The 30 Best Island vacation rentals in Sarasota, Florida

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.

ABC Baby and Beach Equipment Rentals is a premier rental service located at 2239 15th Street in Sarasota, Florida. We specialize in providing high-quality baby supplies and beach gear for rent in Sarasota, Siesta Key, Lakewood Ranch, Anna Maria Island, and Bradenton. Our delivery and pick-up process is convenient and hassle-free, with deliveries made before standard check-in times and returns scheduled after check-out. We offer free delivery on orders over $150 to most zip codes, with no additional service charges.

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.

ABC Baby and Beach Equipment Rentals is a clothing store located at 5700 Midnight Pass Road in Siesta Key, Florida. We specialize in providing baby and beach gear rentals for families visiting Sarasota, Siesta Key, Lakewood Ranch, Anna Maria Island, and Bradenton. Our delivery and pick-up process is convenient and easy, with deliveries made before standard check-in times and returns done after check-out. We offer free delivery on orders over $150 in most zip codes, with no service charges.

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.

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.

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!

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.

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.

Vacation Rentals Lido Key is a premier real estate and travel agency located at 722 South Boulevard of the Presidents in Sarasota, Florida. Specializing in luxurious vacation rentals on Lido Key, this agency offers a wide range of stunning properties for travelers looking for the perfect beach getaway. From cozy condos to spacious beachfront homes, Vacation Rentals Lido Key has something for everyone. With top-notch customer service and a passion for providing unforgettable vacation experiences, this agency is your go-to destination for planning your next trip to Sarasota. Book your dream vacation rental with Vacation Rentals Lido Key and make memories that will last a lifetime.

Lido Key Vacations is a premier real estate and travel agency located in Sarasota, Florida. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental or property on beautiful Lido Key. Whether you're looking for a luxurious beachfront villa or a cozy bungalow, we have a wide range of options to suit your needs. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Visit us at 5231 Avenida Navarra and let us help you plan your dream getaway to paradise.

Siestakey-Rental Vacation Rentals is a real estate and travel agency located at 202 Island Circle in Siesta Key, Florida. This exclusive property, Siesta Key Heritage House, is now available for reservations for Christmas 2024, with limited availability in 2025. The house is situated in the private Palm Island enclave just 2.5 blocks away from the world famous Siesta Key Beach. Guests can enjoy modern luxuries in a home that pays homage to the early Sarasota Bayfront hotels. The property features a waterfront pool, jacuzzi, porches, and a private dock for fishing or launching stand-up paddle boards. The chef's kitchen is fully equipped for entertaining up to 20 guests. Reservation inquiries can be made by contacting Siestakey-Rental at 941-363-1216 or siestakeyheritagehouse@gmail.com. Enjoy a luxurious and secluded getaway at Siesta Key Heritage House.

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.

Robin Hood Rentals Siesta Key is a premier store located at 5255 Ocean Boulevard in Sarasota, Florida. Specializing in providing top-quality rental services for visitors looking to explore the beautiful Siesta Key area, this institution offers a wide range of rental options including bicycles, kayaks, paddleboards, beach chairs, umbrellas, and more. With a convenient location and friendly staff, Robin Hood Rentals Siesta Key is the perfect destination for those looking to make the most of their time in this stunning beachside community.

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.

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.

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.

Venice Beach Villas is a lodging institution located at 501 West Venice Avenue in Venice, Florida, United States. Situated on the beautiful Island of Venice, our condo rentals are just a short walk from the Venice Public Beach and the charming historic downtown Venice shops and restaurants. The location of Venice Beach Villas makes it a perfect choice for those looking to explore the surrounding areas, with Sarasota to the north and Englewood, North Port, and Port Charlotte to the south. Our institution is committed to providing a comfortable stay for all guests, including those with disabilities. While the building has limited accessibility features due to its age, we strive to accommodate and assist all customers to the best of our ability.

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.

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.

Suncoast Cleaning Errand Services, LLC is a family owned and operated business located at 1505 North Knollwood Drive in Bradenton, Florida. We specialize in Residential, Vacation, Commercial Cleaning, Property Management, and Errand Services. Our goal is to make life more enjoyable for our clients by taking care of tasks they don't have time for or simply don't want to do. We serve Sarasota, Bradenton, Lakewood Ranch, Longboat Key, and Anna Maria Island. Our team is licensed, insured, and all employees undergo level 2 background checks for your peace of mind. Let us handle the cleaning and errands so you can focus on what truly matters.

Located at 1211 Old Stickney Point Road in Sarasota, Florida, Crescent Grocery is your go-to spot for all your food and grocery needs. Whether you're looking for fresh produce, snacks, or drinks, we have everything you need to make your stay in Siesta Key unforgettable. Our goal is to provide you with quality products that will help you create lasting memories during your vacation. From beach picnics to sunset wine tastings, we have you covered. Come visit us and let us help make your vacation simple, easy, and delicious.

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.

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.

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.

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!