The 30 Best Beach vacation home rentals in Sarasota, Florida

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Sea Club II Condominiums is a luxurious beachfront property located at 5955 Midnight Pass Road in Sarasota, Florida. Offering stunning views of the Gulf of Mexico, this institution provides guests with a relaxing and upscale vacation experience. The condominiums are beautifully appointed with modern amenities and spacious living areas, perfect for families or couples looking for a beach getaway. Guests can enjoy the pristine white sand beach, sparkling pool, and lush tropical landscaping that surrounds the property. With easy access to shopping, dining, and outdoor activities, Sea Club II Condominiums is the perfect destination for a memorable vacation in sunny Sarasota.

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.

Sage on Palmer Ranch is a luxurious apartment community located in Sarasota, Florida. Situated in the heart of Palmer Ranch, this new development offers one-, two-, and three-bedroom apartment homes with modern amenities. Residents can enjoy easy access to Venice Beach and Siesta Key Beach, as well as the nearby Legacy Trail for outdoor activities. The community features a large pool with a pool shelf, outdoor kitchen, hot tub, fitness center, Cyber Café, Pickle Ball Courts, and clubhouse with billiards. Residents can relax and rejuvenate in this resort-style setting.

El Presidente Condominiums, Inc. is a premier real estate and travel agency located at 6326 Midnight Pass Road in Sarasota, Florida, United States. Our tradition of offering the best in location and service on Siesta Key continues to be our top priority. At El Presidente Condominium Vacation Rentals, we pride ourselves on providing vacation homes that exceed our guests' expectations. We offer the highest standard of vacation rentals to ensure that every guest has a successful and memorable vacation experience.

Crescent Siesta Key Condominium Association is a premier lodging establishment located at 6512 Midnight Pass Road in Sarasota, Florida. As a real estate agency and travel agency, we offer luxurious vacation rentals and property management services for guests looking to experience the beauty of Siesta Key. Our condominiums are beautifully appointed and provide stunning views of the Gulf of Mexico. Whether you are looking for a relaxing beach getaway or a place to call home, Crescent Siesta Key Condominium Association has everything you need for a memorable stay in paradise.

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.

Sea Shell Condos is a premier lodging destination located at 6500 Midnight Pass Road in Sarasota, Florida. As a combination of a real estate agency and travel agency, Sea Shell Condos offers luxurious accommodations in a stunning beachfront setting. With a wide range of amenities and services, guests can enjoy a relaxing and unforgettable stay. Whether you are looking for a vacation rental or a permanent residence, Sea Shell Condos is the perfect place to experience the beauty and charm of Sarasota.

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!

Sunrise Cove Condominiums is a premier real estate agency located at 8877 Midnight Pass Road in beautiful Sarasota, Florida. Our luxurious waterfront condominiums offer stunning views and top-notch amenities, including a private beach, swimming pool, and tennis courts. Whether you're looking for a vacation home or a permanent residence, our experienced agents are here to help you find the perfect property to suit your needs. Experience the ultimate in coastal living at Sunrise Cove Condominiums.

Sunbelt Management Services is a reputable institution located at 4678 Tamiami Trail in Port Charlotte, Florida. Situated in a region known for its stunning parks, nature preserves, and recreational areas, our company offers personalized property management services for both residents and visitors alike. With 12.5 miles of coastal beaches and numerous canals perfect for boating, Charlotte County is a paradise for outdoor enthusiasts. Our dedicated team at Sunbelt Management Services has been serving the Charlotte County area for almost 40 years, offering top-notch property management services to clients in Port Charlotte, Sarasota, Punta Gorda, Fort Myers, and beyond. From advertising and tenant screening to maintenance and rent collection, we handle all aspects of property management with the highest level of professionalism and care.

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.

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.

Beachside Management is a multi-faceted institution located at 5700 Midnight Pass Road in Sarasota, Florida, United States. As a lodging provider, we offer a range of accommodations for those looking to enjoy a beachside getaway. Our real estate agency specializes in properties near the coast, helping clients find their dream beachfront home or investment property. Additionally, our travel agency can assist with booking vacations to this beautiful seaside destination. Whether you're looking for a place to stay, considering a real estate purchase, or planning a trip to Sarasota, Beachside Management is here to help make your experience unforgettable.

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.

Beachaven Association Inc is a reputable real estate and travel agency located at 5858 Midnight Pass Road in Sarasota, Florida. With a team of experienced professionals, they offer a wide range of services to assist clients in buying, selling, or renting properties in the beautiful Sarasota area. Additionally, they provide expert travel planning services to help clients book their dream vacations. Whether you are looking for a new home or planning a getaway, Beachaven Association Inc is dedicated to providing exceptional service and personalized attention to meet your needs.

