TOP 30 Holiday rentals 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.

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.

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.

Gulfcoast Holiday Homes, located at 1900 Main Street in Sarasota, Florida, is a trusted real estate agency and travel agency specializing in vacation rentals, real estate transactions, and property management. Our team of Rental Specialists, Real Estate Experts, and Property Managers are dedicated to helping you find the perfect property to rent, buy, or sell in the beautiful Suncoast area. With a wide range of rental properties in Sarasota and Bradenton, we make it easy for you to find a place that suits your needs, giving you more vacation time to enjoy. Our experienced professionals are committed to protecting and maintaining your property, providing you with peace of mind.

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.

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!

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 Budget Car Rental in Bradenton, Florida! Conveniently located at 4715 14th Street West, our branch at DeSoto Square Mall offers a wide variety of rental cars at amazing prices to meet your travel needs. Whether you're planning a beach day, moving furniture, or heading to business meetings, we have the perfect vehicle for you. Take advantage of our special offer: enjoy one day free of daily time and mileage charges on rentals of three days or more, applicable to intermediate (group C) through full-size four-door (group E) cars. Please note that taxes, fees, and optional items such as LDW are additional, and the offer is subject to availability and terms and conditions.

Welcome to Avis Car Rental at Sarasota/Bradenton International Airport, conveniently located at 6018 Airport Circle, Sarasota, Florida. Whether you're visiting for business or leisure, our wide range of rental vehicles ensures you have the perfect car to explore the vibrant city of Sarasota and the stunning beaches nearby. Special Offer: Enjoy one day free of daily time and mileage charges on rentals of an intermediate (group C) to a full-size four-door (group E) car when you rent for a minimum of three days. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are extra. Optional items like LDW and other surcharges may also apply. This offer is valid at Avis locations in the contiguous U.S., excluding the New York Metro area, and is subject to availability. Make sure to reserve in advance and provide the profile number associated with your coupon.

Welcome to Budget Car Rental at Sarasota-Bradenton International Airport! Conveniently located at 6018 Airport Circle, Sarasota, Florida, we offer a seamless car rental experience to help you explore the vibrant city of Sarasota. Whether you're visiting for business or leisure, our diverse fleet of vehicles ensures you'll find the perfect ride to suit your needs. Special Offer: Enjoy one day free of daily time and mileage charges on a rental of three or more days with our intermediate (group C) to full-size four-door (group E) cars. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are extra. This offer is not valid for one-way rentals and cannot be combined with other promotions. Make sure to book in advance and provide the profile number associated with the coupon. The offer is valid at participating Budget locations in the contiguous U.S. (excluding the New York Metro area) and must be redeemed by 12/31/23.

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.

Low Tide Tours Tiki Boat is a travel agency located at 5325 North Lagoon Drive in Panama City, Florida. The best way to experience the beauty of Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach is from the water on a floating tiki bar. Enjoy a cold drink while cruising through the scenic waterways and keep an eye out for dolphins, manatees, and Florida's majestic birds. The floating tiki boat is fun for all ages, offering private daytime cruises and sunset tours. You can also explore Sand Dollar Island Sandbar and crystal clear waters on half-day excursions. With 1000w geared hub motors and a 52v battery, our eBikes offer unrivaled power and range for exploring the coast. Stand up paddle boards are also available for those looking to explore the bay or gulf. Our 4.5-hour cruise showcases the best of Florida's western coast, with opportunities to spot dolphins, enjoy coastal real estate, dine on the water, and relax at the sandbar. Low Tide Tours is locally owned and operated, providing a unique and memorable experience for any occasion. Customers rave about the entertaining and knowledgeable captains, relaxing atmosphere, and overall fun on the water. Book a tour with Low Tide Tours Tiki Boat for a fantastic day on the water!

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.

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.

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.

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.

Coastal Paws is a premier pet care facility located at 5900 South Tamiami Trail in Sarasota, Florida. Our experienced team of animal lovers provides top-notch services including dog boarding, doggy daycare, grooming, and training. We offer a safe and clean environment for your furry friends to play, socialize, and relax while you're away. With a focus on personalized care and attention to detail, Coastal Paws is the perfect place for your pets to feel at home. Come visit us today and see why we are the go-to destination for pet owners in Sarasota!

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 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.

Surfview Beach Resort is a charming lodging located at 1121 Benjamin Franklin Drive in Sarasota, Florida. Situated right on the stunning coastline, this resort offers guests breathtaking views of the ocean and easy access to the sandy beaches. The resort boasts comfortable rooms, a refreshing swimming pool, and a relaxing beachfront lounge area. Whether you're looking to relax in the sun, explore the local attractions, or enjoy water activities, Surfview Beach Resort is the perfect destination for a memorable beach vacation.

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.

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!

Welcome to Florida Powersports, your one-stop destination for all things powersports in St. Petersburg, Florida. Located at 4980 66th Street North, we pride ourselves on offering a wide range of products and services, ensuring that our customers receive the best value for their time and money. Our Offerings: - Vehicles: We specialize in scooters, motorcycles, ATVs, dirt bikes, dune buggies, go-karts, and trikes. Whether you're looking for a youth ATV or a full-size model, we've got you covered. We also offer a variety of electric and gas bicycles, including e-bikes and mobility scooters.