TOP 10 Vacation rental offers in Sarasota, Florida

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.

Sea Club 8B Resort Rentals, LLC is a real estate and travel agency located at 5955 Midnight Pass Road in Sarasota, Florida, United States. If you're looking for a home-away-from-home for your vacation, look no further than our Siesta Key condo rentals. Situated on the Gulf of Mexico, Siesta Key offers warm crystal blue waters, tropical breezes, and stunning sunsets. Whether you're planning a family vacation, winter escape, or romantic getaway, Sea Club II has something for everyone. With a top-rated beach, nightlife, shopping, and dining options, Siesta Key is the ultimate Florida destination. The soft, white quartz sand at Siesta Beach is perfect for barefoot walks and sunbathing. Our guests love the cozy and clean accommodations, private beach access, and comfortable beds.

Kayaking SRQ Tours & Rentals Siesta Key is a premier tourist attraction and travel agency located at 8702 Blind Pass Road in Sarasota, Florida. This institution offers exciting kayaking tours and rentals for visitors to explore the stunning waters of Siesta Key. Whether you're a beginner or an experienced kayaker, Kayaking SRQ has something for everyone. Join one of their guided tours to discover hidden gems and local wildlife, or rent a kayak and create your own adventure. Immerse yourself in the beauty of the Gulf Coast and experience the thrill of kayaking with Kayaking SRQ Tours & Rentals Siesta Key.

Siesta Home and Condo Rentals is a premier travel agency located at 2100 Constitution Boulevard in Sarasota, Florida, United States. We specialize in providing high-quality vacation rental homes and condos in the beautiful Sarasota area. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you're looking for a beachfront villa or a cozy condo in the heart of the city, we have the perfect accommodation for your next vacation. Trust Siesta Home and Condo Rentals to make your stay in Sarasota unforgettable.

Sarasota Boat Tours is a premier travel agency located at 7660 South Tamiami Trail in Sarasota, Florida. We offer a variety of exciting boat tours that showcase the beauty and charm of Sarasota's waterways. Our knowledgeable guides provide informative commentary as you cruise along the coast, spotting wildlife and enjoying the stunning scenery. Whether you're looking for a relaxing sightseeing tour or an adventurous eco-tour, Sarasota Boat Tours has something for everyone. Book your tour today and experience the best of Sarasota from the water!

Siesta Key Beach or Bay Rental is a reputable real estate and travel agency located at 6300 Midnight Pass Road in Sarasota, Florida. We specialize in providing luxurious beachfront and bayfront rentals for vacationers looking to experience the beauty and relaxation of Siesta Key. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and unforgettable stay. Whether you're seeking a romantic getaway, a family vacation, or a group retreat, our dedicated team is here to help you find the perfect rental that suits your needs. Contact us today to book your dream vacation on Siesta Key Beach or Bay!

Welcome to National Car Rental, your premier choice for car rental services in Sarasota, Florida. Conveniently located at 6000 Airport Circle, just a stone's throw away from Sarasota-Bradenton International Airport, we offer a seamless and hassle-free rental experience for both locals and travelers alike. At National Car Rental, we pride ourselves on our wide selection of vehicles to cater to all your travel needs. Whether you're looking for a compact car for a solo trip, a spacious SUV for a family vacation, or a luxury vehicle for a special occasion, we have the perfect car for you. Our fleet is regularly updated and meticulously maintained to ensure your comfort and safety on the road.

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.

Welcome to Spinway Bike Rental, your go-to destination for an unforgettable cycling experience in the heart of the Sunshine State. Conveniently located at 700 Benjamin Franklin Drive, Sarasota, Florida, our mission is to help you make the most of your vacation by providing top-quality bike rentals that cater to all your adventure needs. Whether you're exploring Sarasota's stunning coastline or cruising through its vibrant neighborhoods, our premium bikes offer the perfect blend of comfort and style. Spinway Bike Rental proudly partners with upscale hotels and resorts throughout Florida, ensuring that you have seamless access to our exceptional services during your stay. Our friendly and knowledgeable staff are always on hand to assist you in choosing the perfect bike and to provide insider tips on the best local trails and scenic routes.

