The 30 Best Island vacation rentals in Clearwater, Florida

Salt Water Suites is a lodging institution located at 16813 Gulf Boulevard in North Redington Beach, Florida, United States. Our uniquely decorated suites are just steps away from the beautiful white sand and serene waters of Florida’s Gulf Coast beaches. Following a complete renovation in late 2022, our accommodations provide all the comforts of home infused with a delightful twist of happiness. Our mission is to make your stay unforgettable, leaving you with lasting memories. With 12 thoughtfully curated suites boasting unique personalities, Salt Water Suites offers the perfect retreat for your vacation getaway. Our prime location in North Redington Beach unveils 35 miles of heavenly coastline, showcasing some of America’s top-rated beaches such as St. Pete’s Beach, Treasure Island, Sand Key, and Clearwater Beach.

Meranova Guest Inn is a hidden gem located at 458 Virginia Lane in Dunedin, Florida. This historic inn offers nine unique apartments and suites for guests to choose from, each with its own charm and character. The inn features a gazebo where guests can relax with a glass of wine and watch the bustling activities of Main Street. The Secret Garden at Meranova Guest Inn provides a peaceful retreat, with a raised vegetable and herb garden for guests to explore. The pool area is the perfect spot to soak up the Florida sun and unwind after a day of exploring the nearby beaches and attractions.

Fort De Soto Park is a stunning natural oasis located in Florida, United States. This park, which was named America's Top Beach in 2009, offers visitors a chance to immerse themselves in the beauty of the natural world. With 1,136 acres of interconnected islands, Fort De Soto is home to a diverse range of ecosystems including beach plants, mangroves, wetlands, palm hammocks, and hardwoods. Visitors to the park can enjoy a wide variety of activities such as birdwatching, kayaking, and relaxing on the beach. The park is also a vital refuge for wildlife, including the loggerhead sea turtle which nests on the beach between April and September. With over 328 species of birds documented in the park, Fort De Soto is a paradise for birdwatchers.

The Boca Grande Sandbar is a popular tourist attraction located in Placida, Florida, United States. This natural sandbar is a stunning spot for visitors to relax, swim, and soak up the sun. With crystal clear waters and breathtaking views, the Boca Grande Sandbar is the perfect destination for a day of fun in the sun. Whether you want to explore the marine life, go snorkeling, or simply enjoy a leisurely stroll along the shore, this beautiful location offers something for everyone. Don't miss the opportunity to experience the beauty and tranquility of the Boca Grande Sandbar during your visit to Florida.

Boca Beach is a stunning tourist attraction located at 777 Gulf Boulevard in Boca Grande, Florida. This beautiful stretch of sand offers visitors the perfect spot to relax, sunbathe, and enjoy the crystal-clear waters of the Gulf of Mexico. With its picturesque views and serene atmosphere, Boca Beach is the ideal destination for a day of leisure and recreation. Whether you're looking to swim, build sandcastles, or simply unwind with a good book, this charming beach has something for everyone. Come and experience the natural beauty of Boca Beach and create unforgettable memories in this tropical paradise.

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.

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.

Voyager Beach Club is a charming lodging and real estate agency located at 11860 Gulf Boulevard in Treasure Island, Florida. The institution is managed by Voyager Beach Club Condo Association, Inc. Guests can enjoy a range of amenities and activities in the St. Pete/Clearwater area, making it the perfect destination for a fun and relaxing vacation. Whether you want to relax on the beach, explore local attractions, or indulge in delicious cuisine, Voyager Beach Club has something for everyone. Book your stay today and experience all that this beautiful area has to offer!

Murphy's Motel is a cozy and convenient lodging option located at 4900 34th Street North in St. Petersburg, Florida. Our motel offers comfortable rooms at affordable rates, making it the perfect choice for travelers looking for a budget-friendly accommodation option. With a friendly and accommodating staff, guests can expect a warm welcome and excellent service throughout their stay. Whether you are visiting for business or pleasure, Murphy's Motel is the ideal choice for a comfortable and hassle-free experience in St. Petersburg.

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.

