The 30 Best Siesta key homes for rent in Florida

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.

Beach Palms of Siesta Key Village offers enchanting island cottages and beach view suites on the stunning white sands of Siesta Key Beach in Florida. Located at 153 Beach Road, Siesta Key, this lodging institution provides a relaxing and picturesque getaway for guests looking to enjoy the beauty of the Gulf Coast. With a range of accommodations to choose from, including beachfront suites and cozy cottages, Beach Palms is the perfect destination for a beach vacation. Experience the charm and tranquility of Siesta Key Village while staying at Beach Palms.

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.

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.

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 Key Vacation Rental is a charming lodging option located at 6610 Midnight Pass Road in Siesta Key, Florida, United States. This cozy establishment offers a range of vacation rental options for visitors looking to enjoy the beautiful beaches and vibrant atmosphere of Siesta Key. With comfortable accommodations and convenient amenities, Siesta Key Vacation Rental is the perfect choice for a relaxing and enjoyable stay on this stunning island paradise.

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.

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 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.

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!

Palm View Condo at Siesta Dunes is a luxurious real estate and travel agency located at 6200 Midnight Pass Road, Siesta Key, Florida, United States. This institution offers a beautiful 2 bedroom, 2 bath condo with 1250 sqft of space, perfect for accommodating up to 6 guests. The condo is designed with style and comfort in mind, featuring amenities such as a heated saltwater pool and hot tub. Ideal for families looking for a relaxing getaway, Palm View Condo is the perfect vacation destination. Guests can also check out the area webcams to get a glimpse of the stunning surroundings before booking their stay.

La Siesta Condominiums is a luxurious beachfront lodging option located at 909 Beach Road in Siesta Key, Florida. This institution offers beautifully appointed condos with stunning views of the Gulf of Mexico. As a real estate agency, La Siesta Condominiums also provides opportunities for guests to purchase their own piece of paradise in this sought-after location. Additionally, as a travel agency, they can assist with planning your dream vacation to Siesta Key. Whether you're looking for a relaxing getaway or a new investment property, La Siesta Condominiums has everything you need for a memorable stay in sunny Florida.

Gertrude's Siesta Village Vacation Rentals is a premier lodging option located at 5225 Avenida Navarra in Siesta Key, Florida, United States. With over 60 units available, we offer only the best locations to suit every group and budget. Our team consists of natives, transplants, visitors, and locals who all share a passion for making your vacation time memorable. Situated near North America's best white sand beaches, our rentals are within walking distance to world-famous shopping, dining, and entertainment options. Our units feature private pools, ocean views, lagoon front decks, lazy hammocks, tiki huts, and rooftop sun decks. Whether you're looking for a relaxing beach getaway or a fun-filled adventure, we have the perfect fit for you and your group.

Siesta Key Beach Rental Crystal Sands- Private Owner offers luxurious lodging accommodations in the beautiful beachfront community of Siesta Key, Florida. Situated at 6300 Midnight Pass Road, this private owner-owned property provides guests with a serene and exclusive retreat just steps away from the white sandy shores of Siesta Key Beach. The rental property features modern amenities, spacious living areas, and breathtaking views of the Gulf of Mexico. Whether you're looking for a romantic getaway or a fun-filled family vacation, Siesta Key Beach Rental Crystal Sands- Private Owner is the perfect destination for your next beach escape. Book your stay today and experience the ultimate relaxation and comfort in paradise.

Welcome to Siesta Key Beachfront Townhome, located at 1009 West Peppertree Drive in Siesta Key, Florida. This luxurious vacation rental is the perfect mix of old island charm, natural beauty, and fun activities. Step right out of your back door and onto the warm sand of the beach. Our beachfront townhome features 2 bedrooms, a den, and 2.5 bathrooms, accommodating up to 5 guests. We provide all the amenities you need for a fun-filled beach vacation. Owners Laurie and Harry Strunk treat each guest like family, ensuring the best possible stay experience.

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.

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.

The Cottages On The Key is a charming lodging option located at 5011 Ocean Boulevard in Siesta Key, Florida, United States. This institution offers cozy and well-appointed cottages for rent, making it the perfect choice for a relaxing getaway. Whether you're looking for a beachside retreat or a cozy spot near the bustling town center, The Cottages On The Key has something for everyone. Additionally, they also serve as a real estate agency, helping clients find their dream vacation home or investment property in this beautiful coastal town. With their convenient location and personalized service, The Cottages On The Key is the ideal choice for your next vacation or real estate investment opportunity.

Cottage by the Sea Siesta Key is a charming real estate and travel agency located at 303 Beach Road in the beautiful Siesta Key, Florida. Specializing in beachfront properties and vacation rentals, our agency offers a wide range of options for those looking to experience the ultimate seaside getaway. Whether you're looking to buy a cozy cottage by the sea or rent a luxurious beachfront villa, our dedicated team is here to help you find the perfect accommodation for your needs. With stunning views, white sandy beaches, and a relaxing atmosphere, Cottage by the Sea Siesta Key is your go-to destination for a dream vacation in paradise. Contact us today to start planning your next beachfront escape!

Florida Dream Home Team - Coldwell Banker Realty is a premier real estate agency located at 8334 Market Street in Bradenton, Florida, United States. Specializing in properties in the vibrant community of Lakewood Ranch, which is home to over 55,000 residents and 1,841 jobs, our team offers expertise in buying and selling homes in this desirable area. Lakewood Ranch boasts A-rated schools, town centers, golf courses, and the Lakewood Ranch Medical Center, making it an ideal place to live. Additionally, we also serve the beautiful barrier island of Longboat Key, known for its stunning beaches and mangroves. Sarasota, with its unique arts scene and beachy atmosphere, is another area we cover, along with the popular Siesta Key, home to the award-winning Siesta Public Beach. Whether you are looking for a vacation home, investment property, or your dream residence, our team can help you find the perfect property. Visit us today to access full property details and exclusive listings. Prices and inventory are current as of April 6, 2024. To continue your property search, agree to our Terms of Use.

Siesta Key Vacation House is a premier real estate and travel agency located at 5393 Avenida Del Mare in the beautiful Siesta Key, Florida. Our agency specializes in providing luxurious vacation homes for rent in this stunning beach destination. With a wide range of properties to choose from, we offer our clients the perfect accommodations for their dream vacation. Whether you are looking for a cozy beachfront cottage or a spacious villa with a private pool, we have something for everyone. Our experienced team is dedicated to providing top-notch customer service and ensuring that your stay in Siesta Key is unforgettable. Contact us today to book your perfect vacation rental!

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.