Welcome to Sunny Rentals, your premier destination for unforgettable vacation experiences in the heart of Sarasota, Florida. Conveniently located at 57 South Boulevard of the Presidents, our business is dedicated to providing you with top-quality rental services that cater to all your leisure needs. Nestled in the vibrant community of Sarasota, just steps away from pristine beaches and a lively cultural scene, Sunny Rentals offers a diverse selection of accommodations and recreational equipment to enhance your stay. Whether you're seeking a cozy beachside cottage, a luxurious waterfront condo, or the perfect gear for outdoor adventures, our friendly and knowledgeable team is here to ensure a seamless and enjoyable experience. Explore the beauty of Sarasota with Sunny Rentals and discover why we are the preferred choice for travelers seeking comfort, convenience, and exceptional service. Visit us today and let us help you create memories that will last a lifetime.

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.

Lido Dorset is a prestigious real estate agency located at 475 Benjamin Franklin Drive in Sarasota, Florida. Our team of experienced professionals specializes in luxury properties in the United States, offering unparalleled service and expertise to our clients. Whether you are looking to buy, sell, or rent a property, Lido Dorset is committed to helping you achieve your real estate goals. Contact us today to experience the exceptional service and personalized attention that sets us apart from the rest.

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.

Casey Key Retreat is a private beachfront lodging located at 217 Casey Key Road in Nokomis, Florida. Escape the hustle and bustle of busy hotels and enjoy a quiet vacation rental right on the Gulf of Mexico. With direct access to the beach, you can relax, explore, and enjoy the stunning sunsets Florida is known for. Our 4 condos offer a terrace or balcony where you can soak in the ocean breeze. Conveniently situated between Venice and Sarasota, our resort is just a short drive from Tampa International Airport. Whether you're into boating, fishing, kayaking, or kite surfing, Nokomis has something for everyone. Explore outlet shopping, golf courses, theaters, museums, restaurants, and bars in the area. Don't forget to hunt for shark teeth on the beach! For a small fee, early check-in and late check-out options are available based on availability. Come experience the perfect vacation at Casey Key Retreat.

Venice Beach Villas is a lodging institution located at 501 West Venice Avenue in Venice, Florida, United States. Situated on the beautiful Island of Venice, our condo rentals are just a short walk from the Venice Public Beach and the charming historic downtown Venice shops and restaurants. The location of Venice Beach Villas makes it a perfect choice for those looking to explore the surrounding areas, with Sarasota to the north and Englewood, North Port, and Port Charlotte to the south. Our institution is committed to providing a comfortable stay for all guests, including those with disabilities. While the building has limited accessibility features due to its age, we strive to accommodate and assist all customers to the best of our ability.

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.

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.

Welcome to Gulf Surf Resort Motel, located at 3905 Casey Key Road in Nokomis, Florida, United States. Our lodging institution is the perfect tropical retreat for those looking to fish, kayak, paint, photograph, bird watch, hunt for shark's teeth and seashells, golf, boat, or simply relax. Early reservations are recommended as our seasonal guests book a year in advance. Our amenities include complimentary cable and Wifi in every room, as well as a laundry room on site with clean sheets and towels.

Siesta Sands On the Beach is a premier lodging destination located at 118 Beach Road in Sarasota, Florida, United States. Our institution offers luxurious accommodations right on the beach, providing guests with stunning ocean views and easy access to the pristine white sand. As a real estate agency, we also specialize in beachfront properties for those looking to make their vacation dreams a reality. Additionally, our travel agency services can help guests plan the perfect getaway, whether it be a romantic retreat or a family vacation. Experience the ultimate beachfront escape at Siesta Sands On the Beach.

