Florida keys luxury rentals in Sarasota, Florida

Siestakey-Rental Private Charter Boat Cruise offers a unique and personalized experience as you explore the stunning waters of Siesta Key and Little Sarasota Bay. Our private charters are conducted on a comfortable Hurricaine 188 Deck Boat, complete with ample seating and optional shade. Captain Matt and his wife Diana, both US Coast Guard certified, will ensure a safe and enjoyable journey. Conveniently located near the north bridge of Siesta Key, our private charters offer complimentary public parking for easy access. With a wealth of positive reviews from previous guests, you can trust in our exceptional hospitality and local expertise. As a special touch, we provide photographs from your cruise as a memorable keepsake. Experience the beauty of Siesta Key and Sarasota with Siestakey-Rental Private Charter Boat Cruise.

The Inn on Siesta Key is a charming lodging located at 515 Beach Road in Sarasota, Florida. Situated just steps away from the pristine white sands of Siesta Key Beach, this cozy inn offers guests a relaxing and luxurious retreat. With beautifully appointed rooms and suites, a sparkling pool, and friendly staff, The Inn on Siesta Key is the perfect destination for a romantic getaway or a family vacation. Enjoy the convenience of being close to shopping, dining, and outdoor activities while experiencing the tranquility of this beachfront oasis. Book your stay at The Inn on Siesta Key for a truly unforgettable experience.

SpeedBoat Tours Sarasota is a travel agency located at 946 Siesta Drive in Sarasota, Florida, United States. Your speed boat adventure awaits with a variety of exciting tours to choose from. Spend the day making memories on a fun boat ride to the best sandbars in Sarasota Bay, where you can relax in the warm, shallow water with a drink in hand. Perfect for bachelorette and bachelor parties, birthday celebrations, or simply escaping the beach crowds. Escape the beach crowds and witness breathtaking sunsets on a SpeedBoat Tour. Enjoy the wind in your hair as you cruise along Sarasota Bay, passing multi-million dollar mansions and possibly spotting dolphins along the way. Gift cards are available for purchase, making the perfect gift for any occasion.

Sunworld Sarasota Boat Tours is a premier travel agency located at 1059 North Tamiami Trail in Sarasota, Florida. Captain Ian and his team offer a variety of charter options for any occasion, whether you're celebrating a special event or just looking to relax on the water. Their party cruiser rental is perfect for birthdays, anniversaries, date nights, bachelor or bachelorette parties, or any other memorable moment. With Sunworld Sarasota Boat Tours, you can expect an unforgettable maritime adventure in the beautiful waters of Sarasota. Booking a charter is easy - simply use the interactive calendar on their website or give them a call for personalized assistance. Don't miss out on the opportunity to experience the stunning views and peaceful atmosphere of Sarasota from the comfort of a luxury boat. Book your reservation today and get ready for a day you'll never forget.

Key Sailing is Sarasota's premier sailing charter, offering unforgettable experiences on the beautiful waters of Florida's Gulf Coast. Located at 2 Marina Plaza in Sarasota, this top-rated travel agency provides expertly guided sailing excursions for all levels of experience. Whether you're a seasoned sailor or a first-timer, Key Sailing's professional crew will ensure a safe and enjoyable journey. Embark on a sailing adventure with Key Sailing and discover the stunning scenery and marine life that Sarasota has to offer. Book your charter today and set sail for an unforgettable experience on the water.

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.

Casey Key Retreat is a private beachfront lodging located at 217 Casey Key Road in Nokomis, Florida. Escape the hustle and bustle of busy hotels and enjoy a quiet vacation rental right on the Gulf of Mexico. With direct access to the beach, you can relax, explore, and enjoy the stunning sunsets Florida is known for. Our 4 condos offer a terrace or balcony where you can soak in the ocean breeze. Conveniently situated between Venice and Sarasota, our resort is just a short drive from Tampa International Airport. Whether you're into boating, fishing, kayaking, or kite surfing, Nokomis has something for everyone. Explore outlet shopping, golf courses, theaters, museums, restaurants, and bars in the area. Don't forget to hunt for shark teeth on the beach! For a small fee, early check-in and late check-out options are available based on availability. Come experience the perfect vacation at Casey Key Retreat.

