TOP 30 Florida rentals in Longboat Key, Florida

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Gulf Coast Property Management is a leading real estate agency located at 243 North Lime Avenue in Sarasota, Florida. Specializing in property management services, we understand the appeal of living in the Sarasota area, with its warm climate, inviting waters, and endless recreational opportunities. Whether you own rental properties near Siesta Key, Longboat Key, or in the Lakewood Ranch community, we are here to help you maximize the potential of your investments. Our experienced team is dedicated to providing top-notch services to property owners, ensuring that your rental properties are well-maintained and leased to qualified tenants. We are responsive, accessible, and committed to making the success of your investments a priority. With Gulf Coast Property Management, there are no hidden fees or surprise costs—just reliable and transparent service.

Little Gull Cottages is a charming real estate and travel agency located at 5330 Gulf of Mexico Drive in Longboat Key, Florida. Our cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, our properties provide a peaceful and serene atmosphere for guests to relax and unwind. Whether you're looking for a weekend getaway or a longer stay, Little Gull Cottages is the perfect destination for your next vacation. Contact us today to book your stay and experience the beauty of Longboat Key.

Coldwell Banker Realty is a premier real estate agency located at 100 North Tamiami Trail in Sarasota, Florida. Our office is conveniently situated near the Ritz and Westin, making it easily accessible for all of Sarasota. With over 150 agents, we have a strong customer service reputation and make a significant impact on the real estate market in Sarasota and Manatee Counties. Our office serves a wide range of areas including Sarasota, Bradenton, Bradenton Beach, Lakewood Ranch, Longboat Key, Siesta Key, Venice, Nokomis, Osprey, Anna Maria, and Holmes Beach. We offer a variety of properties including luxury homes, condominiums, new construction, resales, commercial properties, condo-hotels, and fractional ownership. Our experienced agents have received national recognition for their dedication and production.

Zilli Villa is a luxurious and elegant institution located at 4235 Gulf of Mexico Drive in Longboat Key, Florida, United States. This stunning property offers a serene and picturesque setting for guests to relax and unwind. With spacious accommodations, modern amenities, and attentive service, Zilli Villa is the perfect destination for a getaway or special event. Whether you are seeking a peaceful retreat or a memorable celebration, Zilli Villa is sure to exceed your expectations.

LaPlaya Condominiums is a luxurious beachfront property located at 4425 Gulf of Mexico Drive in Longboat Key, Florida. This stunning complex offers a range of beautifully appointed condominiums for sale or rent, perfect for those seeking a tropical getaway or a permanent residence in paradise. With pristine white sand beaches just steps away and breathtaking views of the Gulf of Mexico, LaPlaya Condominiums is the perfect destination for those looking to relax and unwind in style. Whether you're looking for a vacation rental or a new home, LaPlaya Condominiums has something for everyone. Contact us today to learn more about this exclusive property and start living the beachfront lifestyle you've always dreamed of.

Sand Cay Beach Resort is a luxurious beachfront property located at 4725 Gulf of Mexico Drive in Longboat Key, Florida. This stunning resort offers a range of real estate options, from beautiful beachfront condos to cozy cottages. Whether you're looking for a vacation rental or a permanent home, Sand Cay Beach Resort has something for everyone. With its prime location on the Gulf of Mexico, guests can enjoy breathtaking views, white sandy beaches, and a host of amenities such as a pool, tennis courts, and direct beach access. The resort also offers concierge services to help guests make the most of their stay in this idyllic seaside paradise. Experience the ultimate in beachfront living at Sand Cay Beach Resort.