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.

Beachfront Siesta Key is a premier real estate and travel agency located at 8900 Blind Pass Road in Sarasota, Florida. Specializing in luxury beachfront properties and vacation rentals in the beautiful Siesta Key area, our experienced team is dedicated to helping clients find their dream seaside retreat. From stunning oceanfront condos to private beach villas, we offer a wide range of options to suit every taste and budget. Whether you are looking to buy, sell, or rent a beachfront property, Beachfront Siesta Key is your go-to destination for all things coastal living. Contact us today to start your journey to paradise!

Charlotte House is a charming lodging option located at 302 East Charlotte Avenue in Punta Gorda, Florida. This small bungalow has an open floor plan that makes it feel larger than its 750 square feet. With 2 bedrooms, Charlotte House can comfortably sleep 5 guests in beds - one room with a queen bed, another with two twin beds, and a bonus room with a daybed. Situated in the historic town of Punta Gorda on Charlotte Harbor, where the Peace River meets the Gulf of Mexico, Charlotte House offers easy access to wonderful restaurants, cocktails, and stunning sunsets. The town is centrally located between two famous beaches - Siesta Key in Sarasota to the north and Sanibel Island to the south. Outdoor enthusiasts will enjoy activities such as boating and fishing, as well as beautiful parks and pickleball courts along the Harbor. Punta Gorda also hosts a variety of events throughout the year, including block parties, wine and jazz festivals, and dragon boat races.

Veloz Properties, located at 1375 Jackson Street in Fort Myers, Florida, is a premier institution offering annual rentals, vacation rentals, and homes for sale. With over 25 years of experience, we pride ourselves on providing the highest quality, most comfortable, and affordable living experience for our guests and tenants. Our property management services cover Lee, Charlotte, Hendry, and Sarasota counties in Southwest Florida. Whether you are looking for a vacation rental or interested in purchasing a property, Veloz Properties is here to help you make the right decision for your needs. Our team of experts specializes in construction, remodeling, and property investing, ensuring that we exceed your expectations with care, compassion, and professionalism.

Kalypso Bay is a premier real estate and travel agency located in the heart of Sarasota, Florida. Situated at 5020 Clark Road, our team of dedicated professionals is here to help you find the perfect property or plan your dream vacation. Whether you are looking to buy or rent a home, or seeking assistance with booking a getaway, Kalypso Bay is committed to providing exceptional service and personalized solutions. Contact us today to experience the luxury and convenience that Kalypso Bay has to offer.

Longboat Key Luxury is a prestigious real estate agency located on Gulf of Mexico Drive in Longboat Key, Florida. Recognized as the top sales team in the state of Florida with Coldwell Banker in 2022, we are in the top 0.5% for all Coldwell Banker Realtors® worldwide. Led by the Kepecz-Hays Team, we have sold over $173 million in the last two years and five months, with a career sales total of over $2.4 billion. Our extensive network of REALTORS® in European countries has helped us establish a strong presence in the luxury real estate market. Located at 2251 Gulf of Mexico Drive, #204, Longboat Key, FL 34228, our agency specializes in luxury properties in Longboat Key, Lido Key, and Sarasota. We offer premier properties and private viewings for buyers, along with expert marketing strategies to ensure a seamless buying or selling experience. With a focus on waterfront neighborhoods, we provide unparalleled excellence in Florida's elite real estate market.

LeYune Corp. - Travel Services is a leading finance and travel agency located at 3035 61st Street in Sarasota, Florida, United States. Our experienced team is dedicated to providing exceptional travel services, including booking flights, hotels, car rentals, and vacation packages. Whether you're planning a relaxing beach getaway or an adventurous trip abroad, LeYune Corp. - Travel Services is here to help make your travel dreams a reality. Contact us today to start planning your next unforgettable vacation!

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.

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 Orange Grove LLC, your ideal lodging and RV park destination nestled in the heart of sunny Bradenton, Florida. Located at 2615 Cortez Road West, our all-age, family-friendly mobile home park community offers a delightful blend of comfort, convenience, and charm, making it the perfect place to call home. At Orange Grove, we pride ourselves on providing a serene and welcoming environment for residents and visitors alike. Our well-maintained community is strategically situated to offer easy access to a variety of local amenities. Enjoy proximity to shopping centers, dining options, and year-round golfing opportunities. Families will appreciate the convenience of nearby schools, making Orange Grove an excellent choice for those looking to settle down in a vibrant community.

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 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.