Plan your vacation at Lido Key and prepare to enjoy a vacation filled with sunshine, white beaches, blue waters, and perfect weather. You can choose from many beautiful Lido Key vacation rentals, like stately mansions, cute beach houses, quaint waterfront cottages, and villas for you to choose from. It’s the kind of place that feels like it’s right out of a dream. Choose your paradise and then make out your itinerary: build a sand castle with the kids, snorkel in the bay, go deep sea diving in the Gulf, or get a massage in a tiki hut on the beach.

1. Lido Key

wooden rails

Step out the door of your vacation rental beach cottage on Lido Key and stroll down the coast to search for seashells in the pristine white sand, bask in the warm sunshine, or swim in the sparkling blue waters of the Gulf of Mexico. You’re only a couple of hours away from Disney World, so it’s easy to happily surprise your family with a one-day trip to the resort.

2. Bird Key

dog on a surfing board

Settle into your upscale waterfront condo on Bird Key Island and enjoy feeling pampered. Relax in your hot tub, swim in the pool, or get a workout in the gym to keep in shape. Since you’re on the beach, take advantage of windsurfing, sailing, and boogie boarding too. Take the kids to look for dolphins at Bird Key Park, a pet-friendly space where Fido can kick up his paws and run free.

3. Bradenton Beach

jumping dolphin

When you book a peaceful beach house or efficiency apartment on Bradenton Beach, it’s as if you leave the humdrum of daily living in a different universe. Explore the beautiful intracostal waterways during a 90 minute narrated adventure by Paradise Boat Tours and search for dolphins, manatee, and rays. Enjoy an unstructured morning of beachcombing to find unique souvenirs to take home.

4.South Sarasota

dancing ballerinas

Your vacation rental paradise awaits you in South Sarasota in a spacious home with a fenced backyard, a cozy cottage on the beach, or a lavish condo. Once you choose your vacation epicenter, mark your schedule to include Red Bug Slough Preserve, known for its miles of hiking trails, picnic shelters, fishing dock, and playground. Enjoy easy access to other local attractions including G-Wiz, the hands-on science museum for kids. If you thirst for culture, watch performances at the Sarasota Opera House.

5. Sarasota

circus car
Source: Flickr / jared422_80

Plan your escape to a wonderland of beautiful beaches and world-famous circus attractions by booking a vacation rental home in Sarasota. Fill your days with more fun than you can shake a ringmaster’s baton at, beginning with a tour of the Ringling Museum. Enjoy exhibits and artifacts from the original circus train and sideshows. Get some local fruits and vegetables at the downtown Farmers Market on Sundays. Take the kids to see the lions and tigers at the Big Cat Habitat and Jungle Jam.

6. Bradenton

children climbing

Experience blue skies, pure air, azure waters, and non-stop vacation fun in Bradenton. Spend your day swimming, surfing, fishing, and sunbathing, or head inland for a different kind of thrill. Take the kids for a zip line adventure at TreeUmph and spend an evening cutting loose in the trees. Enjoy a day kayaking, or paddle boarding through Robinson Nature Preserve to do your sightseeing from a different perspective.

7. Anna Maria Island

swimming white horse

Hang your hat in a plush waterfront condo in Anna Marie Island, a place as beautiful and exotic as its name. Stroll along the beach of sugar-white sand and photograph your family playing in the crystal blue waters on a perfect day. For a truly unique and enchanting adventure, go horse surfing on a guided ride with Beach Horses. Keep your family entertained with chartered fishing tours and boat tours.

8. Longboat Key

people riding segway
Source: Flickr / heartbeaz

Pull out all the stops and take your family to stay in a modern beach house or quaint waterfront cottage on Longboat Key. If you like to cover a lot of ground, rent some segway from Segs by the Sea. Enjoy a guided tour, or set out on a self-guided adventure of your own design. Once you cross the Longboat Key Bridge, make the day your own.

9. Siesta Key

people riding a parachute

Change your pace for some lazy days on the beach in an enchanting villa on the beach at Siesta Key. Volleyball courts up and down the beach offer ample opportunities for spontaneous games and playing around with the kids. You can always ramp up the excitement and book an adventure with Siesta Key Parasailing. It’s your choice: sit on the sand, splash in the warm water, or soar with the seagulls.

10. North Sarasota

pink flamingo on the grassland

Opt for a waterfront or inland cottage, house, or apartment in North Sarasota to find your vacation retreat. Explore Sarasota Jungle Gardens with the kids and introduce them to some of the most beautiful exotic wildlife in the world. Experience Phillippi Estate Park, a 60-acre natural area park just south of downtown. The park features the Edson Keith Mansion and environmental attractions.

11. Brohard Beach, Venice

dog playing at the beach

When your family includes a furkid, look for pet-friendly vacation rentals in Brohard Beach. The Brohard Beach and Paw Park includes an enclosed play yard and watering station. There’s also a section of the beach where Fido can romp in the surf and swim freely. Enjoy the 740-foot fishing pier that has restrooms, a bait shop, and a snack bar.

12. Fruitville

pond at the golf course

You might want to stay inland and rent a home or apartment in Fruitville. If you enjoy golf, the northwest side of town sits adjacent to Bobby Jones Golf Club, a 45-hole municipal golf course. Nine and 18 hole courses allow walking and riding.