TOP 30 Island vacation rentals in Tampa, Florida

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Tampa Bay Sailing School, located at 400 Treasure Island Causeway in Treasure Island, Florida, is a premier institution for learning the art of sailing. Whether you are a beginner looking to learn the basics or an experienced sailor wanting to hone your skills, our expert instructors are here to guide you every step of the way. With our fleet of top-of-the-line sailboats and hands-on training, you will gain the knowledge and confidence needed to navigate the open waters with ease. Join us at Tampa Bay Sailing School and set sail on an unforgettable adventure!

Located at 11508 Andy Rosse Lane in Captiva, Florida, the Captiva Island Inn is a charming lodging option that also serves as a real estate and travel agency. Just a stone's throw away from the beautiful Captiva Beach and a variety of fantastic restaurants, this inn offers the perfect location in the heart of Captiva Village. Captiva Island is known for its stunning tropical beauty, with sugary white sand beaches and sprawling natural parks. The island offers a plethora of fun activities such as parasailing, kayaking, golf cart rentals, dining at top-notch restaurants, and more.

Island Surf Shop is a premier destination for all your surfing needs in Tampa, Florida. Located at 10001 McKinley Drive, our store offers a wide selection of surfboards, wetsuits, accessories, and apparel for surfers of all levels. Whether you're a beginner looking to catch your first wave or an experienced surfer in need of new gear, our knowledgeable staff is here to help you find the perfect equipment. Come visit Island Surf Shop and get ready to hit the waves in style.

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.

Holiday Inn Express & Suites Tampa/Rocky Point Island is a cozy and modern lodging facility located at 3025 North Rocky Point Drive East in Tampa, Florida, United States. Situated on a picturesque island, guests can enjoy stunning waterfront views and convenient access to nearby attractions. The hotel offers comfortable rooms and suites equipped with all the amenities needed for a relaxing stay, including free Wi-Fi, flat-screen TVs, and plush bedding. Guests can start their day with a complimentary hot breakfast buffet and unwind in the outdoor pool or fitness center. With its prime location and excellent service, Holiday Inn Express & Suites Tampa/Rocky Point Island is the perfect choice for both leisure and business travelers.

The Place At Davis Islands is a premier real estate agency located at 411 Danube Avenue in the beautiful city of Tampa, Florida. With a team of experienced and knowledgeable real estate professionals, The Place At Davis Islands is dedicated to helping clients find their dream home or investment property in the vibrant and sought-after Davis Islands community. Whether you're looking to buy, sell, or rent, The Place At Davis Islands offers personalized service and expert guidance every step of the way. Visit us today and let us help you find the perfect place to call home.

Island Suites Tampa is a premier destination for short-term furnished apartments located at 515 Columbia Drive in Tampa, Florida. Our charming 12-unit building, originally built in 1925, has been meticulously refurbished to offer a modern and inviting ambiance. Each of our 12 apartments has been completely renovated with a fresh, contemporary design and top-notch amenities to ensure an extraordinary stay for our guests. With utilities included, Wi-Fi internet, DirecTV, HBO, Showtime channels, in-unit washer and dryer, and high-efficiency ductless AC systems, we offer exclusive amenities that set us apart from other accommodations on Davis Islands. Our convenient location, just one block from the Channel and three blocks from the commercial village, provides easy access to dining, shopping, bars, and more. Whether you are in need of temporary furnished housing for work or leisure, our fully furnished corporate apartments are perfect for traveling nurses working at Tampa General Hospital or anyone planning a vacation in Tampa. Booking your stay at Island Suites Tampa is easy and can be done online instantly. Experience the best of Tampa's hospitality at Island Suites and book your unforgettable short-term furnished apartment stay today.

Anna Maria Beach Vacations is a real estate and travel agency located at 787 North Shore Drive in Anna Maria, Florida, United States. Experience stunning sunsets and breathtaking views of the Gulf of Mexico from every room in this three-bedroom, two-bath ground level home. Handicap accessible with walk-in showers and no stairs to climb, this home offers easy access for all. Just four blocks from the Gulf Beach and two blocks from Tampa Bay Beach, this lovely island pool house features a mix of newer furnishings and vintage pieces. The kitchen is equipped with a coffee maker, microwave, and dishwasher. Situated directly at the water's edge in Northern Anna Maria Island, this beautiful 3 bedroom 2.5 bath home offers unforgettable views of Manatees and Dolphins playing in the crystal blue waters of Tampa Bay. All rentals are subject to 5.5% sales tax, 6.5% Manatee county tax, as well as cleaning and maintenance fees. Guests have praised their experience at Anna Maria Beach Vacations, mentioning the cleanliness, comfort, and fully stocked amenities of the home. The location on the island is perfect for relaxing and enjoying the beautiful surroundings. Whether watching the surf, sunsets, or lightning storms over the Gulf, guests have found their stay to be a wonderful and memorable experience.

