The 30 Best Island getaways in Sarasota, Florida

Island Pursuit is a premier clothing and shoe store located at 355 Saint Armands Circle in Sarasota, Florida. Offering a curated selection of stylish and comfortable apparel, footwear, and accessories, Island Pursuit is the go-to destination for those looking to embrace the laid-back island lifestyle. Whether you're in need of a new swimsuit for a day at the beach or a chic outfit for a night out, Island Pursuit has you covered. With a friendly and knowledgeable staff ready to assist you, shopping at Island Pursuit is a truly enjoyable experience. Visit us today and discover the perfect pieces to elevate your wardrobe.

Home2 Suites by Hilton Nokomis Sarasota Casey Key is a modern and stylish lodging option located at 227 Albee Road West in Nokomis, Florida. This hotel offers comfortable suites with fully equipped kitchens, spacious living areas, and complimentary Wi-Fi. Guests can enjoy amenities such as a fitness center, outdoor pool, and complimentary breakfast. The convenient location near Casey Key and Sarasota makes it a great choice for both leisure and business travelers looking for a relaxing stay in the Sunshine State.

My Sarasota Getaway is a charming lodging institution located at 119 South Tamiami Trail in Nokomis, Florida, United States. Situated in the beautiful Sarasota area, this getaway offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a home away from home for visitors. With its convenient location and welcoming atmosphere, My Sarasota Getaway is the perfect place to unwind and enjoy all that this picturesque region has to offer. Whether you're looking for a weekend getaway or an extended stay, this institution is sure to provide a memorable experience for all.

The Lido Islander is a premier institution located at 528 South Polk Drive in Sarasota, Florida. As a multi-faceted establishment, it serves as a lodging facility, real estate agency, and travel agency all in one. Whether you are looking for a luxurious place to stay, seeking to invest in property on Lido Key, or planning your next vacation, the Lido Islander offers a one-stop solution for all your needs. With a prime location in the beautiful city of Sarasota, the Lido Islander provides top-notch services and accommodations to ensure a memorable experience for all guests and clients.

Suntide Island Beach Club is a charming beachfront lodging institution located at 850 Benjamin Franklin Drive in Sarasota, Florida, United States. This tropical oasis offers guests a relaxing and rejuvenating stay with its cozy accommodations and stunning views of the Gulf of Mexico. The resort features a variety of amenities including a heated outdoor pool, beach access, BBQ grills, and complimentary Wi-Fi. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply soak up the sun, Suntide Island Beach Club is the perfect destination for your next vacation getaway.

OHasis Getaway is a real estate and travel agency located at 211 Elm Avenue in Anna Maria, Florida, United States. Just steps away from the stunning Gulf side beaches of Anna Maria Island, our locations are perfect for a relaxing escape. We take pride in providing Midwestern care to ensure your OHasis Getaway is prepared for you to simply enjoy island life. Our properties offer luxurious comfort in soothing island style, allowing you to unwind and recharge. With beautiful sunrises and sunsets, lush flora, and soft sugar sand beaches, you'll feel like you're in paradise. Enjoy amenities such as private pools, outdoor grills, entertainment systems, and fully stocked kitchens with Starbucks coffee beans provided.

Island Time Charter is a unique establishment located on 11th Street in Sarasota, Florida, United States. This dual-purpose venue serves as both a bar and a travel agency, offering patrons the opportunity to enjoy a refreshing drink while planning their next adventure. Whether you're looking to unwind with a cocktail or book a thrilling excursion, Island Time Charter has you covered. With a laid-back atmosphere and friendly staff, this is the perfect place to kick back and relax while making plans for your next getaway.

Sarasota Cruise Planners is a premier travel agency located at 3281 Huntington Place Drive in Sarasota, Florida. Our experienced team of travel experts is dedicated to helping you plan the perfect cruise vacation tailored to your preferences and budget. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, we are here to make your travel dreams a reality. Contact us today to start planning your next unforgettable cruise experience.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Chart House, located at 201 Gulf of Mexico Drive in Longboat Key, Florida, is a top waterfront restaurant offering stunning views of Sarasota Bay. With a relaxing atmosphere both inside the dining room and outside on the terrace, this seafood restaurant is the perfect escape from the daily grind. Enjoy Happy Hour specials daily from 4PM to 6:30PM, as well as early dining hours from 4PM to 6PM. Indulge in delicious seafood specialties with a local twist, or sip on cocktails at the comfortable bar seating. Situated on beautiful Longboat Key, Chart House is a tropical retreat just a short drive away from outdoor destinations like South Lido County Park and Bay Island Park. With boat rentals, bike tracks, and more nearby, this restaurant is the ideal spot for a relaxing getaway. As they reopen their dining rooms, Chart House is committed to ensuring the safety of their guests and looks forward to serving you once again.

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.

