The 30 Best Relaxing beach vacation in Sarasota, Florida

Island Pursuit is a premier clothing and shoe store located at 355 Saint Armands Circle in Sarasota, Florida. Offering a curated selection of stylish and comfortable apparel, footwear, and accessories, Island Pursuit is the go-to destination for those looking to embrace the laid-back island lifestyle. Whether you're in need of a new swimsuit for a day at the beach or a chic outfit for a night out, Island Pursuit has you covered. With a friendly and knowledgeable staff ready to assist you, shopping at Island Pursuit is a truly enjoyable experience. Visit us today and discover the perfect pieces to elevate your wardrobe.

Casey Key Retreat is a private beachfront lodging located at 217 Casey Key Road in Nokomis, Florida. Escape the hustle and bustle of busy hotels and enjoy a quiet vacation rental right on the Gulf of Mexico. With direct access to the beach, you can relax, explore, and enjoy the stunning sunsets Florida is known for. Our 4 condos offer a terrace or balcony where you can soak in the ocean breeze. Conveniently situated between Venice and Sarasota, our resort is just a short drive from Tampa International Airport. Whether you're into boating, fishing, kayaking, or kite surfing, Nokomis has something for everyone. Explore outlet shopping, golf courses, theaters, museums, restaurants, and bars in the area. Don't forget to hunt for shark teeth on the beach! For a small fee, early check-in and late check-out options are available based on availability. Come experience the perfect vacation at Casey Key Retreat.

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.

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.

Magnolia Pointe, BW Signature Collection is a luxurious lodging institution located in Sarasota, Florida, United States. Situated at 5965 Brookhill Boulevard, this prestigious establishment offers top-notch accommodations and exceptional service to its guests. With elegant decor, comfortable rooms, and a range of amenities, Magnolia Pointe is the perfect choice for travelers looking for a memorable stay in Sarasota. Whether you're visiting for business or pleasure, you'll find everything you need for a relaxing and enjoyable stay at this exquisite hotel.

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.

Siesta Key Beachside Villas is a charming lodging option located at 124 Columbus Boulevard in the beautiful city of Sarasota, Florida, United States. Situated just steps away from the pristine white sands and crystal-clear waters of Siesta Key Beach, this beachside retreat offers guests a relaxing and luxurious stay. The villas are tastefully decorated and equipped with modern amenities, providing a comfortable and convenient home away from home. Whether you're looking to unwind by the pool, explore the vibrant local area, or simply soak up the sun on the beach, Siesta Key Beachside Villas is the perfect choice for your next vacation getaway.

Tropical Breeze Resort is a charming lodging located at 140 Columbus Boulevard in Sarasota, Florida. This tropical oasis offers guests a relaxing and luxurious stay with its beautifully landscaped grounds, spacious accommodations, and top-notch amenities. Whether you're looking to unwind by the pool, explore the nearby beaches, or indulge in delicious dining options, Tropical Breeze Resort has something for everyone. Come experience the perfect blend of comfort and convenience at this hidden gem in the heart of Sarasota.

Hibiscus Suites is a charming lodging institution located at 1735 Stickney Point Road in Sarasota, Florida, United States. Nestled in a beautiful tropical setting, Hibiscus Suites offers comfortable and spacious suites for guests looking for a relaxing getaway. The property features a serene outdoor pool, lush gardens, and a convenient location near the beach and local attractions. Whether you are visiting Sarasota for business or pleasure, Hibiscus Suites provides a peaceful retreat for your stay. Experience the warm hospitality and inviting atmosphere of Hibiscus Suites during your next visit to Sarasota.

Banana Bay Club is a charming lodging institution located at 8254 Midnight Pass Road in Sarasota, Florida, United States. Situated in a picturesque setting, this beachside retreat offers guests a tranquil and relaxing atmosphere to unwind and enjoy a peaceful vacation. The club features comfortable accommodations, friendly staff, and a range of amenities to ensure a pleasant stay for all guests. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Banana Bay Club is the perfect destination for your next trip to the beautiful Sarasota area.

Blue Sage is a charming lodging institution located at 1105 Point of Rocks Road in Sarasota, Florida. Situated in the beautiful coastal town of Sarasota, Blue Sage offers a serene and relaxing atmosphere for guests to enjoy. The institution is owned and maintained by The Cottages at Siesta Key, ensuring high-quality service and accommodations. Guests can contact Blue Sage at 1 (941) 346-0113 or 1 (941) 552-9101 for reservations, or toll-free at 1-888-TO-SIESTA (867-4378). The website for Blue Sage is designed and managed by Cyberwebhotels, providing easy access to information about the institution and its amenities. Whether visiting for a weekend getaway or an extended stay, Blue Sage is the perfect choice for a peaceful and enjoyable experience 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.

