TOP 30 Florida vacations in Clearwater, Florida

Welcome to Compass Hotel Anna Maria Sound, your personal slice of paradise located at 12324 Manatee Avenue West in Bradenton, Florida. This boutique hotel brings the easy, breezy fun of Margaritaville resorts to the beautiful Anna Maria Island, just a short drive from Sarasota Bradenton International Airport. With 123 gorgeously appointed rooms overlooking a marina and Neal Preserve, this seaside destination is the perfect home base for exploring the Florida Gulf. Enjoy complimentary breakfast buffets, delicious dining, and an attentive team that will make you feel right at home in paradise. Whether you're visiting IMG Academy, Premier Sports Campus, or attending a wedding at The Beach House, Sandbar, or Palma Sola Botanical Gardens, Compass Hotel Anna Maria Sound is the ideal year-round destination.

Holiday Isles Resort is a popular Old Florida Style hotel located just across the street from the beach at 14711 Gulf Boulevard in Madeira Beach, Florida. Guests can choose from studio rooms with Gulf views or spacious 2 bedroom, 1 bathroom suites that offer the comforts of a condo. The pristine sand of Madeira Beach stretches from St. Pete to Clearwater, making it the perfect destination for a beach getaway. Only a 10-minute walk from John's Pass Village, guests can explore local shops, restaurants, and bars in the area. The hotel offers unique offers and discounts when booking through their website. Accepted forms of payment include Visa, MasterCard, Discover Card, Traveler's Checks, and cash.

The Hampton Inn Tampa-Airport/Rocky Point is a comfortable and convenient lodging option located at 3035 North Rocky Point Drive East in Tampa, Florida. Situated near Tampa International Airport, this hotel offers easy access to the airport as well as nearby attractions such as Raymond James Stadium and Clearwater Beach. The hotel features modern rooms with amenities such as free Wi-Fi, a complimentary hot breakfast, a fitness center, and an outdoor pool. Whether you are traveling for business or leisure, the Hampton Inn Tampa-Airport/Rocky Point provides a welcoming and relaxing stay for all guests.

Econo Lodge Inn & Suites is a cozy and comfortable lodging option located at 2061 Gulf to Bay Boulevard in Clearwater, Florida. Offering a convenient location near the beach and various attractions, this budget-friendly hotel provides guests with a relaxing stay. The rooms are well-appointed and feature modern amenities to ensure a comfortable experience. Guests can also enjoy complimentary breakfast and access to the outdoor pool. Whether traveling for business or leisure, Econo Lodge Inn & Suites is a great choice for a pleasant stay in Clearwater.

Delux Inn is a charming lodging establishment located at 1735 Gulf to Bay Boulevard in Clearwater, Florida. This cozy inn offers comfortable and affordable accommodations for travelers looking for a convenient place to stay in the heart of Clearwater. The rooms are well-appointed and feature modern amenities to ensure a pleasant stay for guests. The friendly staff at Delux Inn is dedicated to providing excellent customer service and making your visit a memorable one. Whether you are in town for business or pleasure, Delux Inn is the perfect choice for your stay in Clearwater.

Gulf Way Inn is a cozy lodging establishment located at 2275 Gulf to Bay Boulevard in Clearwater, Florida. Our convenient location offers easy access to the beautiful Gulf Coast beaches, shopping centers, and dining options. Our comfortable rooms are equipped with all the necessary amenities to ensure a pleasant stay for our guests. Whether you are visiting for business or leisure, Gulf Way Inn is the perfect choice for your accommodation needs in Clearwater. Experience warm hospitality and excellent service during your stay at Gulf Way Inn.

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.

Located at 342 South Hamden Drive in Clearwater, Florida, Devon Shores is a unique lodging institution that offers intimate spaces, refreshing pools, and a hyperlocal ethos. This creates the perfect environment for guests to experience the best of beach, art, music, and dining in a way that goes beyond the ordinary. Guest suites at Devon Shores are designed with effortless luxury and beachy sophistication in mind. The spaces are welcoming and comfortable, inviting guests to relax and unwind in the heart of Clearwater Beach. With no elevators, long hallways, or waiting, guests can start exploring the area right outside their door without wasting precious vacation time.

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.

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.

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.

Gulfview Hotel - On the Beach is a charming lodging institution situated at 625 South Gulfview Boulevard in Clearwater, Florida, United States. Nestled right on the beautiful beachfront, guests can enjoy stunning views of the Gulf of Mexico from their rooms. The hotel offers comfortable accommodations, excellent amenities, and friendly service to ensure a relaxing and enjoyable stay for all guests. Whether you're looking to relax on the beach, explore the nearby attractions, or simply unwind by the pool, Gulfview Hotel - On the Beach is the perfect destination for your next getaway.

Shephard's Beach Resort is a luxurious lodging destination located at 619 South Gulfview Boulevard in Clearwater, Florida. Situated right on the stunning Gulf Coast, this resort offers guests a perfect beachside getaway with breathtaking ocean views and top-notch amenities. From spacious rooms and suites to a variety of dining options and entertainment venues, Shephard's Beach Resort has everything you need for a memorable stay. Whether you're looking to relax by the pool, enjoy water sports on the beach, or dance the night away at the on-site nightclub, this resort has something for everyone. Come experience the ultimate in beachfront luxury at Shephard's Beach Resort.

Pelican Pointe Hotel and Resort is a charming lodging establishment located at 445 South Gulfview Boulevard in Clearwater, Florida, United States. Situated just steps away from the beautiful Gulf of Mexico, this resort offers guests a relaxing and luxurious retreat. The hotel features comfortable accommodations, a sparkling outdoor pool, a fitness center, and stunning views of the ocean. With its convenient location near popular attractions and dining options, Pelican Pointe Hotel and Resort is the perfect destination for a memorable vacation in Clearwater.

