TOP 30 Beach vacation rentals in Clearwater, Florida

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Welcome to Clearwater Beach PaddleBoard & Rental, your ultimate destination for all your beach adventure needs in Clearwater, Florida! Conveniently located at 439 Poinsettia Avenue, just next to the Clearwater Beach Visitor Center, we offer a wide range of rentals and gear to enhance your coastal experience. Whether you're looking to explore the stunning waters on a paddleboard, kayak through the serene harbor, or simply cruise along the beachfront on a bicycle, we have everything you need. Our extensive rental inventory includes paddleboards, kayaks, bikes, fishing poles, beach chairs, umbrellas, and much more. We even offer electric bicycles for those looking to add a bit of excitement to their ride.

Welcome to Clearwater Beach Scooter and Bike Rentals, your go-to destination for fun and convenient transportation in beautiful Clearwater Beach, Florida! Located at 619 South Gulfview Boulevard, behind Shephard’s Beach Resort, we offer a fantastic selection of rental options to suit your beachside adventures. Choose from our new Kymco scooters, 3-Speed Beach Cruiser bikes, or stylish golf carts equipped with Bluetooth audio and LED lights. Our quick and easy rental process ensures you spend more time enjoying the sights and sounds of Clearwater Beach. Whether you're cruising along the coast on a scooter, exploring town on a bike, or making a statement with one of our golf carts, we have flexible rental options available by the hour, day, or week.

Welcome to Clearwater Beach Jet Ski Tours, your premier destination for thrilling water adventures in the heart of Clearwater, Florida! Nestled at the beautiful Barefoot Bay Resort and Marina, 401 East Shore Drive, we offer expertly guided Jet Ski tours that promise excitement for the entire family. Experience the Gulf's warm, crystal-clear waters and the stunning scenery of Clearwater Beach and its surrounding barrier islands. Our tours balance adrenaline-pumping open-water rides with serene cruising for a comprehensive and unforgettable experience. Whether you're a thrill-seeker or prefer a leisurely ride, our tours cater to all preferences and skill levels.

HarborView Grande is a luxurious real estate and travel agency located at 530 South Gulfview Boulevard in Clearwater, Florida. This institution offers stunning vacation rentals with beautiful views of Clearwater Bay and the famous white sandy beaches. The condos feature modern amenities such as a new AC system with UV light protection, corian counters, and GE profile appliances. Guests can enjoy a heated pool and spa, as well as easy access to restaurants, shopping, and water activities on Clearwater Beach. With a weekly minimum rental and great prices, HarborView Grande is the perfect vacation spot. For reservations, contact Diane at 413-532-3221 or [email protected]. Explore the nearby restaurants and attractions, such as Frenchy’s, Amici’s Italian Eatery, and Clearwater Aquarium. Experience the best of Clearwater Beach at HarborView Grande!

Located in the heart of Central Florida, the Florida Grande Motor Coach Resort is the premier destination for luxury Class A and Super C motor coaches. Nestled on 275 beautiful acres, our resort offers a unique combination of class, luxury, and value that you won't find anywhere else. Whether you're looking to purchase a lot or rent for a vacation, we have everything you need for a relaxing and luxurious experience. Our resort features a 20,000 square foot clubhouse with a fitness center, heated swimming pool, hot tub, outdoor covered pavilion, library, craft room, billiards lounge, and more. Owners can enjoy first-class amenities and access to nearby attractions such as Orlando, Tampa, Ocala, Disney/Universal Studios, Busch Gardens, Clearwater Beach, and Cocoa Beach.

Tyndall AFB FamCamp is a campground and lodging facility located at 101 Fam Camp Road, Tyndall Air Force Base in Florida, United States. The institution offers a variety of rentals and excursions for visitors to enjoy, with options such as pontoon boats, kayaks, and jet skis available for rent. With white sand beaches and clear waters, guests can immerse themselves in nature and create lasting memories. The institution is an R4R partner, offering discounted prices on excursions for active duty Airmen to help boost morale. Office hours are by appointment only, and visitors can stay updated on events through the 325 FSS Tyndall AFB Facebook page. For more information, guests can contact ODR at 850-283-2255.

