TOP 30 Unforgettable vacations in Sarasota, Florida

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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 Ritz-Carlton, Sarasota is a luxurious lodging institution located at 1111 Ritz Carlton Drive in Sarasota, Florida, United States. This elegant hotel offers unparalleled service and amenities, including spacious rooms and suites, a world-class spa, multiple dining options, a stunning pool area, and access to a private beach club. Guests can enjoy the beautiful views of Sarasota Bay and downtown Sarasota, as well as convenient access to nearby attractions such as the Ringling Museum and St. Armands Circle. Whether you are visiting for a romantic getaway, a family vacation, or a business trip, The Ritz-Carlton, Sarasota promises a truly unforgettable experience.

Experience a truly unique and vintage getaway at Burns Square Historic Vacation Rentals in downtown Sarasota, Florida. Our lovingly restored 1920s gem offers a stay like no other, with original works of art, antique furnishings, and all the amenities you need for a comfortable and enjoyable stay. Located in a vibrant area of downtown Sarasota, our Mediterranean-style property exudes old-world charm and character. The building is adorned with artist’s murals and bursts of color, creating a truly immersive experience. Just a short distance from downtown and minutes away from the beautiful beaches of Lido Key and Siesta Key, our location is perfect for those looking for a memorable vacation.

Escape to the serene beach getaway at 40 Sarasota Street in Destin, Florida. This beautiful vacation home is located in the charming Miramar Beach area, offering a peaceful retreat just steps away from the sandy shores of the Gulf Coast. The property features comfortable accommodations, modern amenities, and a relaxing atmosphere perfect for a family vacation or romantic getaway. Enjoy stunning ocean views, easy access to nearby attractions, and a truly unforgettable experience at this lovely lodging in Destin, FL.

Sarasota Cottage Rentals/Treetop is a premier real estate and travel agency located in the beautiful city of Sarasota, Florida. Situated at 1776 Cherry Lane, this institution offers a wide range of luxurious cottage rentals and treetop accommodations for those looking to experience the ultimate vacation getaway. With stunning views and top-notch amenities, Sarasota Cottage Rentals/Treetop is the perfect choice for those seeking a relaxing and unforgettable stay in this picturesque destination. Whether you're looking for a cozy cottage or a treetop retreat, this agency has you covered with their exceptional service and attention to detail. Book your dream vacation with Sarasota Cottage Rentals/Treetop today and make memories that will last a lifetime.

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.

Vunique Vacations is a premier real estate and travel agency located at 1144 Tallevast Road in Sarasota, Florida. We specialize in providing unique and unforgettable vacation experiences for our clients. Whether you're looking for a luxury beachfront property or a charming villa in the countryside, our team of experts is here to help you find the perfect vacation rental. With years of experience in the industry, we have established relationships with top properties around the world to ensure that you have access to the best accommodations. Contact us today to start planning your dream vacation with Vunique Vacations.

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.

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!

Gumbo Limbo Vacation Rentals is a premier real estate and travel agency located at 664 Calle Del Otono in Sarasota, Florida. We specialize in offering luxurious vacation rentals in the beautiful Sarasota area, providing our clients with the perfect home away from home during their stay. Our dedicated team of professionals is committed to ensuring that every guest has a memorable and enjoyable experience while visiting our stunning coastal city. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious condo, Gumbo Limbo Vacation Rentals has the perfect accommodation to suit your needs. Contact us today to book your next unforgettable vacation in Sarasota!

Dream Vacations - Sarasota is a premier travel agency located in the beautiful city of Sarasota, Florida. Situated at 6919 Treymore Court, this institution specializes in creating dream vacations for its clients. With a team of experienced travel experts, they provide personalized services to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, an adventurous hiking trip, or a romantic escape, Dream Vacations - Sarasota has you covered. Let them turn your travel dreams into reality and create unforgettable memories for you and your loved ones. Visit their office today and start planning your next dream vacation!

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.

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.

Sarasota Cruise Planners is a premier travel agency located at 3281 Huntington Place Drive in Sarasota, Florida. Our experienced team of travel experts is dedicated to helping you plan the perfect cruise vacation tailored to your preferences and budget. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, we are here to make your travel dreams a reality. Contact us today to start planning your next unforgettable cruise experience.

