The 30 Best Island vacation rentals in Clearwater, Florida

Patio Palms of Clearwater is a charming lodging institution located at 1295 Cleveland Street in Clearwater, Florida, United States. Nestled in a peaceful and tropical setting, this cozy retreat offers comfortable accommodations and a relaxing atmosphere for guests to enjoy. With its convenient location near popular attractions and amenities, Patio Palms of Clearwater is the perfect choice for travelers seeking a tranquil stay in the Sunshine State. Whether you're visiting for business or pleasure, you'll feel right at home at this welcoming oasis.

Clearwater Beach Marriott Suites on Sand Key is a luxurious lodging option situated at 1201 Gulf Boulevard in Clearwater, Florida. This stunning beachfront property offers spacious suites with modern amenities, breathtaking views of the Gulf of Mexico, and easy access to the pristine white sand beaches of Sand Key. Guests can enjoy a range of on-site facilities including a tropical outdoor pool, fitness center, and delicious dining options. With its prime location and top-notch services, Clearwater Beach Marriott Suites on Sand Key is the perfect destination for a relaxing beach getaway.

Located at 325 South Gulfview Boulevard in Clearwater, Florida, The Beachview Inn Clearwater Beach is the perfect destination for those looking to experience the warm sun, white sandy beaches, and soothing gulf breezes of beautiful Clearwater Beach. With the motto of "Rest. Play. Repeat.", the goal of The Beachview is to take relaxation to the next level...sea level. Situated across Beachwalk, guests can easily kick off their flip flops, dig their toes into the sand, and escape from the stresses of everyday life. The Beachview offers breathtaking views of Clearwater Beach during the day, and guests can enjoy poolside firepits at dusk while taking in an unforgettable sunset. Whether guests are seeking romance, relaxation, or family time, The Beachview provides exceptional service, a friendly atmosphere, and modern accommodations to cater to all needs.

Destin Crab Island Adventures is a premier tourist attraction and travel agency located at 7 Calhoun Avenue in Destin, Florida. Offering unforgettable experiences on the crystal-clear waters of Crab Island, visitors can embark on exciting adventures such as snorkeling, paddleboarding, and jet ski tours. With knowledgeable guides and top-of-the-line equipment, guests can explore the stunning natural beauty of the area and create lasting memories. Whether you're looking for a relaxing day on the water or an adrenaline-pumping excursion, Destin Crab Island Adventures has something for everyone. Book your next adventure with us and discover the magic of Destin's famous Crab Island!

BabyQuip Baby and Beach Rentals - LeAnn Adams is a clothing store located at 4560 Overlook Drive Northeast, St. Petersburg, Florida, United States. Rent baby gear from LeAnn Adams in Parrish, Florida and enjoy convenient pick up and return options at predetermined locations in Tampa Bay, Saint Pete, Clearwater, Anna Maria Island, Holmes Beach, Bradenton Beach, and Sarasota. Customers have praised LeAnn for being prompt, accommodating, and accessible. Contact LeAnn Adams directly through the form on the website or by calling or texting (407)496-9980 for immediate assistance. Please note that specific times are not guaranteed, but your provider will confirm once your reservation has been placed.

Santa Rosa Island Beach is a pristine park located at 30 State Highway in Destin, Florida, United States. This beautiful beach offers crystal clear waters, soft white sand, and stunning views of the Gulf of Mexico. Visitors can relax on the shore, swim in the ocean, or take a leisurely stroll along the coastline. With its tranquil atmosphere and picturesque surroundings, Santa Rosa Island Beach is the perfect destination for a day of sun, surf, and relaxation.

Clearwater Vacation Homes is a premier real estate and travel agency located in Treasure Island, Florida. Situated at 8584 West Gulf Boulevard, this institution offers a wide range of luxurious vacation homes for rent in the beautiful Clearwater area. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, Clearwater Vacation Homes has the perfect accommodation for your next getaway. With top-notch customer service and a commitment to excellence, this agency is dedicated to providing unforgettable vacation experiences for all guests. Book your dream vacation home with Clearwater Vacation Homes today and make memories that will last a lifetime.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

Luxury Homes by BeachTime Rentals Treasure Island is a premier real estate and travel agency located at 10088 Gulf Boulevard in Treasure Island, Florida. This stunning beach villa offers 4 bedrooms and 4 bathrooms, accommodating up to 14 guests. The property features a private pool, game room with pool table, outdoor kitchen, and balconies with breathtaking views of the Gulf and Intercoastal waterways. The fully equipped kitchen, spacious living areas, and comfortable bedrooms make this vacation home a luxurious retreat for families and groups. Located on Florida's Gulf Coast, Treasure Island offers a laid back atmosphere with easy access to nearby attractions such as John's Pass and St. Pete Beach. Guests can also enjoy the convenience of the Jolley Trolley for exploring the area. Travel insurance is recommended for added peace of mind. Contact Beach Time Rentals for more information and to book your unforgettable beachfront vacation.