Welcome to Beso Del Sol Resort! Located at 1420 Bayshore Boulevard in Dunedin, Florida, our waterfront resort offers stunning views of Caladesi and Honeymoon Island on Florida's gulf coast. Whether you're looking for a studio, one- or two-bedroom suite, we have accommodations designed with your comfort and convenience in mind. Situated near Clearwater Beach and Caladesi Island, our resort is the perfect spot for a vacation getaway or destination wedding in delightful Dunedin. On-site, we offer swimming pools, a jacuzzi, Marker 8 tiki bar and grill, complimentary bikes, and the Jolley Trolley to explore the town.

Enchanted Inn & Beachside Cottages is a charming lodging establishment located at 607 Bay Esplanade in Clearwater, Florida. Nestled just steps away from the beautiful beach, this enchanting inn offers cozy cottages with stunning views of the ocean. Guests can relax and unwind in a serene and peaceful atmosphere, surrounded by lush tropical gardens and the sound of the waves crashing on the shore. Whether you're looking for a romantic getaway or a fun family vacation, Enchanted Inn & Beachside Cottages provides the perfect setting for a memorable stay in sunny Florida.

Hillcrest Motel is a charming lodging establishment located at 26 South Hillcrest Avenue in Clearwater, Florida. Our cozy motel offers comfortable accommodations and friendly service to ensure a pleasant stay for all guests. Conveniently situated in a peaceful neighborhood, Hillcrest Motel provides easy access to nearby attractions, restaurants, and shopping destinations. Whether you are visiting Clearwater for business or leisure, our affordable rates and welcoming atmosphere make Hillcrest Motel the perfect choice for your stay in the Sunshine State. Experience the comfort and convenience of Hillcrest Motel during your next trip to Clearwater, Florida.

Welcome to Beachfront Bliss Villas, where pure bliss awaits you! Located in the charming town of Indian Rocks Beach, Florida, our Gulf Front Villas offer breathtaking sunset views from every villa. Just a short distance from Tampa International Airport and St Pete-Clearwater International Airport, you can have your toes in the white sand within an hour of landing. Our well-appointed villas feature a private pool, deck area, and covered living space for grilling and outdoor dining. Complimentary paddle boards, kayaks, and beach chairs are available for your use. Explore the area on beach cruisers or take a short bus ride to Clearwater Beach or St. Pete Beach.

Sheraton Sand Key Resort is a luxurious lodging option located at 1160 Gulf Boulevard in Clearwater, Florida. Situated on the beautiful Sand Key barrier island, this resort offers stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches. Guests can enjoy spacious and comfortable accommodations, a variety of dining options, a sparkling outdoor pool, a fitness center, and a range of on-site activities. With its convenient location and top-notch amenities, Sheraton Sand Key Resort is the perfect destination for a relaxing beach getaway in Florida.

Welcome to Tampa Bay Large Pool Home! Located on a quiet cul de sac in Valrico, Florida, our vacation rental is the perfect place for a relaxing and memorable stay. Our spacious home features 4 bedrooms, 2.5 baths, WIFI, and a private yard with an in-ground heated pool (additional fee). With TVs in each bedroom and the family room, as well as smart Roku TVs throughout, you'll have plenty of entertainment options during your stay. Our convenient location is close to parks, shopping, and eateries, and just 40 minutes from Clearwater Beach, 20 minutes from Downtown Tampa, and 60 minutes from Walt Disney World.

Holiday Villas III is a premier lodging option located at 18610 Gulf Boulevard in Indian Shores, Florida. As a real estate and travel agency, we offer vacation rentals that are just minutes away from the bustling Tampa, St. Pete Beach, and Clearwater Beach areas. Our oceanfront pool and proximity to the beach make us one of the top vacation destinations in the nation. Please note that Holiday Villas III Condominium is currently undergoing an exterior balcony, concrete, and painting restoration project until December 2024. While this may impact balcony access and cause some noise during working hours, our amenities like the pool will remain open for your enjoyment.

Sand Key Park is a popular tourist attraction located at 1060 Gulf Boulevard in Clearwater, Florida. Spanning 95 acres, the park features two distinct areas of beach and park, offering visitors a white sandy beach with seasonal lifeguards and opportunities to spot nesting sea turtles from April to October. The park also boasts benches for observing the salt marsh that supports native wildlife. Visitors can access online services for permitting, inspection scheduling, and fee payments 24/7. For those planning a wedding or special event at the park, arrangements must be made through the vendor, Bon Appetit Group Inc. Additional fees may apply.