The Siesta Key Dream Inn is a luxurious lodging institution located at 5223 Calle Menorca in Sarasota, Florida, United States. Guests rave about the amazing location, just a short walk from the beach, restaurants, and bars. The units are impeccably clean and updated, with a beautiful beach vibe throughout. The service is top-notch, with friendly and helpful staff like Angela and Pete. The private balcony overlooks a stunning pool, and the landscaping is exquisite. Guests appreciate the comfortable bedding, great bathroom with double shower, and overall stunning interior design. Whether you're looking for a weekend getaway or an extended stay, the Siesta Key Dream Inn is the perfect choice for a memorable experience.

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.

Welcome to Sunny Rentals, your premier destination for unforgettable vacation experiences in the heart of Sarasota, Florida. Conveniently located at 57 South Boulevard of the Presidents, our business is dedicated to providing you with top-quality rental services that cater to all your leisure needs. Nestled in the vibrant community of Sarasota, just steps away from pristine beaches and a lively cultural scene, Sunny Rentals offers a diverse selection of accommodations and recreational equipment to enhance your stay. Whether you're seeking a cozy beachside cottage, a luxurious waterfront condo, or the perfect gear for outdoor adventures, our friendly and knowledgeable team is here to ensure a seamless and enjoyable experience. Explore the beauty of Sarasota with Sunny Rentals and discover why we are the preferred choice for travelers seeking comfort, convenience, and exceptional service. Visit us today and let us help you create memories that will last a lifetime.

The Sarasota Surf & Racquet Club is a luxurious beachfront lodging institution located on the renowned Crescent Beach in Siesta Key, Florida. With spacious one and two-bedroom condominiums offering the comforts of home in a tropical paradise setting, this resort is perfect for couples or families. The property features two heated swimming pools, tennis and pickleball courts, a fitness center, and a recreation room for guests to enjoy. Just a short distance away is Siesta Key Village, where guests can explore restaurants, coffee shops, souvenir shops, nightclubs, and delicious ice cream. Voted the #1 Resort on Siesta Key by TripAdvisor, the Sarasota Surf & Racquet Club offers a world-class beach resort experience for visitors looking to relax and unwind on America's top beach.

The Anchorage on Siesta Key is a luxurious vacation rental institution located at 6415 Midnight Pass Road in Sarasota, Florida, United States. The management is known for their excellent communication and ensuring a smooth stay for all guests. Visitors rave about the extraordinary rental homes and the pleasant and friendly staff. The institution offers a top-notch vacation experience, with guests returning year after year. The Anchorage is the perfect place to book your holiday with Global Vacation Rentals, especially for events like the Fourth of July in Siesta Key or the Sarasota Powerboat Grand Prix Festival. Don't miss out on the opportunity to stay at this amazing institution!

Siesta Key Palms Resort is a charming lodging option located at 1800 Stickney Point Road in Sarasota, Florida. This resort offers a relaxing and comfortable stay for guests looking to experience the beauty of Siesta Key. With well-appointed rooms, a sparkling swimming pool, and easy access to the area's stunning beaches, Siesta Key Palms Resort is the perfect choice for a memorable vacation in the Sunshine State. Enjoy the warm hospitality and convenient amenities at this welcoming resort.

Sea Crest On Siesta Key is a luxurious lodging institution located at 1129 Seaside Drive in Sarasota, Florida, United States. Situated just steps away from the pristine white sands of Siesta Key Beach, this institution offers comfortable accommodations with stunning ocean views. Guests can relax by the pool, enjoy beach access, and explore the nearby shops and restaurants. With its prime location and upscale amenities, Sea Crest On Siesta Key is the perfect destination for a beach getaway in Florida.

Siesta Key Bungalows is a charming lodging establishment located at 8212 Midnight Pass Road in Sarasota, Florida. Nestled in the heart of Siesta Key, just steps away from the pristine white sands of the beach, our bungalows offer a cozy and comfortable retreat for guests looking to relax and unwind. Each bungalow is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Whether you're looking for a romantic getaway or a fun family vacation, Siesta Key Bungalows is the perfect choice for your next trip to the Sunshine State.

iTrip Vacations Siesta Key (Sarasota-Venice) is a real estate and travel agency located at 5774 South Tamiami Trail in Sarasota, Florida, United States. Specializing in vacation rental management in Sarasota County, including Siesta Key, Lido Key, Casey Key, Nokomis, Osprey, and Venice, iTrip offers homeowners the opportunity to maximize their revenue with competitive rental rates, high bookings, and satisfied guests. With low fees, free maintenance, exposure on over 85 international websites, and no repair markup or rotation penalties, iTrip ensures that properties listed with them reach millions of potential renters through extensive advertising, marketing, and social media efforts. Contact iTrip Beaches of Sarasota today to increase your vacation rental income while reducing your workload.