Avalon Relax Rentals is a cozy lodging institution located at 1222 South Missouri Avenue in Clearwater, Florida. Offering a peaceful and relaxing atmosphere, Avalon Relax Rentals is the perfect destination for those looking to unwind and rejuvenate. With comfortable accommodations and top-notch amenities, guests can enjoy a truly relaxing stay. Whether you're visiting for a weekend getaway or an extended vacation, Avalon Relax Rentals has everything you need for a memorable stay in the sunny state of Florida.

Gulf Coast Luxury Rentals is a premier institution located at 10641 1st Street East, Treasure Island, Florida, United States. We offer a range of services including finance, lodging, real estate agency, and travel agency. With over 15 years of experience in the industry, we are committed to providing exceptional value and excellent customer service to our guests. Our vacation properties in Pinellas County are carefully selected to ensure cleanliness, comfort, and top-notch amenities. Whether you're looking for a cozy cottage or a luxurious getaway, we have something for everyone. From downtown St. Petersburg to Clearwater Beach, there are endless possibilities for attractions and activities to suit every taste.

Clearwater Tiki Boat Tours is a unique travel agency located at 25 Causeway Boulevard in Clearwater, Florida. Step aboard one of their charming tiki boats and embark on a picturesque tour of Clearwater's stunning waterways. Enjoy the tropical atmosphere as you cruise along the coast, taking in the sights and sounds of this beautiful destination. With experienced guides and top-notch service, Clearwater Tiki Boat Tours offers an unforgettable experience for visitors looking to explore the area in style. Book your tour today and make memories that will last a lifetime.

Sand Dollar Island Tours Coquina boat ramp is a travel agency located at 1507 Gulf Drive South in Bradenton Beach, Florida. They offer exciting tours to Sand Dollar Island, where visitors can enjoy the beautiful white sandy beaches and crystal clear waters. The Coquina boat ramp provides easy access to the island, making it convenient for tourists to embark on their adventure. With knowledgeable guides and top-notch amenities, Sand Dollar Island Tours ensures a memorable and enjoyable experience for all who visit.

Clearwater Party Boats, located at 445 East Shore Drive in Clearwater, Florida, is a travel agency that offers private and public boat tours customized to meet your needs. With options for up to 22 passengers, they can accommodate small and large groups, taking care of all the details and driving so you can relax and enjoy the day. Whether you're looking for a party on the water or a tour to explore Clearwater's hidden gems, their experienced captains know the best places for swimming, shelling, dolphin watching, and partying. Just bring your loved ones, drinks, and snacks, and they'll take care of the rest. Enjoy a breathtaking sunset from the water, swimming at sandbars, visiting islands, and shelling at Caladesi State Park. They offer daily 4 and 8-hour private tours for both small and large groups, making them the perfect choice for celebrations or vacations. With a focus on fun and safety, Clearwater Party Boats ensure an unforgettable experience for all their guests.

Wet Rentals and Tours is a travel agency located at 850 Bayway Boulevard in Clearwater, Florida, United States. If you're looking for a fun day out, we offer 30-minute and 1-hour freestyle rentals, as well as guided island and dolphin tours lasting over an hour. Our experienced tour guides will ensure you have the experience of a lifetime on the Gulf. Click "Book Now" to embark on an amazing adventure. For something truly unique, try our Jet Car Experience! These custom-fabricated JetCars combine the shell of exotic cars with the power of high-performance JetSkis, allowing you to drive a car in the middle of the Gulf! Book now for an out-of-this-world experience.

Clearwater Travel, Cruises & Tours is a renowned travel agency located at 4500 Higson Avenue, Sebring, Florida, United States. Specializing in creating unforgettable travel experiences, we offer a wide range of services to cater to all your travel needs. From exploring the hidden treasures of Hungary to relaxing on the shores of Lake Balaton, we can help you plan the perfect getaway. Whether you're dreaming of a tropical escape to the islands of Fiji or a safari adventure in Tanzania, our experienced team is here to make your travel dreams a reality. As an Independent Affiliate of A. S. A. P. Cruises Inc., we are committed to providing exceptional service and ensuring your journey is seamless from start to finish. Contact us today to start planning your next adventure!

Picnic Island Disc Golf Course is a hidden gem located at 7409 Picnic Island Boulevard in Tampa, Florida. This spacious park is the perfect destination for families looking to relax or have a picnic. Children can enjoy the sandy playground and beach, while adults can take advantage of the sand volleyball court and disc golf course. The park also features a dog beach near the boat ramp and pier. With a beautiful white sand beach, tranquil waters, and breathtaking sunsets, Picnic Island offers a beach experience that rivals those in Clearwater. The park's extra-wide concrete boat ramp is open 24 hours and includes a fishing pier and restroom facilities. Spacious shelters equipped with picnic tables, grills, and trash receptacles are available for outdoor events, with a large corporate event shelter also on site.

