Best Boutique Hotels in Osprey

Explore a beautiful, welcoming destination on Florida's central Gulf coast. This luxury landmark offers stunning views of Sarasota Bay and is just a short walk or drive from the heart of the city. It’s close to some amazing arts venues and nature spots, making it easy for everyone to enjoy local culture and the great outdoors. Whether you’re here for relaxation or adventure, this location has something special for everyone.

Sports/Activities • Oceanfront • Spa • Ocean View • Transportation/Shuttle • Business Services • Restaurant • Wellness Facilities

Welcome to our beautiful community on Sarasota Bay! Here, you'll find a private marina and vibrant tropical gardens that create a peaceful and inviting atmosphere. We are just a short drive from stunning white-sand beaches, fantastic shopping options, and the renowned Ringling Ca' d'Zan museum. Whether you're seeking relaxation by the water or exploring local arts and culture, there's something for everyone to enjoy. We can't wait for you to join us!

Entertainment • Sports/Activities • Restaurant • Oceanfront • Ocean View • Wellness Facilities • Business Services • Child Friendly

Discover the Playa Esmeralda Vacation Home, a welcoming retreat in Bradenton Beach that can comfortably host up to 14 guests. Enjoy relaxing moments in the spa bath, and take just a short stroll of 300 meters to reach the beautiful Cortez Beach. The home is fully air-conditioned, ensuring a comfortable stay no matter the season. Whether you’re here for a family gathering, a group getaway, or simply to unwind by the beach, we look forward to making your visit special!

Wellness Facilities • Hot Tub • Child Friendly

Whether you're visiting the beautiful Florida Gulf Coast town of Punta Gorda for work or leisure, we invite you to enjoy a warm and welcoming stay at the Wyvern Hotel. As an independently owned boutique hotel, we take pride in offering a personalized experience that caters to your unique needs. We look forward to making your visit memorable!

Child Friendly • Business Services • Restaurant • Entertainment • Sports/Activities

Experience a one-of-a-kind luxury boutique property that draws inspiration from the beautiful Mediterranean and the vibrant culture of its namesake Spanish province. Nestled in the heart of St. Pete Beach, our hotel features amazing outdoor spaces where you can relax, connect with others, or simply enjoy the stunning surroundings. We prioritize your comfort and happiness, ensuring that every aspect of your stay feels welcoming and inclusive. Whether you're seeking adventure or tranquility, we are here to support you in making the most of your time with us.

Entertainment • Oceanfront • Business Services • Restaurant • Sports/Activities • Private Beach • Ocean View • Wellness Facilities

Welcome to our beloved historic boutique hotel, which has recently welcomed new ownership! We are excited to share our fresh approach that brings together the joy of crafting cocktails and warm hospitality. Our goal is to create a special experience where you can enjoy beautifully made drinks while feeling right at home. We can't wait for you to be part of this journey with us!

Sports/Activities • Wellness Facilities • Oceanfront • Child Friendly • Ocean View • Entertainment • Restaurant

Welcome to TradeWinds Island Grand, a place where warm hospitality meets a commitment to sustainability. Nestled along the serene shores of the Gulf of Mexico, our resort is proud to carry a legacy of exceptional service recognized by numerous awards. As a certified Florida Green Lodge, we prioritize eco-friendly practices to ensure that everyone can enjoy a beautiful and healthy environment. Whether you're here for relaxation, adventure, or quality time with loved ones, we invite you to experience all that Island Grand has to offer. Your comfort and satisfaction are at the heart of everything we do, making sure your stay is memorable for all the right reasons.

Business Services • Ocean View • Wellness Facilities • Entertainment • Restaurant • Oceanfront • Sports/Activities • Transportation/Shuttle

At the Saint Petersburg Ponce De Leon Boutique Hotel, every room comes with a flat-screen cable TV for your entertainment. If you need a microwave or refrigerator during your stay, just let us know, and we’ll be happy to provide one for you. For those who need to get some work done, we have a business center available, complete with access to a printer. We’re here to make your experience as comfortable and convenient as possible!

Restaurant • Child Friendly • Entertainment

Welcome to The Birchwood, a charming hotel situated right in the heart of St. Petersburg! You’ll find us just a short 2-minute stroll away from the beautiful Chihuly Collection, making it easy for you to explore the city’s art and culture. We prioritize your comfort and convenience with free WiFi throughout the hotel, so you can stay connected during your visit. Plus, we offer a delightful complimentary continental breakfast every morning to help kick-start your day. At The Birchwood, we aim to create a welcoming atmosphere where everyone feels at home. We look forward to making your stay enjoyable!

Entertainment • Business Services • Sports/Activities • Child Friendly • Restaurant

Nestled by the beautiful Tampa Bay coast, this charming hotel in St. Petersburg offers a relaxing spa and warm pools for your enjoyment. You'll find the stunning Chihuly Collection, showcasing intricate glass sculptures, and the Museum of Fine Arts just a quick 5-minute walk away. Whether you’re seeking relaxation or cultural experiences, this welcoming location has something for everyone.

Business Services • Ocean View • Sports/Activities • Oceanfront • Spa • Wellness Facilities • Restaurant • Entertainment