Vacation rentals with pools in Sarasota, Florida

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.

Sun Outdoors Sarasota is a welcoming lodging and RV park located at 7125 Fruitville Road in Sarasota, Florida. Surrounded by lush greenery and just a short drive from the stunning beaches of the Gulf Coast, this institution offers a peaceful retreat for travelers looking to relax and unwind. With spacious RV sites, cozy cabins, and a range of amenities including a swimming pool, clubhouse, and outdoor recreational activities, Sun Outdoors Sarasota is the perfect destination for a memorable vacation in sunny Florida. Whether you're looking to explore the nearby attractions or simply soak up the sunshine, this institution provides a comfortable and convenient home away from home.

Casa Blanca Vacation Rentals is a charming lodging establishment located at 6154 Midnight Pass Road in Sarasota, Florida. Offering a range of vacation rental options, Casa Blanca is the perfect choice for travelers looking for a comfortable and convenient place to stay while exploring the beautiful Sarasota area. With its prime location near the beach, guests can enjoy easy access to the sun, sand, and surf, as well as nearby attractions, shopping, and dining options. Whether you're looking for a cozy studio or a spacious beachfront villa, Casa Blanca Vacation Rentals has something to suit every traveler's needs. Book your stay today and experience the beauty of Sarasota in comfort and style.

Tropical Fruit Garden Sarasota is a unique institution located at 4001 Groveland Avenue in Sarasota, Florida. As a lodging facility, real estate agency, and travel agency all in one, this destination offers visitors a one-of-a-kind experience surrounded by lush tropical fruit trees and exotic plants. Guests can enjoy a relaxing stay in the comfortable accommodations, explore the beautiful gardens, and even inquire about purchasing real estate in the area. Whether you're looking for a peaceful retreat or a new investment opportunity, Tropical Fruit Garden Sarasota has something for everyone.

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.

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.

Lucky Vacation Homes is a premier real estate agency located at 1901 Hyde Park Street in Sarasota, Florida. Our team of experienced professionals are dedicated to helping you find the perfect vacation home for your next getaway. Whether you're looking for a beachfront property, a cozy cabin in the mountains, or a luxurious villa in a tropical paradise, we have a wide variety of options to suit your needs. With our expertise and personalized service, we strive to make your vacation rental experience as seamless and enjoyable as possible. Contact us today to start planning your dream vacation!

Home & Condo Rentals and Property Management, Inc. is a premier real estate agency and travel agency located at 6623 Midnight Pass Road in Sarasota, Florida. Our dedicated team specializes in providing top-notch rental properties for both homes and condos, as well as expert property management services. Whether you are looking for a vacation rental or a long-term residence, we have a wide selection of properties to choose from. Our experienced staff is committed to providing exceptional customer service and ensuring a smooth rental experience for all of our clients. Contact us today to find your perfect rental property in beautiful Sarasota, Florida.

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.

Crescent Arms Vacation Rentals is a premier accommodation option located at 6308 Midnight Pass Road in Sarasota, Florida. Situated in a prime beachfront location, guests can enjoy stunning views of the Gulf of Mexico and easy access to the white sandy beaches. The institution offers a variety of fully furnished vacation rentals, ranging from cozy studios to spacious condos, perfect for families, couples, or solo travelers. Guests can take advantage of the on-site amenities such as swimming pools, tennis courts, and barbecue areas. With its convenient location and top-notch facilities, Crescent Arms Vacation Rentals is the ideal choice for a relaxing and memorable beach getaway in Sarasota.

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!

Peppertree Bay Vacation Rentals is a premier real estate and travel agency located at 6056 Midnight Pass Road in Sarasota, Florida. With a prime location just steps away from the beautiful beaches of the Gulf Coast, Peppertree Bay offers a wide selection of luxury vacation rentals perfect for a relaxing getaway. Whether you're looking for a cozy beachfront condo or a spacious waterfront villa, our experienced agents are dedicated to helping you find the perfect accommodation for your next vacation. Book with us today and experience the ultimate in comfort and convenience during your stay in Sarasota.

Sienna Jewel Rentals is a premier real estate and travel agency located at 3441 Clark Road in Sarasota, Florida. Our agency specializes in providing luxurious vacation rentals and long-term property leases in the beautiful Sarasota area. Whether you are looking for a beachfront villa, a cozy condo, or a spacious family home, our experienced team is dedicated to helping you find the perfect property to suit your needs. With a wide variety of options to choose from, Sienna Jewel Rentals is your go-to destination for a memorable and comfortable stay in Sarasota. Contact us today to start planning your dream vacation or to secure your ideal rental property.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

Siesta Beach Rentals is a premier real estate and travel agency located at 333 Canal Road in Sarasota, Florida. We specialize in offering vacation rentals in the beautiful Siesta Key area, known for its stunning white sand beaches and crystal-clear waters. Our experienced team is dedicated to helping you find the perfect rental property for your next beach getaway, whether you're looking for a cozy condo or a luxurious beachfront villa. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact Siesta Beach Rentals today to start planning your dream beach vacation in Sarasota, Florida.

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!

Siestakey-Rental Vacation Rentals is a real estate and travel agency located at 202 Island Circle in Siesta Key, Florida. This exclusive property, Siesta Key Heritage House, is now available for reservations for Christmas 2024, with limited availability in 2025. The house is situated in the private Palm Island enclave just 2.5 blocks away from the world famous Siesta Key Beach. Guests can enjoy modern luxuries in a home that pays homage to the early Sarasota Bayfront hotels. The property features a waterfront pool, jacuzzi, porches, and a private dock for fishing or launching stand-up paddle boards. The chef's kitchen is fully equipped for entertaining up to 20 guests. Reservation inquiries can be made by contacting Siestakey-Rental at 941-363-1216 or [email protected]. Enjoy a luxurious and secluded getaway at Siesta Key Heritage House.

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!

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.

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.

Fine Properties is a reputable real estate agency located at 5220 Paylor Lane in Sarasota, Florida. With a team of experienced and knowledgeable real estate agents, Fine Properties specializes in helping clients buy, sell, and rent luxury properties in the Sarasota area. Whether you're looking for a waterfront home, a beachfront condo, or a prestigious estate, Fine Properties has the expertise to assist you in finding your dream property. Contact us today to start your real estate journey with Fine Properties.

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.

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.

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.