SURFIT USA-Kayaks, Paddleboards & Surf is a travel agency located at 190 Taft Drive in Sarasota, Florida. They offer exceptional kayak and stand up paddleboard eco-tours and rental equipment in the Sarasota area. Deliveries are available to Lido Key, Siesta Key, and Longboat Key, making it convenient for visitors to explore the beautiful waters of Florida. One of the highlights of their tours is paddling through mangrove tunnels to reach secluded beaches only accessible by boat, providing a unique and peaceful experience. With a guarantee to see dolphins or manatees on tours from April to September, guests are sure to have an unforgettable encounter with local wildlife. Whether you're a beginner looking to try surfing or an experienced paddler seeking new adventures, SURFIT USA has something for everyone. Their knowledgeable guides, led by Aaron, ensure a safe and enjoyable experience for all guests. With years of experience and a passion for sharing the beauty of Sarasota, SURFIT USA-Kayaks, Paddleboards & Surf is the perfect choice for exploring the waters of Florida.

AMI Escapes Boat Tours is located at 6398 Marina Way in Holmes Beach, Florida. It is Anna Maria Island's most popular adventure boat tour, offering private and all-inclusive experiences customized for each group. Guests have the opportunity to visit secluded islands, beaches, and sandbars such as Egmont Key, Passage Key, Jewfish Key, and Beer Can Island. The tours include amenities such as paddle boards, snorkeling gear, fishing poles, and underwater scooters, with no set schedule so guests can enjoy the experience for as long as they desire. In addition to island hopping, the tours also offer stops at local restaurants and opportunities for swimming, snorkeling, and paddle boarding. The institution also offers dolphin tours, snorkeling trips with underwater scooters, and sunset cruises with a premium Bluetooth sound system. With comfortable boats, complimentary water and soft drinks, and the option to bring adult beverages on board, AMI Escapes Boat Tours provides a luxurious and customizable boating experience for visitors to Anna Maria Island, Longboat Key, and Bradenton Beach.

Happy Paddler Kayak Tours & EcoVentures is a family-owned travel agency located at 6844 Gulf of Mexico Drive in Longboat Key, Florida. Our team of water-loving naturalists and paddling instructors are dedicated to exploring and educating others about our watery world. We offer kayak and paddleboard rentals, as well as award-winning tours around Anna Maria Island, Longboat Key, Lido Key, and Sarasota. Join us for a Coastal Island Tour where you can kayak with manatees, dolphins, and a variety of ocean life. Explore the mangrove tunnels at Lido Key, a popular destination for families. Experience the stunning Florida Gulf Coast sunsets on our Sunset Kayak Tour. Or rent a kayak or paddleboard for a half-day and chart your own course through the crystal clear waters of Longboat Pass.

Kokomo Charters is a luxury travel agency located at 5 Bayfront Drive in Sarasota, Florida. We specialize in providing private boat charters in the Sarasota area, including Siesta Key, Anna Maria Island, Lido Key, Casey Key, and Longboat Key. Our visitors consistently praise us as the highlight of their vacation, while locals book us regularly to impress their guests. Our fleet includes the beautiful 37-foot Sea Ray "Top Shelf" and the massive 50-foot three-story yacht "Memory Maker." Both vessels are yacht certified and offer a luxurious and upscale boating experience unlike any other in the market. Each charter is completely customized to your preferences, ensuring an unforgettable day for you and your crew.

Welcome to Public Beach Access at Longboat Key Discover the natural charm of Longboat Key at our conveniently located Public Beach Access points. Nestled along the picturesque Gulf of Mexico, our beach access points provide a serene escape from the hustle and bustle, offering you the perfect setting for a tranquil beach day.

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.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with our convenient public access points along the Gulf of Mexico Drive. Located at 3355 Gulf of Mexico Drive, Longboat Key, Florida 34228, our beach access points provide a gateway to the stunning natural coastline of this exclusive island.

