Holiday rentals in Pine Island

Relaxing private suite, Air bath tub, Safe area

Charm and comfort await you in our private Airbnb suite. This spacious suite features a queen-size bed and a queen sofa bed, perfect for families or small groups. Enjoy entertainment on the 55" Toshiba TV or relax by the window in the comfortable chair with your favorite book. The kitchen is small but fully equipped for your needs and has a large refrigerator too. The luxury continues in the bathroom, where you will find a Jacuzzi bathtub, double shower and double sink for your maximum comfort 🤗

Bigfoot's Bungalow: Enjoy Clear Main River Waters

Trust me, you want to be on the main river with direct access to the clear waters of the Weeki Wachee. Roger's Park is a quick row up river, and just around the corner from that is Hospital Hole where manatees love to congregate. Our house is one of the newer homes on the river with balconies galore and can accommodate your large group with 4 spacious bedrooms and an elevator (only for elderly/handicapped use)! Bring your boat to tie up or use the 7 single kayaks and two 3 person canoes provided

Lucky Duck Lodge : Enjoy Clear Main River Waters

Getaway for two! The perfect mix of relaxation and adventure await you at this WeekiWacheeSprings River apartment directly on the crystal clear water MAIN RIVER (not on a canal). You will enjoy the large screened in patio just outside the open concept living room/kitchen/one bedroom/one bathroom, with panoramic view of the river. One parking space and private entrance. Includes 2 single kayaks, double kayak, canoe and 2 paddle boards. NO SMOKING. NO SMOKERS. NO PETS. NOT SUITABLE FOR CHILDREN.

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This brand new luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Flip Flop River Stop

Throw on the flip flops and take it easy at this unique and tranquil getaway! Canal front dock with ladder to enjoy the visiting manatees or a quick paddle to the beautiful, clear Weeki Wachee river In the provided kayaks. Paddle to the springs or enjoy quick boat access to the Gulf for fishing or scalloping. Visit Pine Island, Weeki Wachee mermaids and Buccaneer Bay. One hour north of Tampa. Pets allowed. Must be declared! Max 2 (under 50 pounds each). **Monthly/weekly discounts on booking!

Ozello Keys Cottage on Crystal Bay

2/1 Ozello coastal cottage on stilts surrounded by nature, tranquility, and endless views of the water and estuary. Nature lovers paradise. World renowned fishing and scalloping. Regular dolphin and manatee sightings. Relax with the whole family on the large screened back porch providing gorgeous views of the Nature Coast and stunning sunrises over the salt marsh. The open floor plan opens up to a large screened porch with a dining and lounging space with private and expansive water views.

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

PALM CREEK GETAWAY spring meets gulf+pool/spa

Enjoy natural spring yet only minutes kayaking to the gulf: 4BR, 3 full baths + living + dining + outdoor dining by screened & heated salt-water pool and spa ($30/nite extra) + screened patios. Get away to kayaking, scalloping, fishing, crabbing, biking, watching dolphins/manatees, fire pit, hammock in Florida sun... 5 mins drive to Weeki Wachee State Park, 7 mins drive to Pine Island, 30 mins to Homosassa, 1 hr to Tampa, 2 hrs to Disney. Close to restaurants, stores, grocery...

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.