Luxury siesta key rentals in 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.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

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.

Tiny House Siesta is a unique lodging institution located in Sarasota, Florida, United States. Situated at 6600 Avenue A, this charming establishment offers a one-of-a-kind experience for guests looking to escape the hustle and bustle of everyday life. Each tiny house is expertly designed and decorated to provide a cozy and comfortable stay, with all the amenities needed for a relaxing getaway. Whether you're looking for a romantic retreat or a family vacation, Tiny House Siesta has something for everyone. Come and experience the beauty of Sarasota while staying in these adorable tiny homes.

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 Residences On Siesta Key Beach is a luxurious lodging institution located at 915 Seaside Drive in the beautiful Siesta Key, Florida. This beachfront property offers stunning views of the Gulf of Mexico and direct access to the world-renowned Siesta Key Beach. The accommodations are spacious, modern, and elegantly designed, providing guests with a comfortable and unforgettable stay. Amenities include a pool, fitness center, and concierge services to enhance the overall experience. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, The Residences On Siesta Key Beach is the perfect destination for your next stay in paradise.

Siesta Heron Suites & Villas is a luxurious lodging option located at 8254 Midnight Pass Road in Siesta Key, Florida. Whether you are looking to relax, unwind, or decompress, this institution is the perfect choice for your stay. Whether you are enjoying family fun, a romantic getaway, celebrating a special event, or simply treating yourself to a much-needed vacation, Siesta Heron has everything you need for a memorable beach experience. With a perfect blend of casual elegance and tranquility, this institution is just a few steps away from creating beautiful beach memories. Book your stay now and experience the ultimate relaxation at Siesta Heron Suites & Villas.

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.

Solitude Suites on Siesta Key offers a peaceful and relaxing retreat in the heart of Siesta Key, Florida. Located at 6151 Midnight Pass Road, this lodging institution provides comfortable and spacious suites for guests looking to unwind and recharge. With its prime location just a short distance from the world-famous Siesta Key Beach, guests can enjoy easy access to the beautiful white sand beaches and crystal-clear waters. Whether you're looking for a romantic getaway or a family vacation, Solitude Suites on Siesta Key provides a serene atmosphere and top-notch amenities to ensure a memorable stay.

Siesta Key Babuzziz is a charming lodging institution located at 1011 Crescent Street in Sarasota, Florida, United States. Nestled in the heart of Siesta Key, this cozy retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy the beautiful surroundings. With comfortable accommodations and personalized service, Siesta Key Babuzziz is the perfect destination for a rejuvenating getaway. Whether you're looking to explore the nearby beaches, shops, and restaurants or simply relax by the pool, this hidden gem is sure to make your stay unforgettable.

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.

Siesta Key Inn is a charming and inviting lodging establishment located at 1125 Point of Rocks Road in Siesta Key, Florida. Situated just steps away from the beautiful white sand beaches of the Gulf Coast, this inn offers guests a peaceful and relaxing retreat. Whether you are looking for a weekend getaway or an extended stay, Siesta Key Inn provides comfortable accommodations and exceptional service. As a real estate agency, the inn also offers opportunities for guests to invest in property in this desirable area. Additionally, as a travel agency, they can help guests plan unforgettable excursions and activities during their stay. Come experience the beauty and tranquility of Siesta Key at Siesta Key Inn.

The Capri at Siesta is a charming lodging institution located at 6782 Sarasea Circle in Sarasota, Florida, United States. Situated in the beautiful and elegant surroundings of Sarasota and Siesta Key, The Capri offers comfortable rooms with kitchenettes, premium beds, and large flat screen TVs at competitive rates. Our goal is to provide guests with the best beach vacation experience on Siesta Key. We have recently renovated our hotel to create stylish and well-appointed guest rooms, a private garden courtyard for outdoor dining, and a heated pool for relaxation. Just a few steps away from our property is a private path lined with tropical flora that leads to the world-renowned Siesta Key Beach, known for its powdery white sand, gentle surf, and stunning sunsets.

Siesta Royale Apartments, Inc. is a premier lodging and real estate agency located at 6334 Midnight Pass Road in the beautiful Siesta Key, Florida. Our luxurious apartments offer the perfect blend of comfort and style, providing guests with a relaxing and enjoyable stay. Whether you are looking for a short-term rental or a permanent residence, our team of experienced professionals is here to assist you every step of the way. Come experience the ultimate in beachfront living at Siesta Royale Apartments, Inc.

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.

Welcome to Siesta Palms by the Beach, a premier lodging option located at 1017 Point of Rocks Road in Siesta Key, Florida. Formerly known as ‘Siesta Key Inn’ and ‘Siesta Palms’, our establishment offers a wide selection of large, family-friendly condos just a quick 1,300 feet from the beach. With pleasing amenities, a great location, and a friendly atmosphere, we are the perfect choice for your Siesta Key Crescent Beach vacation rental needs. Our amenities include an outdoor pool, garden, balcony and hot tub rooms, free wifi, and more. Each condo features a full kitchen with dishwasher, outdoor space, modern flat-screen television, and other unexpected features to make your stay comfortable and enjoyable. Turtle Beach is less than a mile away, and other area attractions such as Sarasota Beach, Point of Rocks Road, and Phillippi Estate Park are easily accessible from our location.