Dockside Condos is a real estate and travel agency located at 445 South Hamden Drive in Clearwater, Florida. Stay with us and experience the beauty of Clearwater Beach, voted the Number 1 Best Beach in the United States by tripadvisor in 2018 and 2019. Our waterfront and beachfront rentals offer a convenient location near popular areas such as St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, and Madeira Beach. Come relax and enjoy all that Clearwater Beach and Tampa Bay have to offer at Dockside Condos.

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.

CORAL REEF CUTIE is a charming real estate and travel agency located at 1885 Vamo Way in Sarasota, Florida, United States. Specializing in beachfront properties and vacation rentals, this institution offers a personalized and professional service to help clients find their dream home or plan the perfect getaway. With a focus on the stunning coral reefs and crystal-clear waters of the Florida coast, CORAL REEF CUTIE is your go-to destination for all things coastal living and travel. Contact them today to start your journey towards paradise.

Coral Cottage IRB is a charming vacation rental located at 202 14th Avenue North in Indian Rocks Beach, Florida. This classic, old Florida beach house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to six guests. The cottage is available for monthly rentals of 30 nights, making it the perfect choice for an extended stay by the beach. Situated just one block off of Gulf Blvd and a short 3-minute walk to the beach, Coral Cottage offers a prime location for a relaxing beach getaway. Indian Rocks Beach is a quiet and less crowded destination, yet it is filled with plenty of activities and amenities within walking distance. Guests can enjoy nearby restaurants, cafes, seafood eateries, grocery markets, and even a playground for families to enjoy.

B&W Management, Inc. is a real estate and travel agency located at 11 Idlewild Street in Clearwater, Florida, United States. Search for vacation rentals by your arrival and departure dates, with arrangements possible for off-season stays. Beach Bobby Rowe offers tips for preparing to stay in vacation rentals on Clearwater Beach. Enjoy your stay on the award-winning Clearwater Beach, ranked as the number one beach in the United States by TripAdvisor in 2018 and 2019, and the number six beach in the world. B&W Management offers beachfront rentals and condominium rentals in Clearwater Beach, Florida, conveniently located near St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, Madeira Beach, and all of Tampa Bay. Book your vacation rental with B&W Management, Inc. for a memorable beach getaway.

John's Pass Condos is a real estate and travel agency located at 12924 Gulf Boulevard in Madeira Beach, Florida. Our condos are ideally situated just steps away from historic John's Pass Village and Boardwalk, offering a wide range of retail outlets, dining options, and activities for the whole family to enjoy. With easy access to nearby beaches like Clearwater Beach and St Pete Beach via the Free Beach Ride Service or Suncoast Beach Trolley, our location is perfect for exploring the Gulf Coast. We offer newly furnished 1, 2, and 3 bedroom beachfront rental condos at various properties including Beach Place, Sandy Shores, Surf Song, Madeira Bay Resort, Villa Madeira, and Madeira Norte. Each condo is designed to provide the ideal vacation environment with amenities such as secure buildings, heated outdoor swimming pools, BBQ grills, and private balconies. Our condos also come fully equipped with cable TV, Wi-Fi, and fully equipped kitchens.

Sharkey's Glass Bottom Tours is a travel agency located at 4237 Gulf Boulevard in St. Pete Beach, Florida. They offer the original and only Glass Bottom Kayak LED illuminated Fish Feeding Night Tours, providing an unforgettable experience at various locations throughout Florida. The tours take place from sunset to night at 8pm and a full dark night tour at 9:30pm, allowing guests to illuminate the sea-floor while viewing sea-life up close. Visitors can explore the Nature Preserve & Mangrove Tunnels, relax on sandbars, and enjoy snorkeling with the provided equipment. The institution also offers Daytime Island & Mangrove Tunnel Adventures where dolphins and manatees are often spotted. With locations in St. Pete Beach, Clearwater Beach, Sarasota, and West Palm Beach, Sharkey's Water Sports is known for its unique tours that attract sea-life with high powered underwater LED lights. Guests have raved about their experiences, praising the knowledgeable guides, calm waters, and the opportunity to interact with marine life. Whether you're looking for a fun family outing or a romantic date night, Sharkey's Glass Bottom Tours offers a memorable adventure for all ages.