Palm Island Realty Property Management is a reputable real estate agency located in Tampa, Florida. Our experienced team of professionals specializes in property management services, helping clients navigate the complexities of owning and renting real estate. Whether you are a homeowner looking to rent out your property or a tenant searching for the perfect rental, we are here to assist you every step of the way. With a prime location on North Dale Mabry Highway, we are easily accessible and dedicated to providing exceptional customer service. Contact us today to learn more about how we can help you with your real estate needs.

The Island Club at Rocky Point is a luxurious waterfront resort located at 2801 North Rocky Point Drive in Tampa, Florida. This exclusive club offers a wide range of amenities including a private beach, swimming pool, fitness center, tennis courts, and a marina for boating enthusiasts. Guests can enjoy stunning views of the water and relax in a tranquil tropical setting. The Island Club at Rocky Point is the perfect destination for those seeking a peaceful retreat with all the comforts of home.

Tampa Bay Sunset Sail is a luxury travel agency located at 500 1st Avenue Southeast in St. Petersburg, Florida. Step aboard the Hawkeye, a new 47-foot luxury sailboat crafted by Island Packet Yachts, and embark on a two-hour sunset cruise along Downtown St. Petersburg's picturesque waterfront. Watch as the city skyline shimmers in the fading light of the sun. With a professional captain at the helm, guests can choose between a private or shared boating experience for up to six people. Perfect for romantic evenings, family outings, birthdays, vacations, staycations, and more, this sunset sail offers a unique and unforgettable way to experience Tampa Bay.

Virgin Island Sailing® is a renowned travel agency located at 8900 North Armenia Avenue in Tampa, Florida, United States. With over 30 years of experience, we specialize in providing world-class yacht charters and sailing vacations in destinations such as the Caribbean, Mediterranean, South Pacific, and more. Our team is dedicated to ensuring that your sailing trip is trouble-free and unforgettable. Whether you're looking for a romantic retreat, a family adventure, or a fun getaway with friends, Virgin Island Sailing® offers a wide selection of sailboats, catamarans, motor yachts, and luxury yachts to suit your preferences. Our partnerships with reputable charter companies and crewed yacht management companies ensure that we only recommend the best yachts and crews in the industry.

Dream Vacation Agency is a premier travel agency located in the heart of Tampa, Florida. We specialize in creating unforgettable vacation experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to helping you plan the perfect getaway, whether you're looking for a relaxing beach vacation or an adventurous trip to a far-off destination. Visit us at 601 South Harbour Island Boulevard and let us turn your dream vacation into a reality.

Boat Life Tampa Charters is a premier travel agency located in the beautiful city of Tampa, Florida. Situated at 601 South Harbour Island Boulevard, this institution offers unforgettable experiences on the water through a variety of chartered boat tours. Whether you're looking to explore the stunning coastline, go fishing in the Gulf of Mexico, or simply relax and enjoy the scenic views, Boat Life Tampa Charters has something for everyone. With experienced captains and top-of-the-line vessels, you can trust that your excursion will be safe, enjoyable, and tailored to your preferences. Book your next adventure with Boat Life Tampa Charters and make memories that will last a lifetime.

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 Avis Car Rental, your premier choice for car rentals conveniently located at the Citrus Park Town Center Mall in Tampa, Florida. Our kiosk, situated by A'gaci, offers a wide range of vehicles to suit your travel needs, whether you're exploring the beautiful city of Tampa or heading out on a road trip. Special Offer: Enjoy one day free of daily time and mileage charges on an intermediate (group C) to a full-size four-door (group E) car rental. This offer is valid on a minimum three-day rental. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are additional. Optional items such as Loss Damage Waiver (LDW) and other surcharges may apply. The offer is not valid for one-way rentals and cannot be combined with other coupons or promotions. Advance reservation is required, and the rental must begin on or before December 31, 2024.

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.

Sandalwood Beach Resort is a tranquil lodging option located at 17100 Gulf Boulevard, North Redington Beach, Florida, United States. Known for its peaceful beach community and pristine white sandy beaches, our resort offers a tropical paradise with lush flowers, palm trees, pelicans, parrots, dolphins, and breathtaking sunsets. Conveniently situated on Florida's West Coast, our resort is just a short drive from Downtown St. Petersburg and Tampa's International Airport. Guests can enjoy easy access to a variety of shops and restaurants in the charming Redington Beach area, whether they are looking for a beach bar to relax or a fine dining experience.

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.

3273 Little Harbor is a charming lodging institution located at 3273 Mangrove Point Drive in Ruskin, Florida. This beautiful 2 bedroom, 2.5 bathroom townhome is situated at the end of Mangrove Point on a Cul-de-sac, offering breathtaking views of the Little Manatee River, Tampa Bay, and St. Petersburg. The townhome is appointed with unique decorations and all the necessities for a comfortable stay. Guests can enjoy easy walking distance to the resort's private beach, restaurants, and pool. The open and spacious living area features new, comfortable furniture, a flat-screen Smart TV, and a canal-side balcony with patio seating. The dining area has seating for four, and the fully stocked kitchen has all the cookware and dinnerware needed to prepare meals. The townhome also boasts canal-side views, where guests can relax and watch boats pass by or even spot a manatee or two from the balcony.