Siesta Vacation Rentals is a premier real estate and travel agency located in Sarasota, Florida. Our expert team specializes in providing luxurious vacation rentals in the beautiful Sarasota area. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation for your next getaway. Our dedicated staff is committed to ensuring that your vacation is stress-free and unforgettable. Contact us today to book your dream vacation rental at Siesta Vacation Rentals.

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.

Florida Suncoast Helicopters is a premier travel agency located in Sarasota, Florida. Offering exhilarating helicopter tours and charters, this institution provides a unique and unforgettable way to experience the beauty of the Florida Suncoast from above. With a convenient location at 1244 Clyde Jones Road, Florida Suncoast Helicopters is the perfect choice for those looking to add a touch of adventure to their vacation or special occasion. Experience the thrill of soaring through the skies and taking in breathtaking views of Sarasota and beyond with Florida Suncoast Helicopters.

True Blue Farm is a charming travel agency located at 630 Myakka Road in Sarasota, Florida. Our team of experienced professionals is dedicated to curating unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking trip, or a cultural immersion in a new destination, True Blue Farm has you covered. We pride ourselves on providing personalized service and attention to detail to ensure that every aspect of your trip is seamless and enjoyable. Let us help you plan your next dream vacation today!

Welcome to Compass Hotel Anna Maria Sound, your personal slice of paradise located at 12324 Manatee Avenue West in Bradenton, Florida. This boutique hotel brings the easy, breezy fun of Margaritaville resorts to the beautiful Anna Maria Island, just a short drive from Sarasota Bradenton International Airport. With 123 gorgeously appointed rooms overlooking a marina and Neal Preserve, this seaside destination is the perfect home base for exploring the Florida Gulf. Enjoy complimentary breakfast buffets, delicious dining, and an attentive team that will make you feel right at home in paradise. Whether you're visiting IMG Academy, Premier Sports Campus, or attending a wedding at The Beach House, Sandbar, or Palma Sola Botanical Gardens, Compass Hotel Anna Maria Sound is the ideal year-round destination.

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.

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.

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.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

Crescent Beach Market is a food, grocery, and supermarket store located at 1211 Old Stickney Point Road in Sarasota, Florida. We believe in creating unforgettable memories through good food and delicious drinks. Situated in the magical Siesta Key with its powder white sand and aqua blue water, we aim to provide everything you need to make your vacation memorable. Whether you're looking for lunch on the beach or wine at sunset, we've got you covered. From hot coffee to ready-to-eat beach food, we strive to be your one-stop shop for all your vacation needs. Visit us at 1211 Old Stickney Point Road, Siesta Key, Florida 34242, United States.

Located at 1211 Old Stickney Point Road in Sarasota, Florida, Crescent Grocery is your go-to spot for all your food and grocery needs. Whether you're looking for fresh produce, snacks, or drinks, we have everything you need to make your stay in Siesta Key unforgettable. Our goal is to provide you with quality products that will help you create lasting memories during your vacation. From beach picnics to sunset wine tastings, we have you covered. Come visit us and let us help make your vacation simple, easy, and delicious.

Frangista Hideaway is a charming lodging located at 19 Sarasota Street in the beautiful Miramar Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are comfortable and well-appointed, providing everything you need for a memorable stay. Whether you're looking for a romantic getaway or a family vacation, Frangista Hideaway is the perfect choice. With its convenient location near the beach and local attractions, you'll have plenty of opportunities to explore and enjoy all that the area has to offer. Book your stay at Frangista Hideaway today and experience a truly unforgettable vacation.

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 4-Rent is a reputable real estate and travel agency located at 6555 Midnight Pass Road in beautiful Sarasota, Florida. Specializing in vacation rentals, they offer a wide range of properties for short-term stays in one of the most sought-after destinations in the United States. Whether you're looking for a cozy beachfront condo or a luxurious villa, Siesta 4-Rent has the perfect accommodation to suit your needs. With exceptional customer service and a commitment to excellence, they strive to make your vacation experience unforgettable. Book your dream vacation with Siesta 4-Rent today and discover the beauty of Sarasota, Florida.

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.

Tropical Sands Accommodations is a premier real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxurious beachfront properties and vacation rentals, we offer a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beach cottage or a spacious oceanfront villa, our team of experienced agents is dedicated to helping you find the perfect tropical getaway. With stunning views, top-notch amenities, and personalized service, Tropical Sands Accommodations is your go-to destination for a truly unforgettable vacation experience in the Sunshine State. Book your dream beach retreat with us today!