Dolphin Snorkeling Cruise is a travel agency located at 4630 29th Avenue South, Gulfport, Florida, United States. As the official tourism marketing and management organization for St. Pete Clearwater, we offer a unique experience for all ages. Our custom-built single-hull boats provide the perfect opportunity to witness wild dolphins jumping and playing in the warm waters of the Gulf of Mexico. Our tours include a visit to Egmont Key State Park, where you can explore the tropical island with ruins dating back to the 1700s, a working lighthouse, and pristine beaches filled with sea shells. Snorkeling in the clear waters of Egmont Key is a highlight of the trip, perfect for both beginners and experienced swimmers.

A Boat Day is a travel agency located at 51 Main Street in Dunedin, Florida, United States. Specializing in boat tours and charters, A Boat Day offers a variety of options for exploring the beautiful waterways of Clearwater Beach, Dunedin, Indian Rocks Beach, and St. Pete Beach. With friendly and experienced boat captains to guide you, you can relax and enjoy the sights without worrying about driving the boat. Choose from a selection of luxury boats, each equipped with amenities such as water slides, Bluetooth sound systems, and spacious seating areas.

WET - Dolphin & Sunset Cruises is a travel agency located at 25 Causeway Boulevard in Clearwater, Florida, United States. If you're looking for a fun day out, we offer 30 minutes and 1-hour freestyle rentals, as well as guided island and dolphin tours lasting 1 hour or more. Our experienced tour guides will show you an unforgettable experience on the Gulf. Click "Book Now" to prepare yourself for something truly amazing! For a unique and out-of-this-world experience, book a Jet Car Experience with us! These JetCars are custom fabricated shells of exotic cars with the "Guts" of High Performance JetSkis. You'll feel like you're driving a car in the middle of the Gulf! The JetCar Experience is now available for booking.

Flying Pelican Tours is a travel agency located at 3900 West Bay Drive in Belleair Bluffs, Florida, United States. Specializing in Clearwater Beach Private Boat Charters, they offer luxurious and personalized experiences on the stunning waters surrounding Clearwater Beach. With options for 3-hour and 4-hour private charters, guests can enjoy time at local sandbars, dolphin watching, sightseeing celebrity homes, and even island-hopping. Safety is a top priority, with a thorough safety briefing before setting sail and all required safety equipment on board. The professional and knowledgeable crew, led by Captain Sharon, ensures a fun and engaging experience for guests. The 25ft sundeck boat provides unparalleled privacy and comfort, while being meticulously maintained for a clean and beautiful ride. With a variety of charter options available, including sunset tours and half-day trips, Flying Pelican Tours aims to provide the best possible experience for their guests. Captain Sharon, a US Coast Guard licensed captain with years of experience, is dedicated to providing safe navigation and unforgettable adventures on the water.

A Boat Day is a travel agency located at 401 2nd Street in Indian Rocks Beach, Florida, United States. They offer boat tours and charters in Clearwater Beach, Dunedin, and St. Pete Beach. With experienced boat captains to guide you, you can relax and enjoy the beautiful waterways without having to worry about driving the boat. Choose from a variety of boats, including luxury pontoons, deck boats, and yachts, to explore state park barrier islands, go island hopping, or relax at sand bars. Whether you want a relaxing day on the water or an adventurous experience, A Boat Day has something for everyone. Perfect for birthdays, bachelor and bachelorette parties, family reunions, and corporate events, their private boat parties can accommodate groups of any size. Families with children are welcome, as the boats are family-friendly and provide life jackets for all ages. Whether you're looking for a unique way to celebrate a special occasion or just want to enjoy a day on the water with loved ones, A Boat Day has you covered. TripAdvisor's #1 Boat Tour in Clearwater & Indian Rocks Beach, guests rave about their experiences with friendly and knowledgeable captains who go above and beyond to create unforgettable memories on the water.

A Boat Day is a travel agency located at 198 Seminole Street in Clearwater, Florida, offering unique and unforgettable boating experiences. With friendly and experienced boat captains to guide you, you can enjoy cruising the waterways, island hopping, or anchoring up at sand bars in Clearwater Beach, Dunedin, Indian Rocks Beach, and St. Pete Beach. Choose from a variety of boats, including the luxurious Tahoe Funship, the spacious Hurricane deck boat, the Platinum Funship with a water slide, the Avalon Funship with a Bluetooth sound system, the Buccaneer Funship for a pirate adventure, the Four Winns yacht class deck boat, and more. Sailing charters on the 41-Foot Morgan Out Island Ketch are also available for a relaxing day on the water.

