Vacation rentals with pools in Sarasota, Florida

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.

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.

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 Sand Castle SRQ is a unique institution located at 2349 Constitution Boulevard in Sarasota, Florida. As a real estate and travel agency, we specialize in helping our clients find the perfect vacation rental or investment property in this beautiful coastal city. Our team of experienced professionals is dedicated to providing top-notch service and personalized assistance to ensure that your real estate and travel needs are met with expertise and care. Whether you are looking for a beachfront condo, a luxury villa, or a cozy cottage, The Sand Castle SRQ is here to help you make your dream property a reality. Contact us today to start your journey towards finding your own piece of paradise in Sarasota!

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.

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.

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.

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.

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.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

Solaire Apartments is a premier real estate agency located at 5350 Desoto Road in Sarasota, Florida. Situated in the trendy Sarasota area, Solaire Apartments offers luxurious lifestyle-tailored living within walking distance to the popular restaurants, shops, and entertainment of University Town Center (UTC). The contemporary tropical architecture of Solaire spreads out over 10 acres of beautiful landscape, providing 1, 2, and 3 bedroom designer smoke-free rental residences. Residents can enjoy five-star luxury amenities and a fresh new take on city center living. Experience unmatched living at Solaire Apartments in Sarasota.

Botanic Waterside Apartments is a premier real estate agency located in Sarasota, Florida. Situated at 1450 Pine Warbler Place, our apartments offer a luxurious and tranquil living experience surrounded by lush botanical gardens and serene waterside views. Our modern and spacious apartments are designed to provide residents with the ultimate comfort and convenience. With a prime location near the vibrant city of Sarasota, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Experience the beauty of Botanic Waterside Apartments and make it your new home today.

The Adley Lakewood Ranch Waterside Apartments is a premier real estate agency located at 2401 Lakewood Ranch Boulevard North in Sarasota, Florida. Our luxurious apartments offer a unique waterfront living experience, with stunning views and top-notch amenities. Whether you're looking for a one-bedroom apartment or a spacious three-bedroom unit, we have the perfect home for you. Our community also features a resort-style pool, fitness center, and outdoor grilling areas for residents to enjoy. Come experience upscale living at The Adley Lakewood Ranch Waterside Apartments.

Sage on Palmer Ranch is a luxurious apartment community located in Sarasota, Florida. Situated in the heart of Palmer Ranch, this new development offers one-, two-, and three-bedroom apartment homes with modern amenities. Residents can enjoy easy access to Venice Beach and Siesta Key Beach, as well as the nearby Legacy Trail for outdoor activities. The community features a large pool with a pool shelf, outdoor kitchen, hot tub, fitness center, Cyber Café, Pickle Ball Courts, and clubhouse with billiards. Residents can relax and rejuvenate in this resort-style setting.

Siesta Beach House is a charming real estate and travel agency located at 5950 Midnight Pass Road in Sarasota, Florida. Our agency specializes in providing luxurious beachfront properties for rent and sale in the beautiful Siesta Key area. With stunning views of the Gulf of Mexico and direct access to the world-famous Siesta Key Beach, our properties offer the perfect vacation getaway or permanent residence. Our team of experienced agents is dedicated to helping clients find their dream beach house, whether for a relaxing vacation or a new place to call home. Contact us today to start your beachfront living experience at Siesta Beach House.

El Presidente Condominiums, Inc. is a premier real estate and travel agency located at 6326 Midnight Pass Road in Sarasota, Florida, United States. Our tradition of offering the best in location and service on Siesta Key continues to be our top priority. At El Presidente Condominium Vacation Rentals, we pride ourselves on providing vacation homes that exceed our guests' expectations. We offer the highest standard of vacation rentals to ensure that every guest has a successful and memorable vacation experience.

Crescent Siesta Key Condominium Association is a premier lodging establishment located at 6512 Midnight Pass Road in Sarasota, Florida. As a real estate agency and travel agency, we offer luxurious vacation rentals and property management services for guests looking to experience the beauty of Siesta Key. Our condominiums are beautifully appointed and provide stunning views of the Gulf of Mexico. Whether you are looking for a relaxing beach getaway or a place to call home, Crescent Siesta Key Condominium Association has everything you need for a memorable stay in paradise.

