TOP 30 Luxury holidays in Sarasota, Florida

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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.

Holiday Pools of West Florida is a trusted general contractor and store located in Sarasota, Florida. We specialize in creating beautiful and functional pools for our clients to enjoy during the holiday season and all year round. Our team of experienced professionals is dedicated to providing top-notch service and quality products to meet all of your pool needs. Visit us at 7411 28th Street Court East to see how we can turn your backyard into a luxurious oasis.

Sarasota South is a reputable real estate agency located at 4515 26th Street West in Bradenton, Florida, United States. With a team of experienced and knowledgeable agents, Sarasota South is dedicated to helping clients buy, sell, and rent properties in the Sarasota area. Whether you are looking for a new home, investment property, or vacation rental, Sarasota South is committed to providing exceptional service and expertise to meet your real estate needs. Contact us today to start your real estate journey with Sarasota South.

Sarasota Cottage Rentals/Hudson Bayou is a premier real estate and travel agency located in Sarasota, Florida. Situated at 850 South Tamiami Trail, this institution offers a wide selection of luxurious cottage rentals in the picturesque Hudson Bayou area. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Sarasota Cottage Rentals/Hudson Bayou has the perfect accommodation for you. With expert agents who are knowledgeable about the local area and dedicated to providing top-notch customer service, this agency is your go-to destination for a memorable and relaxing stay in Sarasota. Book your dream cottage rental today and experience the beauty and charm of Hudson Bayou with Sarasota Cottage Rentals/Hudson Bayou.

Sarasota Gondola is a unique travel agency located at 5353 South Tamiami Trail in Sarasota, Florida. Specializing in offering authentic gondola rides, they provide a one-of-a-kind experience for visitors looking to explore the beauty of Sarasota from the water. With skilled gondoliers and luxurious boats, Sarasota Gondola promises a memorable and romantic journey through the picturesque canals and waterways of the city. Whether you're celebrating a special occasion or simply looking to enjoy a relaxing cruise, Sarasota Gondola offers a truly unforgettable experience.

Shore is a trendy clothing store located at 465 John Ringling Boulevard in Sarasota, Florida. Offering a wide selection of fashionable apparel and accessories, Shore is a go-to destination for those looking to update their wardrobe with the latest styles. With its prime location in the heart of Sarasota, this store is a must-visit for fashion-forward individuals seeking quality pieces at affordable prices. Whether you're looking for casual everyday wear or something more formal for a special occasion, Shore has something for everyone. Come visit us today and experience the best in fashion at Shore.

Just/Because is a unique institution located at 7 South Boulevard of the Presidents in Sarasota, Florida. This establishment is a combination of a clothing store, home goods store, jewelry store, and general store, offering a wide variety of handcrafted items from over 70 American artists and 20 international artists. These artists create their products in their home studios, using locally sourced materials to support small businesses and promote sustainability. At Just/Because, you can find eco-friendly products that are not only good for you, but also good for the environment. The institution also features fair trade products, with a mission to help others create a better future for themselves, their families, and their communities. The staff at Just/Because is known for their exceptional customer service, making shopping at this establishment a pleasant experience.

SUN N FUN PRIVATE VACATION RENTALS is a premier real estate and travel agency located at 7125 Fruitville Road in Sarasota, Florida. We specialize in providing luxurious and private vacation rentals for those looking to escape to the beautiful beaches and vibrant culture of Sarasota. Our team of experienced agents are dedicated to helping you find the perfect vacation rental for your needs, whether you are looking for a cozy beachfront condo or a spacious family home. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream getaway in sunny Sarasota.

The Chateau Anna Maria, located at 5325 Marina Drive, Holmes Beach, Florida, offers a unique dining experience with a French-inspired menu. The restaurant is known for its Le Premier early bird menu, served daily from 3 pm to 5 pm, featuring a 3-course meal for $45. Guests can also enjoy a Military discount by informing their server of their service status. The restaurant has received rave reviews for its excellent food presentation and preparation, creating a cosmopolitan dining experience in an upscale country setting. Featured on the Food Network's TV series Summer Rush, The Chateau Anna Maria is part of the Top 100 Restaurants in America, with additional locations in New York and Sarasota, Florida.