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.

Sarasota Sunny South is a beautiful 55 and over Gulf Coast Florida RV Park located at 100 Center Street in Sarasota, Florida. Ranked as the 5th best place to live in the United States by U.S. News & World Report, our resort offers a tropical oasis for those looking to relax and enjoy the sunshine. Just minutes away from the stunning white sand beaches and clear blue waters of the Gulf of Mexico, our park is also conveniently close to cultural attractions, museums, restaurants, shopping, and more. Whether you're looking to stay year-round, escape the winter months, or just spend a week in paradise, Sarasota Sunny South will truly feel like home. Contact us at 941-217-7699 to book your stay at our Florida RV resort.

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.

White Sands House is a charming lodging establishment located at 11 Heilwood Street in Clearwater, Florida. Situated just a stone's throw away from the beautiful white sandy beaches of the Gulf Coast, this cozy retreat offers guests a tranquil and relaxing atmosphere. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway or a family vacation, White Sands House is the perfect choice for your next visit to Clearwater.

Sea Star Beach Resort is a charming lodging option located in Clearwater, Florida, just a short distance from the beautiful beaches of the Gulf Coast. This cozy resort offers comfortable accommodations in a peaceful setting, perfect for a relaxing getaway. Guests can enjoy amenities such as a sparkling swimming pool, lush tropical gardens, and easy access to the beach. The resort's friendly staff is dedicated to providing top-notch service to ensure a memorable stay for all visitors. Whether you're looking for a romantic retreat or a fun family vacation, Sea Star Beach Resort is the perfect choice for your next trip to Clearwater.

Barefoot Beach House is a charming seaside cafe and restaurant located at 332 South Gulfview Boulevard in Clearwater, Florida. This cozy establishment offers a laid-back atmosphere where guests can enjoy delicious food and drinks while taking in stunning views of the Gulf of Mexico. With a menu featuring fresh seafood, hearty sandwiches, and refreshing cocktails, Barefoot Beach House is the perfect spot to unwind and relax by the beach. In addition to their dining options, the establishment also offers a small store where visitors can purchase beach essentials and souvenirs to remember their time in this beautiful coastal town. Whether you're looking for a casual meal or a place to grab a drink with friends, Barefoot Beach House is a must-visit destination in Clearwater.

Reel Deal Outpost is a clothing store located at 1890 West Bay Drive in Largo, Florida, United States. In addition to being a clothing store, Reel Deal Outpost also offers private, offshore fishing charters in the Gulf of Mexico from Clearwater Beach, Florida. The charter boats, REEL DEAL and REEL DEAL II, are run by experienced fishing captains who offer half-day, three-quarter day, full-day, and extended offshore fishing trips. These charters target a variety of fish species such as grouper, mackerel, amberjack, barracuda, snapper, cobia, mahi mahi, tuna, sharks, and more. The vessels can accommodate up to six passengers, making for a more intimate fishing experience. Families and kids are welcome aboard the Reel Deal charters. The boats are docked at the Clearwater City Municipal Marina on Clearwater Beach, making them easily accessible from Tampa, Orlando, Ruskin, Palmetto, and Homosassa. To schedule a fishing charter in Clearwater Beach, guests can contact Heather Hunsucker at (727) 906-7749 for more information and availability. Captain Danny "DJ" Pate can be reached at (404) 277-9777 for the REEL DEAL boat, and Captain Steve Hunsucker can be reached at (727) 678-0118 for the REEL DEAL II boat. Whether you're a seasoned angler or a beginner, Reel Deal Outpost offers a fun and exciting day of sportfishing in the beautiful waters of the Gulf of Mexico.

Merry Mouse of Sand Key is a charming clothing store located at 1261 Gulf Boulevard in Clearwater, Florida. This boutique offers a wide selection of trendy and stylish clothing for men, women, and children. From casual wear to formal attire, Merry Mouse of Sand Key has something for everyone. Whether you're looking for a new outfit for a special occasion or just want to update your wardrobe, this store has you covered. With friendly staff and a welcoming atmosphere, shopping at Merry Mouse of Sand Key is a delightful experience. Visit us today and discover the perfect pieces to add to your closet.

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.

Carlouel Yacht Club is a prestigious private club located at 1091 Eldorado Avenue in Clearwater, Florida. Boasting a prime waterfront location on the beautiful Gulf Coast, the club offers its members exclusive access to a range of upscale amenities and services. From sailing and boating activities to fine dining and social events, Carlouel Yacht Club provides a luxurious and welcoming environment for those who appreciate the finer things in life. With stunning views of the water and top-notch facilities, it is the perfect place to relax, socialize, and enjoy the best that Florida has to offer.

Five Palms is a charming institution located at 673 Bay Esplanade in Clearwater, Florida. This versatile establishment offers a range of services including lodging, real estate, and travel assistance. Whether you are looking for a cozy place to stay, seeking to buy or sell property, or planning your next vacation, Five Palms has got you covered. With its prime location in the heart of Clearwater, this institution provides top-notch services and accommodations to ensure a memorable experience for all its guests and clients.

Winter the Dolphin's Beach Club, Ascend Hotel Collection is a charming lodging establishment located at 655 South Gulfview Boulevard in Clearwater, Florida, United States. This unique hotel is inspired by the famous dolphin, Winter, from the movie "Dolphin Tale" and offers guests a one-of-a-kind experience. The hotel features comfortable rooms, stunning ocean views, and a relaxing beachfront atmosphere. Guests can enjoy amenities such as a pool, fitness center, and on-site dining options. With its convenient location near the beach and local attractions, Winter the Dolphin's Beach Club is the perfect destination for a memorable stay in Clearwater.

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!