienting lights and storm damage cleanup efforts. With a focus on safety, community engagement, and preserving the natural beauty of the area, the Regatta Beach Club Condominium is a welcoming and inclusive place to call home.

Welcome to Budget Car Rental in Clearwater, Florida, conveniently located at 14700 Terminal Boulevard. Whether you're visiting for business or leisure, we offer a wide range of reliable vehicles to suit your needs, from intermediate to full-size four-door cars. Enjoy our special offer of one free day on the daily time and mileage charges for rentals of three days or more. Please note that taxes, concession recovery fees, and other charges may apply. This offer is valid for rentals within the contiguous U.S. (excluding the New York Metro area) and is subject to vehicle availability. For added convenience, our rental counter is located within the terminal, just a short walk from the car lot, making it easy for you to pick up your vehicle upon arrival at St. Petersburg–Clearwater Airport. We also offer a free pick-up service for off-airport locations, though restrictions may apply.

Welcome to Countryside Estates, your serene getaway nestled in the heart of Clearwater, Florida. Conveniently located at 27466 US Highway 19 North, our charming establishment offers a perfect blend of comfort and nature, ideal for travelers seeking a peaceful retreat. As a premier lodging and RV park facility, Countryside Estates provides a range of accommodations to suit your needs, whether you're stopping by with your RV or looking for a cozy place to stay. Our beautifully landscaped grounds offer a tranquil setting where you can unwind and enjoy the natural beauty of Florida. With spacious RV sites equipped with modern amenities, we ensure your stay is both comfortable and convenient. For those seeking traditional lodging, our well-appointed rooms provide a relaxing atmosphere with all the comforts of home.

Welcome to Spa by JW, your ultimate sanctuary for relaxation and rejuvenation, nestled in the heart of Clearwater Beach, Florida. Located at 691 South Gulfview Boulevard, our spa offers an unparalleled blend of seclusion, luxury, and unforgettable experiences. Immerse yourself in the art of being present as you rejuvenate your mind, body, and spirit at Spa by JW. Our holistic retreat is designed for the sophisticated, mindful traveler, offering a range of luxurious treatments that invigorate your body and soothe your senses. From rejuvenating facials and revitalizing massages to indulgent body wraps and restorative wellness rituals, each experience is crafted to awaken your senses and provide profound relaxation.

Welcome to Palm Spring Estates, your gateway to paradise in the heart of Tarpon Springs, Florida! Located at 40110 US Highway 19 North, our all-age RV park and lodging community offers the perfect blend of comfort, convenience, and adventure. With 44 spacious home sites, Palm Spring Estates is designed to cater to the needs of all our residents, including your furry friends in our pet-friendly environment. Enjoy the ease of living with our user-friendly online rent payment system through Parakeet Communities. Our community boasts a range of amenities, including onsite laundry facilities, dedicated maintenance personnel, and a community office for all your needs. With paved streets, off-street parking, and available storage, you’ll feel right at home.

Welcome to Holiday Ranch, your ideal getaway nestled in the heart of Clearwater, Florida. Located at 4300 East Bay Drive, our charming oasis offers a perfect blend of comfort and adventure, catering to both RV enthusiasts and those seeking a tranquil lodging experience. At Holiday Ranch, we pride ourselves on providing a warm, welcoming atmosphere where guests can relax and unwind. Our spacious RV park is equipped with modern amenities and full hookups, ensuring a convenient and enjoyable stay. Whether you're passing through or planning an extended visit, our well-maintained facilities and friendly staff are here to make your experience memorable.

Welcome to Regatta Beach Realty, your premier real estate agency located at 880 Mandalay Avenue, Clearwater, Florida. Nestled in the heart of the stunning Clearwater Beach area, we specialize in connecting buyers, sellers, and renters with their perfect coastal property. Whether you're dreaming of a beachfront condo, a charming seaside cottage, or a luxurious waterfront estate, our dedicated team of experienced realtors is here to guide you every step of the way. At Regatta Beach Realty, we pride ourselves on our deep local knowledge and commitment to providing personalized service tailored to your unique needs. Our extensive portfolio features a diverse range of properties that capture the essence of Florida's vibrant coastal lifestyle. We are passionate about helping you find your ideal home or investment opportunity in this beautiful paradise.

Welcome to Sand Key Realty - Sand Key Office, your premier real estate agency located at 1261 Gulf Boulevard, Clearwater, Florida. Nestled in the beautiful coastal community of Sand Key, we specialize in helping you find your dream home or investment property in one of Florida's most sought-after locations. Our team of experienced and dedicated real estate professionals is committed to providing personalized service, ensuring a seamless and stress-free experience whether you are buying, selling, or renting. With an in-depth knowledge of the local market, we offer a diverse range of properties to suit your needs, from luxurious beachfront condos to charming family homes. At Sand Key Realty, your satisfaction is our top priority. Visit us today and let us help you make Sand Key your new home.

Welcome to Sea Captain Resort on the Bay, your serene getaway nestled in the heart of Clearwater, Florida. Located at 40 Devon Drive, our charming resort offers a perfect blend of comfort and tranquility, providing a memorable stay for every guest. Just a short stroll from the pristine sands of Clearwater Beach, our prime location ensures you're never far from the vibrant local attractions and breathtaking coastal views. At Sea Captain Resort on the Bay, we pride ourselves on delivering exceptional hospitality and a cozy atmosphere. Our well-appointed rooms and suites are designed with your comfort in mind, featuring modern amenities and stunning views of the bay. Whether you're here for a romantic escape, a family vacation, or a solo retreat, our accommodations cater to all your needs.

Welcome to Alexandra Dumrauf Real Estate Agency, your trusted partner in navigating the dynamic Tampa, Florida real estate market. Conveniently located at 13029 West Linebaugh Avenue, our agency is dedicated to providing exceptional service to both buyers and sellers in the vibrant Tampa Bay area. With a keen understanding of local market trends and a commitment to personalized service, Alexandra Dumrauf and her team are here to help you find the perfect home or achieve your selling goals. Our comprehensive listings are regularly updated to ensure you have access to the latest opportunities in the market. As of August 26, 2024, our listing data reflects the most current information available, with our listing objects last updated on May 31, 2024. Whether you're searching for a cozy bungalow, a luxurious waterfront property, or anything in between, we are here to guide you every step of the way.