TOP 30 Best Waterfront vacation retreats in Sarasota, Florida

Peppertree Bay Vacation Rentals is a premier real estate and travel agency located at 6056 Midnight Pass Road in Sarasota, Florida. With a prime location just steps away from the beautiful beaches of the Gulf Coast, Peppertree Bay offers a wide selection of luxury vacation rentals perfect for a relaxing getaway. Whether you're looking for a cozy beachfront condo or a spacious waterfront villa, our experienced agents are dedicated to helping you find the perfect accommodation for your next vacation. Book with us today and experience the ultimate in comfort and convenience during your stay in Sarasota.

The Ritz-Carlton, Sarasota is a luxurious lodging institution located at 1111 Ritz Carlton Drive in Sarasota, Florida, United States. This elegant hotel offers unparalleled service and amenities, including spacious rooms and suites, a world-class spa, multiple dining options, a stunning pool area, and access to a private beach club. Guests can enjoy the beautiful views of Sarasota Bay and downtown Sarasota, as well as convenient access to nearby attractions such as the Ringling Museum and St. Armands Circle. Whether you are visiting for a romantic getaway, a family vacation, or a business trip, The Ritz-Carlton, Sarasota promises a truly unforgettable experience.

The Westin Sarasota is a luxurious lodging institution located at 100 Marina View Drive in Sarasota, Florida, United States. Situated in the heart of downtown Sarasota, this elegant hotel offers stunning views of the marina and Sarasota Bay. Guests can enjoy spacious and stylish accommodations, upscale amenities, and exceptional service during their stay. Whether visiting for business or leisure, The Westin Sarasota provides a tranquil and sophisticated retreat in a prime waterfront location.

Gulf Coast Vacation Rentals is a premier real estate and travel agency located at 243 North Lime Avenue in Sarasota, Florida. We specialize in providing luxurious vacation rental properties along the stunning Gulf Coast of Florida. Our expert team is dedicated to helping you find the perfect rental for your next getaway, whether you're looking for a beachfront condo, a private villa, or a cozy cottage. With a wide range of properties to choose from and exceptional customer service, Gulf Coast Vacation Rentals is your go-to destination for an unforgettable vacation experience in the Sunshine State. Visit us today and start planning your dream vacation!

Hyatt Regency Sarasota is a luxurious lodging institution located at 1000 Boulevard of the Arts in Sarasota, Florida, United States. This upscale hotel offers stunning views of the Sarasota Bay and is conveniently situated near popular attractions such as the Ringling Museum of Art and St. Armands Circle. Guests can enjoy spacious and elegantly appointed rooms, a rooftop pool, a fitness center, and delicious dining options. With its prime location and exceptional amenities, Hyatt Regency Sarasota is the perfect choice for both leisure and business travelers looking for a memorable stay in Sarasota.

Serene Water Vacation Home is a charming lodging option located at 67 Sarasota Street in the beautiful city of Destin, Florida. This vacation home offers a peaceful and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. Whether you're looking for a weekend getaway or an extended stay, Serene Water Vacation Home provides all the comforts of home with the added bonus of stunning water views. As a real estate agency, Serene Water Vacation Home also offers opportunities for those interested in purchasing a vacation property in the area. With a team of experienced agents who are knowledgeable about the local market, they can help you find the perfect property to suit your needs.

Sarasota South is a reputable real estate agency located at 4515 26th Street West in Bradenton, Florida, United States. With a team of experienced and knowledgeable agents, Sarasota South is dedicated to helping clients buy, sell, and rent properties in the Sarasota area. Whether you are looking for a new home, investment property, or vacation rental, Sarasota South is committed to providing exceptional service and expertise to meet your real estate needs. Contact us today to start your real estate journey with Sarasota South.

Sarasota Cottage Rentals/Hudson Bayou is a premier real estate and travel agency located in Sarasota, Florida. Situated at 850 South Tamiami Trail, this institution offers a wide selection of luxurious cottage rentals in the picturesque Hudson Bayou area. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Sarasota Cottage Rentals/Hudson Bayou has the perfect accommodation for you. With expert agents who are knowledgeable about the local area and dedicated to providing top-notch customer service, this agency is your go-to destination for a memorable and relaxing stay in Sarasota. Book your dream cottage rental today and experience the beauty and charm of Hudson Bayou with Sarasota Cottage Rentals/Hudson Bayou.

Welcome to The Kohan Group at RE/MAX Metro, your premier real estate agency located at 153 107th Avenue, Treasure Island, Florida. Nestled in the heart of the Tampa Bay area, we specialize in helping you find your dream home amidst the stunning locales of Treasure Island and beyond. Whether you're searching for a luxury waterfront property, a cozy beach bungalow, or a family-friendly home, our extensive listings cater to a diverse range of needs and budgets. Our team of experienced real estate professionals is dedicated to providing personalized service, ensuring your home-buying experience is seamless and enjoyable. With an intimate knowledge of the local market, we offer expert guidance on properties in Seminole, Clearwater, St. Petersburg, and other vibrant communities throughout Pinellas and Hillsborough counties.

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.

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.

Sunset Beach Resort is a charming lodging located at 76 Avenida Veneccia in the beautiful Siesta Key, Florida. This resort offers a tranquil and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. The resort features cozy and comfortable accommodations, a sparkling swimming pool, and easy access to the beach. Guests can enjoy a peaceful getaway surrounded by the natural beauty of Siesta Key while being just a short drive away from the vibrant city of Sarasota. Experience the ultimate beach vacation at Sunset Beach Resort.

Siesta Sun Villas is a charming lodging institution located at 1016 Crescent Street in Sarasota, Florida, United States. Nestled in a peaceful and picturesque neighborhood, our villas offer a perfect blend of comfort and convenience. Each villa is tastefully decorated and fully equipped with modern amenities to ensure a relaxing stay for our guests. Just a short drive away from the famous Siesta Key Beach, our location is ideal for those looking to enjoy the sun, sand, and sea. Whether you are on a family vacation, a romantic getaway, or a business trip, Siesta Sun Villas is the perfect choice for your accommodation needs. Book your stay with us and experience the beauty of Sarasota in style and comfort.

Limetree Beach Resort is a charming lodging destination located at 1050 Benjamin Franklin Drive in Sarasota, Florida. Situated right on the beautiful shores of Sarasota Bay, this resort offers guests a peaceful and relaxing retreat. With its lush tropical landscaping, sparkling outdoor pool, and direct beach access, Limetree Beach Resort is the perfect place to unwind and enjoy the stunning Florida sunshine. The resort offers comfortable accommodations, friendly staff, and a range of amenities to ensure a memorable stay for guests. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, Limetree Beach Resort has everything you need for a delightful stay in Sarasota.

Botanic Waterside Apartments is a premier real estate agency located in Sarasota, Florida. Situated at 1450 Pine Warbler Place, our apartments offer a luxurious and tranquil living experience surrounded by lush botanical gardens and serene waterside views. Our modern and spacious apartments are designed to provide residents with the ultimate comfort and convenience. With a prime location near the vibrant city of Sarasota, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Experience the beauty of Botanic Waterside Apartments and make it your new home today.

Shore is a trendy clothing store located at 465 John Ringling Boulevard in Sarasota, Florida. Offering a wide selection of fashionable apparel and accessories, Shore is a go-to destination for those looking to update their wardrobe with the latest styles. With its prime location in the heart of Sarasota, this store is a must-visit for fashion-forward individuals seeking quality pieces at affordable prices. Whether you're looking for casual everyday wear or something more formal for a special occasion, Shore has something for everyone. Come visit us today and experience the best in fashion at Shore.

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.

Ten35 Seaside Rentals is a premier lodging institution located at 1035 Seaside Drive in the beautiful city of Sarasota, Florida. Offering luxurious and comfortable accommodations, Ten35 is the perfect destination for those looking to relax and unwind by the seaside. With stunning views of the ocean and top-notch amenities, guests can enjoy a truly unforgettable stay. Whether you're planning a romantic getaway or a family vacation, Ten35 Seaside Rentals has everything you need for a memorable experience. Book your stay today and experience the ultimate in seaside luxury.

Gone Coastal Villas is a premier real estate and travel agency located at 2051 Roselawn Street in Sarasota, Florida. Our agency specializes in providing luxurious and exclusive coastal villas for rent or sale in the beautiful Sarasota area. Whether you are looking for a relaxing beachfront vacation rental or a stunning waterfront property to purchase, our team of experienced agents is dedicated to helping you find your dream coastal getaway. With a focus on personalized service and attention to detail, Gone Coastal Villas is your go-to destination for all your coastal real estate needs. Visit us today and let us help you find the perfect villa for your next vacation or investment opportunity.

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 SRQ Coastal Living, your premier real estate agency nestled in the heart of Sarasota, Florida, at 5145 Ocean Boulevard. We specialize in delivering exceptional real estate opportunities on the breathtaking Siesta Key, offering you a chance to own a piece of paradise. Our team is dedicated to guiding you through the vibrant Sarasota real estate market, ensuring that your dream of coastal living becomes a reality. Explore the best waterfront value on Siesta Key with our exclusive listings. Whether you're looking for a diamond in the rough that allows you to add your personal touch, or a luxurious penthouse with panoramic Gulf views, we have something for every discerning buyer. Our properties boast features such as deep boating water access, private docks, and spacious living areas designed for comfort and style.

Southern Latitude Charters is a premier travel agency located at 1265 Old Stickney Point Road in Sarasota, Florida. Specializing in luxury yacht charters, they offer unforgettable experiences for those looking to explore the beautiful waters of the Gulf Coast. Whether you're interested in a relaxing day on the water or a thrilling fishing excursion, Southern Latitude Charters has a variety of options to suit your needs. Their experienced staff is dedicated to providing top-notch service and ensuring that your charter experience is nothing short of extraordinary. Book your next adventure with Southern Latitude Charters and embark on a journey you'll never forget.

Crescent Beach 4 Rent is a reputable real estate and travel agency located at 6512 Midnight Pass Road in Sarasota, Florida. We specialize in providing luxurious beachfront rental properties for vacationers looking to experience the beauty of the Gulf Coast. Our team of experienced agents are dedicated to helping clients find the perfect rental property to suit their needs and create unforgettable memories. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, Crescent Beach 4 Rent has a wide selection of properties to choose from. Contact us today to start planning your dream beach getaway in Sarasota!

Welcome to Harbor Links Condo Associates, your premier destination for luxurious coastal living in the heart of Longboat Key, Florida. Nestled at 2015 Harbour Links Drive, our community offers an unparalleled blend of elegance, comfort, and convenience, surrounded by the breathtaking beauty of the Gulf Coast. At Harbor Links, we pride ourselves on providing residents with exceptional amenities and services designed to enhance your lifestyle. Our meticulously maintained condominiums boast spacious floor plans, modern finishes, and stunning views, ensuring you experience the very best in Florida living. Whether you're lounging by the pristine pool, enjoying a game of tennis, or taking a leisurely stroll along our beautifully landscaped grounds, you'll find endless opportunities for relaxation and recreation.

Seaside Resort Rentals is a premier real estate and travel agency located at 6202 South Tamiami Trail in Sarasota, Florida. We specialize in providing luxurious vacation rentals along the beautiful beaches of Sarasota and the surrounding areas. Our team of experienced agents are dedicated to helping you find the perfect rental property for your next beach getaway. Whether you are looking for a cozy beachfront cottage or a spacious oceanfront villa, we have a wide selection of properties to choose from. Contact us today to start planning your dream beach vacation with Seaside Resort Rentals.

Welcome to Becky Sirigotis, Realtor – Your Trusted Waterfront Expert and Curated Lifestyles Concierge, located at 6000 Marina Drive, Holmes Beach, Florida. Specializing in the vibrant Sarasota area, including Anna Maria Island and its sister islands, we offer a comprehensive, client-focused approach to real estate. Our services leverage local market insight, advanced negotiation expertise, and customized strategies to meet the unique needs and goals of both buyers and sellers. Sarasota and its surrounding islands blend vibrant arts and serene beach living, making it an ideal destination for those seeking a dynamic yet peaceful Gulf Coast lifestyle. From the cultural richness of Sarasota, home to the renowned Ringling Museum and a lively arts scene, to the tranquil beaches and charming local eateries on Anna Maria Island and Longboat Key, this area offers a perfect mix of cultural and coastal tranquility.