Midnight Cove II Unit 915 is a real estate agency located at 6327 Midnight Pass Road, Sarasota, Florida, United States. Please note that all properties on this website are individually owned and do not meet the standards of an ADA accessible unit. Our friendly staff is eager to assist you during your stay. Feel free to contact us at 888-349-7475 or 941-349-1163 with any inquiries. For those who enjoy tennis, our recently updated courts are conveniently located near the BBQ area. Join us for round robin tennis games during the months of February, March, and April with other guests at MC2. Take a leisurely stroll down the new docks leading to the intercostal waterway at the marina to admire Florida's wildlife and vegetation. Dock space for your boat is available for rent; please inquire about pricing and details at the office.

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.

Midnight Cove is a premier real estate and travel agency located at 6302 Midnight Cove Road in the beautiful city of Sarasota, Florida. Our dedicated team of professionals are committed to helping clients find their dream vacation rental or purchase their perfect property in this stunning coastal destination. Whether you're looking for a luxurious beachfront condo or a charming vacation home, Midnight Cove has a wide selection of properties to choose from. With our expertise in the local real estate market and our personalized approach to customer service, we strive to make your experience with us seamless and enjoyable. Contact us today to start your journey towards finding the ideal property or vacation rental in Sarasota.

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.

Crescent Royale Condominiums is a luxurious lodging option located at 777 Beach Road in the beautiful city of Sarasota, Florida. As a premier real estate agency, we offer stunning beachfront condos with breathtaking views of the Gulf of Mexico. Our spacious and well-appointed units are perfect for both short-term vacation rentals and long-term stays. Guests can enjoy a range of on-site amenities including a pool, fitness center, and direct beach access. Experience the ultimate in comfort and convenience at Crescent Royale Condominiums.

Horizons West Association is a reputable real estate agency located at 6140 Midnight Pass Road in Sarasota, Florida. With a team of experienced agents, they specialize in buying, selling, and renting properties in the Sarasota area. Their dedication to customer service and extensive knowledge of the local market make them a trusted choice for anyone looking to make a real estate transaction in the area. Whether you are a first-time homebuyer or a seasoned investor, Horizons West Association is committed to helping you find the perfect property to meet your needs.

Gulf Coast Property Management is a leading real estate agency located at 243 North Lime Avenue in Sarasota, Florida. Specializing in property management services, we understand the appeal of living in the Sarasota area, with its warm climate, inviting waters, and endless recreational opportunities. Whether you own rental properties near Siesta Key, Longboat Key, or in the Lakewood Ranch community, we are here to help you maximize the potential of your investments. Our experienced team is dedicated to providing top-notch services to property owners, ensuring that your rental properties are well-maintained and leased to qualified tenants. We are responsive, accessible, and committed to making the success of your investments a priority. With Gulf Coast Property Management, there are no hidden fees or surprise costs—just reliable and transparent service.

Marganon Real Estate Firm is a premier real estate agency located at 1845 East West Parkway in Fleming Island, Florida. Specializing in properties in Jacksonville and Sarasota communities, our firm offers a state-of-the-art property search tool with an interactive map feature to help you find your dream home in Jacksonville, FL. Our listings are updated daily from the MLS, ensuring you have access to the latest properties on the market. Explore the diverse neighborhoods and communities in Jacksonville with the help of our Community Guide, which will keep you informed about the newest properties in the areas you are interested in. Register for a free account to receive email notifications whenever new homes that match your criteria become available, and save your favorite properties for quick and easy access.

The Cottages at Siesta Key is a charming resort located at 1105 Point of Rocks Road in Sarasota, Florida. This unique beach cottage experience is just a short walk from the white, powdery sand and aquamarine waters of Siesta Key Beach. We have been awarded the TripAdvisor Certificate of Excellence in both 2017 and 2018, and offer 13 individually decorated cottages ranging from studio size to 4 bedrooms. Our amenities include full kitchens, private decks, barbecue grills, and a pool. Whether you're planning a romantic getaway, family vacation, reunion, or wedding, The Cottages at Siesta Key is the perfect choice. We are just steps from the beach and close to a variety of activities, including dining, scuba diving, shopping, dolphin watching, fishing, and parasailing. Book your stay with us today and experience the difference at The Cottages at Siesta Key.

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.