Cottage holiday rentals in The Villages

Cozy & Quaint! The Little Cottage for Big Hearts.

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing🎣 equestrian🐎 activities, Mount Dora &🪑Antiques Markets. Just 39 miles to Orlando - Disney & 43 miles to the beach 🏖 🏡You’ll wake up in one of the last true Florida cottages, built in wood with heart and time.❤️A truly quaint cottage for a joyful stay. Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!☀️🌳

Serenity Cottage-Peaceful, Lakefront Escape

Escape to our stunning lakeside cottage, the ultimate retreat for relaxing, adventure, and romance. Perfectly situated for every kind of traveler, our cozy getaway offers direct water access for boating, fishing, and sun-soaked leisure. Sip your favorite drink on the deck as you witness breathtaking sunsets over the lake. Whether you're craving peaceful solitude, thrilling excursions, or a romantic escape, our cottage delivers an unforgettable stay. Book now for the perfect lakeside experience!

Bluegill Fish Camp on Lake Panasoffkee

Clean comfortable fish camp visit with the best bass fishing in Central Florida. Clean fish camp with direct lake access, your own dock for quick fishing launches and no boat hassles. Leave your boat ready for convenient access to 8 miles of pristine largemouth and panfish lake fishing. Secluded canal with little to no boat traffic (just neighboring houses). I have a 20' bass boat that I navigate in and out of the canal easily(use of trolling motor on the short private canal is recommended).

Sweetwater Cottage private dock, canoe & kayaks

Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes. Bring your boat! We have a community boat ramp one street over. Only minutes to downtown Inverness! PET FEE $25 per pet paid directly to host.

Guest House- 1/1 Suite w/ Pool Use

Prime location with one of the most breathtaking views in The Villages, Village of Amelia (water and golf course)! BEAUTIFUL SUNSETS!! 5 mins from Lake Sumter and 10 mins from Brownwood, this charming spacious 830sf 1BR 1BA apt with king bed and full kitchen provides everything you need. The apt is part of the owner's home, but is completely separate with its own 2 entrances, large TVs, W&D, and an EXTRA-LARGE ROMAN SHOWER. Enjoy life as a Villager in this cottage with the Parfect View!

Waterfront Cottage on The Harris Chain in Leesburg

Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Lakefront 2 bd 1baBoatlift-dock Harris Chain/open!

Relax with your morning coffee as you watch the sunrise over Lake Griffin, on the Chain of Lakes through Leesburg and adjacent to the Lake Griffin State Park. Bring your fishing pole or just soak up the Florida sun lakeside at this cozy cottage. 2 Queen beds and 1 Full Size pull out couch. 1 full bathroom. Please note AirBnB requires Guests to properly list the number of travelers in their booking and if you are traveling with children or pets. Booking for others is not permitted.

Private Dog Park | 4mi to Lake/Beach | Legends Run

Whole 3 acre is your fenced private dog park! Bring your pups here for a great time! We found this house with a big yard and built a fence so that our dog Maga could roam free. Unfortunately, she left us before we move here. Then one guest's dog, Legend, ran unleashed for the first time in his life. We were so touched to see how happy he was. The yard is therefore named Legend’s Run. In memory of our dog Maga, who is a legend herself, hope to bring joy to you and your dogs!

Seaside Dreams Cottage at Coco Ranch

We are a pet friendly Cottage bring your furry friend and enjoy the cozy and playful place This is a family wood gated compound. Each Cottage are private, surrounded by beautiful comun areas. If your planing to get away from the city and connect with nature🦌🌳🐄 this is the perfect place. Surrounded by a lot of natural springs 💦 🍃 and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill”🍽 at just 6m walk, 6m walk to Lake Weir, and more.

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.

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Anneliese's Cottage

Just a delightful walk from Lake Eustis and its quaint downtown shopping & dining district, a 10 minute drive to Historic downtown Mt. Dora, and less than an hour from Orlando / Daytona Beach, this cottage , decorated with cozy elegance, is the perfect place to relax and truly enjoy all that the area has to offer. Right next door, you'll find an eclectic day spa, where you can set up a relaxing massage, facial, or have your hair & nails done during your stay!