Siesta Sunset Royale Hotel is a luxurious lodging option located at 5322 Calle De La Siesta in the beautiful Siesta Key, Florida. This stunning hotel offers unparalleled views of the sunset over the Gulf of Mexico, making it the perfect destination for a romantic getaway or a relaxing vacation. With top-notch amenities, spacious rooms, and impeccable service, Siesta Sunset Royale Hotel is the ideal choice for travelers looking for a truly unforgettable experience. Whether you're looking to book a room for a weekend escape or interested in exploring real estate options in the area, our friendly staff at the on-site travel agency and real estate agency will be happy to assist you. Book your stay at Siesta Sunset Royale Hotel and experience the ultimate in luxury and comfort on Siesta Key.

Twin Palms at Siesta is a stylishly redecorated lodging institution located at 1115 Point of Rocks Road in Sarasota, Florida. Offering well-appointed guest rooms, a private garden courtyard, and a newly remodeled pool, this charming retreat is just steps away from the world-renowned Siesta Key Beach. Known for its powdery white sand, warm gentle surf, and stunning sunsets, this beach is among the most beautiful in the world. The cozy and elegant rooms at Twin Palms feature kitchenettes, premium beds, and large flat-screen TVs, all at competitive rates. Guests rave about the friendly staff, cleanliness, and perfect location of this intimate beachside getaway. Enjoy relaxation in the natural beauty of Siesta Key at Twin Palms.

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.

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.

Siesta Beach Rentals is a premier lodging establishment located at 5213 Calle Menorca in Sarasota, Florida. Offering a wide range of vacation rentals including beachfront condos and cozy cottages, Siesta Beach Rentals provides guests with a comfortable and luxurious home away from home. With top-notch amenities, stunning views of the beach, and exceptional customer service, Siesta Beach Rentals is the perfect choice for a relaxing getaway on the beautiful shores of Sarasota.

Siesta Key Island Rentals is a premier lodging, real estate, and travel agency located at 515 Beach Road in Siesta Key, Florida. Our agency specializes in providing luxurious vacation rentals on the beautiful Siesta Key Island, offering a wide range of accommodations to suit every traveler's needs. Whether you're looking for a beachfront condo, a cozy cottage, or a spacious villa, we have the perfect rental for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation on Siesta Key is unforgettable. Contact us today to book your dream vacation rental on Siesta Key Island!

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.

Siesta Coast Capital, LLC is a reputable real estate agency located at 2631 McCormick Drive in Clearwater, Florida. With a team of experienced professionals, they specialize in assisting clients with buying, selling, and investing in properties along the beautiful Siesta Coast. Whether you are looking for a vacation home, rental property, or a permanent residence, Siesta Coast Capital, LLC is dedicated to providing top-notch service and expertise to help you achieve your real estate goals. Contact them today to start your real estate journey in the stunning coastal region of Florida.

Siesta Beach House is a charming real estate and travel agency located at 5950 Midnight Pass Road in Sarasota, Florida. Our agency specializes in providing luxurious beachfront properties for rent and sale in the beautiful Siesta Key area. With stunning views of the Gulf of Mexico and direct access to the world-famous Siesta Key Beach, our properties offer the perfect vacation getaway or permanent residence. Our team of experienced agents is dedicated to helping clients find their dream beach house, whether for a relaxing vacation or a new place to call home. Contact us today to start your beachfront living experience at Siesta Beach House.

Rent Siesta Key is a premier real estate and travel agency located at 5057 Ocean Boulevard in the beautiful Siesta Key, Florida. Our agency specializes in offering the finest vacation rentals and properties in this stunning beach destination. Whether you are looking for a luxurious beachfront condo, a cozy cottage, or a spacious family home, Rent Siesta Key has the perfect accommodation for your vacation needs. Our friendly and knowledgeable staff are dedicated to providing exceptional customer service and ensuring that your stay in Siesta Key is unforgettable. Contact us today to book your dream vacation rental in paradise!

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.

Crystal Sands on Siesta Key is a premier real estate and travel agency located at 6300 Midnight Pass Road in the beautiful Siesta Key, Florida. Our agency specializes in luxury vacation rentals, property management, and real estate sales in this stunning beachfront community. With our expert team of agents and concierge services, we strive to provide our clients with unforgettable experiences and exceptional service. Whether you are looking to rent a beachfront condo for a relaxing getaway or interested in purchasing a piece of paradise, Crystal Sands on Siesta Key is here to assist you every step of the way. Come visit us and let us help you make your dream vacation or real estate investment a reality.

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.