The Reserve Retreat is a multifaceted establishment located at 1322 North Tamiami Trail in Sarasota, Florida. This unique institution offers a variety of services including a bar, cafe, food options, lodging accommodations, a restaurant, and a store. Whether you're looking for a cozy place to enjoy a drink, a delicious meal, a comfortable place to stay, or some shopping, The Reserve Retreat has something for everyone. Come experience the charm and hospitality of this one-of-a-kind destination in the heart of Sarasota.

Marina Jack is a premier waterfront dining destination located in Sarasota, Florida. Situated at 2 Marina Plaza, this institution offers a unique experience combining a bar, restaurant, and food with stunning views of the marina and Sarasota Bay. Enjoy fresh seafood, delicious cocktails, and a vibrant atmosphere at Marina Jack. Whether you're looking for a casual meal or a special occasion, Marina Jack is the perfect spot to relax and enjoy the beauty of the Florida coast.

Tralia is a charming restaurant located at 6596 Superior Avenue in Sarasota, Florida. Specializing in delicious food and quick meal takeaways, Tralia offers a wide variety of dishes to satisfy any craving. Whether you're in the mood for a hearty sandwich, a fresh salad, or a flavorful entree, Tralia has something for everyone. With a cozy atmosphere and friendly staff, Tralia is the perfect spot to enjoy a tasty meal on the go. Visit us today and experience the culinary delights that await you at Tralia.

La Violetta is a charming restaurant located at 4837 Swift Road in Sarasota, Florida. Known for its delicious food and inviting atmosphere, La Violetta offers a diverse menu of delectable dishes that are sure to satisfy any palate. Whether you're looking for a cozy spot for a date night or a place to gather with friends and family, La Violetta is the perfect choice. Come dine with us and experience the culinary delights that make our restaurant a favorite in the Sarasota area.

Villa Venezuela is a charming restaurant located at 5769 South Beneva Road in Sarasota, Florida. This institution offers a taste of authentic Venezuelan cuisine in a cozy and welcoming atmosphere. From traditional arepas and empanadas to savory pabellón criollo and sweet tres leches cake, Villa Venezuela serves up a delicious array of dishes that will transport you to the vibrant streets of Venezuela. Whether you're looking to enjoy a casual meal with friends or celebrate a special occasion, Villa Venezuela is the perfect spot to savor the flavors of South America. Come visit us and experience the taste of Venezuela right here in the heart of Sarasota.

Ruth's Chris Steak House in Lakewood Ranch is a top-notch dining establishment located at 6490 University Parkway in Sarasota, Florida. Known for its upscale atmosphere and impeccable service, this restaurant is a favorite among steak lovers. Indulge in perfectly cooked, sizzling steaks, along with a variety of delicious sides and desserts. Whether you're celebrating a special occasion or just craving a mouthwatering meal, Ruth's Chris Steak House is the perfect destination for an unforgettable dining experience.

Anointed Touch Massage and Skin Care is a premier wellness center located at 7727 Holiday Drive in Sarasota, Florida. Our team of highly trained therapists and estheticians offer a wide range of services to help you relax, rejuvenate, and restore your natural glow. From therapeutic massages to luxurious facials, we are dedicated to providing personalized treatments tailored to your specific needs. Come experience the healing power of touch at Anointed Touch Massage and Skin Care.

Beach Place is a cozy and inviting lodging establishment located at 5605 Avenida Del Mare in Sarasota, Florida. Situated just steps away from the beautiful beaches of the Gulf Coast, Beach Place offers guests a relaxing and unforgettable vacation experience. The charming accommodations are perfect for couples, families, and solo travelers looking to escape the hustle and bustle of everyday life. With its convenient location and comfortable amenities, Beach Place is the ideal destination for those seeking a peaceful retreat by the sea.

Flip Flop Cottages is a charming lodging institution located at 8254 Midnight Pass Road in Sarasota, Florida. Our cozy cottages are perfect for those looking for a relaxing getaway near the beautiful beaches of the Gulf Coast. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the laid-back atmosphere and tropical surroundings, making it an ideal destination for a beach vacation. Whether you're looking to unwind by the pool or explore the nearby attractions, Flip Flop Cottages offers a memorable experience for all guests.

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.

First Class Apparel is a premier clothing store located in Sarasota, Florida. Our store is dedicated to providing high-quality, fashionable clothing for men and women. From casual wear to formal attire, we offer a wide selection of top brands and styles to suit every taste. Our knowledgeable staff is committed to providing exceptional customer service and helping you find the perfect outfit for any occasion. Visit us at 7621 15th Street East to experience the First Class Apparel difference.

