TOP 30 Best Vacation home rental with pool 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.

Home2 Suites by Hilton Nokomis Sarasota Casey Key is a modern and stylish lodging option located at 227 Albee Road West in Nokomis, Florida. This hotel offers comfortable suites with fully equipped kitchens, spacious living areas, and complimentary Wi-Fi. Guests can enjoy amenities such as a fitness center, outdoor pool, and complimentary breakfast. The convenient location near Casey Key and Sarasota makes it a great choice for both leisure and business travelers looking for a relaxing stay in the Sunshine State.

My Sarasota Getaway is a charming lodging institution located at 119 South Tamiami Trail in Nokomis, Florida, United States. Situated in the beautiful Sarasota area, this getaway offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a home away from home for visitors. With its convenient location and welcoming atmosphere, My Sarasota Getaway is the perfect place to unwind and enjoy all that this picturesque region has to offer. Whether you're looking for a weekend getaway or an extended stay, this institution is sure to provide a memorable experience for all.

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.

Home2 Suites by Hilton Sarasota I-75 Bee Ridge is a modern and stylish lodging option located in Sarasota, Florida. Situated at 6410 Mauna Loa Boulevard, this hotel offers a convenient location near the I-75 highway and is just a short drive away from popular attractions such as Siesta Key Beach and downtown Sarasota. Guests can enjoy spacious and comfortable suites equipped with all the amenities needed for a relaxing stay, including fully-equipped kitchens, separate living areas, and complimentary Wi-Fi. The hotel also features a fitness center, outdoor pool, and patio area with BBQ grills for guests to unwind and enjoy the Florida sunshine.

The Sarasota Surf & Racquet Club is a luxurious beachfront lodging institution located on the renowned Crescent Beach in Siesta Key, Florida. With spacious one and two-bedroom condominiums offering the comforts of home in a tropical paradise setting, this resort is perfect for couples or families. The property features two heated swimming pools, tennis and pickleball courts, a fitness center, and a recreation room for guests to enjoy. Just a short distance away is Siesta Key Village, where guests can explore restaurants, coffee shops, souvenir shops, nightclubs, and delicious ice cream. Voted the #1 Resort on Siesta Key by TripAdvisor, the Sarasota Surf & Racquet Club offers a world-class beach resort experience for visitors looking to relax and unwind on America's top beach.

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.

Bella Pool and Spa of Sarasota is a luxurious health and spa institution located at 221 Lychee Road in Nokomis, Florida, United States. Offering a wide range of services to help clients relax, rejuvenate, and pamper themselves, Bella Pool and Spa is the perfect destination for those looking to escape the stresses of everyday life. Whether you're in need of a massage, facial, or a dip in the pool, Bella Pool and Spa of Sarasota has everything you need to feel refreshed and revitalized. Visit us today and experience the ultimate in relaxation and wellness.

SureStay By Best Western Sarasota Lido Beach is a charming lodging institution located at 5340 North Tamiami Trail in Sarasota, Florida, United States. Situated just steps away from the beautiful Lido Beach, this hotel offers comfortable accommodations and excellent amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in well-appointed rooms, take a dip in the outdoor pool, or savor delicious meals at the on-site restaurant. With its convenient location and friendly staff, SureStay By Best Western Sarasota Lido Beach is the perfect choice for a memorable stay in Sarasota.

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.

Gulf Gate Paradise - Vacation Rentals is a premier lodging option in Sarasota, Florida, offering a range of beautifully appointed vacation rentals for visitors to the Gulf Coast. Located at 5727 Olive Avenue, this institution is not only a lodging provider but also a real estate and travel agency, making it a one-stop shop for all your vacation needs. With a focus on providing top-notch customer service and luxurious accommodations, Gulf Gate Paradise is the perfect choice for those looking to experience the beauty and relaxation of the Florida coast. Book your stay today and experience paradise at Gulf Gate Paradise - Vacation Rentals.

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.

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.

Sarasota Cottage Rentals/Sapphire Cottage is a premier real estate and travel agency located in the vibrant city of Sarasota, Florida. Situated at 535 Ohio Place, our agency specializes in providing luxurious and well-appointed cottage rentals for those looking to experience the beauty and charm of Sarasota. Whether you are seeking a relaxing beach getaway or a fun-filled family vacation, our team of dedicated professionals is here to help you find the perfect rental property to suit your needs. From cozy beachfront cottages to spacious downtown retreats, Sarasota Cottage Rentals/Sapphire Cottage has something for everyone. Contact us today to start planning your dream vacation in sunny 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.

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!

Better Homes and Gardens Real Estate | Atchley Properties is a premier real estate agency located at 6113 Exchange Way in Lakewood Ranch, Florida, United States. At AtchleyRealty.com, we offer a comprehensive range of services to help you find your dream home in Sarasota, FL. Our state-of-the-art property search tool allows you to browse updated listings from the MLS, while our Community Guide helps you explore different neighborhoods and subdivisions in Sarasota. By registering for a free account, you can receive email notifications for new homes that match your criteria and save your favorite properties for easy access. With a Property Tracker account, you'll be the first to know about the latest homes for sale in Sarasota, FL. Let Better Homes and Gardens Real Estate | Atchley Properties help you find the perfect home in Sarasota, FL today.

Seaside Resort Rentals is a premier real estate and travel agency located at 6202 South Tamiami Trail in Sarasota, Florida. We specialize in providing luxurious vacation rentals along the beautiful beaches of Sarasota and the surrounding areas. Our team of experienced agents are dedicated to helping you find the perfect rental property for your next beach getaway. Whether you are looking for a cozy beachfront cottage or a spacious oceanfront villa, we have a wide selection of properties to choose from. Contact us today to start planning your dream beach vacation with Seaside Resort Rentals.

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 siestakeyheritagehouse@gmail.com. Enjoy a luxurious and secluded getaway at Siesta Key Heritage House.