Butterfly Beach is a trendy clothing store located at 23151 Fashion Drive in Estero, Florida. Visit our store to discover the latest fashion trends and shop our unique collection of clothing and accessories. Don't forget to check out our Lounge section to shop our Cloud Fleece sets! We also have additional locations at Periwinkle Place Shops in Sanibel, Esplanade Shoppes in Marco Island, St. Armands Circle in Sarasota, and Bell Tower in Fort Myers. Come visit us and find your perfect beach-ready outfit at Butterfly Beach!

Gulf Sands Beach Resort is a charming lodging institution located at 433 Casey Key Road in Nokomis, Florida, United States. Situated between Sarasota and Venice, this resort offers guests a beautiful beach and stunning sunsets in a relaxing Old Florida environment. The resort is located on Casey Key, a unique barrier island directly on the Gulf of Mexico, just north of Venice. Accommodations at Gulf Sands Beach Resort include one and two-bedroom apartments, each featuring equipped kitchens, full baths, bedrooms, living rooms, and dining areas. Guests can enjoy the 'Old Florida' ambiance with their toes in the sand and a drink in hand while taking in the spectacular views.

Gulfside Beach Club is a dream getaway located at 427 Casey Key Road in Nokomis, Florida, United States. Nestled on a unique barrier island on Florida's Gulf Coast, this lodging institution offers a charming and relaxing atmosphere reminiscent of an "old Florida" beach resort. The crisp whitewashed buildings with blue awnings give off a Greek island retreat vibe, while the expansive pristine beach, colorful botanical gardens, and boat docks make Gulfside Beach Club stand out from other resorts in the area. Choose from a variety of accommodations, including one-bedroom beachfront villas, two-bedroom apartments with beach-facing decks, and garden-view apartments. All units are equipped with fully stocked kitchens, washer/dryer, and central AC. Rates start at $375 per day for two people, with additional guests charged at $20/person/night. Rates do not include Florida taxes.

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.

Captiva Beach Resort is a charming boutique lodging option located in the heart of Sarasota, Florida. Situated at 6772 Sarasea Circle, this resort offers a unique blend of relaxation and luxury for guests looking to escape the hustle and bustle of everyday life. With a laid-back beach vibe, Captiva Beach Resort provides comfortable accommodations and a convenient location just steps away from the pristine white sands of the Gulf Coast. Whether you're looking for a cozy room for a weekend getaway or a stylish outfit for a day at the beach, this institution has you covered. Experience the ultimate in seaside relaxation at Captiva Beach Resort.

The Inn at Turtle Beach is an award-winning and nationally recognized lodging located at 9004 Midnight Pass Road in Sarasota, Florida. Our resort offers a peaceful and secluded retreat with beautiful views of Little Sarasota Bay and is just minutes away from Turtle Beach. Each cottage and suite features a private enclosed patio with a hot tub and hammock, perfect for relaxation. Guests can also enjoy private docks with stunning water views. Book directly with us for the best rates and availability by calling 941 349 4554 or clicking our website link. Experience Siesta Key in its true tropical beauty at the Turtle Beach Resort. With lush gardens, water views, beach access, and a private courtyard, our resort is the perfect getaway. Located on Little Sarasota Bay, we are just a short walk to Turtle Beach. Relax in your private hot tub, lounge in a hammock, take a kayak tour, or enjoy our heated pool. The possibilities for relaxation and fun are endless.

Bird Key Park is a picturesque waterfront park located in Sarasota, Florida. Situated on the beautiful Bird Key island, this park offers stunning views of Sarasota Bay and the surrounding area. Visitors can enjoy walking paths, picnic areas, and a playground for children. Bird Key Park is a popular spot for bird watching, as the island is home to a variety of bird species. Whether you're looking to relax in the sunshine or take in the natural beauty of Sarasota, Bird Key Park is a must-visit destination for tourists and locals alike.

LeBarge Tropical Cruises, located at 2 Marina Plaza in Sarasota, Florida, is a popular tourist attraction and travel agency offering a variety of unique cruise experiences. From the Friday Night After Sunset Music Cruise to the Full Moon Cruise with live entertainment, there is something for everyone to enjoy. With a minimum of 65 people, you can even book a private holiday event with LeBarge. Sip on a tropical cocktail and listen to the sounds of steel drums as you cruise along Sarasota Bay, taking in the breathtaking views of the Gulf of Mexico at sunset. Learn about the local marine life from a marine biologist as you spot dolphins and manatees swimming alongside the boat.

Lido Key Tiki Bar is a tropical oasis located on the beautiful shores of Sarasota, Florida. Situated at 1234 Benjamin Franklin Drive, this bar offers a laid-back atmosphere perfect for enjoying refreshing drinks and delicious food with friends and family. With its thatched roof and beachfront location, Lido Key Tiki Bar provides a true island getaway experience. Come unwind and relax while sipping on cocktails and enjoying the stunning views of the Gulf of Mexico. Whether you're looking for a casual hangout spot or a place to celebrate a special occasion, Lido Key Tiki Bar is the perfect destination.

