The 30 Best Paradise beach vacation rentals in Tampa, Florida

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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.

Barefoot Beach Resort is a luxury condominium property located in Indian Shores Beach, Florida. Situated on the pristine Gulf of Mexico coastline, this charming beach community is a hidden gem of Tampa Bay's beaches. Perfect for families and couples, our vacation rental suites offer spacious and well-appointed accommodations with fantastic views. Our resort is directly on the intracoastal waterway and just steps away from the Gulf of Mexico beaches, providing a true paradise for guests. Untouched by large-scale developments, Indian Shores embodies the spirit of "Old Florida" with lush landscaping and native wildlife.

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.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.

Guy's Paradise is a premier travel agency located in the vibrant city of Tampa, Florida. Situated at 8001 Sheldon Road, our agency specializes in creating unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous outdoor excursion, or a luxurious city escape, Guy's Paradise has got you covered. Our team of experienced travel experts will work tirelessly to ensure that your trip is seamless and stress-free. Trust Guy's Paradise to make your travel dreams a reality.

Tampa Bay Beachfront Vacation Rentals, located at 18222 Sunset Blvd in the picturesque Redington Shores, Florida, is your premier destination for unforgettable coastal getaways. Specializing as both a real estate and travel agency, this business offers a unique blend of services catering to those seeking the perfect beachfront retreat. Whether you're in the market to purchase a slice of paradise or looking to rent a luxurious vacation home for a short stay, Tampa Bay Beachfront Vacation Rentals has you covered. Their portfolio boasts an impressive array of properties, each offering stunning views of the Gulf of Mexico, direct beach access, and all the amenities needed for a relaxing and enjoyable stay. The knowledgeable and friendly staff are dedicated to helping you find the ideal property that meets your needs, whether it's for a family vacation, romantic getaway, or investment opportunity.

Welcome to Spa Beach Realty, your trusted real estate agency located on Pasadena Avenue South in beautiful South Pasadena, Florida. Nestled in the heart of this vibrant community, we specialize in helping you find your dream home or investment property in the stunning Tampa Bay area. Our experienced team of real estate professionals is dedicated to providing personalized service, ensuring a seamless and stress-free experience whether you're buying, selling, or renting. At Spa Beach Realty, we understand that real estate is more than just transactions—it's about building relationships and finding the perfect place that feels like home. With deep local knowledge and a passion for the area, we offer expert guidance on the diverse neighborhoods and hidden gems that South Pasadena and the surrounding regions have to offer.

Hotel Haya is a charming lodging establishment located at 1412 East 7th Avenue in the heart of Tampa, Florida. This boutique hotel offers a unique blend of modern amenities and historic charm, providing guests with a comfortable and memorable stay. With beautifully appointed rooms, a rooftop bar with stunning views, and a convenient location near many attractions, Hotel Haya is the perfect choice for travelers looking for a one-of-a-kind experience in Tampa. Experience true hospitality at Hotel Haya.

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.

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.

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.

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.

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.

Love To Vacay is a premier travel agency located in the heart of Tampa, Florida. Our dedicated team of experienced travel experts is committed to helping you plan the perfect vacation getaway. Whether you're looking for a relaxing beach retreat, an adventurous outdoor excursion, or a romantic escape, we have the knowledge and resources to make your dream vacation a reality. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on making unforgettable memories. Come visit us at 10940 North 56th Street and let us help you plan your next unforgettable vacation!

AMI Cottages is a charming travel agency located at 5321 Memorial Highway in Tampa, Florida. Our agency specializes in providing cozy and comfortable accommodations for travelers looking to experience the beauty of Anna Maria Island. With a wide selection of cottages to choose from, we offer a personalized and unforgettable vacation experience for all our guests. Whether you're looking for a romantic getaway or a family-friendly retreat, AMI Cottages has something for everyone. Book your stay with us today and let us help you create lasting memories on your next trip to Florida.

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.

Nordic Fishing Charters & Excursions is a premier fishing and sightseeing institution located at 1119 Baillies Bluff Road in Holiday, Florida, United States. Our trips offer the opportunity to catch trophy fish or explore the beautiful views in Tarpon Springs. We cater to various locations including Clearwater, Tampa, St. Pete, Tarpon Springs, and Weeki Wachee, and target species such as Redfish, Snook, Trout, Black Drum, Mangrove Snapper, and Tarpon. Our experienced guide, Captain Joshua Guy "The Nauti Viking," will ensure that your fishing or sightseeing trip is tailored to your preferences and experience level. Whether you want to fish, snorkel, or enjoy a family cruise, we guarantee an adventure to remember along the Gulf of Mexico year-round. A valid Florida fishing license is included in the trip for your convenience.

Ebb & Flow Charters, located on East Madison Street in Tampa, Florida, offers personalized fishing charters in the beautiful Tampa Bay area. Captain Charlie, a Florida native with years of experience, provides all necessary equipment and expertise for a successful day on the water. Whether you're a seasoned angler or a beginner, there's something for everyone on a fishing trip with Ebb & Flow Charters. From sight-fishing for snook and redfish to battling tarpon along the beaches, there's a fishing experience for every preference. The charter service also offers cleaning and bagging of your catch, as well as recommendations for restaurants that will cook your fish for you. Whether you're looking for a family-friendly outing or a corporate fishing trip, Ebb & Flow Charters has you covered. Book your Tampa Bay fishing charter today and enjoy a memorable day on the water with Captain Charlie.

