Hotels in Oyster Bay

Oyster Bay: Where Coastal Serenity Meets Vibrant Community Spirit

Discover Oyster Bay in Sarasota, Florida, a hidden gem where charming neighborhoods meet serene waters. This picturesque bay area invites families and couples alike to bask in the sun on beautiful beaches and explore lush parks. Enjoy leisurely strolls along the waterfront, indulge in fresh seafood at local eateries, and immerse yourself in the vibrant community spirit. With its stunning sunsets and tranquil ambiance, Oyster Bay offers the perfect blend of relaxation and adventure, making it an ideal escape for those seeking a slice of coastal paradise. Experience the unique allure of this enchanting destination.

Discover great hotels in Oyster Bay

Oyster Bay in Sarasota offers a variety of hotel accommodations, ranging from charming boutique options to more upscale resorts. Enjoy comfortable rooms, beautiful views, and convenient access to local attractions. Whether you're looking for a cozy bed-and-breakfast or a luxurious stay, you'll find quality options to suit your needs. Here are some of our travelers' favorite hotels in Oyster Bay:

1. Sarasota Surf and Racquet ClubOpens in a new window: Sarasota Surf and Racquet Club is a delightful choice for travelers seeking a relaxing getaway. This property boasts a range of dining options, including the Local Restaurant Guide. With various sports and recreation activities available both onsite and nearby, visitors can enjoy a fitness-oriented experience while soaking in the serene surroundings. The positive sentiments around this hotel highlight its comfortable accommodations and the seamless service that enhances every guest's journey.
2. Siesta Key Dream InnOpens in a new window: Siesta Key Dream Inn is a charming guesthouse that caters to those looking for a beach escape with an inclusive atmosphere. With direct access to the beach, this property provides an ideal environment for leisure travelers seeking a welcoming and vibrant vacation experience. Guests appreciate the distinctive ambiance and the opportunities for relaxation by the water, making it a standout choice for a memorable stay.
3. Tropical Breeze ResortOpens in a new window: Tropical Breeze Resort is a 3.0-star hotel that is perfect for beach enthusiasts and pet lovers alike. With direct beach access, this hotel offers a refreshing getaway with the added benefit of being pet-friendly. The well-defined pet policy ensures comfort for every guest and their furry companions. Positive reviews highlight the inviting atmosphere and the delightful experiences that guests enjoy during their stay, making it an excellent option for travelers seeking a unique coastal retreat.

Top locations to stay in Oyster Bay

When visiting Oyster Bay, Sarasota, Florida, staying near Siesta Key Beach, Lido Beach, and St. Armands Circle offers unique experiences. Siesta Key Beach is renowned for its powdery sand and stunning sunsets, while Lido Beach features a vibrant atmosphere and beautiful views. St. Armands Circle is perfect for shopping and dining. For first-time visitors, Siesta Key Beach is the best choice due to its iconic allure.

1. Near Siesta Key BeachOpens in a new window: Staying near Siesta Key Beach means you're just steps away from one of Florida's most beautiful shorelines. This area boasts stunning white sands and clear waters, perfect for sunbathing or swimming. You can also explore nearby attractions like Turtle Beach and enjoy local shopping at the Siesta Key Farmers Market, where you can find unique crafts and fresh produce.
2. Near Lido BeachOpens in a new window: Lido Beach offers a serene escape with its tranquil atmosphere and scenic views. Here, you can unwind on the sandy shores or take a leisurely stroll to Crescent Beach. Don't miss the chance to visit St. Armands CircleOpens in a new window, a delightful hub for shopping and dining, where you can find a variety of boutiques and cultural attractions like the Van Wezel Performing Arts Hall.
3. Near St. Armands Circle: Staying near St. Armands Circle immerses you in a vibrant area known for its shopping and cultural experiences. With a range of unique shops and galleries, this location is ideal for those looking to indulge in some retail therapy. Plus, you’re close to Lido Beach and can easily explore the nearby cultural venues like the Florida Studio Theatre, offering great entertainment options.

Things to do near Oyster Bay

Oyster Bay invites travelers to bask in its stunning beaches and lush parks, perfect for family outings and relaxation. Explore outdoor adventures like boating, sea diving, and hiking through scenic trails. With a charming town atmosphere, it’s an ideal spot for fun-filled days by the water and exciting recreational activities.

• Siesta Key BeachOpens in a new window – Dive into the soft, powdery sands of Siesta Key Beach, where the turquoise waters invite you to relax or take a refreshing swim. This family-friendly spot is perfect for building sandcastles or enjoying a picnic under the sun. With plenty of amenities nearby, it's an ideal destination for a fun day out.
• Crescent BeachOpens in a new window – Stroll along the serene shores of Crescent Beach, known for its stunning sunsets and tranquil environment. This picturesque beach is a great place for a leisurely walk or a relaxing day in the sun. Grab a beach chair and soak in the peaceful atmosphere while listening to the gentle waves.
• Lido BeachOpens in a new window – Experience the idyllic setting of Lido Beach, where you can enjoy sunbathing, swimming, or beachcombing. With its family-friendly vibe and lush surroundings, it's a wonderful spot to unwind or explore the nearby parks and walking trails.
• St. Armands CircleOpens in a new window – Discover the charm of St. Armands Circle, a delightful area filled with boutique shops, art galleries, and inviting eateries. Take a leisurely stroll and enjoy the vibrant atmosphere, or stop for a bite to eat at one of the many outdoor cafes.
• John and Mable Ringling Museum of ArtOpens in a new window – Uncover the artistic treasures at the John and Mable Ringling Museum of Art. This museum showcases an impressive collection of European paintings and American art, set within beautiful gardens. Don’t miss the chance to explore the historic Ca' d'Zan mansion, offering insights into the life of circus magnate John Ringling.

4 tips for savvy savings when booking a hotel in Oyster Bay

1. Book for the cheapest times: The most budget-friendly time to visit Oyster Bay is during August, September, and November, when hotel prices may drop to lower levels. For a great value experience, staying for at least 3 to 4 days is recommended to fully enjoy the area's historical landmarks, cultural sites, and natural attractions. Notable spots to explore include the national state park, local beaches known for their beautiful sunsets and marine life, as well as recreational areas that offer adventure activities and opportunities for bird watching. This way, visitors can immerse themselves in the rich history and vibrant culture of Oyster Bay while sticking to their budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Oyster Bay, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. To maximize your savings, consider enabling email alerts or push notifications for flash sales and special promotions. Hotels.com will keep you informed about the price and availability of your preferred hotels. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities easily, so you could find the best hotel deal and be the first to know if prices drop.
3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at an Oyster Bay hotel. If you're in search of something special, boutique hotels often provide a more personalized experience and might offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If it’s on the higher end, we’ll suggest more budget-friendly dates that may help you find a better deal.
4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in neighborhoods that are a bit further out, allowing you to balance cost with easy access to your planned destinations. You could also consider independent hotels located a little farther away, which are usually more likely to be affordable and can offer a more authentic experience.

Best time to go to Oyster Bay

Oyster Bay has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Oyster Bay, February, March, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with no to moderate rainfall. However, if you prefer a more relaxed experience, September to November are perfect for a quieter getaway, marked by light to moderate rainfall and mostly sunny conditions.