Bird Key Park Car Park is a convenient parking facility located at 200 John Ringling Causeway in Sarasota, Florida. Situated within the picturesque Bird Key Park, this car park is the perfect starting point for exploring the park's lush greenery, scenic walking trails, and stunning waterfront views. Whether you're a local resident or a tourist visiting Sarasota, this park and car park offer a peaceful retreat from the hustle and bustle of city life. Don't miss the opportunity to relax and unwind in this beautiful natural setting.

Turtle Crawl Inn Resort is a beachfront paradise located at 4235 Gulf of Mexico Drive, Longboat Key, Florida. Offering easy living on the Gulf Coast, this resort features vacation beach condos near Sarasota, Florida. With a variety of room styles including accommodations at The Towers, The Gardens, and The Villas, guests can enjoy plush island luxury and quiet pleasures that cater to all personalities. The resort has 20 units directly facing the beautiful Gulf of Mexico, all with one bedroom, one bathroom, and a studio apartment style living area with a balcony overlooking the beach. Most units include a sleeper sofa and can accommodate up to 6 people. Guests can enjoy the heated pool, barbecue area, putting green, shuffleboard area, and easy access to the beach. The resort offers clean and comfortable rental condominiums and villas with fully equipped kitchens. Visitors can partake in activities such as shelling, biking, fishing, watersports, and dining, or simply relax on the white sand beaches and enjoy the warm Sarasota sun. With excellent views of the water and spectacular sunsets, Turtle Crawl Inn Resort is the perfect choice for a Longboat Key vacation. Previous guests have praised the resort for its friendly staff, peaceful atmosphere, and private beach access, making it a top choice for a relaxing getaway.

Escape to the charming beachfront paradise of Wicker Inn Beach Resort, located on the exclusive island of Longboat Key in Florida. This private resort features ten suites and one cottage, all newly renovated with timeless Old Florida decor. Each suite has Adirondack seating on its front porch or patio, surrounded by tropical blooms, lush foliage, and swaying palm trees. The resort also offers a private gazebo, heated swimming pool, and designated grilling area. Conveniently located only 20 minutes from Sarasota-Bradenton International Airport, Wicker Inn is close to all the shopping, dining, and entertainment of Sarasota while still providing a laid-back and private beach vacation experience. Whether you're looking for a romantic escape or a fun-filled getaway with the family, Wicker Inn has a variety of suite and cottage options to suit your needs.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

Lucky Vacation Homes is a premier real estate agency located at 1901 Hyde Park Street in Sarasota, Florida. Our team of experienced professionals are dedicated to helping you find the perfect vacation home for your next getaway. Whether you're looking for a beachfront property, a cozy cabin in the mountains, or a luxurious villa in a tropical paradise, we have a wide variety of options to suit your needs. With our expertise and personalized service, we strive to make your vacation rental experience as seamless and enjoyable as possible. Contact us today to start planning your dream vacation!

Tropical Sands Accommodations is a premier real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxurious beachfront properties and vacation rentals, we offer a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beach cottage or a spacious oceanfront villa, our team of experienced agents is dedicated to helping you find the perfect tropical getaway. With stunning views, top-notch amenities, and personalized service, Tropical Sands Accommodations is your go-to destination for a truly unforgettable vacation experience in the Sunshine State. Book your dream beach retreat with us today!

The Cottages at Siesta Key is a charming resort located at 1105 Point of Rocks Road in Sarasota, Florida. This unique beach cottage experience is just a short walk from the white, powdery sand and aquamarine waters of Siesta Key Beach. We have been awarded the TripAdvisor Certificate of Excellence in both 2017 and 2018, and offer 13 individually decorated cottages ranging from studio size to 4 bedrooms. Our amenities include full kitchens, private decks, barbecue grills, and a pool. Whether you're planning a romantic getaway, family vacation, reunion, or wedding, The Cottages at Siesta Key is the perfect choice. We are just steps from the beach and close to a variety of activities, including dining, scuba diving, shopping, dolphin watching, fishing, and parasailing. Book your stay with us today and experience the difference at The Cottages at Siesta Key.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

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.

Siesta Beach Rentals is a premier real estate and travel agency located at 333 Canal Road in Sarasota, Florida. We specialize in offering vacation rentals in the beautiful Siesta Key area, known for its stunning white sand beaches and crystal-clear waters. Our experienced team is dedicated to helping you find the perfect rental property for your next beach getaway, whether you're looking for a cozy condo or a luxurious beachfront villa. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact Siesta Beach Rentals today to start planning your dream beach vacation in Sarasota, Florida.