Clear Kayak Glass Bottom Tours in Venice, Florida offers a unique and exciting way to explore the beautiful waters of the area. With day, sunset, and LED night tours available, visitors of all ages and skill levels can experience the magic of the sea life beneath them. Whether you're hoping to spot manatees, dolphins, or conch, these tours provide the perfect opportunity to get up close and personal with the marine wildlife. Located at 126 Casey Key Road in Nokomis, Florida, Clear Kayak Glass Bottom Tours is the perfect destination for those looking to add a bit of adventure to their vacation. The tours last 90 minutes and offer guests the chance to see the stunning colors of the sunset or the fascinating creatures that come out at night.

Snorkel the Keys is a premier travel agency located at 527 Caribbean Drive in Key Largo, Florida. Specializing in organizing unforgettable snorkeling adventures in the picturesque Florida Keys, our expert team is dedicated to providing exceptional service and creating memorable experiences for our clients. Whether you are a seasoned snorkeler or a first-timer, we offer a variety of packages and tours to suit every level of experience. Explore the vibrant marine life and crystal-clear waters of the Florida Keys with Snorkel the Keys for an adventure you will never forget. Contact us today to book your next snorkeling excursion!

Rock and Reef Charters is a family-owned travel agency located at 100 Dodecanese Boulevard in Tarpon Springs, Florida. We offer private island charter boat tours on a water slide boat to Anclote Key and Three Rooker Island. Our trips are perfect for birthdays, graduations, bachelor and bachelorette parties, anniversaries, and more. Captain Jonathan, a Licensed Master Captain, will guide you on your adventure as you cruise along the Anclote River to the sandy island beaches. With years of experience exploring the local waters, Captain Jonathan is knowledgeable and informative. He is also certified in First Aid AED and a Certified Rescue Diver.

Coconut Kayak Tours, located at 69 Bay Esplanade in Clearwater, Florida, is a top tourist attraction and travel agency offering the best kayaking experiences in the area. With over 1 million views on their website and over 5,000 satisfied customers, Coconut Kayak Tours is the go-to choice for exploring Clearwater Beach, Caladesi Island, Indian Rocks Beach, and many other scenic locations. What sets them apart is the personal touch - you always get KC, the owner and tour guide, ensuring your adventure is unforgettable. With a variety of tours for all ages and skill levels, including private guided tours to multiple destinations, Coconut Kayak Tours is the ultimate choice for a fun, educational, and memorable experience. From secret beaches to mangrove tunnels and beyond, KC has been exploring the local waters via kayak for decades and is dedicated to providing an exceptional experience for all. With round-trip van transportation and pick-up at your hotel or vacation rental, everything is taken care of for you. Don't miss out on the opportunity to discover the real Florida with Coconut Kayak Tours - call KC at (727) 238-1960 to reserve your adventure today!

Welcome to Sunset Vistas Beachfront Suites Located at 12001 Sunshine Lane, Treasure Island, Florida, Sunset Vistas offers an unparalleled experience for those seeking a relaxing and memorable vacation. Positioned in the heart of the renowned St. Petersburg-Clearwater beach communities, our resort combines the comfort of condo-size suites with the luxury of resort amenities, making it the perfect destination for families, couples, and groups alike.

Welcome to the Fort De Soto Park Camp Office, your gateway to an unforgettable outdoor experience in the heart of Tierra Verde, Florida. Located at 3500 Pinellas Bayway South, our local government office is dedicated to providing exceptional services for our citizens, businesses, and visitors. We offer convenient online access to permitting, inspection scheduling, fee payments, and more, available 24/7 for your ease and flexibility. Fort De Soto Park is a premier destination for campers and nature enthusiasts, featuring a 236-site family camping area equipped with modern amenities including picnic tables, grills, water, electricity, washers, dryers, sanitary disposal stations, restrooms, showers, play areas, and a campground store. We also offer designated sites for campers with pets, ensuring a comfortable stay for all.