TOP 30 Best Relaxing beach getaways in Sarasota, Florida

The Cottages at Siesta Key is a charming resort located at 1105 Point of Rocks Road in Sarasota, Florida. This unique beach cottage experience is just a short walk from the white, powdery sand and aquamarine waters of Siesta Key Beach. We have been awarded the TripAdvisor Certificate of Excellence in both 2017 and 2018, and offer 13 individually decorated cottages ranging from studio size to 4 bedrooms. Our amenities include full kitchens, private decks, barbecue grills, and a pool. Whether you're planning a romantic getaway, family vacation, reunion, or wedding, The Cottages at Siesta Key is the perfect choice. We are just steps from the beach and close to a variety of activities, including dining, scuba diving, shopping, dolphin watching, fishing, and parasailing. Book your stay with us today and experience the difference at The Cottages at Siesta Key.

Instant World Booking is a premier travel agency located in Sarasota, Florida. With a convenient location at 1111 North Gulfstream Avenue, our agency specializes in providing instant booking services for travelers looking to explore the world. Whether you're planning a relaxing beach vacation or an adventurous trek through the mountains, our experienced team is dedicated to helping you find the perfect accommodations for your trip. Book with Instant World Booking for a seamless travel experience and start your next adventure today.

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.

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.

Frangista Hideaway is a charming lodging located at 19 Sarasota Street in the beautiful Miramar Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are comfortable and well-appointed, providing everything you need for a memorable stay. Whether you're looking for a romantic getaway or a family vacation, Frangista Hideaway is the perfect choice. With its convenient location near the beach and local attractions, you'll have plenty of opportunities to explore and enjoy all that the area has to offer. Book your stay at Frangista Hideaway today and experience a truly unforgettable vacation.

Gulf Gate Paradise - Vacation Rentals is a premier lodging option in Sarasota, Florida, offering a range of beautifully appointed vacation rentals for visitors to the Gulf Coast. Located at 5727 Olive Avenue, this institution is not only a lodging provider but also a real estate and travel agency, making it a one-stop shop for all your vacation needs. With a focus on providing top-notch customer service and luxurious accommodations, Gulf Gate Paradise is the perfect choice for those looking to experience the beauty and relaxation of the Florida coast. Book your stay today and experience paradise at Gulf Gate Paradise - Vacation Rentals.

Lucky Vacation Homes is a premier real estate agency located at 1901 Hyde Park Street in Sarasota, Florida. Our team of experienced professionals are dedicated to helping you find the perfect vacation home for your next getaway. Whether you're looking for a beachfront property, a cozy cabin in the mountains, or a luxurious villa in a tropical paradise, we have a wide variety of options to suit your needs. With our expertise and personalized service, we strive to make your vacation rental experience as seamless and enjoyable as possible. Contact us today to start planning your dream vacation!

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.

Gone Coastal Villas is a premier real estate and travel agency located at 2051 Roselawn Street in Sarasota, Florida. Our agency specializes in providing luxurious and exclusive coastal villas for rent or sale in the beautiful Sarasota area. Whether you are looking for a relaxing beachfront vacation rental or a stunning waterfront property to purchase, our team of experienced agents is dedicated to helping you find your dream coastal getaway. With a focus on personalized service and attention to detail, Gone Coastal Villas is your go-to destination for all your coastal real estate needs. Visit us today and let us help you find the perfect villa for your next vacation or investment opportunity.

Welcome to Bits of Paradise Ranch, a unique institution located at 8200 Ibis Street in Sarasota, Florida, United States. As a real estate and travel agency, we specialize in providing our clients with the opportunity to find their own slice of paradise in the beautiful Sunshine State. At Bits of Paradise Ranch, we offer a wide range of real estate options, from stunning beachfront properties to sprawling ranches and everything in between. Our experienced team of agents is dedicated to helping you find the perfect property to suit your needs and preferences.

Village Des Pins is a charming lodging institution located at 3645 White Pine Court in Sarasota, Florida, United States. Nestled in a picturesque setting, this tranquil retreat offers comfortable accommodations and a relaxing atmosphere for guests to enjoy. With its convenient location near the beach and various attractions, Village Des Pins is the perfect destination for a peaceful getaway in sunny Sarasota. Whether you are looking for a weekend escape or an extended stay, this cozy establishment is sure to provide a memorable experience for all who visit.