Residential Resorts, LLC is a reputable general contractor and store located at 7797 Arolla Pine Boulevard in Sarasota, Florida. With a commitment to quality craftsmanship and customer satisfaction, Residential Resorts offers a wide range of services for residential properties, including construction, remodeling, and home improvement projects. Whether you are looking to build your dream home or simply update your existing space, Residential Resorts has the expertise and resources to bring your vision to life. Visit us today to discover how we can help transform your home into a luxurious retreat.

Your Personal Resort in Sarasota, Florida is the ultimate vacation rental property where you can escape from the daily grind and relax in luxury. Located at 3423 La Paloma Avenue, our three-story holiday residence and boating home offers premier access to the stunning beaches of Siesta Key, including Siesta Beach, Crescent Beach, Turtle Beach, Point of Rocks Beach, and Shell Beach for breathtaking sunsets. Our resort features a fitness center, bicycles, boat dock, beach equipment, outdoor grilling, and a beautiful outdoor pool and spa for your enjoyment. As a family-owned small business, we take a hands-on approach to managing your guest experience to ensure a hassle-free stay.

Pamper Nails is a luxurious beauty salon located at 8343 Lockwood Ridge Road in Sarasota, Florida. Our expert nail technicians offer a wide range of services to pamper and beautify your nails, including manicures, pedicures, nail art, and more. Our salon provides a relaxing and upscale atmosphere where you can unwind and indulge in some self-care. Come visit Pamper Nails for a top-notch nail experience in Sarasota.

Welcome to Bob's Laundry & Dry Cleaning, located at 6503 Superior Avenue in Sarasota, Florida. Step into a world of timeless excellence where garment care is an art. With over 50 years of unmatched expertise, Bob's Dry Cleaning and Laundry Service has been providing top-notch clothing care since 1970. Our hours of operation are Monday through Friday from 7:00AM to 6:00 PM, and Saturday from 8:00AM to 5:00 PM. We are closed on Sundays and all public holidays. Discover specialized dry cleaning services tailored for corporate clients, ensuring impeccable results for professional attire, linens, and towels. Our efficient team and cleaning processes guarantee the highest standards in garment care and cleanliness, allowing your business to leave a lasting impression.

The Lido Islander is a premier institution located at 528 South Polk Drive in Sarasota, Florida. As a multi-faceted establishment, it serves as a lodging facility, real estate agency, and travel agency all in one. Whether you are looking for a luxurious place to stay, seeking to invest in property on Lido Key, or planning your next vacation, the Lido Islander offers a one-stop solution for all your needs. With a prime location in the beautiful city of Sarasota, the Lido Islander provides top-notch services and accommodations to ensure a memorable experience for all guests and clients.

Suntide Island Beach Club is a charming beachfront lodging institution located at 850 Benjamin Franklin Drive in Sarasota, Florida, United States. This tropical oasis offers guests a relaxing and rejuvenating stay with its cozy accommodations and stunning views of the Gulf of Mexico. The resort features a variety of amenities including a heated outdoor pool, beach access, BBQ grills, and complimentary Wi-Fi. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply soak up the sun, Suntide Island Beach Club is the perfect destination for your next vacation getaway.

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.

Gulf Coast Vacation Rentals is a premier real estate and travel agency located at 243 North Lime Avenue in Sarasota, Florida. We specialize in providing luxurious vacation rental properties along the stunning Gulf Coast of Florida. Our expert team is dedicated to helping you find the perfect rental for your next getaway, whether you're looking for a beachfront condo, a private villa, or a cozy cottage. With a wide range of properties to choose from and exceptional customer service, Gulf Coast Vacation Rentals is your go-to destination for an unforgettable vacation experience in the Sunshine State. Visit us today and start planning your dream vacation!

Rez Rentals LLC is a premier real estate and travel agency located at 1960 Stickney Point Road in Sarasota, Florida. Specializing in vacation rentals and property management, we offer a wide range of accommodations to suit every traveler's needs. Our team of experienced agents is dedicated to providing exceptional customer service and helping clients find the perfect rental property for their stay in the beautiful Sarasota area. Whether you're looking for a beachfront condo, a cozy cottage, or a luxury villa, Rez Rentals LLC has you covered. Contact us today to start planning your dream vacation!

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!