The 30 Best Cozy beach vacation rentals in Longboat Key, Florida

Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Sea Club I Beach Resort is a charming lodging institution located at 4141 Gulf of Mexico Drive in Longboat Key, Florida, United States. This beachfront resort offers guests a relaxing and comfortable stay with stunning views of the Gulf of Mexico. The resort features cozy accommodations, a private beach, a swimming pool, and various amenities to ensure a memorable vacation experience. Whether you're looking to unwind by the water or explore the nearby attractions, Sea Club I Beach Resort is the perfect destination for a beach getaway.

Silver Sands Gulf Beach Resort is a charming lodging located on the stunning Longboat Key in Florida, United States. Situated at 5841 Gulf of Mexico Drive, this resort offers guests a serene and peaceful retreat right on the Gulf of Mexico. The resort features cozy accommodations, beautiful beach views, and a range of amenities including a pool, barbecue area, and beach access. Whether you're looking for a relaxing beach getaway or a fun-filled vacation, Silver Sands Gulf Beach Resort is the perfect destination for your next trip to Florida.

Veranda Beach Club is a luxurious lodging destination located on the stunning Gulf of Mexico Drive in Longboat Key, Florida. This exclusive resort offers a range of beautiful accommodations, from cozy beachfront villas to spacious suites with breathtaking ocean views. Guests can relax by the pool, stroll along the white sandy beach, or enjoy a variety of water sports and activities. With its prime location and top-notch amenities, Veranda Beach Club is the perfect getaway for those seeking a tranquil and upscale vacation experience. Additionally, as a real estate agency, the institution also offers opportunities to own a piece of paradise in this desirable coastal community.

Sand Cay Beach Resort is a luxurious beachfront property located at 4725 Gulf of Mexico Drive in Longboat Key, Florida. This stunning resort offers a range of real estate options, from beautiful beachfront condos to cozy cottages. Whether you're looking for a vacation rental or a permanent home, Sand Cay Beach Resort has something for everyone. With its prime location on the Gulf of Mexico, guests can enjoy breathtaking views, white sandy beaches, and a host of amenities such as a pool, tennis courts, and direct beach access. The resort also offers concierge services to help guests make the most of their stay in this idyllic seaside paradise. Experience the ultimate in beachfront living at Sand Cay Beach Resort.

Welcome to White Sands of Longboat, your perfect tropical getaway nestled in the heart of Longboat Key, Florida. Located at 5114 Gulf of Mexico Drive, our charming lodging offers a serene escape just steps away from the pristine beaches and turquoise waters of the Gulf of Mexico. At White Sands of Longboat, we pride ourselves on providing a tranquil and comfortable stay for every guest. Our well-appointed accommodations range from cozy rooms to spacious suites, each designed to offer a relaxing retreat with all the modern amenities you need. Enjoy the warm Florida sun as you lounge by our sparkling pool, or take a leisurely stroll along the powdery white sands just moments from your door.

The Sandpiper Inn is a charming lodging located at 5451 Gulf of Mexico Drive in Longboat Key, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a serene beachfront setting. With comfortable accommodations and a friendly staff, the Sandpiper Inn provides a home away from home for travelers seeking a tranquil getaway. Whether you're looking to soak up the sun on the nearby beach or explore the local attractions, the Sandpiper Inn is the perfect place to stay during your visit to Florida.

Cannons By the Sea Cottages is a charming lodging establishment located at 6051 Gulf of Mexico Drive in Longboat Key, Florida. Nestled along the beautiful Gulf Coast, this institution offers cozy and well-appointed cottages for rent, perfect for a relaxing beach getaway. As both a real estate and travel agency, Cannons By the Sea Cottages also assists guests in finding their dream vacation home or planning their next adventure in the Sunshine State. With its stunning location and personalized service, Cannons By the Sea Cottages is the ideal destination for those seeking a peaceful and idyllic escape.

Arbors By the Sea is a charming lodging institution located at 5441 Gulf of Mexico Drive in Longboat Key, Florida. Nestled in a picturesque coastal setting, this tranquil retreat offers guests a peaceful escape from the hustle and bustle of everyday life. With its cozy accommodations, stunning views of the Gulf of Mexico, and convenient location near the beach, Arbors By the Sea is the perfect destination for those seeking relaxation and rejuvenation. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, this hidden gem on the shores of Florida is sure to provide an unforgettable experience.

The Starfish Motel is a cozy and charming lodging establishment located at 2813 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated just steps away from the beautiful Gulf of Mexico, this quaint motel offers comfortable accommodations for travelers looking to relax and unwind. The Starfish Motel provides a peaceful and serene atmosphere, perfect for a beach getaway or a weekend retreat. With its convenient location and friendly staff, guests can enjoy a memorable stay at this delightful seaside retreat.

Little Gull Cottages is a charming real estate and travel agency located at 5330 Gulf of Mexico Drive in Longboat Key, Florida. Our cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, our properties provide a peaceful and serene atmosphere for guests to relax and unwind. Whether you're looking for a weekend getaway or a longer stay, Little Gull Cottages is the perfect destination for your next vacation. Contact us today to book your stay and experience the beauty of Longboat Key.