Charlotte House is a charming lodging option located at 302 East Charlotte Avenue in Punta Gorda, Florida. This small bungalow has an open floor plan that makes it feel larger than its 750 square feet. With 2 bedrooms, Charlotte House can comfortably sleep 5 guests in beds - one room with a queen bed, another with two twin beds, and a bonus room with a daybed. Situated in the historic town of Punta Gorda on Charlotte Harbor, where the Peace River meets the Gulf of Mexico, Charlotte House offers easy access to wonderful restaurants, cocktails, and stunning sunsets. The town is centrally located between two famous beaches - Siesta Key in Sarasota to the north and Sanibel Island to the south. Outdoor enthusiasts will enjoy activities such as boating and fishing, as well as beautiful parks and pickleball courts along the Harbor. Punta Gorda also hosts a variety of events throughout the year, including block parties, wine and jazz festivals, and dragon boat races.

Beneva Travel Agency LLC is a premier travel agency located at 2018 South Beneva Road in Sarasota, Florida, United States. With years of experience in the travel industry, our agency specializes in creating unforgettable travel experiences for our clients. Whether you're looking to plan a relaxing beach getaway, an adventurous hiking expedition, a romantic honeymoon, or a family vacation, our team of experienced travel agents is here to help. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on enjoying your trip. Contact us today to start planning your next adventure!

Florida Sail in St. Petersburg, FL, offers exclusive private sail charters for those looking to experience the beauty of the water in a personalized way. Located at 400 Treasure Island Causeway in Treasure Island, Florida, this travel agency provides worry-free packages that include everything you need for a day of sailing and exploration. From snorkeling in crystal-clear waters to relaxing on pristine beaches, Florida Sail offers customizable day sails that cater to your preferences. With experienced captains, fuel, docking, snorkels, snacks, and beverages all included, you can enjoy a seamless sailing experience while taking in the sights of the bay and potentially spotting wild dolphins.

Dimensions Travel, Incorporated is a premier travel agency located in Sarasota, Florida, United States. Situated at 4296 Balmoral Way, our agency specializes in creating unforgettable travel experiences for our clients. With a team of experienced travel experts, we offer personalized services to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, an adventurous safari, or a cultural immersion trip, Dimensions Travel, Incorporated has got you covered. Contact us today to start planning your dream vacation!

Happy Go Lucky Siesta Key Boat Tours is a top-rated travel agency located in Sarasota, Florida, United States. We offer exciting and memorable boat tours around Siesta Key, where you can enjoy the beautiful scenery, wildlife, and crystal-clear waters of the Gulf of Mexico. Our experienced captains will guide you on a relaxing and informative journey, ensuring you have a safe and enjoyable experience. Whether you're looking for a romantic sunset cruise, a fun-filled family outing, or a private charter for a special occasion, Happy Go Lucky Siesta Key Boat Tours has something for everyone. Come aboard and let us show you the best of Siesta Key from the water.

Avontuur Travel International, Inc. is a top-rated travel agency located at 1306 Main Street in Sarasota, Florida. Specializing in creating unforgettable experiences, our team is dedicated to crafting unique and personalized trips for our clients. Whether you dream of a luxurious safari in Africa or a relaxing beach getaway, we have the expertise to make it a reality. Our founder, Michael Distler, is passionate about travel and believes that it is the only thing you buy that makes you truly richer. With his extensive knowledge and attention to detail, Michael ensures that every aspect of your trip is meticulously planned and executed. From luxury accommodations to seamless transfers, we guarantee a stress-free and unforgettable journey.

Great Day Boat Tours LLC is a premier tourist attraction and travel agency located at 2509 Northway Drive in Venice, Florida, United States. Offering private sunset cruises, dolphin and wildlife tours, coastal water excursions, special events, and more, we specialize in customizing charters to fit your needs. Our experienced USCG licensed master captains, Captain Eric and Captain Jenn, have over 30 years of boating experience and are dedicated to providing a safe and memorable experience on our 24' Hurricane SunDeck boat. Join us for a romantic sunset escape, a family-friendly dolphin adventure, or a customized special event on the beautiful waters of Venice, Florida. Our boat is equipped with shade, sunbathing areas, and complimentary cold bottled water and ice for your personal drinks and food. We offer convenient pick-up locations or can arrange to meet you at a local dock for your convenience.

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 AMI Discovery Charters, your ultimate gateway to exploring the stunning waters and hidden gems of Anna Maria Island and beyond. Located at 1507 Gulf Drive South, Bradenton Beach, Florida, our charters offer an unforgettable experience for tourists and locals alike. Led by Captain Max Huber, a Florida native with a lifelong passion for the sea, our excursions promise adventure, relaxation, and a taste of true Florida charm. Step aboard our brand new 24ft Tahoe Cascade Saltwater Series Luxury Tri-toon, powered by a 175 Suzuki motor, and discover the beauty of the Gulf Coast in style and comfort. With space for up to 20 guests, our vessel is equipped with upgraded upholstery and cushions for ultimate relaxation. We provide underwater scooters, paddle boards, and big floating rafts, ensuring fun for the whole family. Plus, enjoy complimentary water and ice with our extra-large cooler for your beverages and snacks.

