Cottage holiday rentals in The Villages

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to a peaceful private farm cottage just minutes from Villages. Enjoy a romantic, cozy retreat with a private fenced courtyard, mini farm charm, and thoughtful comforts throughout. Pets are welcome with no surprise fees. Easy self check-in and simple checkout make your stay stress-free. Close to Brownwood, dining, shopping, and I-75. Extra parking may be available for boats, trailers, or larger vehicles with advance notice. Traveling with family or friends? Ask about nearby sister rentals.

Cozy Cottage At Lake Weir

Welcome to our cozy 2-bed, 1-bath home, perfectly situated in a charming town right by Lake Weir! Soak in refreshing lake breezes and breathtaking sunsets just right outside the door. Centrally located near Belleview, Ocala and The Villages, our home offers easy access to nature, dining, and entertainment. Explore the Ocala National Forest or launch your boat from the nearby ramp, just 4 miles away. Spend your days at the lake and enjoy meals at the restaurant bar & grill just across the street!

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).

Rustic & Romantic Withlacoochee River cottage

Let the nature lover in you take it easy at this unique and tranquil getaway on the Withlacoochee River. Kayak, canoe, hike, and bike through the beautiful wilderness. Or hang out in the hammock, read, cook, relax, and watch wildlife. This open floor plan cottage has all amenities for comfort, relaxation, adventure, and getting away from it all. (Cabin is at end of a rugged 2-mile dirt road not suitable for sports cars.) As of March 2026, please note the drought means river levels are lower.

Guest House- 1/1 Suite w/ Pool Use & Golf Cart!

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!

Cottage 32: Flamingo Bungalow | Dora Canal Court

Our lovely fully furnished 1 bed/1 bath Cottage 32 is a freshly remodeled vacation rental cottage at Dora Canal Court in Tavares, Florida. Enjoy being steps away from the famous Dora Canal and walking distance to downtown Tavares. Relax with some boating, fishing, seaplanes, sunshine and more! Lots of waterfront restaurants and always fun events going on around town. Located in Central Florida next to Mt Dora and about 45 min north of Orlando. Tavares is known as America’s Seaplane City.

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.

View of Lake Weir with a private beach

Steps away from Lake Weir. Private community beach. Restaurant next door with full bar and yummy food. Live music on some nights. Bring your water toys and park a boat trailer. Tie downs in the water. If you don’t have any or don’t want to haul it, rentals available next door: info in the pictures. Lots of shopping and eats in the Villages only 5 mins away. Only 1 hour from Disney World. Bring your fur baby but make sure they are leashes 🐾 Snow birds welcome too.

Beautiful country house

Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates