TOP 30 Best Vacation home rentals by the water 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 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.

Sun Outdoors Sarasota is a welcoming lodging and RV park located at 7125 Fruitville Road in Sarasota, Florida. Surrounded by lush greenery and just a short drive from the stunning beaches of the Gulf Coast, this institution offers a peaceful retreat for travelers looking to relax and unwind. With spacious RV sites, cozy cabins, and a range of amenities including a swimming pool, clubhouse, and outdoor recreational activities, Sun Outdoors Sarasota is the perfect destination for a memorable vacation in sunny Florida. Whether you're looking to explore the nearby attractions or simply soak up the sunshine, this institution provides a comfortable and convenient home away from home.

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.

SureStay By Best Western Sarasota Lido Beach is a charming lodging institution located at 5340 North Tamiami Trail in Sarasota, Florida, United States. Situated just steps away from the beautiful Lido Beach, this hotel offers comfortable accommodations and excellent amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in well-appointed rooms, take a dip in the outdoor pool, or savor delicious meals at the on-site restaurant. With its convenient location and friendly staff, SureStay By Best Western Sarasota Lido Beach is the perfect choice for a memorable stay in Sarasota.

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.

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.

Siesta Key Beach or Bay Rental is a reputable real estate and travel agency located at 6300 Midnight Pass Road in Sarasota, Florida. We specialize in providing luxurious beachfront and bayfront rentals for vacationers looking to experience the beauty and relaxation of Siesta Key. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and unforgettable stay. Whether you're seeking a romantic getaway, a family vacation, or a group retreat, our dedicated team is here to help you find the perfect rental that suits your needs. Contact us today to book your dream vacation on Siesta Key Beach or Bay!

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.

Welcome to Sunset Village Mobile Home Park, a premier Gemstone Communities destination located in the heart of sunny Bradenton, Florida. Nestled at 3715 14th Street West, this charming community offers a perfect blend of comfort and convenience for those seeking a delightful lodging experience. Our picturesque park primarily features spacious mobile home sites, complemented by a selection of cozy apartments for residents to choose from. At Sunset Village, residents can enjoy a variety of amenities designed to enhance their lifestyle. Our wonderful clubhouse serves as a hub for community gatherings and events, while the shuffleboard courts provide a fun and relaxing way to spend your leisure time. For added convenience, we offer a communal laundry space, ensuring all your needs are met right at home. Our dedicated management team is always on hand, ready to assist and ensure a pleasant experience for every resident.

The Best House on Siesta Key Beach & Village is a unique vacation rental agency located at 5230 Calle Menorca in Sarasota, Florida. Our one-of-a-kind vacation homes offer guests the perfect blend of privacy and luxury, with all the amenities needed for a fabulous Florida beach vacation. Each property is custom designed by local artists, providing a true taste of the Florida lifestyle. Situated on the eight-mile-long Siesta Key, our properties are just steps away from the world-famous Siesta Key Beach, ranked as the #1 Beach in the U.S. in 2020. Guests can enjoy the shallow waters, year-round lifeguard patrol, and a variety of outdoor activities such as sailing, fishing, kayaking, and more.

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.

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.

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 Coastal Key Realty, your premier real estate agency located at 6750 Gulf of Mexico Drive, Longboat Key, Florida. As a leading realtor in the vibrant areas of Anna Maria Island and Longboat Key, Amy Jones and her dedicated team are committed to providing personalized service and expert guidance for all your real estate needs. Whether you are looking to buy, sell, or invest, Coastal Key Realty offers the experience and expertise necessary to navigate the dynamic Florida real estate market. Our website showcases a diverse range of listings, each offering unique opportunities to find your perfect vacation home or permanent residence. From the picturesque community of Cedars Longboat Key to the luxurious Key Royale golf community on Anna Maria Island, we provide comprehensive guides to help you make informed decisions.

Palmetto Ridge Campground is a serene retreat nestled in the heart of Sarasota, Florida. Situated in a lush park-like setting, this campground offers a peaceful escape for nature lovers and outdoor enthusiasts. With a range of lodging options including RV sites, tent camping areas, and cozy cabins, Palmetto Ridge Campground caters to every type of traveler. Enjoy the beauty of the surrounding landscape, take a dip in the sparkling pool, or gather around the campfire with friends and family. Whether you're seeking a weekend getaway or a longer stay, Palmetto Ridge Campground provides a welcoming atmosphere for all who visit.

Welcome to Longboat Pass Bridge, a charming local landmark and must-visit destination located on the scenic Gulf of Mexico Drive in the beautiful Longboat Key, Florida. Nestled in the heart of the stunning Sarasota Bay area, our location offers breathtaking views of the shimmering waters and vibrant sunsets that define Florida's Gulf Coast. Longboat Pass Bridge is not just a crossing point but a gateway to a world of natural beauty and outdoor adventure. Whether you're a local resident or a visitor, you'll find plenty to explore and enjoy in the surrounding area. From pristine beaches and lush parks to an array of water activities like fishing, boating, and kayaking, there’s something for everyone.

Midnight Cove II Unit 915 is a real estate agency located at 6327 Midnight Pass Road, Sarasota, Florida, United States. Please note that all properties on this website are individually owned and do not meet the standards of an ADA accessible unit. Our friendly staff is eager to assist you during your stay. Feel free to contact us at 888-349-7475 or 941-349-1163 with any inquiries. For those who enjoy tennis, our recently updated courts are conveniently located near the BBQ area. Join us for round robin tennis games during the months of February, March, and April with other guests at MC2. Take a leisurely stroll down the new docks leading to the intercostal waterway at the marina to admire Florida's wildlife and vegetation. Dock space for your boat is available for rent; please inquire about pricing and details at the office.

Vamo Drive Park is a charming tourist attraction located at 1690 Vamo Drive in Sarasota, Florida. This beautiful park offers visitors a peaceful retreat surrounded by lush greenery and scenic views. Perfect for a leisurely stroll, a picnic with family and friends, or simply enjoying the outdoors, Vamo Drive Park is a hidden gem in the heart of Sarasota. With its tranquil atmosphere and natural beauty, it is the ideal spot to unwind and relax while exploring the wonders of nature. Whether you're a local resident or a visitor to the area, Vamo Drive Park is a must-visit destination for anyone looking to escape the hustle and bustle of everyday life.

Welcome to Public Beach Access on Longboat Key, Florida! Nestled at 6399 Gulfside Road, our beautiful beach access points offer you a serene escape to the pristine shores of the Gulf of Mexico. Longboat Key is known for its tranquil beaches, bordered by private homes and condominiums, but our public access points ensure everyone can enjoy the natural beauty of this coastal paradise. Explore the 12 public beach access points along Gulf of Mexico Drive, each marked by distinct blue and white signs. While these access points do not offer facilities like bathrooms or lifeguards, restrooms are conveniently located at the Bayfront Park parking area. Please note that alcohol is prohibited on the beach, in keeping with Longboat Key's regulations.

Siesta Key Beachside Villas is a charming lodging option located at 124 Columbus Boulevard in the beautiful city of Sarasota, Florida, United States. Situated just steps away from the pristine white sands and crystal-clear waters of Siesta Key Beach, this beachside retreat offers guests a relaxing and luxurious stay. The villas are tastefully decorated and equipped with modern amenities, providing a comfortable and convenient home away from home. Whether you're looking to unwind by the pool, explore the vibrant local area, or simply soak up the sun on the beach, Siesta Key Beachside Villas is the perfect choice for your next vacation getaway.

Indian Beach Park is a picturesque waterfront park located at 2703 Bay Shore Road in Sarasota, Florida. This beautiful park offers stunning views of the Sarasota Bay and is a popular spot for picnics, sunbathing, and enjoying the serene surroundings. The park features lush greenery, walking paths, and a playground for children. Visitors can also take advantage of the park's fishing pier and boat ramp, making it a great destination for outdoor enthusiasts. Whether you're looking to relax by the water or enjoy some outdoor activities, Indian Beach Park is the perfect place to unwind and connect with nature.

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.

Welcome to AMI Discovery Charters, your ultimate gateway to exploring the stunning waters and hidden gems of Anna Maria Island and beyond. Located at 1507 Gulf Drive South, Bradenton Beach, Florida, our charters offer an unforgettable experience for tourists and locals alike. Led by Captain Max Huber, a Florida native with a lifelong passion for the sea, our excursions promise adventure, relaxation, and a taste of true Florida charm. Step aboard our brand new 24ft Tahoe Cascade Saltwater Series Luxury Tri-toon, powered by a 175 Suzuki motor, and discover the beauty of the Gulf Coast in style and comfort. With space for up to 20 guests, our vessel is equipped with upgraded upholstery and cushions for ultimate relaxation. We provide underwater scooters, paddle boards, and big floating rafts, ensuring fun for the whole family. Plus, enjoy complimentary water and ice with our extra-large cooler for your beverages and snacks.

Welcome to Public Beach Access on Longboat Key, a hidden gem located at 2825 Gulf of Mexico Drive, Longboat Key, Florida. Nestled along the stunning Gulf of Mexico, our public beach access points offer a serene and natural escape for beach lovers and nature enthusiasts alike. While Longboat Key is predominantly lined with private residences and condominiums, we provide 12 convenient public access points along Gulf of Mexico Drive, inviting you to discover the beauty of this pristine coastline. Please note that our beach access points are intentionally kept natural and do not include facilities such as bathrooms or concessions. However, restrooms are available at the nearby Bayfront Park parking area.

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.

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!