Welcome to Between The Tides, your premier destination for real estate and travel experiences in the heart of Florida's Gulf Coast. Nestled at 3721 116th Street West, Bradenton, Florida, our unique agency offers a blend of accommodation and adventure, perfect for those looking to explore the stunning beauty of Anna Maria Island, Bradenton, and the historic charm of Cortez. Discover the allure of coastal living with our charming 1 Bed/1 Bath property, thoughtfully designed to provide both comfort and convenience. With a Queen bed, Sofa Sleeper, child-size bunks, and a futon in the Lanai, this cozy retreat accommodates up to six guests. Enjoy the open layout with a work/desk area, a fully equipped kitchen, and a spacious Lanai that extends to a breezy back patio, creating a perfect space for relaxation.

Welcome to Low Tide Tours Tiki Boat, your premier travel agency for unforgettable aquatic adventures in Sarasota, Florida. Located at 7150 North Tamiami Trail, we specialize in providing unique and memorable experiences on the water, offering the best way to explore Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach. Step aboard our floating tiki bar and embark on a scenic cruise through Florida’s stunning waterways. Whether you're enjoying a cold drink under the sun or witnessing a breathtaking Florida sunset, our tiki boat tours promise fun for all ages. Encounter dolphins, manatees, and Florida’s majestic birds as you relax in the warm Florida sun.

Welcome to Coit Group Fine Homes, a premier real estate agency located in the heart of Tarpon Springs, Florida. Situated at 229 East Lemon Street, our agency proudly serves the vibrant communities of Trinity, Tarpon Springs, Land O Lakes, and Odessa. As a native of Clearwater, Florida, I bring a deep understanding and intricate knowledge of the Tampa Bay area to each client interaction, ensuring you receive the highest level of personalized service for all your real estate needs. Our agency specializes in a wide array of real estate services, including residential buying and selling, commercial and investment opportunities, luxury and vacation homes, and second homes. Whether you're in search of a single-family home, an office building, vacant land, or a condominium, we have the expertise to guide you through every step of the process. Our concierge service and commitment to client confidentiality are just the beginning of the exceptional service we provide.

Siesta Bungalows is a charming lodging option located at 5310 Calle Florida in Sarasota, Florida, United States. Our institution offers 6 cozy beach bungalows within walking distance to Siesta Key Beach and Village, nestled in quiet tropical neighborhoods on Siesta Key. Our pet-friendly bungalows provide a comfortable stay in the heart of Siesta Key, each featuring a private backyard and screened-in porches or patios. Situated on 25 mph residential roads, our bungalows offer a peaceful retreat for guests looking to relax and unwind.

Beachfront Siesta Key is a premier real estate and travel agency located at 8900 Blind Pass Road in Sarasota, Florida. Specializing in luxury beachfront properties and vacation rentals in the beautiful Siesta Key area, our experienced team is dedicated to helping clients find their dream seaside retreat. From stunning oceanfront condos to private beach villas, we offer a wide range of options to suit every taste and budget. Whether you are looking to buy, sell, or rent a beachfront property, Beachfront Siesta Key is your go-to destination for all things coastal living. Contact us today to start your journey to paradise!

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.

Landings Travel is a premier travel agency located at 4986 South Tamiami Trail in Sarasota, Florida. We specialize in providing personalized travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel agents are dedicated to helping you plan the perfect trip, whether it be a relaxing beach getaway, an adventurous safari, or a romantic European vacation. Let Landings Travel take the stress out of planning your next adventure and make your travel dreams a reality.

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.

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.

Welcome to Park Residences of Lido Key, a serene oasis nestled in the heart of Sarasota, Florida. Located at 129 Taft Drive, our exquisite park offers a tranquil escape from the hustle and bustle of everyday life. Surrounded by the stunning natural beauty of Lido Key, our park is a perfect destination for relaxation, recreation, and rejuvenation. At Park Residences of Lido Key, we pride ourselves on providing a peaceful environment where visitors can unwind and enjoy the lush landscapes and gentle coastal breezes. Whether you're taking a leisurely stroll through our beautifully manicured gardens, enjoying a picnic with family and friends, or simply soaking in the sun, our park offers something for everyone.