Siesta Key Luxury Rental Properties is a prestigious real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxury vacation rentals on Siesta Key, our agency offers a wide selection of exclusive properties for those seeking a truly unforgettable vacation experience. Whether you are looking for a beachfront villa, a waterfront estate, or a cozy cottage, our team of experienced agents are dedicated to helping you find the perfect rental property to suit your needs. With unparalleled customer service and attention to detail, Siesta Key Luxury Rental Properties is your go-to destination for luxury accommodations in the beautiful Sarasota area.

Siesta Key Beachfront Vacation Rentals is a premier real estate and travel agency located at 6312 Midnight Pass Road in Sarasota, Florida. Our agency specializes in offering luxurious vacation rentals right on the stunning beaches of Siesta Key. Whether you're looking for a cozy beachfront condo or a spacious waterfront villa, we have a wide selection of properties to choose from. Our dedicated team is committed to providing top-notch customer service and helping you find the perfect vacation rental for your stay in sunny Florida. Book with us today and experience the ultimate beachfront getaway!

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.

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.

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.

Siesta Key East is a premier real estate agency located at 1860 Baywood Drive in Sarasota, Florida. Specializing in luxury vacation rentals and property sales, Siesta Key East offers unparalleled service and expertise in the Sarasota area. As a top tourist attraction and travel agency, they provide visitors with the opportunity to experience the beauty and charm of Siesta Key while finding their dream vacation home or investment property. Whether you are looking for a beachfront condo or a waterfront estate, Siesta Key East has the perfect property for you. Contact them today to start your journey to paradise.

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.

Welcome to Ian Greenberg - Longboat Key & Sarasota Realtor, your trusted partner in real estate located at 388 Firehouse Lane, Longboat Key, Florida. Specializing in the vibrant communities of Longboat Key and Sarasota, Ian Greenberg brings a wealth of local knowledge and a commitment to exceptional service. Whether you're buying, selling, or investing, Ian is dedicated to guiding you through every step of the real estate process with professionalism and personalized attention. Discover the perfect property that suits your lifestyle and let Ian's expertise help you turn your real estate dreams into reality. Contact us today to experience the difference of working with a local expert who truly understands the market and is passionate about helping clients achieve their goals.

Welcome to Brian Loebker Real Estate, your premier real estate agency located on the stunning Siesta Key in Sarasota, Florida. Nestled at 5100 Ocean Boulevard, our office is perfectly situated to serve both locals and newcomers to this beautiful coastal community. As a proud partner of Michael Saunders & Co., we specialize in offering personalized and professional real estate services tailored to meet your unique needs. Whether you're buying, selling, or investing, Brian Loebker Real Estate is committed to providing exceptional guidance and support throughout your real estate journey. Our team of experienced agents possesses in-depth knowledge of the local market, ensuring you have access to the latest listings and market trends. We pride ourselves on our integrity, dedication, and the ability to turn your real estate dreams into reality.

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!

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!

Gertrude's Vacation Rentals at Crescent Beach, located on Point of Rocks Road in Sarasota, Florida, offers over 60 units in the best locations suitable for every group and budget. Whether you are a native, transplant, visitor, or local, the staff at Gertrude's understands that your vacation time is precious and is dedicated to providing the best experience possible. Situated near North America's best white sand beaches, guests can enjoy walking distance to world-famous shopping, dining, and entertainment options. The units feature private pools, ocean views, lagoon front decks, lazy hammocks, tiki huts, and rooftop sun decks. With personalized assistance from the staff, finding the perfect fit for you and your group is easy. Testimonials praise the cleanliness, beauty, and convenience of Gertrude's Vacation Rentals, making it the best Siesta Key experience. Whether it's your first time or a repeat visit, Gertrude's promises a seamless and enjoyable stay for all guests.