John's Pass is a charming shopping mall and tourist attraction located at 12901 Gulf Boulevard in Madeira Beach, Florida. Surrounded by palm trees and a tropical breeze, this institution offers a variety of unique retail shops, restaurants, and activities such as dolphin watching and boat rentals. Visitors can enjoy the salty air and sunkissed hair as they explore the local fishing fleet and take in the picturesque waterfront views. Conveniently located near popular cities like St. Petersburg, Clearwater, and Tampa, John's Pass is a must-visit destination for tourists and locals alike. So come take a stroll along the beach and experience the carefree atmosphere of John's Pass.

Oak Springs RV Resort is a tranquil retreat located at 10521 Scenic Drive in Port Richey, Florida. Nestled near the stunning Salt Springs State Park, this campground and lodging facility offers guests a peaceful escape surrounded by majestic live oak trees. Whether you are seeking seclusion or looking to connect with nature, Oak Springs has something for everyone. Guests can enjoy a wide range of amenities at the resort, including planned activities, nature walks, and opportunities to make new friends. With its convenient location near Clearwater beaches, Tarpon Springs, and various state parks, there is no shortage of things to do and see in the area.

Blue Wave Suites is a charming lodging facility located at 440 East Shore Drive in Clearwater, Florida. Situated just steps away from the beautiful beaches of the Gulf Coast, this institution offers comfortable and stylish accommodations for travelers looking to relax and unwind. The suites are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. With its convenient location and friendly staff, Blue Wave Suites is the perfect choice for a memorable vacation in sunny Clearwater.

Flowrider Indoor Surfing is a thrilling and unique experience located at 311 South Gulfview Boulevard in Clearwater, Florida. This state-of-the-art facility offers the excitement of surfing in a controlled environment, perfect for all skill levels. Whether you're a seasoned surfer looking to practice your moves or a beginner wanting to try something new, Flowrider Indoor Surfing has something for everyone. With expert instructors on hand to guide you through the waves, you'll be riding like a pro in no time. Come and experience the thrill of surfing indoors at Flowrider Indoor Surfing!

Superide Shuttle Service is a professional transportation company located at 785 Bayway Boulevard in Clearwater, Florida. Specializing in shuttle service in the Tampa Bay area, we offer a variety of vehicles including shuttle vans, luxury sedans, and SUVs. Our vehicles are the latest models, regularly inspected by ASE certified technicians and approved by local transportation authorities. We provide transportation to and from Tampa International Airport (TPA) and Saint Pete Airport (PIE), as well as to popular destinations such as Disney World Parks, Busch Gardens, Port of Tampa, Crystal River, and more. We also offer transportation for events, sports games, weddings, and other special occasions.

Barefoot Bay Resort & Marina is a charming lodging destination situated at 401 East Shore Drive in Clearwater, Florida, United States. Nestled along the beautiful shores of Clearwater Bay, this resort offers guests a peaceful and relaxing retreat with stunning views of the water. The resort features comfortable accommodations, a marina for boating enthusiasts, and a range of amenities including a swimming pool, on-site dining options, and access to nearby attractions. Whether you're looking for a romantic getaway or a fun family vacation, Barefoot Bay Resort & Marina is the perfect choice for your stay in Clearwater.

Coconut Grove Resort is a charming lodging institution located at 606 Bay Esplanade in Clearwater, Florida, United States. Nestled in the heart of this vibrant coastal city, the resort offers a relaxing and picturesque escape for guests looking to unwind and rejuvenate. With its lush tropical gardens, sparkling swimming pool, and easy access to the nearby beach, Coconut Grove Resort provides the perfect setting for a memorable vacation experience. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this resort offers comfortable accommodations and top-notch amenities to ensure a truly enjoyable stay. Immerse yourself in the laid-back atmosphere of Clearwater while staying at Coconut Grove Resort.