Welcome to Paradise Cove at Lemon Bay, an upscale "Old Florida style" vacation rental institution located in Englewood, Florida. Our tastefully decorated rooms feature modern furnishings, full bathrooms, fine linens and comforters, large flat screen televisions, and free WIFI connection property wide. Each room also comes equipped with a fully equipped kitchen with full size appliances, pots and pans, microwave, and coffee maker, as well as free cable TV. Guests at Paradise Cove at Lemon Bay have access to a variety of amenities, including a dock and sun deck with spectacular views, a small private beach area, peaceful garden surroundings, a private gym, large gas grills, laundry facilities, and more. We are also pet friendly, with pet friendly villas available.

Siesta Key Palms Resort is a charming lodging option located at 1800 Stickney Point Road in Sarasota, Florida. This resort offers a relaxing and comfortable stay for guests looking to experience the beauty of Siesta Key. With well-appointed rooms, a sparkling swimming pool, and easy access to the area's stunning beaches, Siesta Key Palms Resort is the perfect choice for a memorable vacation in the Sunshine State. Enjoy the warm hospitality and convenient amenities at this welcoming resort.

Sea Crest On Siesta Key is a luxurious lodging institution located at 1129 Seaside Drive in Sarasota, Florida, United States. Situated just steps away from the pristine white sands of Siesta Key Beach, this institution offers comfortable accommodations with stunning ocean views. Guests can relax by the pool, enjoy beach access, and explore the nearby shops and restaurants. With its prime location and upscale amenities, Sea Crest On Siesta Key is the perfect destination for a beach getaway in Florida.

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.

Tropical Gardens Travel Park is a stunning RV Park Community located in Bradenton, Florida. With a mix of tropical scenery and a naturistic spin, our grounds are full of palm trees and lush greenery, providing a beautiful backdrop for your stay. Our Pull Thru sites are paved concrete platforms with plenty of space and a picnic table provided. Enjoy a variety of amenities, both indoor and outdoor, including a pool, recreation areas, and a full-service laundry room. Our community is clean, quiet, and gated, providing a safe and friendly environment for our residents.

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.

The Capri at Siesta is a charming lodging institution located at 6782 Sarasea Circle in Sarasota, Florida, United States. Situated in the beautiful and elegant surroundings of Sarasota and Siesta Key, The Capri offers comfortable rooms with kitchenettes, premium beds, and large flat screen TVs at competitive rates. Our goal is to provide guests with the best beach vacation experience on Siesta Key. We have recently renovated our hotel to create stylish and well-appointed guest rooms, a private garden courtyard for outdoor dining, and a heated pool for relaxation. Just a few steps away from our property is a private path lined with tropical flora that leads to the world-renowned Siesta Key Beach, known for its powdery white sand, gentle surf, and stunning sunsets.

Ten35 Seaside Rentals is a premier lodging institution located at 1035 Seaside Drive in the beautiful city of Sarasota, Florida. Offering luxurious and comfortable accommodations, Ten35 is the perfect destination for those looking to relax and unwind by the seaside. With stunning views of the ocean and top-notch amenities, guests can enjoy a truly unforgettable stay. Whether you're planning a romantic getaway or a family vacation, Ten35 Seaside Rentals has everything you need for a memorable experience. Book your stay today and experience the ultimate in seaside luxury.

Bee Ridge Park is a charming and serene park located at 4430 South Lockwood Ridge Road in Sarasota, Florida. This popular tourist attraction offers visitors a peaceful escape from the hustle and bustle of city life. With its lush greenery, walking trails, and picnic areas, Bee Ridge Park is the perfect spot for a relaxing day outdoors. Whether you're looking to enjoy a leisurely stroll, have a family picnic, or simply soak in the beauty of nature, Bee Ridge Park has something for everyone. Come and discover the beauty and tranquility of this hidden gem in Sarasota.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

Sand Dollar Pool Bar is a vibrant and lively establishment located at 6600 South Tamiami Trail in Sarasota, Florida. This unique pool bar offers a relaxed and laid-back atmosphere where guests can enjoy refreshing drinks and delicious food while soaking up the Florida sun. With a menu featuring a variety of cocktails, beers, and tasty bites, Sand Dollar Pool Bar is the perfect spot to unwind and socialize with friends. Whether you're looking to cool off in the pool or relax by the bar, this institution is sure to provide a memorable and enjoyable experience for all visitors.

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.

Bianco Sands by Beachside Management is a lodging institution located at 1126 Point of Rocks Road in Sarasota, Florida, United States. The property offers easy beach access, with just a short two-block walk to a beautiful beach. The apartments are clean and comfortable, with a nice pool on site. Guests have praised the friendly and responsive staff, who quickly address any issues that may arise during their stay. Please note that the institution has a strict cancellation policy, with 100% of total revenue forfeited for cancellations made within 14 days. Guests are advised to purchase trip insurance for emergencies, including hurricane evacuations. Payment can be made with Visa, Mastercard, American Express, and Discover Card, with the first night's stay plus tax charged immediately upon booking. The remaining balance will be charged 30 days prior to arrival. Overall, Bianco Sands by Beachside Management offers a pleasant and convenient stay for guests visiting Sarasota.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.