Sunrise Bay Resort Club is a lodging institution located at 10 Tampa Place, Marco Island, Florida, United States. We offer 20, 1 bedroom / 2 bath condominiums that directly face the beautiful bay, providing guests with a stunning view of the sunrise. All units are fully furnished and equipped, ensuring a comfortable vacation experience. Guests can enjoy the resort-owned pontoon boat to explore the Gulf of Mexico, relax in the whirlpool spa, or take a dip in the outdoor pool. The resort is within walking distance to seafood restaurants and shopping areas. Each condominium has a private balcony overlooking Marco Bay, the private boat dock, and pool. Visitors can also explore the nearby Everglades National Park or take water excursions to Keewaydin Island and Naples. For more information and reservations, please visit our website or contact us via email.

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.

Sailport Waterfront Suites is located at 2506 North Rocky Point Drive in Tampa, Florida, United States. This institution offers a unique experience as Tampa's only all-waterfront, all-suite resort. Perfectly situated for business travelers, Sailport is just minutes away from Tampa's Westshore business district and the Tampa International Airport. The privately owned units feature special business suites with ample work space and complimentary high-speed internet. For families looking to escape, Sailport offers one and two-bedroom spacious suites with full kitchens and private balconies to enjoy stunning sunsets. Guests can relax by the heated pool, sandy beach, or take advantage of the recreational areas including volleyball, fishing pier, and outdoor fitness center.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

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.

Cartier Limousine Services is a premier transportation company located at 6514 13th Avenue Drive West in Bradenton, Florida. We specialize in providing luxurious limo, transfers, and shuttle services to Anna Maria Island, Bradenton, Tampa, and Sarasota airports. Our team ensures safe and reliable transportation to and from various local airports, including Tampa, Sarasota, and Orlando. We prioritize communication with our clients and their chosen airlines to guarantee prompt and timely pickups. Our experienced drivers are familiar with the area's airports and go above and beyond to coordinate your travel seamlessly. We offer tips for booking transportation services to and from Anna Maria Island and surrounding areas, ensuring a stress-free experience for our customers. Additionally, we provide special assistance for handicapped travelers, minors, and those with language barriers.

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.

The Cheri Lyn Motel, located at 11705 Gulf Boulevard in Treasure Island, Florida, offers a variety of lodging options including motel rooms, efficiency units, and apartments. Each room is equipped with a refrigerator, microwave, and color television, with laundry facilities available on site. Situated just across Gulf Boulevard from the pristine white sandy beaches of the Gulf of Mexico, the motel is also conveniently located just one mile from the renowned John's Pass Village and Boardwalk. The motel's accommodations include rooms with queen or double beds, updated bathrooms, and kitchen areas separated from the bedroom space. Some rooms feature a semi-open layout bathroom, while others offer a two-room efficiency apartment setup. Nearby attractions include Treasure Bay Golf and Tennis Club, Central Avenue shopping, Busch Gardens, Lowry Park Zoo, Seminole Hard Rock Hotel & Casino Tampa, and the Walt Disney World Resort.

Sand Pebble Resort is a beautiful lodging option located at 12300 Gulf Boulevard in Treasure Island, Florida. Known as the "Sand Sculpture Capital of Florida", Treasure Island offers a perfect family vacation destination with plenty of fun activities in the Tampa Bay and St. Petersburg areas. The resort is just blocks away from the famous John's Pass Village and Boardwalk, where you can find a variety of restaurants, shops, and water activities such as deep sea fishing charters and jet ski rentals. Guests can enjoy direct access to the beach and stunning views of the Gulf of Mexico from the resort. Nearby attractions include Busch Gardens, Adventure Island, St. Petersburg Pier, Salvadore Dali Museum, and Tampa Bay Aquarium. For those looking for even more excitement, Orlando and Disney World are just a day trip away.

Camden Pier District Apartments is a luxurious real estate agency located at 330 3rd Street South, St. Petersburg, Florida, United States. The institution offers studio, one-, two-, and three-bedroom apartments with modern amenities and amazing rooftop spaces with panoramic views of the water and the city. The open-concept floor plans feature gourmet kitchens with stainless steel appliances, quartz countertops, and large kitchen islands. Residents can relax on their private balconies and enjoy the beautiful interior with natural light. The location is in the heart of downtown St. Petersburg, just blocks away from the best food, drink, entertainment, and art in the area. Pets are welcome, and there is a dog park nearby for furry friends to enjoy. Residents can take advantage of exclusive discounts with CORT for furniture rentals. Unbelievable amenities include a gym, yoga studio, Spa House with sauna and whirlpool, sky lounge overlooking Tampa Bay, pool, fire pit lounge, and concierge services. Tours can be done in person with a team member, self-guided, or through live video. Come and #LiveAbove at Camden Pier District Apartments.