The 30 Best Cozy vacation rentals in Sarasota, Florida

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.

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!

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 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.

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.

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.

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.

The Cadillac Motel is a charming lodging establishment located at 4021 North Tamiami Trail in Sarasota, Florida. This cozy motel offers comfortable accommodations and a convenient location for travelers looking to explore the beautiful city of Sarasota. The Cadillac Motel provides clean and spacious rooms, friendly service, and affordable rates for guests seeking a relaxing stay. Whether you are visiting Sarasota for business or pleasure, the Cadillac Motel is the perfect choice for your lodging needs.

Welcome to Family Inn, a cozy lodging establishment located at 4807 North Tamiami Trail in Sarasota, Florida. Our family-owned inn offers comfortable accommodations and a warm, inviting atmosphere for guests looking for a relaxing stay. Conveniently situated in the heart of Sarasota, our inn is the perfect home base for exploring all that this vibrant city has to offer. Whether you are visiting for business or pleasure, our friendly staff is dedicated to providing you with a pleasant and memorable experience. Book your stay at Family Inn today and enjoy a comfortable and affordable stay in Sarasota.

Lantern Inn & Suites is a charming lodging establishment located at 7251 North Tamiami Trail in Sarasota, Florida. This cozy inn offers comfortable accommodations and excellent service to guests looking for a relaxing stay in the Sunshine State. With its convenient location and welcoming atmosphere, Lantern Inn & Suites is the perfect choice for travelers visiting Sarasota.

Americinn Hotel and Suites is a cozy and welcoming lodging option located at 5931 Fruitville Road in Sarasota, Florida. This charming hotel offers comfortable accommodations and modern amenities to ensure a pleasant stay for guests. With its convenient location, guests can easily access nearby attractions and explore all that Sarasota has to offer. Whether traveling for business or leisure, Americinn Hotel and Suites provides a relaxing and enjoyable experience for all visitors.

The Inn on Siesta Key is a charming lodging located at 515 Beach Road in Sarasota, Florida. Situated just steps away from the pristine white sands of Siesta Key Beach, this cozy inn offers guests a relaxing and luxurious retreat. With beautifully appointed rooms and suites, a sparkling pool, and friendly staff, The Inn on Siesta Key is the perfect destination for a romantic getaway or a family vacation. Enjoy the convenience of being close to shopping, dining, and outdoor activities while experiencing the tranquility of this beachfront oasis. Book your stay at The Inn on Siesta Key for a truly unforgettable experience.

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.

Sandbox On the Beach is a charming lodging institution located at 108 Beach Road in Sarasota, Florida. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The property offers cozy accommodations with a beachy vibe, perfect for a relaxing getaway. With a laid-back atmosphere and a prime location, Sandbox On the Beach is the ideal destination for those looking to unwind and soak up the sun in beautiful Sarasota.

Parrot Beach Cottages is a charming and cozy 4-suite beach vacation rental property located on Siesta Key in Sarasota, Florida. Just steps away from the #1 rated beach in the United States, guests can enjoy spectacular sunsets, romantic walks on the beach, and relaxing by the swimming pool. The property is also within walking distance of Siesta Key Village, where guests can enjoy shopping, restaurants, live music, and more. For those looking for adventure, there are plenty of water activities available, such as kayaking, paddle boarding, parasailing, and fishing on the beautiful Gulf of Mexico. Additionally, guests can explore other local attractions, including the Ringling Museum, Marie Selby Botanical Gardens, Mote Marine, Jungle Gardens, St. Armands Circle for outdoor shopping and dining, and much more.

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.

Captiva Beach Resort is a charming boutique lodging option located in the heart of Sarasota, Florida. Situated at 6772 Sarasea Circle, this resort offers a unique blend of relaxation and luxury for guests looking to escape the hustle and bustle of everyday life. With a laid-back beach vibe, Captiva Beach Resort provides comfortable accommodations and a convenient location just steps away from the pristine white sands of the Gulf Coast. Whether you're looking for a cozy room for a weekend getaway or a stylish outfit for a day at the beach, this institution has you covered. Experience the ultimate in seaside relaxation at Captiva Beach Resort.

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.

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.