Welcome to Public Beach Access - Longboat Key Discover the serene beauty of Longboat Key's pristine beaches through our convenient public beach access points. Located at 7055 Seabreeze Avenue, Longboat Key, Florida 34228, our access points provide a gateway to the stunning Gulf of Mexico coastline.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with our convenient Public Beach Access points. Located at 6847 Gulf of Mexico Drive, Longboat Key, Florida 34228, our access points offer you a gateway to the pristine Gulf of Mexico shores. While Longboat Key is lined with private homes and rental properties, we provide 12 public access points along Gulf of Mexico Drive, ensuring everyone can enjoy the natural beauty of our beaches.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with convenient public access points along Gulf of Mexico Drive. Located at 4795 Gulf of Mexico Drive, Longboat Key, Florida 34228, our park offers a tranquil escape to the Gulf of Mexico's stunning shoreline.

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 Trailer Estates Covenant Church, a welcoming place of worship nestled in the heart of the vibrant Trailer Estates community in Bradenton, Florida. Located at 1903 69th Avenue West, our church is a sanctuary for faith and fellowship, where everyone is invited to experience the warmth and spiritual enrichment of our Evangelical Covenant services every Sunday. Our church is an integral part of the Trailer Estates, a deed-restricted community designed for seniors aged 55 and over, offering a delightful array of affordable lifestyles. Situated between U.S. 41 and the picturesque Sarasota Bay, our location provides easy access to a plethora of restaurants, shopping centers, and medical facilities. Additionally, the Sarasota/Bradenton airport is conveniently nearby, making travel a breeze.

Welcome to CENTURY 21 Beggins Enterprises, your premier real estate agency located at 7000 Gulf of Mexico Drive, Longboat Key, Florida. With over 30 years of experience in the real estate industry, we are dedicated to empowering, educating, and encouraging our clients to achieve the lifestyle of their dreams. Our mission is simple: to help you live the lifestyle you've always envisioned. Having assisted over 55,000 clients in buying and selling their homes, we pride ourselves on our commitment to your success and satisfaction. Whether you're interested in fully managed condo hotels or income-producing short-term rentals, we have a diverse range of options to meet your needs.

CENTURY 21 Beggins Enterprises: Your Gateway to Dream Living Welcome to CENTURY 21 Beggins Enterprises, located in the beautiful Longboat Key, Florida. Situated at 6350 Gulf of Mexico Drive, our real estate agency is dedicated to empowering, educating, and encouraging our clients to live the lifestyles of their dreams.

Welcome to CENTURY 21 Beggins Enterprises, your premier real estate agency located at 645 Cedars Court, Longboat Key, Florida. As part of the globally recognized CENTURY 21® brand, we pride ourselves on delivering an extraordinary experience in all your real estate endeavors. Whether you're buying, selling, or investing, our relentless agents—boasting an impressive 98% recommendation rating—are ready to go further with you. Our expertise spans across a variety of property types including residential, commercial, investment, multi-family, and land sales. We specialize in properties with stunning water views, including canal, lake, intracoastal, bay, gulf, and beach locations. Explore exclusive golf course properties, gated communities, retirement communities, equestrian communities, and more. We also offer services in lots, acreage, mobile home communities, and rental properties.

Welcome to The O'Steen Group, Inc. - Your Trusted Property Partner Located at 6680 Cortez Road West, Bradenton, Florida, The O'Steen Group, Inc. is a family-owned and operated real estate brokerage and property asset management company, proudly serving the community since 2007. We specialize in finance, real estate, and travel services, catering to the unique needs of our clients with a personal touch.

Welcome to CENTURY 21 Beggins Enterprises, your premier real estate agency located at 4030 Gulf of Mexico Drive, Longboat Key, Florida. As part of the globally recognized CENTURY 21® brand, we are dedicated to providing an extraordinary real estate experience, ensuring you never settle when it comes to your home. Our team of relentless agents boasts an impressive 98% recommendation rating, reflecting our unwavering commitment to high-quality service and client satisfaction. Whether you're seeking residential, commercial, investment, multi-family, or land sales, our knowledgeable agents are ready to assist you. We specialize in a diverse range of properties, including canal, lake, intracoastal, bay, gulf, and beach properties, as well as golf course, gated, and retirement communities. For those with specific needs, we also offer expertise in equestrian communities, lots, acreage, mobile home communities, and rental properties.