Welcome to Strawberry Fields For RV'ers, your perfect getaway in Chiefland, Florida! Nestled at 1043 Northeast 4th Street, our RV park offers a unique blend of relaxation and adventure, just a stone's throw from Cedar Key, Manatee Springs, and countless outdoor activities. Discover the charm of our "Bidet Chalet" bathhouse and vibrant laundry facility, while our game room invites you to unwind with a library, card room, four pool tables, and indoor shuffleboard. Outdoors, enjoy pickleball, shuffleboard, bocce ball, and a golf driving range for enthusiasts.

Welcome to Lakewood Travel Park! Nestled in the heart of Hudson, Florida, just off the Gulf Coast, Lakewood Travel Park is your perfect getaway destination. Located at 11517 State Road 52, our park offers a serene escape for RV enthusiasts, snowbirds, and vacationers alike. Whether you're looking for a short stay or a long-term retreat, our campground and lodging facilities provide a welcoming atmosphere with a variety of amenities to enhance your experience.

Welcome to Weeki Wachee Outdoor Center, LLC, your ultimate destination for outdoor fun and relaxation in Spring Hill, Florida! Located at 7404 Shoal Line Boulevard, our store is your go-to spot for all things outdoor adventure in the beautiful Weeki Wachee area. Missed out on Weeki Wachee State Park reservations? Don't worry! We offer a variety of rentals including tubes, stand-up paddleboards (SUPs), and bikes available by appointment and on a first-come, first-served basis for walk-ins. Please note that sometimes we may be out delivering equipment to local vacation rental homes, so it's best to schedule an appointment.

Welcome to Sun Valley, your premier destination for lodging and RV park experiences in Tarpon Springs, Florida. Nestled at 39248 U.S. 19, our location offers the perfect blend of tranquility and accessibility, situated on Florida’s stunning Gulf Coast. Sun Valley is your gateway to the vibrant cities of St. Petersburg, Clearwater, and Tampa Bay, yet it remains a peaceful retreat from the hustle and bustle. Designed for those aged 55 , Sun Valley is more than just a place to stay—it's a lifestyle. Our community is brimming with resort-style amenities, engaging activities, and a welcoming atmosphere that makes every day feel like a vacation. Whether you're escaping the chilly winters or seeking a year-round haven, Sun Valley promises an active, fulfilling lifestyle.

Welcome to Between The Tides, your premier destination for real estate and travel experiences in the heart of Florida's Gulf Coast. Nestled at 3721 116th Street West, Bradenton, Florida, our unique agency offers a blend of accommodation and adventure, perfect for those looking to explore the stunning beauty of Anna Maria Island, Bradenton, and the historic charm of Cortez. Discover the allure of coastal living with our charming 1 Bed/1 Bath property, thoughtfully designed to provide both comfort and convenience. With a Queen bed, Sofa Sleeper, child-size bunks, and a futon in the Lanai, this cozy retreat accommodates up to six guests. Enjoy the open layout with a work/desk area, a fully equipped kitchen, and a spacious Lanai that extends to a breezy back patio, creating a perfect space for relaxation.

Welcome to Total Realty Services, Inc., your premier real estate agency located at 13030 Gulf Lane, Madeira Beach, Florida. Specializing in condo-hotels and seasonal investment properties, we are passionate about selling real estate in the Sunshine State and are experts in the buying and selling of condos across our beautiful Gulf Beaches. Our website is a comprehensive resource for both buyers and sellers, featuring the best real estate tools available. It is easy to use and updated every 15 minutes by the official Realtor®’s database. You can save searches, receive daily email alerts of new listings, price changes, sold data, and market reports, and even use our Interactive Map Search to view properties on a map or refine your search by drawing boundaries around your desired area. Bookmark our page for your home, condo, and investment property searches—it’s the only site you’ll ever need!

Welcome to Coit Group Fine Homes, a premier real estate agency located in the heart of Tarpon Springs, Florida. Situated at 229 East Lemon Street, our agency proudly serves the vibrant communities of Trinity, Tarpon Springs, Land O Lakes, and Odessa. As a native of Clearwater, Florida, I bring a deep understanding and intricate knowledge of the Tampa Bay area to each client interaction, ensuring you receive the highest level of personalized service for all your real estate needs. Our agency specializes in a wide array of real estate services, including residential buying and selling, commercial and investment opportunities, luxury and vacation homes, and second homes. Whether you're in search of a single-family home, an office building, vacant land, or a condominium, we have the expertise to guide you through every step of the process. Our concierge service and commitment to client confidentiality are just the beginning of the exceptional service we provide.

Welcome to Lona Leugers, Leugers Group, Brokered By EXP Realty, your premier real estate agency in the heart of Southwest Florida! Conveniently located at 9160 Forum Corporate Parkway, Fort Myers, Florida, we specialize in helping you find your dream home in some of the most beautiful beach communities in the world. Our service area includes the stunning locales of Fort Myers Beach, Marco Island, Naples, and the renowned Sanibel & Captiva Islands. Whether you're looking for a quaint cottage with Old Florida charm, a luxurious beachfront property, or a family-friendly home near unspoiled parks, we have the expertise to guide you to the perfect match.