Siesta Key Babuzziz is a charming lodging institution located at 1011 Crescent Street in Sarasota, Florida, United States. Nestled in the heart of Siesta Key, this cozy retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy the beautiful surroundings. With comfortable accommodations and personalized service, Siesta Key Babuzziz is the perfect destination for a rejuvenating getaway. Whether you're looking to explore the nearby beaches, shops, and restaurants or simply relax by the pool, this hidden gem is sure to make your stay unforgettable.

Siesta Key Bungalows is a charming lodging establishment located at 8212 Midnight Pass Road in Sarasota, Florida. Nestled in the heart of Siesta Key, just steps away from the pristine white sands of the beach, our bungalows offer a cozy and comfortable retreat for guests looking to relax and unwind. Each bungalow is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Whether you're looking for a romantic getaway or a fun family vacation, Siesta Key Bungalows is the perfect choice for your next trip to the Sunshine State.

Sunset Beach Resort is a charming lodging located at 76 Avenida Veneccia in the beautiful Siesta Key, Florida. This resort offers a tranquil and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. The resort features cozy and comfortable accommodations, a sparkling swimming pool, and easy access to the beach. Guests can enjoy a peaceful getaway surrounded by the natural beauty of Siesta Key while being just a short drive away from the vibrant city of Sarasota. Experience the ultimate beach vacation at Sunset Beach Resort.

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!

Palmetto Ridge Campground is a serene retreat nestled in the heart of Sarasota, Florida. Situated in a lush park-like setting, this campground offers a peaceful escape for nature lovers and outdoor enthusiasts. With a range of lodging options including RV sites, tent camping areas, and cozy cabins, Palmetto Ridge Campground caters to every type of traveler. Enjoy the beauty of the surrounding landscape, take a dip in the sparkling pool, or gather around the campfire with friends and family. Whether you're seeking a weekend getaway or a longer stay, Palmetto Ridge Campground provides a welcoming atmosphere for all who visit.

Old Prairie Campground is a peaceful retreat nestled in the heart of Sarasota, Florida. This charming campground offers a serene atmosphere surrounded by lush greenery and towering trees. Visitors can choose from a variety of lodging options, including tent sites, RV hookups, and cozy cabins. The campground also features a range of amenities, including picnic areas, hiking trails, and a playground for children. Whether you're looking to relax in nature or explore the nearby attractions, Old Prairie Campground is the perfect destination for a memorable getaway.

Twin Palms at Siesta is a stylishly redecorated lodging institution located at 1115 Point of Rocks Road in Sarasota, Florida. Offering well-appointed guest rooms, a private garden courtyard, and a newly remodeled pool, this charming retreat is just steps away from the world-renowned Siesta Key Beach. Known for its powdery white sand, warm gentle surf, and stunning sunsets, this beach is among the most beautiful in the world. The cozy and elegant rooms at Twin Palms feature kitchenettes, premium beds, and large flat-screen TVs, all at competitive rates. Guests rave about the friendly staff, cleanliness, and perfect location of this intimate beachside getaway. Enjoy relaxation in the natural beauty of Siesta Key at Twin Palms.

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.

Wild Lime Cottage is a charming lodging located at 1131 Point of Rocks Road in Sarasota, Florida. Surrounded by lush greenery and just a short walk from the beach, this cozy cottage offers a peaceful retreat for guests looking to unwind and relax. The cottage features comfortable accommodations, a well-equipped kitchen, and a private outdoor patio perfect for enjoying the warm Florida weather. Whether you're looking for a romantic getaway or a family vacation, Wild Lime Cottage provides a tranquil and idyllic setting for your stay in Sarasota.

Whitewood is a charming lodging institution nestled in the heart of Sarasota, Florida. Located at 1105 Point of Rocks Road, Whitewood offers a tranquil and serene atmosphere for guests to relax and unwind. With comfortable accommodations and top-notch amenities, Whitewood is the perfect destination for those looking to escape the hustle and bustle of everyday life. Whether you're visiting for a weekend getaway or an extended stay, Whitewood provides a welcoming and cozy retreat for all travelers. Experience the beauty of Sarasota from the comfort of Whitewood's inviting accommodations.