Sunset Vistas Beachfront Suites is a premier lodging institution located at 12000 Gulf Boulevard in Treasure Island, Florida, United States. Offering condo-size suites with resort amenities, this property has been awarded a TripAdvisor Certificate of Excellence. With 154 two- and three-bedroom suites, each featuring a spacious living/dining area, full kitchen, and private balcony overlooking the Gulf of Mexico, guests are sure to enjoy their stay. The property also offers a non-refundable advanced purchase option with 20% off for stays of 2 nights or more. Amenities include a resort and children's pool, whirlpool spas, Cafe & Beach Bar, and extended stay options. The large outdoor cafe deck is perfect for family gatherings and events. Nearby dining options in Treasure Island, Tampa, St. Petersburg, and Clearwater provide plenty of choices for guests. Sunset Vistas Beachfront Suites is the ideal destination for a family vacation on the award-winning beaches of southern Florida.

Welcome to Beachouse Inn & Suites, a charming lodging establishment located at 421 South Hamden Drive in Clearwater, Florida. Our cozy inn offers a tranquil and relaxing atmosphere for guests looking to unwind and enjoy a beachside getaway. With comfortable accommodations and friendly staff, Beachouse Inn & Suites is the perfect destination for both leisure and business travelers. Conveniently situated near the beach and various local attractions, our inn provides easy access to the best of Clearwater. Book your stay with us today and experience the beauty of Florida's Gulf Coast at Beachouse Inn & Suites.

Welcome to Madeira Bay Resort unit 305, a luxurious lodging option located at 13235 Gulf Boulevard in Madeira Beach, Florida, United States. This upgraded one bedroom plus den condo offers a stunning view of Boca Ciega Bay and the Marina, right in the heart of Madeira Beach. Enjoy the on-site full service Spa and Restaurant, as well as the beautifully furnished interior with new flooring, granite countertops, and stainless appliances. Relax on the private balcony and take in the picturesque marina and bay views. The master suite features a luxurious King-size bed, while the 2nd bedroom/den has two twin size beds and there is a Queen size sleep sofa in the living room.

Echo Sails Motel is a charming lodging option located at 216 South Hamden Drive in Clearwater, Florida. This cozy motel offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay in the Sunshine State. Conveniently situated near popular attractions and beaches, Echo Sails Motel is the perfect choice for travelers looking for a relaxing and affordable place to stay in Clearwater. Experience the hospitality and comfort of Echo Sails Motel during your next visit to Florida.

The Kondo Tiki is a charming 1-bedroom vacation condo located at 2506 North Rocky Point Drive in Tampa, Florida. This tiki-themed lodging option offers guests a unique and relaxing stay right on the bay. The condo features a full kitchen, access to the resort's swimming pool, and a private beach area. Centrally located, The Kondo Tiki provides easy access to nearby beaches in Clearwater and St. Petersburg via the causeway. Whether you're looking for a romantic getaway or a fun family vacation, this vacation condo is the perfect choice.

Sun West Palms Condominiums is a luxurious lodging establishment located at 100 Bayside Drive in Clearwater, Florida. Nestled in the heart of this vibrant coastal city, the condominiums offer guests a relaxing and comfortable stay with stunning views of the Gulf of Mexico. Each unit is elegantly furnished and equipped with modern amenities to ensure a memorable vacation experience. Guests can enjoy access to a variety of on-site facilities, including a swimming pool, fitness center, and private beach access. Whether you are looking for a romantic getaway or a fun-filled family vacation, Sun West Palms Condominiums is the perfect choice for your stay in Clearwater.

Welcome to The Little Blue House, a charming vacation rental located at 14134 Amanda Avenue in Hudson, Florida. This cozy 2-bedroom, 1-bath home is the perfect place to relax and unwind during your Hudson getaway. With a fully equipped kitchen, a lovely patio for lounging, and a backyard complete with a fire pit and grill, you'll have everything you need for a comfortable stay. Explore the beauty of the Gulf Coast with nearby attractions like Hudson Beach and SunWest Park, or venture further out to visit the Spring Hill Pink Dinosaur, Tarpon Springs Aquarium and Animal Sanctuary, or even Busch Gardens Tampa Bay. After a day of adventure, return to The Little Blue House to relax on the patio, enjoy a bonfire in the yard, and soak in the Florida sunshine.

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.

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.