Welcome to Crooked Island Beach, a hidden gem nestled in the heart of Panama City, Florida. Located at the address Panama City, Florida 32403, this pristine natural feature offers a tranquil escape from the hustle and bustle of everyday life. Known for its unspoiled beauty, Crooked Island Beach is the perfect destination for nature lovers, beachgoers, and adventure seekers alike. With its crystal-clear waters, soft white sands, and breathtaking views, Crooked Island Beach provides a serene backdrop for a day of relaxation or exploration. Whether you're looking to sunbathe, enjoy a leisurely swim, or indulge in a peaceful stroll along the shoreline, this beach has something for everyone. The surrounding natural landscape also offers opportunities for birdwatching, fishing, and photography, making it a favorite spot for outdoor enthusiasts.

Welcome to Goin' Coastal Golf Cart Rental & Bike Shop, your premier destination for golf cart and e-bike rentals in Indian Rocks Beach, Florida. Conveniently located at 311 Gulf Boulevard, our locally veteran-owned and operated business proudly serves the surrounding areas, including Belleair Beach, Clearwater Beach, Indian Shores, Madeira Beach, N. Redington Beach, Redington Beach, Sand Key, and Treasure Island. As Indian Rocks Beach's original provider of eco-friendly golf carts and e-bikes, we are committed to minimizing our carbon footprint while maximizing your vacation experience. Our fleet features brand-new, fully-loaded Bintelli golf carts, equipped with all the latest amenities, including Bluetooth speakers and vibrant night lights, ensuring a fun and memorable ride.

Welcome to Clearwater Beach Slingshots, your ultimate destination for an exhilarating ride along the stunning shores of Clearwater Beach! Conveniently located at the beautiful Courtyard by Marriott Clearwater Beach, 455 East Shore Drive, Clearwater, Florida 33767, we offer the only Polaris Slingshots on the beach. Our rentals promise the perfect blend of safety, style, and excitement for your adventure. Rev up your vacation and explore Clearwater Beach like never before in one of our stylish Slingshot rentals. Whether you're seeking the thrill of a motorcycle with the safety of a car or simply want a unique way to see the beach, Clearwater Beach Slingshots is your go-to choice. We provide assistance with planned routes along the breathtaking barrier islands of Clearwater, Indian Rocks, St. Pete, and Pass-A-Grille, or you can chart your own course and explore at your leisure.

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 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 The Pedaling Pelican Bike Rental, your go-to destination for exploring the stunning landscapes of St. Petersburg, Florida, on two wheels. Located conveniently at 3500 Pinellas Bayway S, St. Petersburg, FL 33715, we offer an extensive range of high-quality bikes suitable for all ages and skill levels, making it easy for you to embark on an unforgettable adventure. Whether you're a local resident or a visitor, you'll find our services tailored to meet your needs. We provide seamless online access to bike rentals, reservations, and payments, available 24/7 for your convenience. Discover the breathtaking beauty of Fort De Soto Park, renowned for its rich ecology and historical significance, all while enjoying a leisurely bike ride. With over 1,136 acres of interconnected islands, the park is home to diverse ecosystems, including mangroves, wetlands, and palm hammocks. Spot some of the 328 documented bird species or witness the nesting loggerhead sea turtles along the pristine beaches.

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.

Bahamas Sailing Adventures is a premier sailing institution located at 15600 Hancock Road in Sarasota, Florida, United States. With a passion for the sea and a dedication to providing unforgettable sailing experiences, our team of experienced captains and crew members are committed to creating the perfect sailing adventure for all our guests. Whether you are looking for a relaxing day on the water or an exhilarating sailing excursion, Bahamas Sailing Adventures offers a variety of customizable packages to suit your needs. Come sail with us and discover the beauty of the Bahamas from the comfort of our luxurious sailboats.

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.

Tropical Palms is a charming lodging institution located at 3580 Ulmerton Road in Clearwater, Florida. Nestled in the heart of the Sunshine State, this tropical oasis offers a serene and relaxing atmosphere for guests to unwind and enjoy the beauty of their surroundings. With comfortable accommodations and top-notch amenities, Tropical Palms is the perfect destination for travelers looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, Tropical Palms has everything you need for a memorable stay. Experience the magic of Florida's tropical paradise at Tropical Palms.

Provident Oceana Beachfront Suites is a beautiful privately owned all-suite, beachfront, and bayfront boutique condo-resort located at 10091 Gulf Boulevard in Treasure Island, Florida. This family-inspired resort offers the best of both worlds with condo-sized 2 & 3 bedroom suites and resort amenities all under one roof. Conveniently situated on the central-west coast of Florida, just a few miles south of one of America's "Top 7 Beaches," Provident Oceana Beachfront Suites is the perfect destination for a family vacation. With 38 fully equipped suites in two towers, guests can choose between stunning views of the powdery white beach and turquoise waters of the Gulf of Mexico or the peaceful bay and private marina.

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.