Welcome to Paradise Cove at Lemon Bay, an upscale "Old Florida style" vacation rental institution located in Englewood, Florida. Our tastefully decorated rooms feature modern furnishings, full bathrooms, fine linens and comforters, large flat screen televisions, and free WIFI connection property wide. Each room also comes equipped with a fully equipped kitchen with full size appliances, pots and pans, microwave, and coffee maker, as well as free cable TV. Guests at Paradise Cove at Lemon Bay have access to a variety of amenities, including a dock and sun deck with spectacular views, a small private beach area, peaceful garden surroundings, a private gym, large gas grills, laundry facilities, and more. We are also pet friendly, with pet friendly villas available.

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.

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.

T D is a premier lodging and real estate agency located at 3308 Clark Road in Sarasota, Florida, United States. Our institution offers luxurious accommodations and expert real estate services to meet all your needs. Whether you are looking for a vacation rental or a new home, our team of professionals is dedicated to providing top-notch service and ensuring your satisfaction. Visit T D today and experience the best in lodging and real estate in beautiful Sarasota.

LJ's Cottages at Point of Rocks is a charming lodging option located at 1021 Point of Rocks Road in Sarasota, Florida. This unique property offers cozy cottages for rent, making it the perfect destination for travelers looking for a relaxing and comfortable stay. As a real estate agency, LJ's Cottages also offers opportunities to purchase vacation homes in this picturesque area. Additionally, the on-site travel agency can help guests plan their perfect getaway, whether it be exploring the local attractions or simply relaxing on the nearby beaches. Experience the beauty of Sarasota at LJ's Cottages at Point of Rocks.

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.

The Beach Club, located at 5151 Ocean Boulevard in Sarasota, Florida, is a popular bar and night club on Siesta Key. Whether you're looking to relax on the beach, catch a game, enjoy live music, or hit the dance floor, The Beach Club has something for everyone. Operating since (insert date), this institution offers a consistently friendly and fun experience for locals and tourists alike. With the best happy hour on the key, top-notch music, and a lively atmosphere, a visit to The Beach Club is sure to be a memorable one.

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.

Star Maid Service, located at 3575 Webber Street in Sarasota, Florida, offers a variety of cleaning services to meet your needs. Whether you require recurring weekly, bi-weekly, or monthly cleanings, or one-time deep cleans for move in/out or vacation rentals, our professionally trained maids are here to provide a high quality cleaning service that is second to none. We guarantee your happiness with our services - if you're not satisfied for any reason, just let us know within 24 hours and we'll re-clean for free. At Star Maid Service, we believe in providing a traditional maid service that is both affordable and detailed. Our maids are rigorously screened and trained to use specialty tools, equipment, supplies, and chemicals effectively to ensure a thorough cleaning of your home. Each cleaning visit includes our Certified 50 Point Checklist, so you can rest assured that every corner of your home will be spotless.

Turtle Crawl Inn Resort is a beachfront paradise located at 4235 Gulf of Mexico Drive, Longboat Key, Florida. Offering easy living on the Gulf Coast, this resort features vacation beach condos near Sarasota, Florida. With a variety of room styles including accommodations at The Towers, The Gardens, and The Villas, guests can enjoy plush island luxury and quiet pleasures that cater to all personalities. The resort has 20 units directly facing the beautiful Gulf of Mexico, all with one bedroom, one bathroom, and a studio apartment style living area with a balcony overlooking the beach. Most units include a sleeper sofa and can accommodate up to 6 people. Guests can enjoy the heated pool, barbecue area, putting green, shuffleboard area, and easy access to the beach. The resort offers clean and comfortable rental condominiums and villas with fully equipped kitchens. Visitors can partake in activities such as shelling, biking, fishing, watersports, and dining, or simply relax on the white sand beaches and enjoy the warm Sarasota sun. With excellent views of the water and spectacular sunsets, Turtle Crawl Inn Resort is the perfect choice for a Longboat Key vacation. Previous guests have praised the resort for its friendly staff, peaceful atmosphere, and private beach access, making it a top choice for a relaxing getaway.