TOP 20 Best Luxury vacation rentals by ocean in Sarasota, Florida

The Buetergerds Group is a trusted and experienced real estate agency located in Lakewood Ranch, Florida. Specializing in Sarasota and Lakewood Ranch properties, our team of expert Realtors is dedicated to helping clients find their dream homes or investment properties. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Visit us at 8210 Lakewood Ranch Boulevard to learn more about how we can assist you in your real estate journey.

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.

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 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!

Ten35 Seaside Rentals is a premier lodging institution located at 1035 Seaside Drive in the beautiful city of Sarasota, Florida. Offering luxurious and comfortable accommodations, Ten35 is the perfect destination for those looking to relax and unwind by the seaside. With stunning views of the ocean and top-notch amenities, guests can enjoy a truly unforgettable stay. Whether you're planning a romantic getaway or a family vacation, Ten35 Seaside Rentals has everything you need for a memorable experience. Book your stay today and experience the ultimate in seaside luxury.

SureStay By Best Western Sarasota Lido Beach is a charming lodging institution located at 5340 North Tamiami Trail in Sarasota, Florida, United States. Situated just steps away from the beautiful Lido Beach, this hotel offers comfortable accommodations and excellent amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in well-appointed rooms, take a dip in the outdoor pool, or savor delicious meals at the on-site restaurant. With its convenient location and friendly staff, SureStay By Best Western Sarasota Lido Beach is the perfect choice for a memorable stay in Sarasota.

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.

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.

Sunset Beach Resort is a charming lodging located at 76 Avenida Veneccia in the beautiful Siesta Key, Florida. This resort offers a tranquil and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. The resort features cozy and comfortable accommodations, a sparkling swimming pool, and easy access to the beach. Guests can enjoy a peaceful getaway surrounded by the natural beauty of Siesta Key while being just a short drive away from the vibrant city of Sarasota. Experience the ultimate beach vacation at Sunset Beach Resort.

Sandpiper Beach Club is a cozy lodging institution located at 6414 Midnight Pass Road in Sarasota, Florida. Situated right by the beautiful sandy beaches of the Gulf Coast, this beach club offers a relaxing and tranquil atmosphere for guests looking to unwind and enjoy the sun and surf. The rooms are comfortable and well-appointed, with stunning views of the ocean. Guests can also take advantage of the club's amenities, including a pool, fitness center, and on-site dining options. Whether you're looking for a romantic getaway or a fun family vacation, Sandpiper Beach Club is the perfect destination for your next beach retreat.

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.

Siesta Sun Beach Villas is a luxurious beachfront lodging option located at 6424 Midnight Pass Road in Sarasota, Florida. As a real estate and travel agency, we offer a range of stunning villas with breathtaking ocean views, perfect for a relaxing getaway or a romantic retreat. Our expert staff is dedicated to providing top-notch customer service and ensuring that each guest has a memorable and enjoyable experience. Whether you're looking for a weekend escape or a longer vacation, Siesta Sun Beach Villas is the perfect destination for your next trip to paradise.

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.

Lido Beach Resort is a luxurious lodging institution located at 700 Benjamin Franklin Drive in Sarasota, Florida, United States. Situated right on the beautiful Lido Beach, this resort offers stunning ocean views, upscale accommodations, and top-notch amenities. Guests can relax by the pool, dine at the on-site restaurant, or take a short walk to the nearby shops and restaurants. With its prime location and exceptional service, Lido Beach Resort is the perfect destination for a relaxing beach 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.

Sandbox On the Beach is a charming lodging institution located at 108 Beach Road in Sarasota, Florida. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The property offers cozy accommodations with a beachy vibe, perfect for a relaxing getaway. With a laid-back atmosphere and a prime location, Sandbox On the Beach is the ideal destination for those looking to unwind and soak up the sun in beautiful Sarasota.

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.

North Lido Beach is a stunning tourist attraction located at 1001 Westway Drive in Sarasota, Florida. This pristine beach offers visitors a picturesque setting with soft white sands, crystal clear waters, and beautiful views of the Gulf of Mexico. Whether you're looking to relax under the sun, take a leisurely walk along the shoreline, or enjoy water activities like swimming and snorkeling, North Lido Beach has something for everyone. With its convenient location and tranquil atmosphere, it's the perfect spot for a day of fun and relaxation by the sea.

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.

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.

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!

The Casitas Coral Reef is a real estate and travel agency located at 1123 Crescent Street in Sarasota, Florida, United States. Specializing in Florida Beach House Rentals in Sarasota and Holmes Beach, the agency offers luxurious accommodations for up to 12 guests at The Casitas at Siesta Key and a beautiful retreat for 6 at The Tree House at Anna Maria Island in Holmes Beach. With stunning views and easy access to the number 1 beach in the USA, guests can expect a relaxing vacation packed with all the amenities they need. Established in 2018, The Casitas Coral Reef takes pride in providing comfortable and well-maintained vacation rentals for guests to enjoy. During the pandemic, the agency follows strict state guidelines regarding COVID-19 to ensure a safe and sanitized environment for guests. Whether it's a weekend getaway or a week-long vacation, The Casitas Coral Reef is dedicated to making your dream vacation a reality.